All characters appearing or mentioned in this story are 18 years old or older. This story is a work of fiction and any reference or description to actual persons is unintentional.
If you are enjoying these stories, leave a comment about what you liked or didn’t, or things you want to ready more of. I’ll take advice into consideration when I’m working out the next parts of the LoP stories.
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October 1998
The fall, also known as the slightly cooler summer in southern California, was fast approaching. I had purchased my house in Portland and things were progressing, but not very quickly. Being so far away made it difficult to schedule things and answer questions, but the contractor I hired seemed competent and only called me 2 or 3 times a week.
Most of the time this was fine, but in this particular instance, it was downright annoying. I knew it was him from the caller ID box (another recent purchase, helpful as I suddenly had more friends than I could shake a stick at) and I tried to ignore the first two calls. The third one must have meant something was wrong.
“Are you going to answer that?” Min asked.
“No”, I answered, staring at the phone, willing it to stop ringing.
It didn’t stop ringing.
I stretched over as far as I could manage and grabbed the receiver.
“Hello?” I said into it.
Min, for her part, didn’t move from her position. Not that she had much choice, seeing as she was currently prone on my bed, naked, oiled up, with nearly all of my long, thick, hard cock buried in her ass.
She smiled as I answered the phone. The mostly dried remnants of my first load of our session was still decorating her cheek, forehead, and some even ended up in her short, black hair, clumping it in places.
The voice on the other line told me that a water main was burst due to a trencher making a wrong ditch. It was non-sense to me since I wasn’t a contractor, but he sounded worried.
“OK,” I told him, “how much will this push back the project?”
He gave me a number.
“2 months?!?,” I said loudly into the phone.
“Aww,” Min teased, “did Paul not get his way? Is he gonna pout now?” She giggled at her own joke.
I pulled my cock almost all the way out of her ass and slammed it back in to the hilt in response.
“Mother fucker!” she gasped. I pulled out and did it again. Min turned her head and screamed into the pillow. I paused my assault to finish with the contractor.
“OK,” I said, “I get that shit happens, but someone wasn’t driving that thing properly, correct? So whoever’s fault it is can pay to fix the water main.”
Min, still moaning into the pillow, moaned a little more as I pulled out and thrust into her ass again. I stifled a grunt myself as her ass felt amazing as I penetrated her.
“OK, this is more than a phone call I think. I’ll be there on site on Monday and we can discuss how to fix this.
“Since its Thursday, just knock off for the rest of today and this week and we’ll start back on Monday.
“OK. Thanks. See you Monday.” I made sure the phone was off and tossed it aside.
With both of my hands on Mins small, tight ass cheeks, I started thrusting into her ass at a steady and brisk pace.
“Oh. My. Fucking. God.” Min moaned loudly with each thrust. “I had no idea your cock in my ass could feel this good.”
“Your ass feels amazing. Hot and tight,” I told her.
I quickened my pace again as she started rubbing her clit from underneath her. I could feel her dipping her fingers into her soaking wet pussy as I continued to jam my cock into her ass.
Min and I had only done anal a few times in the last few weeks. The first time she barely was able to take the head in. But now, she was taking my whole length in her ass and loving it.
“Oh oh oh oh, fuck fuck fuck fuck, yes yes, oooooooo, YEEEEEEES!” Min screamed as she came. I felt her orgasm tighten her asshole, almost painfully, around my girth. But this just set off my own orgasm.
“Fuck, Min, where do you want me to cum?”
“Cum in my ass,” she said desperately, her eyes tightly shut from her orgasm. “Fill my ass. Do it. Fuck. Do it!”
“Fuck YEESSSS,” I roared as I peaked. I thrust with all my need into her asshole, grabbing her shoulders as leverage to go deeper, unloading half a dozen powerful shots into Min. Her expression was a mix of pleasure and pain, but mostly pleasure. We stayed joined for a few minutes until we came down.
Min winced slightly as I withdrew. Her asshole was bright pink from the fucking I’d just given it. A small stream of cum escaped and ran down her pussy.
“Fuck me, that was hot,” she breathed as she turned over. Dried cum was still covering her C-cup breasts and stomach.
“I did, and it was,” I jibbed, kissing her deeply. We laid down for a bit to rest.
“So, problem with the house?”
“Yea, apparently my basement has now become my pool. They’re shutting off the water and will clean it up but I need to be all decision maker about how to fix it.”
“I’m curious what the house looks like.”
“Its a house, like most others. But you’re welcome to visit. That is, if I ever actually move into it. Right now it looks like it’s going to be next summer before I get the keys back.”
Min leaned over and kissed me, deeply, our tongues playing lightly.
“Well then,” she said, “at least I can look forward to another few months of you violating me in all these new and exciting ways.” She kissed me again playfully.
I felt a twitch down below, which did not go unnoticed by Min. “How about I violate you right now?” I moved my hand to cup and squeeze her ass. Min moaned at my touch.
“Tempting, but my ass needs to rest.” She got off the bed and headed to the bathroom. “However, when you’re ready again, my pussy is in desperate need of a good violation.”
She turned at headed into the bathroom. I heard the shower start.
I got off the bed and skipped (but in a manly way) to join Min in the shower.
#
It turns out that owning a home is a lot of work.
Even simple things, like renovating a kitchen seems to encompass a million decisions and another million adjustments cause this color won’t work, or this counter doesn’t come in that fashion, and on and on.
I had gotten the same hotel, and even the same suite as the last few times I was in town. By Wednesday, I had sorted out all the issues I was needed for, and was left with three days before my flight back to California. What to do, what to do?
I had called Morgan and asked if she was available for dinner and a show (fancy I know), but she was at a conference in Seattle. She sounded genuinely bummed about missing out, which weirdly made me feel flattered.
Since Morgan was the only woman I really knew here, my options for spending a nice evening with a lovely lady were diminishing rapidly.
Looking at flights back home for an early departure, a thought struck me. I dug around in my bag for the slip of paper that was given to me on my first flight out here by a very friendly flight attendant.
