Kasey’s Conundrum

I met Kasey at a truck stop. I was getting fuel and she was getting busted for shoplifting. I intervened, suggesting to the manager that she was with me and that I would cover her expenses.

“Listen, Mister, I can see you’re trying to do a good thing here, but I saw you come in… by yourself. Nevertheless, I’m willing to forgo pressing charges if you take her with you and I never see her in here again. But I’m tellin’ ya, you’d do well to leave her be and go your way. This kind’s always trouble. I’ve seen ’em time and ag’in.”

I had a gut feeling that he was right and that I’d probably regret it, but I had been on the road for a long time and wanted company, if only for a few miles down the road. I didn’t know then that she was beautiful. She was wearing a ballcap with her hair tucked up underneath, baggy cammo pants and an olive drab army jacket and backpack. She didn’t have makeup on and didn’t look especially appealing under the circumstances. She had a hard look about her. But like I said, I was hungry for company.

“Your call,” I told the girl. I didn’t want it to ever be a thing where she claimed she was forced. Since it was obvious the manager saw through my scheme, it was no longer important to pretend she really was with me.

“You a serial killer?” she asked me.

“Not yet,” I grinned. It probably wasn’t the best time for a joke, but I tended to diffuse stress through humor.

“Rapist?” she queried.

“Nope.” I answered. “Liar.”

For some reason, that caught her funny bone and she grinned back at me. “Let’s go,” she said.

I paid the manager and thanked him for his forbearance. He wished me luck and we left.

“You okay?” I asked her as we pulled out on the Interstate.

“I am,” she answered. “Thanks for getting me out of that jam.”

“My pleasure,” I answered. “This time. But let’s not have any more drama. I will never lie to you and ask that you will never lie to me. Deal?”

“You mean if I ask you if my butt looks big in these pants, you’ll tell me the truth?”

“Even if it kills me,” I answered, grinning.

“It just might,” she grinned back. “Okay. I swear I’ll never lie to you.” Then she asked, “Are you really a liar?”

“No. Are you a runaway?” I shot back.

“Not technically. I turned eighteen a week ago. But I was when I left home.”

“How long ago was that?”

“After graduation in June. I left and never came back. My stepdad was a dick.”

“He molest you?”

“No, but it was only a matter of time, I think, until he got up the nerve. I wasn’t waiting around to find out if he ever did.”

“I’m sorry. It must suck to have to live in fear constantly.”

“Yeah. I thought getting out of there would be the end of all my troubles, but it was more like out of the frying pan into the fire. Being out here with no one is almost worse.”

“The world is a dangerous place,” I reflected.

“Yeah,” she agreed. “I’ve met some pretty creepy guys.”

“Any of ’em rape you?”

“No. But I figured they would if I gave ’em half a chance.”

“Men are pigs,” I agreed.

“Not all of ’em,” she said. “I’ve met some, like yourself, who’ve been decent.”

“I don’t know that I’m all that decent,” I remarked. I knew myself well enough to know that I probably wasn’t any better than most of the guys she’d run across. I had often chastised myself for the hold that a pretty woman had had on my motivations, and I didn’t feel especially virtuous.

“Well, you may not think so,” she argued, “but I’ve had occasion to interact with plenty of men during my month-long journey on the road. I figure you’d probably want to have your way with me as much as the next guy, but at least you have the decency to keep it contained.”

“I suppose that’s true,” I agreed. “But honestly, I didn’t really even consider your appearance at all. I was just hoping for a little company.”

“I learned early on that wearing clothing that revealed my figure at all would lead to trouble. I go out of my way to not look appealing.”

“Yet my damsel in distress radar was fully engaged.”

“That’s why I said you were decent,” she replied dryly. “I’m not bragging, but I look pretty good in a cocktail dress, although I don’t have the boobage some men seem so fixated upon.”

“I’ve never been one for big boobs. I prefer smaller, rounder boobs, the perky kind,” I answered without thinking that it might be a faux pas if hers didn’t fit the bill.

