Getting started

“Thanks again – I’ll look forward to next time!” Laila gave me a last passionate kiss and headed back to her room. I watched her bounce – it’s the only word that fits – out of the hotel coffee shop as she made her way to the elevator bank and I chuckled to myself. I was now richer by $4000 in cash and poorer by four ejaculations – three deep inside her wonderfully tight pussy and one down her throat. It had been a great night – I’d been her “date” to a corporate cocktail party/dinner, and then basically her sex toy for the night. She was a married corporate exec who had a “nice but boring” husband, traveled a lot to the Denver area for work, and had no good outlet for her powerful sexuality.

It was the third time she’d been here – Denver was a monthly stop for her – and she was becoming a regular client. It was a pretty typical gig for me these days. I’d get a text from someone asking if they could set up a massage appointment. We’d figure out the day, time, and where they’d be staying, and I’d show up, usually meeting them at the bar of the hotel they were staying in. They were all high-level businesswomen, often “-C” level, or doctors, or lawyers, government people, etc. Almost all of them were traveling, and most of them, if not almost all, were married. And without exception, they were all very good looking, with some I’d call drop dead beautiful

As great a night it had been, it was, dare I say, somewhat typical at this point. I’d started a couple of years ago, and one thing had led to another, to the point I was making more going out with women than I was as a teacher. Life, as they say, can be funny. Who knew this would happen? Certainly not me – I’d been the guest or ‘date’ of women ranging from corporate executives to doctors and lawyers to politicians. I averaged three clients a week, most of them now overnights, for which they’d hand me an envelope with 30 $100 bills in it; occasionally more. There were a few women who were able to retain me as a “consultant,” which meant I’d see a direct deposit show up in my bank account along with a 1099 form at the end of the year.

So how’d I get started? (I have to laugh as I write that – who’d believe it? And yet, here I am.)

Well, every so often I’d put an ad on the web offering sensual/erotic massage. I think I’m a reasonably attractive guy – I’m 47, about 6’1″, 185 lbs., in pretty good shape, divorced, etc. Full head of gray/silver (take your pick!) hair, with glasses, educated, and active. I’d had a range of careers; and was currently teaching high school, having been in the military (three different times), in high tech, been a lawyer, etc. So I was never shy about posting a picture with my ad, which helped. Never one that was too obviously me, but I’d send one on request to someone I thought was real.

I’d met a few women off of the ad, and we’d communicate, usually meet for a drink, and then move back to usually my house for a ‘massage.’ For anyone who doesn’t know, offering a ‘sensual massage’ is code for sex.

I’d posted the ad again toward the end of the school year, and got the usual range of responses – lots of obvious spam, a few from real people. Typically at least a couple of the real people would actually meet; if we got that far there were very few who declined come over. After the usual filtering of the spam responses, I saw that a woman named Diane had emailed me, asking if I was open on a Wednesday to massage her at her hotel – she was traveling on business. Of course I replied that I was indeed – would she like to meet at the bar? She thought that a very good idea, so we agreed to meet at 9 at the hotel bar.

I went through my usual pre-date/massage routine – big dinner, shower, shave, teeth, etc. And checked my massage bag – a small backpack from my Army days, where I kept massage oils, a couple of towels, condoms, a couple of feathers, toothbrush and toothpaste, and some small electric candles. Cheesy? Maybe. But women seemed to like that I thought of it. And I was off to Diane’s hotel.

Her hotel was one of the big ones in the nearby tech center, well known and usually full of corporate folks during the week. Always very clean, and reasonably tastefully decorated for the ‘high-end executive” hotel it promoted itself as. I’d been to the bar before – this wasn’t my first rodeo at this hotel – so I parked and found my way to the bar, picking a bar table that was a bit darker than the others.

I looked at my phone, and had a new email: “Hi! I’m on the way down now.”

“Great! I’m at one of the cocktail tables by the end of the bar. See you in a minute,” I typed back.

A moment later, I saw her walk in – and I think a lot of the other men in the bar did too. Diane is on the taller side – probably 5’8″, maybe 5’9″. Shoulder length dark hair, and a beautifully proportioned figure – no one part dominated. Athletic looking, without that starving-runner physique. And a face that I thought was just stunning. She was wearing what looked like a black miniskirt with a floral print blouse, both snug enough to let everyone see her figure.

I stood up and waved – she saw me and flashed a bright smile as she headed over. I walked around the table to greet her with a hug.

“Hi Diane! Nice to meet you,” I said as we hugged briefly – the ‘corporate approved’ version.

“And nice to meet you,” she replied, smiling. “I’ve been looking forward to it.”

“Me as well. What would you like to drink?” Conveniently, a cocktail waitress arrived and Diane asked for a cosmopolitan.

We sat down, and her drink appeared promptly – almost instantly.

“And how the heck are you? Long day?”

She smiled. “Pretty good, but it’s been a long couple of days.” She took a good sip of her drink and considered it thoughtfully. “That’s pretty good.” She waved down the waitress and asked for another.

We went through some typical small talk, and she finished her second drink as I finished mine. I learned that she was 49, married with two kids, one in college and one about to go, had been with her current IT company for 7 years, a variety of progressive jobs in other companies before, etc. I got the impression she was something of a “fixer” for whatever company she was at.

She laughed when I said that. “Something like that – I always get sent whenever there’s a problem and the CEO needs someone they know to go find and fix it. I’ll give you my card later.”

I nodded. “I did the same kind of thing when I was a lawyer.”

That got her attention. “You used to be a lawyer, and now teach? How did that happen?”

“Choice. I was practicing when I got activated by the Army and sent to Iraq. And realized how pointless lawyering was, aside from the money. So now I teach high school. Much more rewarding.”

“And you add in a massage now and then?”

My turn to laugh. “Yep, that’s about right!”

She grinned. “OK, shall we?”

“You bet. Should we go together or should I wait?”

She pondered for a second. “Let’s just go.”

“OK.” I threw my backpack on my left shoulder, and she led the way to the elevators, after signing the drinks to her room. (“Per diem – I never hit it, and no one would care anyway,” was her quick explanation.)

As we made our way to the elevator, I could feel my loins rising – she was, if my description of her didn’t make it clear, very attractive, and had an undercurrent of sexiness that I liked – understated is usually preferable to me. We went up the elevator to the top floor, and she led the way to her room, opening it with her phone.

“OK,” she said as the door closed. “I’m new to anything like this. How do we start?” She chuckled softly as she said it.

It was a common question – and a good one. How do you initiate sex with a stranger you might have met only an hour ago?

“You’ve had massage before, right?” She nodded. “Just think of it as a regular massage. I’ll step into the bathroom and you can disrobe to your comfort level and lie down – face down to start. Then I’ll come out and start the massage, just like a regular massage. Then I’ll start getting a little more sensual – if you get uncomfortable just say so and I’ll stop. Make sense?”

She nodded. “OK. I should warn you – it’s been so long since I’ve had a good massage I hope I don’t orgasm as soon as you touch me.” Again with the soft chuckle.

“Ha. Perfectly ok if you do,” I replied, adding a soft laugh of my own.

And with that, she stepped into the bath and closed the door. I walked over by the window and started setting up, but could still trace her through the bath – I have good hearing. Toilet, wash hands, brush teeth, rinse, dry hands, and the door was opening. While she’d been in the bath, I’d put up a few electric candles and turned them on (hotels frown on any type of open flame – can you believe it?).

She walked out of the bath with a bright smile and said “Your turn!”

“Be with you momentarily,” I said as I walked into the bath and basically repeated what she had done – my only addition was to drink a couple glasses of water. As I was in the bath, I saw that she was an efficient traveler – not much “stuff,” and what was there was neatly arranged. The hallmark of a regular traveler. I stuck my head out the door and asked, “Ready?”

“Yep!” came the reply.

I stepped out of the bath and into the room, turning off the lights as I did. She was naked on the bed, face down, arms at her sides, her eyes closed. She made for a beautiful sight – her dark hair splashed on the pillow and her skin a nice contrast with the white of the sheets. I could feel myself stirring again, and moved to put the bottle of massage oil on a washcloth on the nightstand.

As I disrobed, I thought about where to start. Most people start with the neck and upper back, or lower back and work up. I’ve never liked starting a sensual massage at the neck – it’s too sensual an area to start with, and starting with the low back gives her too much feel of me too soon – anticipation is one of the keys to a great sensual/erotic massage. So I often started with the feet, absent a request. So I reached for the massage oil, put a little on my hands to warm it up, and reached for her foot. And started working it. Her left foot, as it turned out.

“Mmmmm….. do you know how long it’s been since anyone has massaged my feet?” she murmured.

“Long time, eh?” I murmured back.

“I can’t even remember… years. Mmmm… ”

I worked her foot, and started up her leg, varying pressure to maximize the contented sounds she was making. She had nice, firmly muscled legs – easy to work on. I worked up to just below her ass and then back down, letting my hand drift close to her sex but not too close – not yet. I worked my way back down, and then started on her right foot.

“Oh my god – that is heavenly. I could almost orgasm just from that!”

I leaned down to whisper in her ear. “You go right ahead, Diane… that’s what this is for,” earning an “Mmmmm… ” from her.

I worked my way up her leg, and let my hand drift ever closer to her sex. I could feel her warmth, and felt her shift slightly, opening her legs just a bit. I worked back down her leg, and then started working up both her legs, one hand on each, straddling her legs as I worked my way up. This time I kept going up to her beautiful ass, and started kneading it, working her glutes but just softly enough that she’d know it wasn’t a therapeutic massage.

And to underline that, my fingers crept closer and closer to her sex as I massaged her inner thighs, feeling her open her legs just a little bit more and feeling a sharp intake of breath as my finger grazed her, feeling her heat. I worked back up over her ass and to her lower back, up her spine, and then back down, again letting my fingers graze her, more obviously intentionally this time. I felt as much heard her “Mmmmmm… ” as I did.

Time to turn things up! I moved to straddle her, and as I settled on her ass she could feel my fully erect cock come to rest between her cheeks, my tip near the small of her back. I leaned forward, letting my fingers trace up her spine, then back down, before gently massaging my way back up, my cock on her back. I could feel her relaxing, and started to kiss her lower back, moving up her spine slowly, planting kisses as I went. I reached the base of her neck, and with one hand moved her hair aside so I could kiss the base of her neck, right up to her hairline, then moving to the side of her neck and then just barely grazing her ear before slowly moving to the other side. All the while, my erect cock was on her back.