Found it! Maryanne, and her phone number. I dialed it not really knowing what to say.
“Hello?” A bright female voice said on the other end.
“Hi, this is Paul. I’m not sure if you remember me or not, but you gave me your phone number after a flight to Portland a few weeks ago.”
“Oh, yes, I remember,” she said. It sounded like she was smiling.
“I’m currently in Portland for a few more days and wanted to know if you were available for dinner and a show?”
“Like a movie?”
“No, a play. Phantom of the Opera.”
“Hmmm,” she said. “What time?”
“The show is for Friday, and we can get dinner afterwards,” I said.
“Shit. I can’t, I have an international flight tomorrow and I won’t be back until Sunday. I’m sorry,” she said. She sounded like she was too.
“That’s OK. I’m moving here in a few months so plenty of time to hook up.
“MEET UP, I meant meet up,” I said quickly.
She laughed delightfully. “Nice. Glad you found a place. And I am sorry. Oh, wait, hang on a sec…”
I heard some mumbled tones for a bit. Then Maryanne came back on.
“I have a roommate, Alina, and she is going to be very lonely this weekend while I am gone. Would you be willing to take her instead?”
I thought about it for a sec. “Sure, I’d love to. But…” I paused, “just don’t build up her hopes about what I look like. Fabio, I ain’t.”
She laughed again in that delightful way. “Don’t worry, I will only tell her what I know to be true and honest,” she said.
“Great. Then you can tell her I’ll see her Friday evening. I am going all out fancy so please tell her so she isn’t shocked.” She gave me the address and hung up.
I wondered, at that point, what she meant about ‘true and honest’. I put it aside. I had to find a suit shop cause I didn’t pack any.
I grabbed the phone book and started making my plans for Friday.
#
One of the benefits of having oodles of money is that if you need something in a hurry, and money is no object, you could get anything done.
My suit, which was Italian apparently, was costly as far as suits go, and tailoring would have taken weeks, were it not for me slipping a few c-notes to the tailor.
I also visited the restaurant before hand, asking for their best table for Friday. The snooty dude was more accommodating once a few more c-notes landed in his pockets.
The box office only had upper balcony seats left, which were also pricy. It was weird cause you were farther away from the stage, so how were they more?
After all was said and done, Friday rolled around and I went to pick up my blind date in my rented limo. A bit over the top, especially since we were just driving around town but, hey, I did promise fancy.
Their house was in the northwest area of Portland. It was a nice looking neighborhood with lots of older houses. We pulled up to this two story one and my driver (a woman in her early 30’s named Tess, who was all kinds of not-impressed with my suaveness) opened my door.
“This is still weird,” I told her.
“Buddy, for what you’re tipping me, the least I can do is open doors,” she said.
I went and knocked on the door of the house, wondering what would greet me. The door opened and I can only imagine that my eyes must have gotten cartoonishly large at what I saw.
Before me stood possibly one of the most magnificent women I had ever seen. Her skin was a rich, deep milk chocolate color which radiated smoothness. Her amused, almond shaped eyes were shaded with subtle reds and crowned with perfectly manicured brows. Her hair was shortly cropped and very curly. A small mole on her left cheek only enhanced her allure.
But her lips were what drew me in the most. Large, plump, luscious lips painted in a brighter red, curled upwards in a pleased smile.
Glancing down, she was wearing a strapless, form fitting large-bandage dress in a bright mustardy color that went to her mid-thigh. The bandages had large, horizontal slits every few inches on both sides that revealed her sides, hips, and legs in the most enticing way. The top of her dress was barely containing her DD cup breasts, which were proudly displayed. A translucent shawl and matching mustard yellow shoes completed her ensemble.
“Hello, you must be Paul,” she said with no small amount of humor. Even her voice had a lyrical note to it.
Suddenly, looking at her, I felt like I hadn’t prepared enough and that I looked like a slob in my $5k suit.
“Uh, hi. You must be Alina,” I said. Yup, still the king of smoothness, me.
“Shall we,” she said, stepping out and closing her door. Her walk was amazing to behold as well, as her ass was equally proudly displayed when she turned to lock her door. Turning back, I offered my arm.
“How gentlemanly,” she said. Walking her down the walkway, she spotted the limo.
“Wow,” she said, “when Maryanne said fancy, she wasn’t kidding.”
“I try,” I replied. Tess opened the door for us and Alina got in, also a wonderful sight to watch her perform. Tess gave me a thumbs up as I got in after her.
“So,” Alina said, trying to start conversation as we drove, “Maryanne didn’t mention much about you. Only that you moved here recently and were cutely nervous when flying. Meeting you, I can see how that could be true.”
“Well, I’m not moved here yet. My house is being renovated. I was in town to sort out some issues. And likewise, as you may have guessed, she didn’t tell me anything about you, other than that you’re roommates.”
“Pleasantly surprised?” she asked.
“Gobsmacked would better define it,” I said. “I should confess that this level of showmanship,” I indicated the limo and myself, “is new to me.”
“You mean you don’t ride in limos and wear expensive suits every day? I got the impression that you were quite wealthy given the level of detail you went to for this date,” she said.
“Well,” I said, “the suit I bought, but the limo is rented. If that gives you a better idea about me.”
“It says that you want to impress me, but are reasonable about how you do it. There is only so much you can do over the phone, so you must have hopped all over town to get ready for tonight.
“That level of dedication is what I am appreciating right now.”
It gave me a nice feeling, as well as tighter pants, knowing that she appreciated the effort I went to.
Over the next little bit we talked about where we grew up and what we are doing now. She was 24 years old, and a business major at the local state university. Her parents were from Niger and she was from New York. She wanted to do international business and she loved to travel. My story wasn’t terribly exciting but she seemed interested. We didn’t have anything in common but it was still nice to talk with her about our pasts, current events, and other things.
Once at the venue, Tess opened the door for us and we stepped out. Alina grabbed a smaller clutch purse from the larger one she brought with her, which I thought was weird.