“Mine are too small to be anything but perky,” she said somewhat ruefully.

“My father always used to say that anything you couldn’t fit in your mouth was wasted anyhow,” I told her. It occurred to me that it was somewhat surreal to be having this conversation with a girl I only just met who was young enough to be my daughter. At thirty-six, I could have produced offspring that would be her age by now.

“Sounds like he was a smart guy.”

“I don’t know about that. My mom was small-breasted, so maybe that was just what he told himself to make himself feel better. I know for a fact that he liked big tits. And my mom was always envious at the way he ogled them.”

“Okay, maybe he wasn’t such a great guy after all,” she said.

“Well didn’t we already establish that men are pigs?” I joked.

“Right!” she chuckled. “What was I thinking?”

“Listen, as much as I like talking about tits with a young girl I barely know who’s young enough to be my daughter, I’m afraid I have to change the subject.” She looked at me and turned serious.

“I’m Kasey Stafford. I’m homeless, jobless, and penniless. I’m not on drugs. I’m not a hooker–at least not yet. And, since I’m being totally honest, I have no idea what I’m gonna do about it. I’ve just been living a day at a time. I just wanted to put some distance between me and Ohio.”

“When was the last time you talked to your mother?”

“What? My mother? Why do you ask?”

“Well, I figure she’s probably worried sick about you and might like to know you were safe.”

“Am I?” She paused for an instant, “Safe?”

“Well right now you are,” I answered. “But I can only speak for myself. Once you get back out there,” I made a sweeping gesture at the windshield, “you won’t be.”

“Are you offering to let me stay with you?” The look on her face was ripe with expectation.

“Well, it actually never occurred to me that you might want to, but you’re welcome to stay as long as you like–as long as you’re honest with me.”

“I promised to always be honest with you,” she said solemnly.

“Okay, then,” I said as the gravity of what just happened washed over me. And then I handed her my phone and said, “Call your mother.”

I listened as she assured her mother that she was safe and traveling with a truck driver she met at a truck stop. The conversation was short and unemotional which surprised me. Kasey explained later that she had never really gotten along with her mother and when she brought up her misgivings about her stepdad her mother sided with him. It was then that she made the decision to leave.

We drove on without speaking, both lost in thought. I have to admit I was excited to have the company. My mind drifted back to our earlier conversation about tits, and I imagined how nice hers must look. My reverie was broken when she quietly asked, “You married?” I realized then that I hadn’t yet told her anything about myself, not even my name. Yet, she’d agreed to hang with me. She was either very stupid or very desperate. I didn’t think for a moment that she was stupid.

“Nope,” I answered. “Divorced. She couldn’t handle me being gone all the time. Took up with another fella.”

“That sucks,” she summarized. “Got kids?”

“Nope. She said she wasn’t ready. I guess she just wasn’t ready to have any with me.”

“So, you want kids?” she pressed.

“Oh sure,” I said. “But I’ve kind of given up on the idea seeing as how I’d need a wife and a home to raise them in. I’ve got neither one.”

“I want kids,” she said. “Three or four of ’em.”

I didn’t know how to respond to that, so I just said, “By the way, my name’s Jack Riley. Well, technically it’s Richard Riley, but the nickname for Richard is Dick, and that didn’t set too well with me in school, so I started going by my middle name.”

“You have a rough childhood?” she asked.

“Not really. My mom and I never got along well and my dad was a trucker and was gone a lot. And there was the Dick thing in school that I caught a lot of shit for. I wouldn’t want to relive it, but I wouldn’t say it was rough. We always had a roof and food on the table. It was okay.” I glance over at her. “What about you?”

“Well,” she began, taking a breath, “I didn’t have anything traumatic happen to me, but my mother had me when she was only seventeen. The guy that knocked her up, dear old dad, bailed on her. Her parents kicked her out when they found out she was pregnant. She ended up in an unwed mother’s home until she got back on her feet. I think she always resented me for ruining her life, like she didn’t have anything to do with it. So, we were never close.” She shrugged. “I was an only child on my own for as long as I can remember.”