I could feel and hear her heavy breathing as I kissed my way around her neck and ears, and started moving back down, kissing out along her shoulders and then back down her spine, stopping in the small of her back and putting my hands on her ass, kneading, kneading, until I moved them down, to her inner thighs, feeling her heat, using a finger to trace her sex. And as I did, I could feel her shake as my finger explored, before finally sliding one and then two fingers into her. She was super slippery, and my fingers had no trouble sliding in, making her quake as I did.

Now she was making noises like “Uhhhhhh…” to go along with “mmmmm… ” as I explored her pussy with my two fingers. In and out, oh so slowly. Rotating, finding that little mound of rougher tissue, gently stroking, gently pressing, feeling her whole body tighten as an orgasm grew to take her.

Her hands by her sides now hard fists, she lifted her head and wailed out as orgasm claimed her and washed over her whole body, making her shake from head to toe as I kept playing with my fingers inside her. As she came down, I eased my fingers out and lay on top of her, my lips on her neck as she came back.

“Oh god… oh god… I don’t know if I’ve ever cum that hard before… ”

I leaned back down to her ear. “Oh, just wait…” I whispered, feeling her moan softly in return.

I gave her a couple of minutes, and then leaned down again. “Ready to turn over?”

“Mmmmm – hmmmm.”

I slid off of her, and felt her turn over to her back, rearranging the pillow under her head. She gave me a brilliant smile. “OK! Ready!”

I grinned back. “Feel pretty good?” earning a nod.

With her now on her back, I could now see her body in all its glory. She was gorgeous. Her breasts were just the right size for her and looked remarkably firm, with dark brown nipples that looked like they would be big and solid when erect. The curves of her sides as they met her hips and legs were mesmerizing, and there was not a hint of pubic hair. Wow.

I started with her hand this time, gently massaging it and moving up to her wrist, gently squeezing and holding her Mound of Venus (between thumb and pointer finger) until she visibly flushed and her lips parted. I worked up her forearm, and then her upper arm, reaching her shoulder and gently working the area below her clavicle above her beautiful breasts before working back down her arm to her hand. I switched sides, my still-erect cock crossing her sight line, and started on her other hand and arm.

Once I finished her arm, I started with a gentle touch on the sides of her neck, working down to the start of her cleavage before reversing course, almost feeling her disappointment that I didn’t start to play with those beautiful orbs. I worked my way down her sides, across her tummy, and to just above her golden triangle.

Then, and on purpose, I worked down one leg and back up, repeating with the other leg. By now she had relaxed into the experience, and just let herself go. As I reached her feet, I kissed the base of her left foot, letting my mouth wander over to her toes, my tongue lazily flicking over them and feeling her tense. Aha! I ran my tongue along the underside of her toes, and without warning sucked in her big toe and the two next to it, letting my teeth graze the bottom of her toes as my tongue explored them. She started to shake, so I let go and started kissing my way up her calf, then her knee, then her thighs – she knew where this was headed.

But not quite yet – I worked back down her other leg, and then kissed my way up her calf and inner thigh – probably quicker than the first, because I was looking forward to tasting her. She was so smooth she must have had a Brazilian wax, and it made for a delight as I started to tongue and tease her engorged clit. I felt her hands move and take my head, holding on as I circled her clit with my tongue, reveling in her scent and taste, feeling her start to shake again, and then kissing my way up, across her tummy, finally reaching those beautiful breasts, gently lapping a nipple with my tongue, feeling her moan out loud as her nipple popped up. As she moaned, I closed my mouth on her breast and sucked, gently at first, and then harder as she moaned louder and louder.

Mmmmmm – I sucked harder and then gently closed my teeth on her nipple, teasing it back and forth as I felt her start to quake again. I released her nipple and moved to the other, repeating the process, and again feeling her start to quake. I let that glorious breast slip from my mouth and kissed my way up her chest to her neck, up to and over her chin, my mouth now hungrily seeking hers.

Our eyes locked right as our lips met, and I was surprised at how much I wanted her. It was pretty normal to be kissing, but I wasn’t used to feeling so passionate. And as we were kissing, her legs wrapped themselves around mine and squeezed, putting my achingly erect cock on top of her tummy.

It was like she hadn’t been kissed for real in a long time – and with a start I realized I hadn’t either. We kissed hard, our tongues merging, splitting, exploring, and I felt her legs relax slightly and her hand reach down to my cock, tentatively at first, but then gripping it with a strong hand, and felt her guiding me to her drenched sex. Our eyes opened as the tip of my cock felt how slippery she was, and I started to slowly enter her. We kept up our kiss, and I slowly sank myself into her. It was all I could do to not just pile-drive my way in, but going slow was heavenly – and I could tell for her as well. The walls of her pussy gripped me with a purpose, and I could feel her hands on my ass pulling me in as deep as I could go. I felt her start slightly, and realized I had probably brushed her cervix – wow was I in deep!

I slowly started to pull out, leaving just my tip inside her, and then again slowly slid back into her. Our lips parted for a moment, and she nodded at me, her eyes on fire. We did the same slow withdrawal and entry a few more times, and each time we’d both kinda moan – she felt fantastic.

To be honest, sure, I’d been with a number of women, and sex almost always felt great. But there are different levels within great, and Diane was one of those few I’d been with who were in that top tier of ohmigod great. I don’t know if we literally just fit well anatomically, or if we were just each others’ perfect type, or what, but being with her was just magical.

It was so magical, in fact, that I lost track of everything. I sort of remember rolling over and her being on top, sliding up and down on my cock as I hungrily sucked on her gorgeous breasts. And I think I remember moving to doggy style before putting her back on her stomach and taking her from behind, getting the deepest penetration of her possible.

I do remember our winding up back in missionary, the better to kiss her hard, sliding in and out of her beautiful body, and feeling her start to shake. And I remember her saying in a trembly voice, “I’m… gonna… cum…” and that turning me on even more, impaling her with cock as I felt her orgasm building and building.

And then it hit her so hard she shrieked as the first waves claimed her, a paroxysm of ecstasy washing over her, her pussy spasming on my cock, driving me to the point of no return, me grunting out “I’m… gonna… cum… ” and feeling as much as seeing her nod. And with one more spasm of her on me I lost it, and could feel my cum boiling up, racing down my shaft, erupting into her already drenched cunt, painting her cervix white with what felt like ropes of hot, sticky semen, pulse after pulse. Diane would later tell me I actually shouted out as I pumped her full of my cum, and that it was one of the sexiest things she’d ever heard or seen.

The next thing I remembered was being on top of her and feeling her hands on my back. Apparently I blinked out for a moment – which had never happened during an erotic massage. I could feel her body under mine, her breasts against my chest, my cock still buried inside her. I cradled her face in my hands, and kissed her deeply while our eyes locked together. Our lips broke apart, and I could feel her glorious pussy still gently spasming on my cock – aftershocks. And for my part, my cock was reacting to her squeezes with little nudges back of its own. It was almost a chain reaction – and to be honest, I was a bit surprised I was still hard.

Her legs relaxed, still open for me, and I started to slowly pull out. She shook her head, and started to move her legs together. I finally got the idea – as she put her legs together, I moved one of mine, and then the other, so that her legs were now together with mine on top of hers, still coupled deeply. I rocked back and forth gently a couple of times, and a smile crept across her face, and I could feel her squeezing me again. We lay like that for a while, and when we finally separated, there was a whoosh of air as my cock left her pussy, trailed by a stream of semen.

We lay next to each other, and then she got a glimpse of the clock – it was almost 1:30. She sighed.

“Holy shit, is it really 1:30? How long were we…? I hate to say it, but I have to get to sleep – meeting in the morning.” She laughed. “Although doing that again might help me more than anything I’ll get out of the meeting.”

I was surprised at the time we well – I’d have guessed around midnight. Apparently we’d fucked a lot longer than I thought. “Oh, I understand. Been there. When are you back in town?”

“I’m back in a couple of weeks. Connect then?” And then she said the words that really knocked me out: “OK, so what do I owe you?”

I was caught short – I’d never expected any kind of payment – and in Diane’s case the sex was reward enough. And then some! So, still in that haze of afterglow, I just said, “Whatever you think is reasonable… ”

She started to move, and then laughed. “I can barely move… my god, what did you do to me?”

I chuckled. “Ha. Are you more relaxed now?”

“Whew… and then some.” With that, she was able to sit up, and then stand. As she stood, a stream of white semen leaked out of her and trickled down her leg, making her laugh once again. “You must be like a gallon man – I’ve never seen that much cum.” Her eyes got dreamy for a moment. “It was SO hot feeling you cum – that shot of warmth in me… More, please!”

“I think you inspired me. And yes to more!” I was now up also, collecting my clothes on the bed, collecting the candles and massage oil that I had barely used. I offered her a washcloth for her leg.

“No, thanks – makes me feel kinda sexy. And I’ll take all of that I can get.”

She walked over to me, still naked, and pushed her body against mine, her nipples still erect, and kissed me hard. She broke away and put an envelope in my hand. Room key?

“I’m back in two weeks – are you open that Thursday night?”

I checked my memory. “Yes. Repeat?”

“Yes. Have you got everything?”

“Yep, I think so.” I pulled on my underwear, shorts, and polo shirt; having left my sandals at the door.

While I was dressing, she pulled on a hotel robe and walked me to the door. “Same email?” I nodded. “OK, I’ll send you my number. Text is better for me.”

“Sounds good. Two weeks from Thursday.”

She gave me a quick kiss. “See you then. And – thanks.”

I gave her a quick kiss back. “You bet. Be well.”

And with that, I was out the door and on the way to my car. I heard the door click closed as I headed down the hallway, marveling at the night. Had that really happened? It had been the kind of night you just sort of dream of, never really expecting it to happen. A beautiful woman, absolutely mind-blowing sex, and a repeat date already set? Wow.

There was no wait for the elevator at 2 in the morning, and I was at my car a minute later. I was curious about what was in the envelope she had given me – there was something in it, but I couldn’t make out what. So when I reached my car, I pulled it out of my backpack and opened it. A good thing I was sitting down – it was ten $100 bills and a brief note. “All I had – you were worth way more!”

To say I was dumbstruck was an understatement. I’d never expected to be paid, and part of me was astonished. Talk about being feeling flattered! I had just been paid for sex by a woman I thought was beautiful. Wow.

As I drove home, my phone pinged with an email from her. “Thanks again. About to crash – you really did relax me. A friend of mine will be in town next week – can I give her your contact info? Oh, and text me here,” followed by her number.

I waited to email her back until I got home, which took all of 15 minutes. “Just home. My pleasure. And of course re your friend. Switch to text after this?”

My phone tinged right after I sent it. “Hi from Diane. Yes re text. Night.”