While walking into the venue, we got more than a few glances and stares (more her than me, obviously) since we were exiting a stretch limo and were dressed to the nines. Going through the lobby netted us more stares and even a couple pictures from a photographer covering the show.
We stopped at the concession and got some Raisinettes, at her request, and we took our seats. We chatted a bit more before the curtain. From our balcony, we could see the entire theater. As the show started, I stretched my arm around Alina in her seat. Smiling out of the corner of her eye, she adjusted closer and put her hand on my leg.
She then immediately withdrew it when she realized that my member was tucked into that leg (Italian suit pants are very tight in the crotch, fyi). She looked a little mortified.
“Sorry,” I whispered.
She returned her hand to my leg, albeit lower down, but only just. “Don’t be,” she whispered back. She turned to watch the show.
At intermission neither of us got up. We stayed sidled up closely and chatted some more. As the curtain call came and the lights dimmed again, I felt her hand move slightly higher up my leg, grazing the head of my member. This of course elicited an uncontrollable reaction. It was impossible for her not to notice.
As for myself, I started lightly stroking her lovely, exposed shoulder, moving up to her neck, back and forth down her arm. My knuckles lightly graced the side of her breast as I stroked her arm, feeling delightfully warm and soft skin through the cutouts in the side of her dress. Also impossible for her not to notice, she gave a small ‘hmmm’ as I moved my hands on her arm.
At the end of the show we left to the restaurant.
“Sorry, boss,” Tess called from the front, “but there’s traffic all through downtown. Friday night usual. We’ll be at the restaurant in about 25 minutes.”
Tess rolled the separating window back up.
“Well,” I said to Alina, “I suppose we can sample the mini-bar if you’d like.”
Alina smiled as I looked at the various tiny bottles. “You don’t have to buy me a drink in order to kiss me,” she said.
I played it very cool, only dropping one of the bottles on the floor. “No, but it certainly won’t hurt my chances,” I retorted. She grabbed me and guided me back next to her. We leaned close and she kissed me with those amazingly full and soft lips.
She kissed again me again, this time with tongue and I was please to find she was very playful. Our hands also started roaming around, mostly on our legs. She ran her hand over my clothed member a few times, and I slid my hand between her legs, feeling the heat from her sex through her panties.
We broke our kiss for some air. She had a smirk on her lips as she spoke.
“I have an idea on how we can spend the ride to the restaurant,” she said.
“What a coincidence, so do I,” I said, also smirking.
She pecked me again. “What was your idea?”she asked.
“Well,” I started, “if I might be so bold, I am very curious if your sex is as soft and sweet as your lips.”
I kissed her again, softly. “And I would very much like to taste you so I can satisfy that curiosity.”
She kissed me back hard, our tongues playing with each other for a few moments. When we parted, Alina had a large smile on her lips.
“Oh, I like your idea much better.” She kissed me again a bit more gently as I felt her part her legs.
My hand explored further up her legs, stroking the front of her panties as she slid down the seat slightly to allow me access. I broke our kiss but continued to plant kissed and playful licks along her neck and collar bone.
Kneeling on the floorboard in front of her, Alina spread her legs slowly. She lifted one leg up and traced a line with her heeled foot up my chest and put her foot over my shoulder. From my angle I saw she was wearing black mesh panties.
Planting kisses starting on her ankle and moving up, I slowly made my way up her leg, along the inside of her thigh. She spread her legs open further and as I got within inches of her panties, I could smell the sweetness of her scent. I moved my lips over her panties, breathing on her as I went over her crotch.
I pulled her panties to the side (thong as I found out) and, with no warning to her, ran my tongue from her opening to her clit in one long firm stroke.
“Ohhhhh, ohhhhhh that feel amazing,” Alina moaned.
I ran a few more licks from top to bottom and started nibbling on her clit. I probed her gently with my fingers, easily stroking in and out of her. She was very wet already, so I went deeper until I was up to my knuckles.
“Oh, that is perfect,” she moaned. “Turn your fingers around; my g-spot is right there. And keep nibbling me. Suck on my clit and you’ll make me cum quickly.”
She pressed her hands on the back of my head, encouraging me to keep going. I moved my fingers as directed and applied more pressure to my tongue on her clit.
“Ohhhhh, yes, right there, yessssss, just like that,” she panted. I increased the pace of my fingers, rubbing the spot indicated and sucked as hard as I dared on her clit. The affect was amazing and quick. I kept my pace fast and steady and within a few minutes she was bucking her hips against my face.
“Oh, fuck yes, oh, oh, ohhhhhhhhh, don’t stop, right there, fuck, fuck, oooooooh,” she kept panting quickly, trying to stay quiet. She suddenly went rigid for a moment and then yelled “AAAAAAAAHHHHHHHHHHHH”, throwing her head back in the seat. I felt her pussy contract around my fingers as she came hard. Her hands were nearly crushing my face into her pussy, but I didn’t mind as I could still breath. After a few moments her hands relaxed. I, however, wasn’t quite done.
I started my fingers moving again, this time starting fast and keeping it fast. My tongue started flicking her clit hard as I grabbed it gently between my teeth.
“OH MY FUCKING,” she yelped in surprise, “WAIT WAIT, OHHHHHH FFFFFUUUUUUUUUUUUUCK!” she yelled again, louder than before. I felt her orgasm again, but not quite as powerful as the first one.
I waited a minute for her to recover before I withdrew my fingers. I moved her leg from my shoulder, kissing it along the way up, and sat back beside her. She sat up as well. Amazingly, the top of her dress managed to stayed up through all the gyrating her breasts were doing.
She looked at me with the widest smile I had seen from her at that point. “Oh, you dirty, naughty boy,” she said, still breathing a bit heavily.
“I aim to please,” I said, kissing her on the cheek. I grabbed a bar towel to wipe my face.
She straightened her dress back and recrossed her legs. In a twinkling she was back to the elegant creature she presented to the world, although still breathing deeply.
“I…can not remember the last time a man did that for me,” she commented. “Not to mention twice in one shot.”
“I am both pleased and sorry to hear that,” I said.