“It didn’t surprise me that she took his side when I mentioned how uncomfortable I felt around her husband. And since he never actually touched me, I really didn’t see what else I could do besides leave.”

“Well,” I said hopefully, “maybe things will start looking up for you.”

“Maybe,” she agreed. “If you still want me around now that you know I have daddy issues.”

“That depends,” I said, grinning. “How do you feel about spankings?” I joked.

“I’m not sure,” she said thoughtfully. “I like having my nipples pinched, so maybe. We’ll have to try it and see.”

She read the surprised look on my face and said, “You’re not going to pretend like you haven’t thought about having sex with me ever since I told you about my tits, are you? After all, we’re being honest with each other. Right?” She had me there. I told you she was smart.

“I thought about it, sure,” I admitted. “I just thought it would be too good to be true, so I never let myself believe it would happen.”

“Baby,” she said, shifting in her seat to look at me, “when you picked me up at the truck stop you were a short-term solution. When you asked me to stay with you, you became a long-term commitment.”

She pulled her hat off and shook down her light brown hair. It was then that I first realized what a lucky man I was. But I didn’t know the half of it.

“Jack, I know I’m young and inexperienced, but I know a lot about sex–there’s this thing called the Internet–and I am going to do my best to make sure you never regret bringing me aboard.”

She was so earnest, so sincere, that it really touched me. I wondered what I did to deserve such attention from a girl who could probably have any guy–and much younger ones at that–that she wanted.

“I don’t feel like I deserve that kind of devotion from a girl as young and pretty as you are,” I told her. “I’m just being honest.”

Far from being dissuaded, Kasey patiently tried to reassure me that I was as worthy as anyone, and probably more so, since she already knew I was a decent human being. She insisted our age difference was not an issue for her–because of her daddy issues, she preferred a more mature man. Finally, she divulged that she did find me attractive and had noticed me even before I rescued her from the manager at the truck stop. “In short,” she concluded, “I’m going to be your personal fucktoy.”

She sat back in her seat and put her hat back on. “But I’m going to need a shower before that happens. Which brings up the question, do you like your pussy hairy or shaved? Cause I could go either way.”

“Uh,” I stammered, still processing her earlier speech. “Neatly trimmed?”

“I can do that,” she grinned. “And how would you like me to dress? I can do cammo and stay incognito, or I can go completely slutty, which I’ve secretly always wanted to do.”

“Slutty?” I queried, unable to think of a better way to phrase the question. I guess I just wondered how she thought that would look.

“Sure. You know, like leggings or short shorts, tight thin shirts with no bra underneath, that sort of thing.”

“You mean that’s how you would dress all the time?”

“Well, not to go to church,” she said, grinning, “but in general, yeah. Or would it bother you if other men look at me?” The question seemed to be something that she only just then realized.

“It will only bother me if you look at other men,” I answered. “But is dressing slutty something you want to do for you or for me?”

“I’ve fantasized about it for years,” she said, “in fact, it’s making me wet just thinking about it. But I could never do it at home, around people I know. Now, I’m not likely to run into anyone I know or will ever see again, and I have you to protect me. And I though you might like it, too. But if you’d rather I just stay low profile, or be more modest, I will.”

“Well, I’m fine with you dressing however you want. I’ve always enjoyed running across scantily dressed women. I’m sure I will enjoy seeing you that way. But as far as protecting you goes, I’m afraid they’d just kill me and take you.”

“Great!” she said, her face lighting up. “I mean, that you’re okay with me looking slutty, not the getting killed part.”

I laughed. “I was pretty sure that’s what you meant.”

“So, whenever it’s convenient to pull into a Walmart maybe I could do a little shopping.”

“Well, I need to drop my trailer when we get to Lincoln. After that, we’ll have the night to ourselves. We can get a room and some dinner. I’m sure there’s a Walmart there, too.”

“And I can get a shower,” Kasey added. “You can wash my back, or anything else you want to,” she offered, casting me a sensual look.