After a night like that, I couldn’t tell if I’d crash hard or not sleep. Luckily, it was the former, and I woke up at 830 – much later than I usually wake up. I was a little stiff, and still had Diane’s scent all over me, which made me put off showering as long as possible.

It was that Saturday that a new number popped up on my phone. “Hi Bob! I’m Julia – Diane’s friend. Like to make an appointment.” Apparently Diane had meant it.

I texted back, “Hi Julia! When are you looking for?”

A minute later: “Thursday at 9 at the bar at the Westin?”

“You bet. Any allergies?”

“Great! See you then. No allergies.”

And that was that. I put Julia on the calendar, and went through the rest of the weekend and week. It was the early days of summer – Diane had caught me the first week of summer break – and so I was in my usual power-down mode.

Thursday finally arrived, and I did my usual bike ride, read, listen to music, clean house, etc. before having a big dinner with lots of protein and liquids. Showered, shaved, teeth, checked backpack – massage oils, towels, condoms, feathers, electric candles – yep, all there. As was the envelope from Diane – I pulled it out and put it in the top drawer of my nightstand. Mad money, if nothing else.

And so I made my way to the bar at the Westin, the other big name corporate hotel in the local tech center, a gleaming 20-story wall of beige – if beige can gleam. I found a cocktail table away from the knot of corporate folks, and waited. I had no idea what Julia looked like, so it was a time to just watch the entrance and look for someone who was looking for someone. And after a couple of false positives, I saw her walk in and stop to look around. I waved at her, and she gave a big smile and headed over to the table.

“Hi! I’m Julia! How the heck are you?” she asked, as we hugged briefly – very “corporate safe.”

“Hi! I’m Bob. Good! You?”

She laughed. “Been a long couple of days. But better now. What are we drinking?”

I had a gin and tonic – that summer classic. She ordered a margarita. And as we waited on our drinks and then sipped on them, we chatted through the usual small talk. She was 46, married with three kids, exec level in a tech company, etc. She’d gotten bored when her youngest kid went to school and went back to work, where, as she put it, companies figured out that she knew what she was doing and was also not bad to look at it.

She laughed after saying that, and put her hand on my arm. “Does that make me sound narcissistic? I don’t mean it that way – but I’m not blind either.”

My turn to laugh. “Nope, didn’t take it that way at all. Actually appreciate the candor.”

She’d left her hand on my arm. “Oh, good. Sometimes my mouth outruns my brain.”

“I think we all have the problem sometimes,” I said, chuckling.

“So what’s your story? Diane said you gave her the most amazing massage ever. And you’re a high school teacher. And used to be a lawyer.”

“And used to be in the Army, and worked in tech. It’s been an interesting life, for sure.”

“What got you into massage?”

“Oh, I love touch. So took massage classes a long time ago, and then picked them up again a few years ago. It’s good making someone else feel great.”

“I’m with you on touch! How’d you get started with sensual?” She leaned forward as she asked it, her hand still on my arm, and I took the opportunity to put my hand on hers.

“Hmmmm. Went for a couples massage with a woman I was going out with, and when I asked how hers was she said that it was fine, but that it stopped just as it was getting interesting. So I started to keep going when massaging her when it was getting interesting, read up on it, practiced, took some classes, and here we are.”

“Still with her? No, never mind. Interesting. I’ve said almost the exact same thing. Keep hoping a massage therapist will go just a little farther, but they never do. Don’t want to lose their license. Can’t blame’em!”

“So you’ve had one before?”

She laughed. “Nope. It’s a little tricky trying at home, and I’m usually too busy on the road. Diane told me to make the time. We’ve been friends a long time. So here we are. Now what?”

I smiled. “Just think of it as a regular massage. So we’ll go to your room, separately or together – up to you – I’ll give you the usual speech about comfort levels and whatnot, excuse myself to the bathroom to let you ‘disrobe to your comfort level,’ and then I’ll come out and start the massage.”

She grinned, showing off perfectly straight and white teeth. “I can handle all that. Ready?” She waved at the waitress and signed it to her room. “Per diem. Why not?”

“Do you want to go up separately?” my being sensitive to her being married.

“Nah, it’ll be fine,” she replied.

She led the way out of the bar and to the elevator bank. And as we walked over, I added up my impressions. She was a striking looking woman – medium height, longish blonde hair, and a terrific figure. Her eyes were really something, and her face was just beautiful. A couple of pairs of eyes followed us as we left – and I couldn’t blame them.

We took the elevator to the 16th floor and Julia led the way down the hall to her room – 1616, clicking the door open with her phone. As we walked in, she kicked off her shoes – low, stylish heels – and let the door click shut behind us.

“OK, want to use the bathroom? I’ll set up out here.”

She grinned. “Sure.”

As I moved to set up, I could hear the same basic activity – toilet, wash hands, brush teeth, and then it sounded like drinking water. The door opened just as I turned off the last lamp and let the room be lit by small electric candles.

“I know – electric – how cheesy. But hotels get pretty excited if you use the real thing.”

She laughed. “Yep, I can see their point. But nice touch. OK. Speech time?”

It took me a second to follow. “Oh – right. Think of it as a regular massage – that’s how I’ll start. Once you’re comfortable, I’ll start making it more sensual. If you get uncomfortable, say something and I’ll stop. Instantly. Or, if you want me to work an area more, just say so. I’m pretty good at paying attention, and you’re pretty good at communicating. So relax and enjoy. I’ll step in the bathroom – you can disrobe to your comfort level. Start out face down, and arrange pillows so you’re comfortable.”

She nodded. “Easy enough.”

I stepped in to the bathroom, and laughed – Julia’s was arranged very similarly to Diane’s. Small bottles of toiletries, not many of them, neatly lined up in front of her travel bag. I went through my routine, and drank an extra glass of water over what I usually did.

That done, I poked my head out. “Ready?”

“Yup! Come on out!”

I turned the light in the bathroom off and made my way over to the bed. Julia had, like Diane, opted for nude, and she was breathtaking. She had a more hourglass figure than Diane, and seeing her blonde hair on the pillow and her slightly bronzed skin against the white of the sheets was just striking. I could feel myself stirring just seeing her.

As I undressed, I decided I’d start with her lower back and glutes, and then go from there – probably down her legs and then up to her neck. I reached for the massage oil, put some in my hand, rubbed them together to warm it up, and put a hand on the small of her back as an introduction. I felt her sigh.

My hands moved in a figure 8 motion across the small of her back and the top of her glutes – I was also a little more confident of where she was coming from than I had been with Diane – and had the satisfaction of hearing her go “Mmmmmm… ” as I worked her glutes. She had a beautiful ass – a little rounder and softer than Diane’s, and it seemed to be a little more sensitive. I started working down her leg, and let the back of my fingers trace near her sex – a lot earlier than with Diane. And felt her squirm slightly in anticipation.

As I did her foot, she said almost exactly what Diane had – “It has been so long since anyone has done my foot like that!” I’ve read about reflexology, and had some, and had used it before, but Julia really seemed to melt with it. As I worked back up her leg, I could feel her shift slightly, opening her legs just a bit. So of course I let the back of my fingers graze her as I worked by, feeling her heat already.

Down and up her other leg I went, again just grazing her sex as I worked back up over her glutes and to her lower back. Here, I moved to straddle her, my firmly erect cock just above her cheeks, resting on that soft curve down. I worked my way up her spine, across her shoulders, which were tight, and up her neck to her scalp, which earned a “Ohmygod that’s good…” from her.

Working my way back down, I did a bit more real massage work on her shoulders before moving down her sides before finishing up with just a light fingertip touch up and down her spine, spreading out to her sides at her waist and chest level, creating a sea of goosebumps on her back.

I couldn’t quite stop myself, and started kissing her lower back, following her spine up to her neck, into that beautiful mass of blonde hair, feeling her sharp intake of breath, and then nuzzling her neck, moving to the other side, kissing my way back down her back, my hands back on her ass, massaging, moving toward her inner thighs, feeling her heat radiating now, letting a fingertip tease her, feeling her legs open slightly more, my finger circling her sex, feeling her wetness, slowly slipping in. And out. And in. And then adding a second, feeling her squeezing my fingers, urging them in farther, exploring her. And rotating them, feeling her soft rough mound and her twitch as I touched it, slowly stroking it, feeling her starting to grind on my fingers…

I kept exploring and massaging her spot, feeling her come closer and closer to tipping into orgasm – until she did. She let out a cry and then spasmed on my fingers, her whole body shaking as she came. I stopped and let my fingers slide out, my other hand on her back as her body shook. I waited until her breathing came back to normal, and she just said “holy shit that was intense.”

She gave me a smile, and I asked if she was ready to turn over. She nodded, a smile tugging at her lips.

Once turned over, I got to see the top half of her hourglass figure. She had beautiful breasts – bigger than Diane’s but softer looking, and I could feel my mouth water at the thought of sucking on them. Speaking of water, I picked up my water bottle and drank. Julia watched, and then said “Share?”

Of course. She took a deep drink and handed it back. “Wow. That was great. It’s been a long time since I’ve cum that hard. Aw, shit – did Diane say the same thing?”

“Well, might have been something similar… ”

“Whatever. I am ready!”

So this time I started at her feet, going up and down her left leg and then her right leg. I worked my way up over her tummy, around those glorious breasts, and up to the area below her collarbones, working them gently as I understood it was an area that rarely got worked and had a lot of stress on them if the woman had larger breasts. Julia practically swooned as I worked them. After doing the sides of her neck and scalp, it was time to head back down. This time I worked right over those glorious breasts, gently stroking her nipples and seeing them pop even more as she moaned as they were touched.

I kept going down, around her golden triangle, down her legs, then up, and then down again. This time, I started tracing the inside of her leg with a finger as I kissed my way up. And had the satisfaction of feeling her open her legs wide, giving me a straight shot to her sex. Of course I teased her on the way by – let my tongue just graze her clit, which was engorged and hooded in her folds. I kissed my way down her other leg before simply moving up to her sex and starting to massage it with my tongue, which seemed to drive her wild.

As I worked her clit with my tongue, my fingers found their way back inside, and before long Julia was just writhing – there’s no other word – from my tongue on her clit and fingers in her pussy. I felt her hands in my hair, holding my head, and then pulling my mouth off of her, up, up across her body, her other hand reaching and finding my achingly erect cock, pointing it at her entrance, pulling my head down to hers, mouths locking, tongues exploring, and I could feel my cock sinking into her, hand on my ass pulling me inside, her soft and drenched pussy walls engulfing me in their warmth, her soft tongue on mine, and then I was completely within her, again feeling like I was brushing her cervix, her eyes closed as we kissed and coupled.