She took out a small compact to check her makeup. Deeming it still perfect (cause it was) she put it away.
She looked into my eyes. With a lowered voice, she said “Before this night is out, I am going to give you the best blowjob you’ve ever had.”
She moved her hand to my leg, gripping my very hard cock through the thin fabric of my pants. “And if what I am feeling is real, we are going to have so, so much more fun.”
#
Unfortunately, traffic wasn’t as bad as Tess thought so we made it to the restaurant in 20 minutes. I had to content myself, as Alina told me as we pulled up, with the fantasy of her lips wrapped around my cock.
It did nothing to help with the pants tightness issue, but I don’t suspect that was her intent.
She was impressed when the waiter greeted me by name and told me their best table was waiting.
“You make friends fast, don’t you,” she said. “This place is booked months in advance.”
I kept it to myself that money buys friends pretty quickly. I was a little ashamed of this but less so now that I was here with a gorgeous woman.
“I wanted to give you something, so if making friends gives that to you, that’s fine with me.”
“Very gallant. But what is it exactly you are hoping to give me?” The smile on her face was on one side and playful. I only responded by pulling out her chair. Our table was tucked in the corner, away from nearly everyone else so it was quiet.
The waiter brought us some very nice looking wine and said that our meal was prepared for us. We confirmed we had no food limitations and so we were served without ordering anything.
I didn’t mention the fact that I wasn’t 21, but they also didn’t seem to care.
The meal was exceptionally good, but I couldn’t say what exactly we were eating. The names were all weird and hard to remember. However the waiter just brought food and took back dishes, barely uttering a word. Which was fine, since Alina and I talked much of the time.
“So, you sold this technology and now what are you going to do?” she asked over the main course. It required a steak knife but I’m not sure it was steak, per se.
“I’m not sure,” I said. “I have a lot of options and am looking at what I can do to maybe give back something.”
“Very noble. I’m kind of envious the freedom you have,” she said. “But it’s also kind of a harrowing to I’d imagine.”
“Uh, harrowing?”
“Yes. Like, you’re expected to do something if you have money. Cause if you just keep it you aren’t helping anyone but yourself. You’re looked on as selfish. If enough people call you that, you’re demonized for it.
“But in reality you aren’t any different than the normal person saving money to do things or give to family.”
I never thought about family, mostly because I hate most of them. So perhaps there was something I could do to help my fellow man.
“So,” I said as the dishes were cleared and more wine was poured, “you’re a student, but do you do anything for work?”
Alina took a sip of wine, thinking over the question. After a few moments, she looked around the room before looking at me.
“Can I tell you something in confidence?” she said. She wasn’t displaying any emotion I could see, so I wasn’t sure if she was upset. “Of course,” I told her.
We were seated very close to each other, enough so I felt her hand on my thigh often through our meal. She leaned in, as did I.
“You’ve been honest with me so I want to be honest with you. You also seem pretty open minded, so please keep that attitude.”
“OK,” I told her.
“I’m an escort,” she said in a quiet tone.
“Like, as in a body guard?” I asked.
She had a confused look on her face for a moment before breaking a quick smile. “No, don’t be silly.”
“I’m not,” I said seriously.
“I’m an escort in the terms of men hire me for companionship.”
Oh. THAT kind of an escort.
“Oh,” I said a little quieter. “So why are we whispering?” I asked.
Again, I got a confused look from Alina. “Because, it’s not something that is highly regarded in polite society,” she said.
“Well,” I said, “then that sounds like a problem for society.”
She sat back upright in her seat. “You aren’t upset? Or concerned? Or irritated?”
“Why should I be?” I said. “I mean…were on a date right? Or…am I working up a tab here?”
Alina put a hand on mine. “No, this is definitely a date, and I am having a wonderful time. And I meant everything I have said to you about, you know, what comes later.”
I thought about this for a few minutes as our dessert as placed before us. It looked like ice cream but probably wasn’t.
Once we started in on our not-ice cream (which was very fruity), I spoke again.
“I don’t have any issue with what you do for a job,” I told her. “From what I can tell, you are the latest in the oldest profession around. And there is certainly no shame in it, especially if you enjoy it.”
She smile widely again. “Thanks for understanding,” she said.
“And if you don’t want to talk about it that’s fine, but I’m curious about it if you are willing to talk about your work.”
She finished her dessert and angled her chair to face me more. “I’m curious about what you’re curious about.”
The waiter cleared our bowls and deposited coffee for us to sip as our dinner settled.
“Well, I mean, you obviously don’t walk around the tenderloin district or anything, so you must be…”, I struggled for the right word, “exclusive?”
She laughed lightly at my verbal stumbling. “That probably the best word to describe it, yes.
“My clients are few, but they pay very well. I really only go out maybe half a dozen times a month.”
“Considering what your bills must be for the house you share, thats a pretty profitable work schedule,” I said.
“It pays for the house and my school.”
“Wow,” I said. Using quick math, that would be some serious money for date. “Do you work for an agency, and if so are they hiring?”
“No, I don’t,” she laughed. “I’m independent. But, I do know a few guys who do it. However, they also have almost exclusively male clientele.”
“Almost,” I asked. “So, some are women?”
“Oh, sure,” she said. “Some women, especially those in higher up positions in companies, don’t have the time to…shall we say…train a man to please them. So they contact me. It’s easier sometimes for a woman to please another woman. And, you know, there are always toys for some extra fun.”
I thought about that for a few moment as we sipped our coffee.
“So, you never had the time to ‘train’ a man to please you?” I asked. I tried to waggle my eyebrows in an alluring manner; I might have pulled it off.
“Well,” she said, leaning her elbows on the table, which gave me a very nice view of her insane cleavage, “I’m not looking for anything serious, but since you took direction so well, if I have the need I’ll give you a call.”
I could not help but smile like an idiot at her comment.
The waiter came by and asked if we were finished and I just gave him my credit card without asking the price. The check came, I signed it and left a $100 bill as a tip.
Once back outside, it was nice to see the limo out, door open and everything.
“Where too, boss?” asked Tess.