“I’m looking forward to that,” I said. “I’ve never really had the opportunity to inspect and fondle a woman. I always thought it would be fun.”

“But you were married, right?” Kasey asked with furrowed brow.

“Yes, but she was never that forthcoming where sex was concerned. We had sex, but it was always in the dark, do it and done. She was too self-conscious to allow me to gawk at her private parts in the light of day.”

“Jack Riley, I’m just letting you know, explicitly, that my private parts are your private parts. You can see them or fondle them whenever you want. Anytime. Anywhere. You just have to be able to bail us out of jail.”

“I don’t deserve you,” I said. I meant it. This girl was like a real-life wet dream who just dropped into my life. “How come some boy hasn’t snapped you up before now?”

“Daddy issues, remember?” she answered with a sweet smile. “By the way, some guy did snap me up. His name is Jack Riley.”

“Damn!” was all I could say. I still hadn’t seen her naked, but I was enjoying the anticipation. And even if her appearance didn’t measure up to the perfection conjured up in my imagination, I was sure that her attitude would more than compensate for any shortcomings. Then again, I thought, she did just say anytime, anywhere.

“Kasey, I would like to see you naked now. I was trying to be patient, but since you offered…”

“Sure, Jack. I was wondering what took you so long. I’m learning that you are not the master of taking subtle hints. I’ll work at being more explicit.”

Kasey unbuckled and stepped behind and between the two seats where there was a space in front of the sleeper. She shed the jacket, then pulled off a t-shirt and undershirt to reveal that she hadn’t been wearing a bra. She really didn’t need one. In my rear view mirror, I could see her small, pert breasts jutting out proud and round from her chest. Not very far, to be sure, but far enough to be recognized as the beautiful breasts they were. Her areolas were about the size of a quarter and her nipples pencil eraser hard. I also noticed she had hair under her arms. She had mentioned that shaving hadn’t been part of her regimen while on the road.

I did my best to keep my eyes on the road while Kasey unbuckled, unzipped, and pulled down her baggy camouflaged pants, letting them fall around her ankles. She stepped forward, into my field of view, and the view of anyone fortunate enough to be able to see into my cab. The first thing I saw was the thick fur covering her lovely pussy. She spread her labia a bit, just to give me a glimpse of the pink in between. Her pussy was so wet it was positively oozing! Then she stepped forward a bit and leaned over her seat, exposing her gorgeous ass, spreading her cheeks to show me both her rosebud asshole and wet pussy. I was probably more particular about a girl’s ass than any other part of her anatomy. Kasey’s was damn near perfect. It was for sure the most perfect ass I would ever get this side of heaven.

“You have the most beautiful body I’ve ever seen!” I exclaimed after she sat back down in her chair, still naked.

“That’s the kind of response that makes a girl really want to fuck her man,” she said, spreading her legs and fingering her pussy. “That level of appreciation makes me happier, and hornier, than you can ever know. You keep that up, Jack, and we will have the love affair to rival that of Tristan and Isolde.”

“Who?” I asked, feeling suddenly uneducated.

“A couple in a Medieval romance story,” she answered. “Before there was Romeo and Juliet, there was Tristan and Isolde.”

“That’s good, right?” I asked.

“Well, kind of. Their love was intense, but complicated since she was married to someone else.”

“O-kay,” I acknowledged.

“I was emphasizing the intense, part,” she said as she suddenly gasped in orgasm. I was driving, so I couldn’t afford the luxury of watching her diddle herself except for furtive glances. “I so needed that,” she said, still out of breath. “Is it okay if I get dressed now?”

“Absolutely. I didn’t mean that you had to stay naked. I just couldn’t stand the curiosity anymore.”

Kasey got up and put her clothes back on, except for the shirt and jacket. Her undershirt was the ribbed variety, very thin and form-fitting. I could see her breasts clearly through the thin fabric.

“That was the first time I’d ever seen a girl play with herself in real life,” I told her.