I’m usually pretty good at keeping track of what happened and being aware, but I kinda lost that the instant Julia pulled me inside her. We stayed coupled deeply for… I don’t know how long, actually. But then I started to withdraw, and then slide back in, withdraw and slide back in, a little faster, and then faster again, and then faster again until we were just fucking with abandon. And as we did, she broke off of kissing me just long enough to whisper in my ear: “Fuck me, Bob. Fuck me hard. I want all of you, and I want that huge cock of yours to fuck my brains out… please.”

OK then! When a beautiful woman who you’re already having sex with asks you to fuck her even harder, you do it. As far as you can, anyway. So I ramped up speed and drive until it felt like I was pile driving her with every thrust. And wouldn’t you know it – it was getting me closer to cumming than I wanted. At least until she cried out that she was going to cum – so I kept going. And sure enough, with a shriek that the room next door must have heard, she just exploded as a huge orgasm took her whole body. Her hands on my ass clawed me, her fingernails leaving scratch marks. Her pussy spasmed as she came, triggering my own rush, and I exploded deep inside her, filling her with pulses of hot sticky white semen – jet after jet. And that seemed to trigger her even further, as her pussy squeezed down on me even harder and I felt a rush of hot liquid from her as she lost all control of her body and squirted all over us.

I don’t know how long it took for us to come back from that, but it must have been a while. I remember feeling her body quaking under mine, her hands still claws holding my inside her as her head rolled back and forth, finally slowing and stopping. She looked at me with a blank look for a second, and then it seemed to snap back for her.

“ohmyfuckinggod… holy shit… omyfuckinggod… ” was all she could manage for a minute.

“I know how you feel… ” I tried to say – just not sure it came out that way.

Her head lolled about again for a minute, and then I felt her hands relax their grip, and then move up and down my back, which felt quite wonderful. “Mmmmm… That feels great!” I managed to murmur.

Her hands kept up their motion, and she moved to kiss me again – but a little tentatively. I helped – I went straight for her, and kissed her hard, feeling her respond, and feeling my cock stir – still hard, or hard again, and still buried deep inside this beautiful woman. And felt her respond, squeezing and relaxing on my cock, squeezing and relaxing… and my cock twitching back in response.

I saw her eyes wander for a second, and she broke off our kiss.

“God, this bed is soaked. Fuck – did I squirt?” she asked, almost like it was a bad thing.

“I think you did – and it was sexy as fuck,” I replied.

“Really? My husband thinks its gross,” she replied.

“His loss. Save it for when you’re with me.”

Her eyes flared a little at talking about her husband, as she processed everything and realized I was still buried balls-deep inside her. And then she exhaled, and said, “Damn right it’s his loss. Hope you’re available the next time I’m out here.”

All this time her pussy and my cock had been playing their little game, and Julia was enjoying it. As was I, for that matter.

“Well, I really hate to break this up, but I have got to get a towel. Or two or three.”

“OK.” I, of course, made no move to get up.

She noticed, and laughed. “OK, fine. But next time you’re taking the wet spot.”

“I’ll make that deal any time!”

“Oh, hell – what time is it?”

I glanced over at the clock. “A little after 1.” Wow. I hadn’t thought anywhere near that much time had gone by.

“Damn. I have a 7 am meeting. So I hate to say it, but I do need to throw you out.”

“Oh, ok – if you insist.” I started to roll off of her, a whoosh of air and a stream of semen following my cock as it slipped out of her. We both laughed at the sound, and Julia studied the stream of semen with interest.

“OK, can I be the helpless female for a minute and ask you to grab a couple of towels?”

“You bet.” I picked a couple of towels out of the bathroom and brought them back to her.

“Thanks. My god, the whole bed is soaked. Oh, wait – this side is OK. Guess I’ll sleep there. I’m actually impressed – we really wrecked this bed!”

“Have some experience, do we?”

Julia laughed. “God, no. First time in a long time!”

“Well, glad to be the one to wreck it with you.”

She had gotten up while we talked, and pulled on the hotel robe as I got dressed. Shakily, I have to admit. I went around and picked up the electric candles, putting them in my bag as I did, along with the massage oil that I had again barely used.

“OK, I think that’s everything.” I said, dropping my pack by the door. As I turned back to the room, Julia was there, reaching for me, kissing me passionately and then breaking away just as quickly.

She pressed something into my hand – a hotel envelope. Yikes – again?

“Not a word,” she said, “Worth every penny and then some.”

“Can I say ‘thanks?”

She shook her head, that beautiful blonde hair flowing. “No, because I should be thanking you. I’m back in three weeks – can you be open?”

“Of course. Text me?”

“Sure. OK, safe drive home.”

“OK. Good luck with your meeting.”

And with that, I was out the door and down the hallway. I heard the door click shut as I walked toward the elevator, which took a couple of minutes to arrive, even at almost 2 am. And as I walked – stumbled might be the accurate description – to my car, I had a real WTF? moment. Assuming the envelope that Julia had given me was similar to Diane’s, I had just been paid to have sex for the second time in two weeks. By two women who didn’t need to pay for it, and who knew each other. And both of them, Diane in particular, had been more emotional experiences than I’d ever had from sex from a sensual massage before.

When I got home, I thought about showering but decided it could wait until morning. It was kinda sexy ‘wearing’ Julia, as one woman had put it about having my cum inside her. I did open the envelope Julia had given me before going to bed – there were 15 $100 bills and note that just said, “Looking forward to next! J.”

Wow. Just… wow. And then, just as I was about to fall asleep, my phone tinged with a text from Julia: “You need a website!”

That made me laugh. A website? For what? So I texted back, “Volunteering to do it?”

A second later: “Sure. Talk later. Night.”

So I again slept the good sleep. Made myself a bigger breakfast than I usually do, and as I was having my second cup of coffee my phone tinged again. “Gave your name to a colleague. OK?”

“Of course. Thanks. How was meeting?”

“Usual boring shit. Still leaking your cum. Love it.”

“Held off shower to keep your scent. Finally did. Safe trip back!”

And that was that with Julia – at least until she came back in three weeks. In the meantime, Diane was supposed to be back next week – which was something to look forward to.

It was a couple of hours later that my phone tinged with a new incoming text. “Hi. I’m Linda. Julia said you’re the best massage ever. Open to an appt?”

“Hi Linda! Julia is very kind. Yes re appt – when in town?”

“In town next week; Tues or Weds?”

That one I had to think about – Diane was on the calendar for Thursday, and going off of prior experience I’d be wise to have a day in between. “Tues is good. Where are you staying?”

A minute went by, then two. “Tues is good. Brown Palace downtown. Have a sportjacket for the bar? 🙂 ”

“I think I can scare a nice one up. Time?”

“8?”

“I’ll see you then… ”

“Open to overnight?”

Now that was interesting! “Sure”

“Good. Can we plan that?”

“Calendared!”

” 🙂 ”

So. Diane referred Julia to me, Julia apparently referred Linda to me. And I had just agreed to spend the night with someone I’ve never met. Though to be fair, Linda had just asked a complete stranger to spend the night with her. Then again, Julia must know her pretty well to refer me – I couldn’t believe that women would lightly refer each other to a man they’d never met for a sensual massage, which has always been code for sex. What I didn’t get was what made Diane think she had to pay me. Maybe a way to keep distance? Whatever – I was now richer by $2500 in cash and by having had mind-blowing sex with two women I think are beautiful, while being poorer by a quarter bottle of massage oil and what felt like a pint of cum each time. (I know, I know – it’s nowhere near that in reality – only 2-5 mL, for heaven’s sake. It just felt that way.)

As I thought about it, I also wondered about Diane and Julia both being married – and neither seemed concerned in the slightest. Maybe they had an arrangement with their spouse? I wasn’t going to lose sleep worrying about it, but it was curious to me. Was I bothered? Oh, no – my thought is that everyone is a grown-up and perfectly capable of making their own decisions.

And then there was Julia’s text about my needing a website, and that she’d set it up. I could certainly see the marketing piece of it, but really – what could you say? I’ll massage you and fuck your brains out for $1000-$1500? Tough to see the credibility or appeal to something like that. That sparked another thought – technically, I had just engaged in prostitution twice by accepting money for sex. That thought cracked me up as a former lawyer. Who’d ever believe it? And since it was cash, it’d be very difficult to prove unless one of the women confessed – which would put them in trouble as well. The next time Julia was in town I’d ask her what she thought a website should say.

I also texted Diane to confirm she’d be here Thursday.

“Wouldn’t miss it!” was her reply.

The rest of the week was a haze – apparently Julia had taken more out of me than I thought. So I upped my biking and rest, listened to more and more music, hung out with friends, and mentioned that I’d had a couple of fun nights to one of my best friends. He’s married, and lives a bit vicariously through me – many of our other friends are married also. I left out the married bit and the getting paid bit – I’d tell him eventually, but not to start. He chortled at the idea of a website.

Before I knew it, Tuesday was here. I did my usual daytime stuff for summer, and then started what was becoming my pre-massage night ritual – big dinner with lots of liquid, shower, shave, teeth, check backpack for supplies, etc. I chuckled as I saw the box of condoms – I hadn’t even had a chance to offer to use them with Diane or Julia – I got too carried away with Diane, and Julia was so turned on she started pulling me in. I left the box in the backpack, but based on prior nights I wasn’t expecting to use them. And, come to think of it, I couldn’t remember ever using one during a massage session. And ruefully hoped that Diane and Julia were protected, because I was still intact.

So about 7 I headed down to Denver and the Brown Palace. I’d added a change of socks and underwear, given that Linda had asked for an overnight. I made it downtown in good time, and just did valet overnight parking. $52, but what the hell, right?

When you walk into the Brown Palace, it’s like walking into a time warp back to the Gilded Age. The lobby and two of the restaurants retained that classic old-school gilded look and feel, even if no expense was spared in updating technological amenities. The people at the Brown Palace, guests and workers alike, could have seemed discordant – but somehow it all worked.

Anyway, I walked into the Ship Tavern, where we were meeting, and wryly noted the “sport jacket optional for gentlemen” sign. Apparently the Brown Palace would make that much of a concession to modern times! I took a pair of seats at the far end of the bar.

I’d just sat down when I saw a woman walk in and start to look around. It occurred to me (not for the first time) that I had no idea what Linda looked like, and so stood up and waved. She gave a quick, bright smile, waved, and made her way over.

And as she got closer, I relaxed – she was very attractive. On the tallish side – 5’7″ or so? Between a slim and athletic build, with what I thought were great curves. A head of beautiful silver hair that fell to just past her shoulders, allied to a very pretty and surprisingly youthful face.