“Paul’s hotel, please,” said Alina as she got into the open door.
Tess gave me a nod and wink of approval as I climbed in after Alina. Once inside, Tess announced that it’d only be about 10 minutes at most to the hotel before closing the dividing screen.
“Time enough for a little bit of fun,” Alina said. Her hand slid up my leg, over my increasingly erect member, and headed for my belt buckle.
“There isn’t enough time for all that things I want to do,” she said, “but enough to get things started.”
#
We arrived at my hotel much, much too early.
Alina, seeing we were nearly there, took her hand away from my achingly full member and, with some effort, tucked it back into my pants.
She had been whispering some of the nastiest things into my ear while she gently stroked my cock in both her hands. She nearly had me climax a couple of times but she backed off at the last moment. That minx.
As we exited the limo, I told Tess to take off for the rest of the night. She was quite happy to get off early.
“Thanks boss,” she said. She handed me a card with a hand written number on it. “And if you need me, day or night, thats my cell phone number.”
“Nice,” I said, “and thanks for the ride. Sorry if it was boring at times.”
“Oh, I kept myself entertained,” she said. She got in the limo and drove off, leaving me momentarily wondering what she meant.
Alina and I walked through the lobby at a sedate pace. She was seemingly in no hurry, and was content to torture me with watching her walk, watching her ass bounce ever so slightly as she moved, and seeing her breasts jostle just a little when she stepped.
The ride in the elevator was also too long, and I regretted having a top floor room at that moment. But it was not too long before we were in my room.
Once inside, I turned Alina around and kissed her wide, full lips with all the passion and pent up sexual frustration she had built up in me. She responded in kind, tearing at my belt and pants, ripping open my shirt, sending buttons flying everywhere.
Trying to find the zipper on her dress, Alina turned around and pointed at the middle. I grabbed the tiny pull tab and slowly, very slowly, pulled it down to reveal the smooth, milk chocolate colored skin of her back. She had those two little dimples on her lower back and the toned muscles of someone who did aerobics or gymnastics.
Once unzipped, she sauntered over to the couch in the room. I, fully naked and more than fully erect, automatically followed her. She turned around, holding up her dress still, and pushed me down to a sitting position. She then slowly pulled down dress, revealing her DD cup breasts in all their glory and a smooth, flat stomach. Her nipples were as large as dimes with small areola, and were very erect as well.
“What do you think,” she asked, posing her hands on her hips.
“I think if I stare at you long enough I can cum just from that,” I told her.
Smiling, she got down onto her knees between my legs. “I’d be intrigued to see that. However, what fun would that be for me?”
She grabbed the base of my long, fully erect cock firmly in her hands. She then ran her tongue from base to tip, slowly getting it lubed up. She flicked her tongue and sucked on the head playfully while gently stroking my shaft.
The feeling of her lips and tongue was pure bliss on my cock. She was warm and wet and took her time getting me ready. But with all the playing we’d done before, I was perhaps a little too excited. After only a few minutes, I had to tell her I was getting close.
“My, my,” she said, “you are excited.” She sped up the pace of her jacking. “Cum for me. Blow your load all over me. Make a complete fucking mess of me.”
Alina then opened her mouth wide and inhaled half of my cock in one go. The feel of her mouth around me was amazing and was the trigger that broke the dam.
She bobbed her head on my cock a few times before I blurted something unintelligible out as I came. I felt the first shot blast into her mouth before she pulled off.
“Look at me while you cum,” she demanded.
I forced my eyes open as I continued to cum. The next shots hit her mouth and stuck out tongue as she continued jacking me off. A few landed on her collarbone and breasts as she worked my shaft relentlessly.
The pleasure was too much and my eyes closed towards the end. I felt her hands slow and then stop their magical hand job, but she didn’t release me. Looking back at her, I seemed to fulfill her request. Most of her lower face, her neck, and a good amount of both of her breasts were covered in thick, white cum. Some was dripping from the sides of her smiling lips as well, looking like a cum hungry vampire.
“Fuck, that was amazing,” she said. “I think that is probably the biggest load I’ve ever seen.” She looked down at herself, admiring the results of her handiwork.
“I’d say I aim to please, but I didn’t aim at all,” I said once my breath was caught.
Alina was still holding the base of my semi-deflated cock in both her hands. Looking at her cum covered hands hold my member, with her splattered breasts and face in the background, was an incredibly erotic site. Erotic enough to keep my hard on from fully deflating. This was not lost on Alina.
She wiggled her hands, making my cock flap to and fro a bit. “This is impressive though,” she commented. “Does that mean you’re ready for more?”
I felt another twitch from down below and saw my member point a little more towards the ceiling.
“I guess so,” she said.
“The nights still young,” I said, “and I feel like we haven’t fully explored all the fun we could have.”
“I agree,” she said. She released my cock and stood up, a few drops of cum falling away to the ground. Cum was still streaking down her breasts as she went to grab her bag.
“Go and get into bed,” she said, heading to the bathroom. “I’ve got a surprise for you.”
“Aww, but I didn’t get you anything,” I said in a light tone.
She turned in profile in the bathroom door. Her form, backlit from bathroom lights, was, by any definition, perfect. “You’ve done more for me tonight than anyone has in a long time.” She closed the door.
#
I got into bed and waited for Alina to emerge from the bathroom. I didn’t know what kind of surprise she had in mind, but I also didn’t care. She could have come out with a giant paddle and a horse whip and I’d probably have gone with it.
Thankfully though, it was so, so much better.
Alina came out of the bathroom and I am pretty sure my jaw dropped completely off.
She had cleaned off the cum I had deposited on her face and chest, and changed into a peach colored fishnet teddy that rode very high on her hips, well above her waist. It also had long sleeves and was very low cut in the chest, providing incredible cleavage to ogle at. Turning around, I saw that it was also very low in the back, to just above her tailbone and was split on the bottom, telling me that this piece was crotchless. The holes in the next were just large enough for her nipples to poke through, which made it all the more enticing.