“That was the first time I’d ever done it in front of anyone,” she admitted. “Did you think it was hot?”

“Yeah, I did. I just wish I hadn’t been driving at the time so I could have paid closer attention.”

“No worries,” she said. “I’ll be happy to give you an encore presentation whenever you want.”

Then she leaned over and kissed me. It was a long, sweet kiss, full of passion. I felt a stirring in my loins. But before things could go further, my GPS piped up that our exit was ahead.

At the terminal, I dropped my trailer as directed and found the one I was to pick up tomorrow. Now we were free to pursue our own agenda until tomorrow.

We pulled into a Walmart parking lot and Kasey spotted a Goodwill store and asked if we could go in. Why would I object? She rifled through a few racks to find a couple pairs of jeans in her size but were too long. “Not to worry,” she said, “These are gonna be cutoffs.” She found a couple tops she liked, the sort with thin fabric that clung to every curve. That meant I would like them too.

We walked over to Walmart to pick up some other items. Kasey picked up some skimpy fabric booty shorts, a package of wife-beater tank tops, yoga pants and tops, some makeup, and toiletry items. I suggested she get a small bag to keep it in so that when we stopped for showers, she would have easy access to her necessities. We also found her a cotton/spandex bodycon dress that showed that she wasn’t lying about her figure. Also, some sandals that matched the dress.

I tried to discreetly place a box of condoms in the cart, but Kasey noticed at once.

“Are you getting those for you or for me?” she asked, parroting my earlier query about her choice of apparel. “Because I’m perfectly fine taking my chances with you. You want babies. I want babies. Let’s just let what happens, happen.”

I put the box back on the shelf. Hell, I thought, might as well live dangerously.

There was a chain motel next to the Walmart, so we checked in.

“Why don’t you get your shower and get cleaned up and we can go grab a bite to eat,” I suggested.

“Why don’t we take a shower together, fuck, and then go grab a bite to eat,” Kasey countered.

We agreed that her suggestion was a better one. Kasey knew that this first time would go quickly. My stamina was no match for her youthful beauty. By the time we soaped each other up, taking a survey of the territory as we went, we were both primed and ready.

Despite my age and previous marital status, I still felt kind of clumsy where sex was concerned. Kasey seemed to sense that and patiently guided me to achieve the desired end. I entered her from the rear. The view of her gorgeous ass made it impossible for me to last very long. I think she knew that going in and was why she wasn’t concerned about a late dinner. The good thing was that she came just after I did–or else she faked it really well.

“Faked it, my ass,” she said. “There ain’t nothin’ wrong with that thick cock of yours. It did just fine what it was supposed to do.” She turned and embraced me, looking into my eyes. “You need to understand that you turn me on, Mr. Riley.” She punctuated her statement with a long wet kiss that would have made me hard again if it weren’t for the fact that I’d just dumped a load of sperm into her.

We dressed quickly. Kasey didn’t take long. She was only wearing two items of clothing, a wife-beater tank she’d cropped that fit like skin, and a pair of booty shorts. No underwear. Prominent camel toe. The booty shorts hugged her ass in a most delectable fashion.

“How do I look?” she asked, probably reading the look on my face.

“Good enough to eat,” I said.

“I’m going to hold you to that,” she said with a sensual smile.

We walked to the steak house. Kasey took my hand and held it as we walked. I felt like I was in high school on a first date–except that we’d already had sex. I was really looking forward to round two. The smell of searing beef wafting on the breeze brought me back to the here and now.

The steak house wasn’t very crowded. It was still early for dinner. We followed the hostess to our table. She was wearing yoga pants and following her was a pleasure, though I felt a tad guilty as though I was cheating on Kasey. The hostess smiled and said our waitress would be right with us.

I caught Kasey watching her ass as she walked away. “She’s got a really nice butt, doesn’t she?” Kasey asked when she realized I had been watching. “Be honest,” she reminded me. “I know you saw that ass.”

“Yeah, she does,” I answered.

“Will you think less of me if I admit thinking sexually about other women?”