I stepped around the bar to greet her. “Linda! So good to see you! How’d your day go?” I went for familiarity just in case anyone was eavesdropping.

“Bob! Great to see you!” We hugged briefly, and I got a first impression of her figure – it felt like she was in very good shape. Yum!

I pulled out her bar stool and we both sat down.

“So how are you? In town for work?”

She nodded. “Yep, consulting. One of my clients is in Denver. Here a lot – probably almost as much as I’m home.”

“Whew – I like to travel, but doing it for work might get old. Then again, most of the travel I did was in the military, which rarely sends you to places you actually want to go to.”

She laughed. “Yep, I can imagine. It’s at least a nice place to come to – I live outside of DC, and the humidity is just… yech.”

“I can relate – from NJ originally. Thought of moving?”

“Can’t really – family is there, so kinda planted until youngest goes to college – couple of years. And then we can have that fight.”

“Ah – yeah, I can understand that.” I assumed her reference to “fight” was with her husband – she was wearing a thin platinum looking wedding band.

“Anyway, I like Denver, but I’m a little burned out on the stuff to do that I can get to after work. Most shows start before I finish, haven’t been big on the bar scene in a long time, and the I’m kinda tired of the jazz clubs I usually go to. So when I said that to Diane, she got a funny look on her face, like ‘Have I got an idea for you.’ And then she asked how adventurous I was.”

“And?”

“Oh, I said I was up for almost anything, and then she asked if I liked massage. Love it, of course, I said. Just don’t know anyone in Denver – the one therapist I worked with for a while got married and moved. And then she asked if I’d ever gotten frustrated that a massage would stop before getting ‘interesting.” She held up her fingers to show the air quotes.

“Is that when she said she might know someone in town?”

Linda laughed, her silver hair shimmering. “That’s exactly what she said. So I, of course, was intrigued and peppered her with questions, almost none of which she answered. She just kinda smiled and wrote your number on the back of a card and handed it to me.”

“How do you know her?”

“Oh, we’re in a women’s executive group that she set up. Mostly online, but we meet in person when we can. It’s the usual thing – kvetch about work, men, kids, life… but great support and networking.” Aha – that made sense, and filled in a lot of blanks. It made it less remarkable that Julia would have been so comfortable – and explained why each woman I’d met so far seemed to be cut from similar cloth.

Our drinks came – somewhat surprisingly, I didn’t even remember ordering one – and we toasted the night.

“And you? All Diane said was you have an interesting background.”

My turn to chuckle a little. “Oh, it’s been an interesting life – everything from military to tech to lawyer to teaching.”

She grinned and nodded. “And how’d you get started with massage? And particularly ‘sensual’ massage?” Again with the air quotes, and she lowered her voice to a conspiratorial level when she said ‘sensual.’

“Well, I love touch. Always have. Creates a connection that you can’t get any other way. So I took some massage classes a long time ago, then took a few more here. It’s fun making someone else feel amazing. And it’s always been a great form of foreplay. A woman I went out with a long time ago once complained to me that while she liked her massage therapist, he always stopped just when things were getting interesting. So we started massage where we kept going. And since then, I’ve read, practiced, taken a couple of classes, etc.”

Linda nodded thoughtfully. “Makes sense. And then you just put ads up on the web?”

“Every now and then. It’s summer, so time is a lot easier than when school is in.”

She laughed again, her silver hair rippling and shining. “I can believe that! OK, anything I should know before we go upstairs?”

“Hmmmm… just think of it as a regular massage – that’s how I’ll start. If you’re ever uncomfortable, just say so and I’ll stop. Or if you want me to work a particular area more, say so. Otherwise, just relax and enjoy.”

“Well, that sounds easy enough. Where did you park?”

“I did valet overnight. What the hell, right?”

She laughed. “True! OK, let’s go.”

We waved our waitress over, and Linda signed it to her room. Per diem, I was guessing, having seen Diane and Julia do the same.

That done, we walked out and made our way over to the elevators, and up to the 7th floor.

She glanced over at the wall plaque showing which rooms were in what direction, and then led off down the hallway. We stopped in front of one, which she opened with her phone. She flipped on a light as we stepped in, and it was like taking a step back in time. The room was, like all rooms at the hotel, sumptuous, and decorated in an art deco theme that had been somewhat modernized. It was an interesting combination. The door clicked closed behind us, and I took in the room.

She’d gotten a standard king room with a city view, done in mostly blues and tans. The king bed was central, with a writing desk and sitting area closer to the window. The full bath was just to the left of the door, and was marble tiled, with a marble sink and shower.

“Wow. Beautiful room. Been a while since I’ve been here.”

She grinned. “Yeah, I like this hotel. And since I run my own company, I don’t have to worry about the CFO saying something’s too expensive. So… how do we start?”

Right! “Well, why don’t you use the bathroom and I’ll set up out here. Then we can switch – you can disrobe to your level of comfort and lie down – face down to start – and I’ll come out and start the massage. It’ll feel like a regular massage to start. Once you’re comfortable I’ll start making it more and more sensual. If you get uncomfortable with anything, just say so and I’ll stop.”

She actually rolled her eyes at the “uncomfortable” part. “I doubt you could make me uncomfortable, but I hear ya!” And with that, she turned and stepped into the bath, a twinkle in her eye.

And while she was in the bath, I closed the muslin curtains, leaving open the blackout drapes so we got a nice glow of city light. And set up my cheesy electric candles, along with a water bottle and massage oil – always on a washcloth to prevent it from staining the nightstand. I finished just as Linda came out of the bath, wrapped in the Brown Palace’s famous soft terrycloth robe.

“Oh! Nice! Great idea on the curtains. And love the little battery candles. Nice touch.”

“Thanks. I always wonder if they’re too… tacky, but real candles tend to be frowned upon in hotels.” She chuckled. “OK, I’ll step into the bath and you can ‘get ready.’ Out in a moment.”

She nodded, and I stepped into the bath, going through my usual routine, this time going through three glasses of water. I had a distinct feeling I’d need to be well-hydrated. Finished, I was about to step out of the bath when I saw a second robe hanging up. Well, why not? I stripped off my clothes and pulled the robe on.

The room was awash in the soft glow of city lights, filtered by the muslin curtains that still let you see out but reduced the amount of light coming in. The electric candles were my usual source of light, and they were completely overmatched.

Linda was lying face down on the bed, naked, her head facing the bath so she could see me coming out.

“Nice robe,” she said, as I walked over to the bed.

“Thanks – seemed a shame to not use it,” I replied. “Ready?”

“Oh yes… ”

The robe I had just put on now came off, and I draped it over a chair. I knelt beside her on the bed, her head facing away from me, still toward the bath, and put the palm of my left hand on the small of her back. It’s a standard massage beginning – start with a comforting touch to let the receiver start relaxing. Her skin was remarkably soft, and I heard her say “Mmmmm… ” as I kept my hand there for a moment. I reached over to get the massage oil and poured some into my hand, rubbing my hands together to warm it.

You might remember I always think about where to start a sensual massage, and often chose to start with feet, as they’re an uncommon place to start for a regular massage. But given just how perfect Linda’s ass was, I decided to start on her lower back, which would let me move down to her beautiful, taut globes that much faster. Selfish? Yeah, maybe a little!

I started working her lower back, careful to not use too much pressure – it’s easy to do, and it can strain the muscles in the lower back – the exact opposite of what you’re trying to do. I worked upwards a little bit before reversing and working down, across the small of her back, outwards to her hips, and then to her glutes. They were as well-muscled and felt as good as they looked. And as I worked them, I could hear and feel her moan softly.

After working her glutes, I started down her right leg, kneading softly, and making sure to work her inner thigh. As I usually do, I went down and up one leg, teased a little around her sex, and then worked up and down her left leg. And as I worked back up her left leg, I let my fingers graze her, felt her squirm a little, and then open her legs slightly. Not wanting to miss the hint, I let a finger run along her sex, feeling her sharp intake of breath, followed by a dreamy sounding “Mmmm… oh, that feels good.”

Now that was a hint I could take. I let my finger run along her sex, feeling her open her legs just a little more, and my finger found her clit, gently circling it and feeling her body tense with anticipation. I used one finger to gently roll her clit, while my middle finger slowly slipped inside her, making her shiver once again.

“ohmygod – you are going to make me cum… ”

I leaned down and whispered in her ear, “You go right ahead – I want you to feel amazing… ”

I kept up the slow play on her clit while my other finger explored as much as it could inside her. Harder to do than you might think – trying to have two fingers do two different things. But whatever – it was working, as I could feel her body starting to tense as I played with her. And I’m not sure what exactly triggered her, but a moment later she let out a shriek into the pillow as an orgasm claimed her. I could feel her clamp down hard on my finger, and felt her clit stiffen and then relax. I slowed and stopped the finger on her clit, and slowly withdrew the finger inside her.

She shook for a minute, and I just kept a hand on her back and one on her butt. Once she settled, I moved to straddle her to work up her back. This, as usual, let my cock rest in the small valley of her glorious ass. And as I worked up her back and sides, I started kissing her back, up her spine, to her neck and hairline, reveling in the scent of her hair, my cock dragging along her back. And as I kissed my way back down, I felt her hand move, reaching for me, taking me in her hand, squeezing, and then guiding me down, pushing my cock between her legs, squeezing her glutes together, trying to move back against my cock.

That was impossible to miss as a hint – no, make that a demand. So I moved back slightly, then forward, letting my cock taste her juices and her heat, moving slightly, feeling her move to position herself, and then my tip was against her entrance and I was gliding deep into her as I pushed forward and she pushed back, drawing a moan from her as I slid in and then a grunt as I bottomed out. I let myself stay planted deep inside her for a moment, and then moved back to slide back in. Her pussy was like iron velvet – and she was so wet there was very little friction.

She’d let out a moan as I’d entered her, and I felt as much as heard her grunt as I’d bottomed out in her. And again, as I pulled almost all the way out before gliding back in and bottoming out again, keeping myself there, reveling in the feel of her gripping me. And again – and again. We built up a rhythm of sliding in and out, going faster and faster, and I could feel her core tightening around me as another orgasm built up in her, then crashing over her, making her squeeze me so hard I was afraid she’d make me cum – which would have been way too early, even if there was nothing I wanted more than to just explode into this silver-haired beauty.

She took a couple of minutes to come down from her orgasm, and for my part I just kept my cock planted deep in her glorious pussy. Eventually I’d let my cock slip out, feeling her moan again as I did. I lay down next to her, putting an arm over her with our faces just inches apart.