“What do you think,” she asked as she walked slowly towards the bed. She wasn’t wearing heels, but was walking on her tip toes to simulate the effect. Watching her walk was fast becoming my favorite spectator sport.
“Even with a dictionary, I couldn’t find the words to describe how gorgeous you are,” I told her. She smiled widely at my complement, her eyes sparkling a bit in the light.
She climbed into bed with me, pulling down the sheets covering me. Her eyes went a little wider when she saw my newly restored erection pointing nearly straight up.
“Damn,” she exclaimed. “I thought I’d have to work a lot harder to get that monster back into action.”
“Oh, you’ll have to work hard,” I said, pulling her towards me to straddle me, “but I think you’ll find the effort worth the reward.”
Alina started to slide her pussy back and forth over my cock. Her sex was so incredibly hot on my shaft that I wasn’t sure I’d last long inside her, even after cumming recently.
She leaned down to kiss me as she stroked my rod with her pussy. We made out for a few minutes before she decided I was wet enough for her.
Breaking our kiss, she rose up, lined my head up with her entrance, and slowly sat down on my cock. I watched my member slowly disappear between Alinas silken folds. A moan escaped my lips at the tightness and heat of her.
“Oh, ffffffuuuuuuuuuuuck,” Alina hissed. “That feels so amazing.”
“You feel magnificent,” I said. I pushed my hips up gently as she sat down fully. Grabbing her ass cheeks firmly, I pulled her down on me as far as I could.
Alina put her hands on my chest, keeping me down on my back. “Lay back and enjoy me,” she said, “I want you to watch me fuck you. I want you to stare at my tits as I ride this cock.”
She got her wish. I was in awe of how she kept such a languid pace but kept getting me closer and closer to cumming. I grabbed her ass, trying to encourage her to go faster, but she was having none of it. I contented myself to fondle and suckle her breasts as she leaned close to me.
“Ooooohhhh, yesssssss,” she hissed at my ministrations. “Suck hard on my nipples. And grab my ass; I want to cum on this cock.”
I grabbed both ass cheeks hard as her pace and pressure increased. Our pelvic bones were rubbing hard together as she ground herself on my rod.
“Yes, yes, oooooooooooh, yes, please push into me. Put that cock deep inside me. Fuck, yes. Ohhhhhhhhhh,” she moaned as I added my own pressure to our joining. I felt close but I wanted to let her cum at least once like this. I sucked harder on her nipple as I ground myself up into her pussy.
After a few minutes more, her torso went rigid but her hips kept grinding. I felt her spasm on my cock as she threw head back screaming.
“OOOOOOOOHhhhhhh, YEEEEEEEEESSSS”, she bellowed. “Oh, fuck, fuck, yes Paul, fuck me, yes,” she kept yelling as her hips kept grinding quickly. As she did so I felt a second, slightly weaker orgasm through my cock, pulsing strongly around me as I ground up into her.
Alina collapsed on top of me, her head going to the pillow beside me, her incredible breasts crushed against my chest. “Oh my fucking god,” she panted, “that was amazing.”
“Just wait, it’ll get better,” I said.
She turned her head to me smiling but curious. “Huh?”, she said.
In response, I put one hand on her back, holding her to me, and I put the other on her ass for both pleasure and leverage. I then started pumping into her at a brisk pace.
“Oh, oh, fuck, wait, wait, oh, oh, fuck,” she panted as I fucked her. I ignored her pleas and sped up my pace, thrusting my long, thick cock into her faster and faster.
“Oh, oh, fuuuuuuuuuuuck, YEEEEEEEEEEEEEESS,” she screamed in my ear a few minutes later. “Oh, FUCK OH FUCK!” she yelled as she jump off of me. She rolled over beside me, her legs quivering and her breathing ragged. She put her hand on her forehead as she caught her breath.
“Oh my fucking god that was insane,” she breathed after a few moments. Looking at me, she said “I don’t think I’ve ever cum that hard. Fuck!”.
She continued to breath deeply for a few minutes.
“Glad I could please you,” I said, no small amount of cockiness in my voice.
“Please me; I had no doubt about that, given what that tongue did for me in the car,” she said. “But that fucking blew my god damn mind.” Looking at her, I could see sweat beading on her forehead and face.
“Not to sound insensitive, but your mind is not what I’m interested in fucking just now,” I said to her.
She laughed lightly at this. “I agree.” She then got back up, kissing me briefly, and went down on all fours on the bed with her ass tantalizingly pointed in my direction.
Looking back at me, she said “Now it’s your turn for a mind blowing orgasm.” She spread her ass cheeks with a hand, revealing her plump, bright pink pussy.
“Put that cock in her right now. Fuck me like a sex starved nympho. Fuck me and cum in my hot, wet pussy.”
I didn’t need to be told twice. However with the way she talked, I certainly would have enjoyed another telling.
I moved up behind her, ran the head of my still slick cock on her entrance, and thrust roughly into her in one stroke.
“Oh, fuck yes!” she exclaimed at my sudden entrance. “Slam it into me.”
I pulled my long cock all the way out and thrust back into her hard. I went slow at first but quickly built up speed until my balls were slapping her clit with each pump.
“Oh, yes, yes, do it, cum, FUCK, cum for me,” Alina encouraged.
“OH, fuck, yes fuck, I’m gonna cum, oH, FUUUUCK YEEEEESS!” I roared as I came. I slammed into her ass as hard as I could as I shot my wad into her tight, wet pussy. I felt a weak pulse from her pussy and some rubbing on the base of my buried cock telling me she was masturbating, trying to get off again.
I pulled out a bit and fucked her some more before my cock completely deflated.
“Oh, fuck, yes, oh yes, please fuck me until I cum, yes, yes, yes, OH YES!” she screamed into the bed as she came one last time. The firm grip of her orgasm push my spent member out of her. I collapsed on my side, Alina collapsed on the other so we ended up facing each other.
I tried to form words a few times, but my breath escaped me, as did my mental ability to form coherent thoughts. She smile, leaned over, and kissed me a few times.