I realized that Kasey was going out on a limb telling me this. There was no way I was going to shut her down. “No,” I answered.

“Do you ever think about guys sexually?” she asked.

I shook my head.

“Really?” she pressed. “No shemale fantasies? You never wondered what it would be like to take a dick up the ass?”

“Well, yeah,” I admitted sheepishly. “I wasn’t thinking about shemales.”

“Hi! I’m Brittany. I’ll be waiting on you this evening. Can I get you started with something to drink?”

“Hi Brittany,” Kasey said, sweetly. “Do you have sweet tea?”

“Sure,” Brittany said. “Is that what you would like?”

“Yes. Thank you,” Kasey answered.

“And you, sir?”

“Do you have anything on tap, or just bottles?” I asked, while noticing Kasey studying Brittany.

“We have Modelo, Sam Adams, Miller Lite, Michelob Ultra, Bud Light, and Blue Moon on tap,” Brittany answered cheerfully.

“I’ll take a Miller Lite,” I answered. I noticed that Brittany had a nice figure, too. In particular, her ass was gorgeous, and she was wearing yoga shorts which really showed it to good advantage.

“I really like your lip gloss, Brittany,” Kasey piped up. “You look like you’d be a great kisser.”

“Thanks,” Brittany said agreeably. She was the most cheerful person on the planet, apparently. “I do my best,” she said, studying Kasey more closely. “Let me get those drinks and I’ll be back,” she said, still cheerful.

“Would you consider it cheating if I made love to another woman? Brittany, for example?” Kasey asked when Brittany had gone.

I had wondered if Kasey was going there when she first brought up same-sex attraction, but I honestly didn’t think anything would come of it. I wasn’t expecting to have to answer that question so soon into our relationship–if we actually had a relationship.

“I think if I was cut out of the loop I might. If I could be a part of it, even just watching, I wouldn’t feel like I was being left out.”

“So, you’re okay with me have sex with another woman as long as you can watch?”

“I guess,” I said. “I’m not really sure how I’d feel until it happens.”

“And suppose Brittany is cool with it and offers to let you join in, should I be okay with it?” she asked. “Before you answer that, imagine the reverse scenario: we pick up a shemale–you okay if she slips me the salami?”

“That’s a tough one,” I answered. “On the one hand, watching it would be sexy as hell, on the other hand, I might be jealous. I tend to be possessive.”

Kasey unwrapped her silverware and smoothed out her napkin.

“I get it,” she said. “I’m not sure I’d feel comfortable with you boffing Brittany, but I am gonna suggest we try it. If we’re both involved with having sex with a third person, we should both be able to take part in the experience equally. That’s really what doing it together would be about, right?”

I could understand her logic, that we’d be bound through the togetherness of the experience and that limiting that experience to one of the participants automatically had the effect of cutting the other person out of it. Since I honestly didn’t think it would become an issue–I couldn’t picture such a scenario actually coming to fruition, I agree with her that nothing would be off limits in the event of a threesome. Then Brittany came back with our drinks.

“So, are you two a couple?” Brittany asked hesitantly while placing our drinks on the table.

“We are,” Kasey said. “But we both think you’re gorgeous.” Brittany’s cheeks colored at that.

“Have you decided what you want to order?” she asked professionally.

“Jack said he’d be content just to watch if you don’t feel comfortable,” Kasey said smoothly. “I just wanna know if you taste as good as you look.” She said this while peering down at her menu. “I’ll have the petite ribeye. Medium. And the baked sweet potato.”

“And you, sir?” Brittany said, seemingly unrattled.

“I’ll have the king ribeye,” I answered. “Medium and sweet potato, also.”

Brittany asked, “Are you just in town for the night?”

“Yes. We’re staying at the Fairfield,” Kasey answered.

“Ok, I’ll get this order put right in for you,” she said and left. I watched her go. She did have a really nice ass.

“You like her, too, don’t you?” Kasey asked. Apparently, discretion is not my forte. “I don’t mind if you look at other girls,” she said. “But that’s not a license to fuck anyone you want.”