“Mmmmm… going to be a great night!” she murmured. “That was fantastic.”

“Oh, good. And yes, it will be… ”

She rolled to her side and propped her head on her hand. “Do you mind if I don’t need the rest of the massage?” She chuckled as she said it.

“Entirely up to you… it’s your night.”

She smiled. “Good. I just want as much of your amazing cock as I can get. Direct enough?”

I smiled back. “I’d say so.”

And with that, I rolled her on to her back, moved between her legs, and slid myself right back into her – this time able to see her eyes, and to feel her beautiful breasts and nipples, and feel her hands on my ass, pulling me in deeper and deeper, until I was bottomed out inside her again, feeling my aching tip brush her cervix and seeing her start a little as I did, then sliding out and back in. Over and over…

“Like this?” I asked.

She smiled. “Exactly like this… ”

We kept that up for a little, and then our eyes locked, and I moved down to kiss her. Her lips met mine, and we just let our lips touch for a moment before her tongue came out to explore – and met mine. And as wonderful as it felt to be buried deep in her, the moment our tongues met was something else – electric. We kissed harder and harder, until she broke off and moved to my ear.

“I want to feel you cum… give me your cum…” she whispered in my ear.

That was going to be easy – I was close – hell, I’d been close pretty much since first entering her. I just nodded.

She moved back to kissing me hard, and we kept up our rhythm of in and out, in and out.

Linda broke off kissing again to egg me on: “Fuck me, Bob. Cum in me. I want to feel your cum shooting into me… You’re my whore tonight – so fucking give me your cum… ”

That did it – I felt her squeeze me even harder as she was ordering me to cum, and tipped over the edge. The familiar feeling of cum boiling up, erupting, racing down my shaft, splashing against the iron velvet walls of her pussy and cervix, painting her with stripes of sticky white hot cum, pulsing into her, vaguely crying out as my hips slammed into her, holding my cock in as deeply as possible, her hands on my ass, squeezing, holding me in tight, semen streaming into her… and then she was crying out as she came too, a warm rush of her fluids on my cock, mixed with my own cum, and then we collapsed together, still deeply coupled.

I have no idea how long we stayed like that – I completely lost track of time in the throes of orgasm, and could still feel aftershocks. Linda, for her part, was in a similar state, and made it back first.

“Mmmmmm… that’s exactly what I wanted.” She wriggled slightly, stimulating my cock, still erect even after a massive orgasm. “I think you’ve earned a little break. I’ve never cum three times that quickly. Wow.”

“That was awesome… ” was about all I could manage.

She moved to my ear, whispering, “I want you to cum in me again and again – so that I’m leaking you the whole day so that when some asshole is trying to hit on me I can smile and walk away leaving a trail of your scent… ”

I’m sure she knew, but she was turning me on talking like that. “Mmmm… you got it.” My cock had twitched as she’d said it, and it seemed like she was on a mission.

“Good. Now I need to pee.”

“OK.” I slowly dismounted her, and as I slipped out of her there was the usual rush of air followed by our combined juices.

She got up slowly, seemingly trying to keep as much of our combined fluids inside her, and lurched to the bathroom. She emerged a couple of minutes later, smiling as she climbed back into the bed.

“You’re a heavy cummer. I love it,” she said as she lay down next to me.

“Part of that is the company,” I said. “Easy when you’re that turned on. Isn’t it?”

Linda gave a short but mellifluous laugh. “You’d be surprised. My husband can barely cum at all. And the only other guy I’ve been with was a little better, but not by much – not enough to repeat.”

“Well, in that case… ” I reached for the water bottle and almost drained it.

“Does that actually help?”

“I think so – and it sure helps with… endurance.” That was something I was pretty proud of – I could usually go for a long time, and usually recovered pretty quickly after cumming. And I thought to myself that would be good with Linda.

Linda actually chuckled. “Yep, gotta hand it to you – you are the endurance king.” She started idly playing with my cock, which wasn’t hard erect but was still puffed up some. It started hardening as she played with it. “Mmmm… and quick recovery – bonus.”

She started squeezing me harder, until she was squeezing as hard as I think she could with her hand. I was, after a couple of minutes in her hand, fully erect again and she started to move, straddling me, my cock in her hand, guiding me to her as she lowered herself onto me. I gasped a little as I entered her and felt her lower herself until she was completely impaled. She grinned as she felt herself bottom out, and raised herself up before lowering herself back down, again grinning as my cock brushed her cervix as she impaled herself completely and then rocked back and forth. Her eyes closed as she rocked back and forth, and then she lifted off again before sinking back down.

It was exquisite to watch – and to feel. She started to slowly pick up the pace, until she slammed back down on me and started to ride me wildly. She’d alternate between pistoning up and down and rocking back and forth and side to side, and even though I’d cum not long before I could feel myself rising.

The other aspect of her riding me was seeing her breasts bouncing – I haven’t said, but her tits were just gorgeous – good sized without being too much, and just the right mix of firm and soft. And her nipples fit her perfectly – just the right proportions. I reached up to play with them, and was rewarded with a sharp intake of breath and a muttered “oh, fuck yes… ” as I tweaked them, softly at first and then harder, feeling them harden and matching her rhythm as she rode my cock.

After a few more minutes, I was about to explode – and she could tell.

“Are you ready to cum again, Bob? Are you ready to explode into my hot tight cunt and fill me with your seed? Are you?”

“Mmmmm… hmmmm… ” was about all I could muster.

“That’s right, Bob, cum deep in my cunt. Give me all your hot seed… cum for me now… ”

And as she rocked back and forth and slid around on my cock, she sent me over the edge and I groaned as what felt like a huge shot of cum raced down my shaft to explode inside her. I could feel nothing but jet after jet of hot semen leaping into her tight, hot, drenched cunt. And felt her spasm again on my cock, milking it for every last drop of semen, hearing her shout at me to fuck her and to give her all my cum. I remember feeling one last jet of cum filling her cunt, and the next thing I knew she was lying on top of me, those gorgeous tits pressed against my chest, and my now soft cock still sort of inside her. I lay like that for a minute or two, feeling her breathe, and then her head moved and those striking eyes met mine.

“That was awesome, baby… you came so hard I thought I was going to lift off,” she said. “I have got to have that again!”

“Yeah, that was fucking amazing. God do you turn me on.”

She chuckled. “Yeah, that goes both ways.” She moved slightly, and I slipped out of her with an audible ‘thwop.’ We both chuckled, and she rolled off of me, winding up on her side, her head supported by a combination of her arm and pillows.

She stifled a yawn. “Fuck, what time is it? 3:45. Wow – you have kept me busy. Strong work!”

“Do you need to get some sleep? Should we set an alarm?” I knew she had work in the morning.

“No, first meeting isn’t until 10. Ownership hath its privileges. But if I do doze off, feel free to, you know, wake me up,” she grinned as she said it, and took my cock in her hand, leaving no doubt as to how I should wake her up.

“You’re on… and same in return!”

We both must have dozed off, because I woke up with a throbbing erection to the light of dawn filtering through the muslin curtains, filling the room with a soft warm glow. I heard deep breathing next to me – Linda fast asleep on her tummy, her legs splayed out, her back gently rising and falling. And without even thinking, I moved to straddle her, my throbbing cock lining up with her still-engorged pussy, and slammed into her, dimly remembering her order to “you know, wake me up.”

That did it – I saw her eyes pop open as my cock reclaimed her pussy, and felt her moan approval as her pussy reacted to my cock. I slid almost all the way back out, and then slammed in again, and again, and again. My cock was achingly hard and I wanted to just fuck this beautiful woman right into the ground, and to top it off with a huge fountain of cum right into her hot cunt.

She helped things along by egging me on as I fucked her – “That’s right, Bob, fuck me. Fuck me hard. Give me all of that gorgeous cock…”

Her words would get cut off every time I slammed back into her, bottoming out, and I knew it wouldn’t take long before I’d need to explode into her again.

She kept up her drumbeat, moving slightly to let me get even deeper, and I could hear her groan as I pounded her, my body desperate to fill her with hot seed again. And as she moved ever so slightly, she triggered me off and I felt cum boiling up from deep within me. I could once again feel cum racing down my shaft, splattering inside her hot tight cunt, jet after jet. And I could feel her pussy spasm on me, greedily pulling every drop of cum it could. And then I was out, collapsing onto her back, my cock relieved but still as hard as a rock, buried deep inside Linda’s gorgeous body, feeling her twitch as well as I lay on top of her.

After who knows how long, I rolled off of her, onto my back, my cock slipping out of her with that again audible ‘thwop’ sound, and feeling her roll toward me, slipping an arm over me as she snuggled up, one gorgeous breast on my chest.

“Mmmmm… now that’s how I want you to wake me up. Strong work, young man. You listened.”

“You bet… woke up hard for you, and when I saw your legs open, well… let’s just say I couldn’t resist.”

“Good. I’m back in a couple of weeks. Tuesday again?”

“You bet… ” And this time I must have dozed off, because I woke to a brightly lit room – the sun streaming in through the muslin curtains, which were good for city lights but not the Colorado morning sun. I could feel her snuggled up to me, her head on my shoulder, and I leaned over to kiss her hair. She must have woken up about the same time, because I felt her try to move and give up.

“Can you see the clock?” were her first words.

I glanced over. “Yep, it’s 8:54. Don’t you have a meeting at 10?”

“Don’t remind me. Shit. Tempted to push it off but my team wouldn’t like that. OK, I hate to do it, but gotta get moving.” And with that, she started untangling herself from me, and headed to the bathroom, staggering slightly as she did.

For my part, I picked up my massage bits – the oil, electric candles (a couple of them had burned out), etc. I pulled on one of the robes, and started rounding up my clothes right as she came out of the bath. She had somehow gotten the other robe, because she emerged from the bathroom wearing it.

She watched as I dressed and chuckled a little as I hung up the other robe.

“OK, what was funny?”

“That’s the first time the other robe has ever been used when I’ve been here. And I’ve been here a lot.”

“You’ve never had someone up before?”

“I finally tried with a guy last year – the one who was a little better than my husband. Saw him a few times, but never really felt it. And I’d have my massage therapist up here, until she moved. But you’re the first person to use the other robe. Looked better off of you.” She smirked a little as she said it.

She walked over to me and kissed me passionately and then broke away. She produced an envelope and held it up between us.

“Thanks. That’s 25. Let me know next time if you need more. Put me on the calendar for two weeks from last night?”

“You bet. And that’s fine. Thank you – great to know you.”

She smiled. “The pleasure is all mine! OK, see you in a couple of weeks.”