“I really, really enjoyed that,” she said. I smiled and kissed her back.
“Best blind date ever,” I said.
#
We both must have passed out because it was at least a few hours later when I regained conscienceless. It was still dark outside, but it was hard to focus as I felt very, very good.
I looked down and found that Alina, that wanton sex goddess, enthusiastically sucking my cock. She had removed her peach teddy and was now completely and gloriously naked.
“Welcome back,” she said, coming up for air. While still stroking my hardening member, she said “I realized that I still owe you from the limo. And since I made a bit of a mess on your face, I think it only fair you make a mess on mine.”
She then inhaled my cock nearly to the base in one motion, holding it there for a few seconds. She continued blowing me with what I could only describe as outstanding professionalism. I mean, I knew sex was her job, but this was way beyond just being good.
Her mouth and hands felt amazing on my cock. Her tongue, which I couldn’t tell all what it was doing, felt like heaven as it worked its magic on me, stroking the underside of my cock in an enjoyable pattern. And the fact that she kept as much eye contact with me as possible made it all the hotter.
Seeing my cock disappear between her perfect, luscious lips was arousing enough to bring me to the brink in no time. I stood up on my elbow as she bobbed her head on me, taking me half way with each stroke. Looking up at me, I could see her smiling with her eyes, inviting me to finish.
“Oh, shit, Alina, oh, fuck, I’m gonna cum,” I announced after a few more minutes of her blowjob. She deep throated me one final time, taking my entire length and girth down her throat. The heat and tightness was too much, and I felt the dam break.
“OH FUCK!” I yelled.
Alina pulled up and stroked my shaft firmly and quickly, pointing the head at her face.
My first few shots were thick, but weak, and landed on her nose and cheek. As I kept cumming, she moved the head around her face, coating herself as much as she could.
When I was spent, she kept a hand on my cock, gently stroking. I was overly sensitive but it felt nice the way she did it.
“How do I look,” she asked, cum smeared over her cheeks and forehead.
“Beautifully filthy,” I said, “and erotically debauched.”
“Good, because there is something else I owe you as well.” She then plunged back down on my cock fully, taking me in to the hilt.
“Oh, fuck, wait, oh, OH” I yelled, but she would not hear my pleas. She firmly, almost painfully, grabbed the base of my cock with both her hands, keeping my erection up for the most part. My body didn’t know what to do with this new sensation so I grabbed handfuls of sheets and held on for whatever she was doing to me.
Her second blowjob was fast, hard, and meant solely to make me cum. It was pleasure to the point of pain, and I recall enjoying every moment of it, even if I was grunting like a wild beast.
“Ahhhh, fuuuuuuck, FUCK!” I screamed as I felt my cum rise for the second time that session. Alina pulled her mouth off of my cock, moved up, and squatted down fully onto me, impaling herself on my cock. Reaching behind to squeeze my balls, she bounced on my cock a few times before I unleashed my cum inside her.
Alina thankfully stopped riding while I came, letting me fill her with whatever cum I had left, and with whatever her expert hands could squeeze out of my balls.
I remember moaning in a not so very manly manner as this sexy, busty, chocolate skinned beauty with my cum on her face and in her pussy squatted over my cock.
After a few minutes she gently got off of me and sat next to my prone form. Wiping the cum form her face with a towel, she said “There, now we’re even,” she said. She leaned down and kissed me, leaving a taste of her sweet lips and a mix of both of our juices.
Once I had my breath back, I told her “No way. I’m gonna rest and in a year or two when I recover from what you did to me, we’re gonna have it out again.”
She giggled and smile at my attempted cockiness. I crawled under the covers, Alina joining me. She cuddled up to me with her head on my shoulder. My arm was long enough so I could reach down and cup her ass cheek, squeezing it gently.
She responded by laying her smooth hand on my cock, also squeezing it gently. Thankfully, no twitching happened or else I’d have really been in trouble.
We drifted off to sleep, sated and content.
#
The next morning was a Saturday and was heralded by the sound of heavy equipment being unloaded in Pioneer Square a short ways away. Some big palaver or something.
“Good morning,” I said to Alina. “Good morning,” she responded. We were in the same position as when we fell asleep which showed how tired we were from the nights festivities.
She got up to use the bathroom, which of course made me have to go to. Once done, we discussed our plans for the morning.
“I have a flight later this afternoon, but am free until then,” I told her.
“Great. How about breakfast. It’s only like 7 so we can get a good table at most diners.”
“Whats the possibility of a table at around 8?” I asked.
“Probably the same, why?” she asked.
“Because I have this recurring thought of fucking you standing up against that wall,” I said.
She looked over where I pointed and smirked. “Well, I had a thought of you fucking me from behind while standing in front of that sliding glass door,” she said, indicating the balcony door.
“We can do both,” I suggested.
“I was hoping too,” she said. I took her hand and stood her up, kissing her hard while we maneuvered over to the glass door. Once there she turned around and stuck her ass out, inviting me to ravage her again.
I instead went to my knee and gave her pussy as much attention as I could from this angle. She had a spectacular and full ass, and my tongue was only so long, but she enjoyed it from the sounds she made.
“Oh, you dirty fucking man,” she said, “if I’d known you liked eating pussy this much we’d never have left the car.”
I rose up and turned her back around. She lifted up a leg which I took in my arm and lifted slightly, pushing her against the door for leverage. She moved her other into position an my cock now brushed against her moistened sex.
She moved her hips up and down, getting my cock wet from her pussy, and making me even harder than I already was. After a few strokes she reached a hand down and guided me into her hot, wet folds.
“Ohhhhh, fuuuuuuuck,” she purred. “That is something I think would never get old.”
“Well, I am moving here,” I said as I started thrusting into her tight pussy.
“Ohh, I can see, OH FUCK, see getting together now and then,” she panted. At this angle I was getting very deep into her which felt amazing.
I quickened my pace, but not enough to break the window hopefully. I realized that it was a silly concern, but that thing was flexing pretty hard while I fucked Alina against it.