And with that, I was out the door, sliding the envelope into my coat pocket. Wow – $2500? What on earth had I tapped into? I rode the elevator down to the main floor, and it finally hit me that I was starving. I peeked in to Ellyngton’s – the breakfast and brunch restaurant – and it didn’t look too busy. Their rush hour was probably earlier. So I had a big breakfast there, and, feeling more fortified, drove home.

Where I did absolutely nothing. I was stiff and my muscles were sore, so I did a short bike ride and had a long warm shower. They both helped. I sat down to play some music when I saw a new message. It was from Linda, and had a picture attached. “Thanks again – great time with you! Thought you’d like a contact picture.”

I smiled and saved it, adding it to her contact.

“Thanks! Great time for me also – if you couldn’t tell. 😉 ”

It was a good thing I was playing CDs because I must have fallen asleep on my chair. The clock said it was 1:15, and my stomach said it was hungry again. And as I was putting lunch together, my phone tinged again with a new message, and then another.

A number I didn’t recognize. Hmmm.

“Hi from Eve. Friend of Diane. In town next week and would LOVE to set up a massage. Any openings?”

Hmmmm. Next week was wide open – Julia and Linda were the following week, and I didn’t know Diane’s schedule – I figured I’d find that out tomorrow night.

“Hi Eve! Open Tues or Thurs if either works. What part of town?”

I idly wondered just how big Diane’s group was, and if it would be short-lived or more ongoing. And how many more of them would be texting me – the way things were going, I’d make more from “massaging” than from teaching. Which led to another thought – how would I account for the money as income? Good thing it was in cash, but if it kept up I’d have to figure out what to do with it.

A couple of minutes later I got a reply from Eve. “Thurs is good – fly back Friday. Four Seasons downtown.”

“You’re in my calendar. Hotel bar about 8?”

“Yes. See you then.”

Well. This was escalating quickly. Perhaps being an educated and generally nice guy with a wide range of experiences was paying off. The rest of the day went by pretty slowly, mainly because I didn’t do much. A couple of errands, a short bike ride, some music, read some, and that was about it.

Truth to tell, I was looking forward to Thursday with Diane, and still reveling in the night with Linda. It took what felt like forever for Thursday to unwind, even with a longish bike ride, and I got to the Omni a little earlier than our first meeting.

Diane walked in a couple of minutes early also, and spotted me quickly, breaking into a big smile as she walked over.

“Hey! Glad I didn’t scare you off that first night,” she said as we hugged – a little longer than would be ‘corporate approved.’

“Ha – I could say the same,” as I gave her a brief squeeze to break the hug.

She looked great – the same remarkably pretty face framed by dark hair that went just below her shoulders, lively eyes, and a figure that to me was perfect – somewhere between slim and athletic, with curves that I knew from experience were the perfect blend of soft and firm. She was wearing a casual skirt down to just above her knees with a loose blouse that came off one shoulder.

Right as she started to look around, the cocktail waitress arrived. Diane ordered a cosmo again and I went with a Crown and 7.

“So how’s your week? Crazy busy I’m sure…”

She laughed. “Oh, that’s normal. Nothing out of the ordinary, which is good. Just the usual.” She paused. “Tell you the truth – I’ve been a little distracted looking forward to tonight. I’ve been replaying that night in my head over and over.” A hint of pink washed over her face – the beginning of a blush that didn’t quite finish.

Our drinks arrived, and I picked mine up. “I have too. A toast to how wonderful it will be!” She raised her glass and we clinked glasses, each then taking a sip as our eyes locked on each other.

“I’ll drink to that!” she said, as she took a deeper sip. “How about you the last couple of weeks?”

“Ha. Interesting to say the least, thanks I think to you,” I said, and she jumped in.

“Julia and Linda said they met you – and loved it. All Julia said was ‘You were right,’ which she almost never says. She’s one who is convinced she’s always right. And she usually is. And I hate to admit it, but sometimes I kinda wish I had her boobs.”

“True – met both. Thank you for referring them. And another friend of yours – Eve – reached out.” I caught up to her last sentence. “Really?” I cocked my head and gave her a slightly puzzled expression. “I think yours are just about perfect.”

Diane laughed. “Oh, you are too smooth! Going to get me in trouble. But – thanks.” She looked down at her chest. “Hers are a little… fuller. Perfect? Seriously? God, no one has ever said that.” Her voice trailed off, and then she picked up on the referral thought. “Oh, you are welcome! I think Eve texted you right after I gave her your number. She’s in town next week, right?”

“Yep, meeting Thursday,” I said, watching carefully for any hint of a reaction.

“Oh, that’s great! She’ll love you.” She paused to take a sip of her drink, which was almost gone. “I had an idea. We’re doing an executive retreat in a couple of weeks in Beaver Creek. Have you ever done any consulting work?”

“Sure – I just don’t know anywhere near what you know about your industry.” Where was this going? Seemed like a big subject change.

“Oh, that’s OK – could you do a report on something like the political spectrum and how it might impact tech?” She paused, giving me space to respond.

“That I can do – be a good excuse to meet with some political types I know. ”

“Great – you have some connections?”

I nodded.

“Even better. So here’s my thought: If you can, come up to Beaver Creek and stay. That way I can literally pay you as a consultant – as long as you don’t mind getting paid by check or direct deposit as a 1099 contractor.”

“That works well – you’re on. Is corp to corp OK? When is it?” We both smiled, knowing that she had just arranged for me to be her companion on the company dime. It was a creative solution for both of us. And I wasn’t too worried about being paid by check or direct deposit – it would account for the additional income, and I could set up a corporation to shelter it from taxes.

“Good. Yes re corp – actually makes it easier. I’ll have my HR person send you the paperwork.” She finished her drink and ordered another round, even though I was only halfway through mine. “And I’ll send you Beaver Creek info.”

“Great. Good ski area, too.”

She smiled. “Do you ski much?”

“Oh, some. Not great at it – on the cusp between intermediate and advanced. I can get down almost anything, but don’t do bumps or trees. You?”

“Oh, probably the same. We usually come out to Aspen for a week after Christmas. Not sure we will this year – husband will probably have to work, since he had last year off.”

“Mmmm. What does he do?”

“He’s a doc – internal medicine.”

I noticed that she wasn’t wearing her rings – and remembered she hadn’t worn them the first time we met.

“That’ll keep him busy!”

“Yep, you can say that again. Between that and my travel schedule it’s amazing we’re ever in the house at the same time. Which is probably just as well. He’d be scandalized that we had unprotected sex.”

She took a gulp of her second drink. “You’re a little behind,” she said, grinning, motioning with her head to my drink.

“Strong drink giveth the desire, and taketh away the ability, to bastardize Shakespeare.” I caught up to her previous sentence. “He’d be fine with sex, just not the unprotected part?”

Diane laughed. “Wow, he even knows Shakespeare! No question about ability.” She paused. “Oh, he’d be scandalized anyway if he knew, but we adopted a sort of “don’t ask, don’t tell” thing a while ago. Kind of had to, even if neither of us did much with it. And his drive is way down, while mine’s shot up. Anyway. TMI?”

I shook my head. “No such thing. I just try to be sensitive about things like that.”

She nodded. “I could tell – you asked if we should go up together or separately. Speaking of – ready?”

I took a pull of my second drink. “You bet. Lead on.”

She motioned to the cocktail waitress and signed the drinks to her room again, and I picked up my backpack.

We made our way over to the elevators – and Diane was a lot flirtier and touchier than she’d been when we first met, putting a hand on my back as we walked. We made it to her floor – 18 this time – and she bounced down to room 1807, clicking it open with her phone. As we walked in, she kicked off her sandals, and as the door closed behind me she headed straight for me, wrapping her arms around me, pulling my head to hers, her lips searching for mine, finding them, kissing me hard, me responding quickly, feeling her press her body to mine, one hand moving down my spine, finding my butt, squeezing it, then moving back up as she started backing us up toward the bed.

As we were shuffling along, kissing passionately, her hand reached under my shirt and lifted, interrupting our kiss just long enough to get my shirt off and drop it on the floor. She moved to the button of my shorts, undoing it, palming my now fully erect cock through the fabric before undoing the zipper and pushing them down, leaving me in my bikini briefs, the tip of my cock pushing over the waistband. She took my cock in her hand and squeezed, then let go and started pushing my briefs down and off me.

I’d gotten the memo – and when she was done stripping me I lifted her blouse off – thankfully it didn’t have buttons or I might have broken them – kissing her hard as her blouse floated to the floor, then undoing the clip on her bra, releasing those beautiful breasts, feeling them against my chest. My hands moved to her skirt, seeking out a zipper or button and not finding one, slid it down – aha – elastic! – and then pushing her tiny thong down and off.

As we stood there naked, kissing passionately, she turned us so that I was now back to the bed, and she pushed me down on the bed, breaking our kiss and climbing on top of me as I moved to get my whole body on the bed. She positioned herself above my cock, which was aching for her, and she used a hand to guide me to her entrance and then slowly sank down until she was completely impaled on my cock. We both moaned softly as she settled on my cock, and after a moment, started to rock back and forth and side to side. While I was quickly in that wonderful haze of sex as she pumped up and down on my cock with her glorious pussy, I remember being amazed at how wet she was as she sank my cock into her.

As we fucked, I could feel my balls swelling and willed them back down. Yeah, right. I could feel her orgasm building too, and she took her time letting it claim her, finally throwing her head onto my chest as her orgasm claimed her, rolling over her whole body, and triggering me as well. My hands clawed at her hips to hold myself in her as deeply as possible, and felt my cum erupt inside her, filling her amazing cunt with hot seed, rope after sticky white rope. And feeling my cum inside her triggered her again, and her pussy clamped down on my cock again, stimulating yet another rope of semen from me.

We stayed there, her on top, impaled on my cock, juices slowly leaking out, and she lifted herself back to vertical, settling on my cock just that little bit more, and smiled dreamily.

“God did I need that… ” she murmured, her pussy still squeezing and relaxing on my cock, which responded with twitches of its own. “Mmmmm.”

“Mmmm… amazing. You can do that any time,” I murmured back, enjoying the view – her proud breasts jutting forward, that beautiful hair framing her face, contentment radiating from her. And from me too, I have to say.

We stayed like that for a while – long enough for my cock to soften slightly and then recharge, which made me start to reach to move her – I wanted to lay her down and take her. I think she read my mind – we managed to move without uncoupling, and she moved my mouth to one of her perfect breasts.

I started to tongue and suck her nipple, and took her breast into my mouth, sucking hard and letting my teeth graze her nipple, making her shake and moan as I did.

“You can go a little harder,” she said in a voice that was half a murmur and half a pant.

Rather than stop to say anything, I bit down just a little, and felt her arch her back and her pussy contract even more on my cock. “Uhhhh… ” was all she managed as I kept it up. I don’t know how, but Diane turned me on like I had never been before. And so it was easy to read when I hit her upper limit for pressure on her nipple. I gave it a kiss and switched to the other, repeating the process, and feeling her start to shake as another orgasm grew inside her.

It didn’t take long for it to claim her, as my teeth grazed and gently bit on her nipple and breast, and I felt one hand flail around as her other hand clawed at my ass, trying to pull my cock into her even deeper. As she tried to writhe around I held her in place, and just let her orgasm wash over her, feeling her flood my cock as she came. After a while, her breathing settled down, and her eyes opened as she shook her head.

“Hi,” she said softly.

“Hi,” I said back – also softly.

“I want that all night,” she replied. “Can we do that?” There was a slight sheen of sweat over her eyes, which was irrationally sexy to me.

“You bet. I am yours for the night.”

She gave an almost shy smile. “Good. Just to let you know – I can be demanding.”

“That’s OK – means you know what you like. Good quality.” I had slipped out of her as we talked, making her give a little pout.

“Hey,” she objected as we decoupled.

“Don’t worry – we’ve got plenty of time. What’s your morning like?

“Open, actually – flight’s at 1, and no meetings or anything. Always on call, but not too many calls I have to answer. CEO or COO, yes. Almost anyone else can wait.”

I was lying on top of her, reveling in the feel of her body against mine, propping myself on my elbows. My cock was sliding around on her groin and tummy, which were slick from our combined juices and a bit of her sweat. I inched my way down a little to let my cock slip between her legs, which I was holding together with my own. I could feel her heat as my cock slipped around on her.

“Mmmmm. Nap on the plane?”

“If I can. I should have gotten a Saturday flight and booked you for Friday.” She squirmed a little as my cock played in between her legs.

“Next time… I’m all for it.”

She’d been shifting her body as we talked and kissed, and finally maneuvered to where my cock was at her entrance. She smiled and eased me forward, just a little bit, and smiled wider as I entered her again, both of us slippery as hell from all our juices.

“That’s better,” she murmured as she kissed me again. “Feeling you inside me is just… magic.” She squeezed her legs together and pulled me forward a little more, engulfing my whole cock, my legs on the outside of hers, which were tight together now. A great position – I think it creates a lot of natural pressure on my cock. She started to rhythmically squeeze me, which normally would only make me even harder, but as I was as hard as I can get, it was just stimulating, and I could feel my balls filling again.

“I am not going to last long if you keep that up,” I murmured into her ear, kissing her neck and tonguing it hard – I would have loved to bite down, but didn’t want to leave any kind of mark.

“Mmmmm… good. I want to feel you cum again… ”

I was almost panting now as she kept up her rhythmic squeezing. “You like feeling me cum in you?”

“Oh, sweetie – there is nothing better than feeling that shot of heat deep inside and knowing I made you do it… ” The huskiest voice I’d heard from her – super sexy. She was in far more control than me – I was right on the verge. And she could tell – she reached down and gently clawed my ass, urging me into her even deeper, if that were possible.

She kept whispering in that sexy husky voice, “I want you to cum – feel you spurting inside me… giving me your hot seed…

And I’m not sure which part did it, but I couldn’t resist – I tipped over and I did exactly what she said, my cum spurting into her again, feeling like it was boiling into her, coating the inside of her amazing cunt with my cum, feeling her stiffen as she felt me spurting, her hands holding my ass in place to keep me as deep as possible.

I lay on top of her, shaking, for a minute or two, still planted deep in her. And when I could focus, she was watching me with a brilliant broad smile on her face.

“Mmmmm. That was great. Love how that feels!” she whispered to me. And I think you just might like cumming in me… ” giving me an impish little smile as she said it.

“God yeah… ” was about all I could manage. “It is fuckin’ amazing.” I was surprised I said it, but she loved it.

The rest of the night was spent alternately dozing and fucking – whoever woke up would stroke the other, we’d both be awake, couple again, and doze back off.

There was one time where I woke up with a raging erection, which made me think it was close to morning, just as it had been with Linda. Still in something of a light haze, I saw Diane sleeping next to me on her stomach, her legs splayed apart, that beautiful ass slightly elevated. And without a thought, I moved over her, straddling her, and sank my cock into her. That woke her up for sure – I felt her wake up and moan as I slid in and out of her, straddling that gorgeous ass.

It’s one of my favorite positions – I think it allows for the deepest penetration – and it also let my cock hit her magic spot pretty easily. And as I thrust in and out of her, she started egging me on again.

“Mmmm… that’s right Bob, fuck me. Fuck me hard. Fuck me until you cum… I want to feel you cum in me again. Give me your hot seed again… ” And while I would have cum inside her again anyway, her drumbeat accelerated it.

I’m sure she could tell I was close, because she kept going, a little faster: “Mmmmm… that’s right, Bob, fuck my sopping cunt. Cum in me – I know you’re ready. Let go and give me all your hot seed – make me feel that spurt of heat again… that’s right, cum for me now… ”

The perfect storm: I bottomed out in her right as her beautiful cunt spasmed on my cock, squeezing hard as I felt like I brushed her cervix, and she practically yelled at me, “That’s right, cum for me now… ” So I did. I gave a great yell as the tip of my cock mushroomed and I exploded, relieving the huge tension that had built up in me. Stream after stream of semen leapt out of my cock deep into her beautiful body, her ass pushing back against me to make sure I was as deep as possible and to get every last drop she could. I was dimly surprised at how much cum I blasted into her, considering our earlier adventures.

I kept myself buried in her as long as I could, shaking a little at the power of the orgasm that I had just had. And when I finally slipped out of her, she pushed me down on the bed, slithered on top of me, and kissed me hard.

“YES! That’s exactly what I want you to do every time. Take me. Fuck me. Cum in me over and over…” she practically hissed it out as an order. “And fuck me over and over… that’s what I need.”

Her words snapped me back pretty quickly. And even if they hadn’t, her sliding back and mounting me again would have. Her pussy was so wet there was zero friction – which made it harder to stay in her, especially when she squeezed me with her powerful muscles.

“Are you ready to do that? Ready to fuck me every time you see me?”

“Oh, fuck yeah,” I said, my body and strength returning quickly as she rode my cock, but gently to keep us coupled.

“Mmmmm, that’s the right answer,” she replied, coming off my cock and kissing me again, hard.

She lay down on me again, her head on my shoulder, and I briefly wondered how the universe had decided to put us together. I could feel drops of fluid leaking from her and falling on me, and we must have both dozed off again.

Because the next thing I knew, it was daylight out and Diane had mounted me and was riding back and forth, her eyes closed and a smile on her face. It was a heavenly feeling, even if she was so wet that she had to move carefully lest I slip out. And seeing her beautiful tits swaying as she rode me was intoxicating all by itself. I reached up to tweak them, and felt her sharp intake of breath as I fingered them.

“Mmmmm… love that,” she murmured. She rocked back and forth on my cock a little bit. “And that,” she added.

I smiled even if her eyes were closed. “You have the most beautiful tits,” I said, almost dreamily, rolling her nipples between my fingers. “They really are perfect.”

She smiled, in a haze of her own. “Glad you like them… ”

We kept that up for a while, and between her rocking herself back and forth on my cock, and my twirling her nipples, she worked herself into another orgasm – this one kind of sneaky sudden, as she suddenly stiffened, squeezed me hard, and cried out as it washed over her, punctuated by a quick pulse of warm liquid from her that landed on my groin and stomach, slowly trickling away.

As she came down from her orgasm, she kind of collapsed onto me, my cock sliding out of her absolutely drenched pussy and those perfect tits landing on my chest.

“Holy shit – did I actually squirt?” she wanted to know.

“I think you did – that was HOT!”

“Wow. Never happened before. See what you do to me?”

“Says the woman who’s made me cum how many times? Four?”

She corrected me quickly. “Five. Impressive.” And gave me a charming smirk. “And I don’t know how many times you’ve made me cum… ”

“More than me, I hope!”

She laughed. “Yeah, that’s a safe bet. I can’t believe what you do to me… I just want you to fuck me. I’ll think of you and get wet in the middle of a meeting. I thought those days were gone with my 20s and 30s.”

“Oh, hell, you’re just getting started… ”

We bantered for a little bit, and then it was time to get up and moving. She pulled on a robe as I got dressed, and then came over to me, a serious look on her face.

She put an envelope on my chest. “Here. That’s 25. Get the paperwork from HR done – we’ll do that for every overnight. Don’t say a word.” She reached up and kissed me again. “Thank you – I didn’t know this part of me could ever come out again. Now go – I have to catch a plane.”

I kissed her back hard. “Thank you. I will. Back in a couple of weeks?”

“Yep – I’ll text you the deets. Have fun with Eve,” she said with a smirk. “See you.”

And with that, I was out the door, hearing it click shut behind me as I staggered a bit to the elevator, Diane’s scent all over me.

The first thing I did when I got home was drink a 32 ounce bottle of Gatorade. The second was to make myself a huge ‘breakfast’ of bacon, eggs, and an English muffin. The third was to look up creating the necessary corporate entity – I knew Diane would not dilly-dally around getting that set up.

I went out on a more normal date on Saturday – it was with a woman I’d been out with a few times before, and, not for the first time, we wound up back at her house. It was… OK. Nothing like with Diane, or Julia, or Linda. She seemed to think it was great – which was good. We went to breakfast the next morning, and agreed we’d get together again when our schedules overlapped. And while it was fine, I found myself missing the… edge, the excitement, the… anticipation I had with Diane, Julia, and Linda.

So I was actually glad to have the next week mostly free – I spent a couple of days at a professional development class, but otherwise just did my usual biking, listening to music, reading, etc. And while it was great having the time and recharging, I found myself missing the banter and the sex, particularly with Diane. I’d found myself comparing my Saturday night date, Katie, to Diane and, to be brutally honest, Katie came in second in every department.

Thursday rolled around, and I was glad to dive into my normal pre-massage routine. Shower, shave, including groin, brush teeth, dress, check backpack, check drive time, all the while idly wondering what Eve looked like. Diane had said Eve would love me, and I just hoped she’d be in the same ballpark appearance-wise as Diane, Julia, and Linda. Since we were at the Four Seasons, I figured I should dress a little more, and wore a pair of cotton Dockers with a polo shirt and black dress shoes from Ecco, which had never failed to draw a compliment.