We made out as I fucked her, my pelvis pressing against her clit with each pump. I thrust into her for a fairly long while it felt before she announced she was ready to cum.
“Oh, fuck, fuck, yes, pound me, fuck, yes, OH MY FUCKING GOD YES PAUL!” she screamed as she came. I felt her pussy clamp down harder than before which sent me over the edge as well.
“Oh, fuck, I’m gonna cum,” I told her.
“Cum on my tits!” she yelled. I pulled out and let her go just as I felt the first shot fire into her pussy. She quickly got to her knees, grabbed my cock, and put it between her DD breasts. She bounced up and down, spitting on and then stroking my cock with her breasts as I finished cumming. I popped a few ropes onto her collarbone and neck, which ran down onto both of her breasts to add to the lubrication. After a few moments I was spent, electing to sit on the floor because it was closer.
“God damn,” she said, admiring the amount of cum I shot onto her tits. “Are you just one giant cum factory? How do you have this much cum still?”
“The hotter the woman, the more cum I have,” I said between breaths.
She idly played with it, tracing her fingers over her cum covered breasts. “So, you think I’m pretty hot then?” she said playfully.
“Hot enough to do that again in a minute. However, despite what my spirit wants, my body might take a lot more convincing.”
She got up and headed to the bathroom. “C’mon. Let’s shower and go get food,” she said.
I got up to follow her. “Id suggest clothes somewhere in the middle there. However, we might get comped if we show up nude.”
She started the shower and turned back to me. “I tried that. And you would not believe how often that actually works.”
#
We got breakfast at a little diner that had the best eggs Benedict I’d ever had.
Afterwards we walked around downtown Portland for a bit, talking, window shopping, and pleasantly passing the time.
“So, question,” I asked as we walked. “Did you know we were going to have sex? I mean, you brought lingerie, a change of clothes, as well as your evening bag. Is that just standard for you or were you hoping to get lucky?”
“Its pretty standard for me,” she said. “It’s my normal kit for a client. Since I didn’t know what to expect, I figured to be prepared.
“Besides,” she said, putting her arm in mine, “I spent a lot of money on that lingerie, and I wanted someone to see it.”
“Lucky me,” I said.
“You bet your ass,” she said.
We walked for a bit longer before she spoke again.
“So, you’re really OK with my job?” she asked.
“Yes. Should I not be,” I said.
“No, I’m glad you are,” she said. “I just had a really, really good time last night, and I’d like to do it again. But some guys, most really, aren’t comfortable hanging out, let alone dating, an escort.”
“Sounds like you should rebrand yourself,” I suggested. “Like, you are offering more than sex, you’re offering companionship. So how about you call yourself a ‘companion’.”
Alina thought on that a few moments. “I like it,” she said finally, “but I don’t think its very marketable. I’ll think on it though.”
“Are you that shocked I’m OK with your job?”
She smiled at me. “Pleasantly so, yes. As I said, most would just want sex, or want me do to some weird shit that is beyond what I’m comfortable with.”
“So does that mean dressing up like a slutty clown and pelting me in the crotch with cream pies whilst I’m tied to a rack is out,” I asked.
She laughed out loud at that. “For everyone else, yes. For you,” she leaned up and kissed me on the cheek, “I’d break out the face paint and wig.”
“We can plan that next time,” I said.
We talked more as we wandered. We ended up back at the hotel around noon and we gathered and packed our respective things.
I took out Tess’ card and gave her a ring, arranging for her to pick us up and drop us both at our destinations. She was working in a towncar today anyway, so it was a quick trip, and extra cash, for her.
I walked Alina up to her door as we said goodbye.
“I had a great time,” she said, kissing me deeply one final time. “And, I’ll make sure to tell Maryanne what she missed.”
“All of what she missed?” I inquired, cocking an eyebrow for effect.
She smiled. “I’ll tell her every single sordid detail. Every act we did and every result thereof. And I am sure, the next time you call, she will positively fly through the phone in order to get a date with you.”
“Nice,” I said, “but how about a date with you?”
She moved closer to me, the back of her hand brushing my crotch. It had the effect I am sure she was looking to cause. In a low, sultry voice, she said “I’ll check my schedule and let you know if I have an opening,” she licked her lips after saying that word, “large enough to fit all of the things I’m going to with you.”
She pecked me on the nose and went inside.
On my way to the airport, Tess was all kinds of inquisitive about details of last night.
“How are you so nosy about your fares’ affairs?” I asked. “And how do you know I’m even comfortable with your questions?”
She looked at me evenly. “Dude, anyone who would eat out an escort, let alone an escort as expensive as her, in the back of a limo is not shy about giving a few juicy details.”
I was taken aback a bit by this statement. “You knew she was an escort?”
“She probably doesn’t look my way, but I’ve driven her before, in the company of a few well to do fellas’. But since her manner was a lot more relaxed with you, I figured she wasn’t working.”
“Pretty perceptive,” I said.
“I’ve seen a lot of different types driving around. I never saw someone do that to a woman in the back of one of my cars before, so I figured you’re something different.”
“Thanks, I think,”
“So, how was it, eh? Did she put out like a fire hose?”
“Oh, shut up and drive,” I said in mock anger.
“Yes, sir,” she said, giving a tip of her cap.
“And yes,” I said, “enthusiastically so.”
She smiled as we pulled up to the airport drop off area.
Tess got my bag out of the trunk for me and I gave her another very healthy tip. “Thanks for the short notice ride,” I said.
“No worries,” she said. I shook her hand, but she held on and pulled me a little closer to her. She was half a head shorter than me, with dark brown hair and hazel eyes in a pleasingly round face.
“I meant it when I said you can call me day or night,” she said quietly. “I saw what you were gonna give her pretty clearly, and I’d be very willing to give you a lift, and then give you a ride.”
She released my hand and I felt her palm graze the front of my now very tight feeling pants. She winked at me, got back in the town car, and drove off.
Once again I was left wondering what she would have in mind. But I’d have to wait until later to find out.
“I’m going to like living here,” I said to myself as I grabbed my bag and headed to the terminal.