“Understood,” I said, feeling busted.

“Feel free to share the experience with me. I like to know what makes you hot. If you see a hot girl, we can share the experience together. Because you now know that I like hot girls too.”

I didn’t know how to respond to that, so I just kept silent. Kasey was full of surprises. I thought back to the truck stop manager’s warning that “this kind’s always trouble” and hoped that my instincts, rather than his, would be correct.

“Your dinners should be up shortly,” Brittany said, appearing beside our table suddenly. “Do you need a drink refill or anything?”

“Yes, please,” Kasey said, smiling.

“And another beer, sir?” she asked.

“Just call me Jack. And I’d love another beer. Thank you.”

“Okay, Jack, and you are?” Brittany directed the question to Kasey.

“I’m sorry, babe,” Kasey said. “I’ve completely forgotten my manners. I’m Kasey.”

“Pleased to meet you both,” she said. “I’ll be right back with your drinks, and your dinners soon.” She turned and sauntered away. I watched her ass jiggle as she walked. It was a great ass.”

“Would you lick that ass?” Kasey asked.

“Without hesitation,” I answered.

“Good. We’re on the same page.” She took a sip of tea. “Would you let me tie you up?” she asked.

Startled at the change of subject, I blurted out a confused, “Huh?”

“Sorry. I was just thinking how much fun it would be if you were tied up and Brittany and I could have our way with you. We could make you lick both our asses.”

“You don’t have to tie me up to do that,” I said.

“But don’t you think the element of helplessness would add so much to the experience? I’ve often fantasized about being tied up in a room full of men who then have their way with me.”

“That’s rape,” I said.

“Well, it would be if I didn’t consent to being tied up,” she admitted. “But the consent changes everything–but there’s still the element of helplessness and you’re not responsible, directly at least, for all the things they do to you or make you do to them. See?”

“I suppose,” I said letting out a sigh.

“I warned you that I knew things,” she grinned.

“Hi folks,” Brittany said with hands full and another waitress carrying a tray. “I’ve got your drinks and your dinners.”

Brittany put the drinks down and then served dinner. Her helper left, but she stayed to chat.

“Make sure the steaks are done to your liking,” she said. “We close at 9, but I have to stay until my tables are cleared. It could be after 10. Is that too late for you guys?”

Kasey looked at me, knowing that I would have to make that call. But it wasn’t like I was going to let an opportunity like this pass me by.

“Not at all,” I said. Kasey smiled.

“I know this is a lot to ask,” Brittany said hesitantly, “but, would you mind if Heather came with me? She’s the hostess.”

Kasey and I both looked at each other. Heather was the hostess with the ass we were both drooling over on the way in.

“You understand we intend to have sex, right?” Kasey blurted out. Brittany blushed and looked around to make sure no one heard.

“Yeah. Sure! Heather and I are… friends,” Brittany explained. “But we like to do… other people together.”

“Is everything all right here?” Heather asked. She had seen Brittany talking to us and wanted to make sure she was okay, and probably to check us out again herself.

“It’s great!” Kasey said with a smile. “The food is excellent, and the service is even better!”

Heather and Brittany exchanged glances.

“Our after-hours service is even better,” Heather said, looking directly at me.

“We’re looking forward to the experience,” I said.

“Great! We’ll leave you two alone to enjoy your dinner. Make sure to give Brittany all the information she needs.” She walked off with that fantastic ass.

I couldn’t believe my good fortune. This day just kept getting better and better. First, I got a girlfriend, now I was on my way to having my first foursome with three girls who were all knockouts. I was starting to worry I wouldn’t have enough dick to go around.

“Remember all that crap I said about boffing Brittany being, okay? I’m having second thoughts. Heather wants your cock. I’m a little bit jealous about that. I’m not saying you can’t give it to her. I’m just saying, I wanted her first and the fact that she wants you is a little irritating.”

“Are you sure you want to go through with this?”

“Are you kidding? Both of those girls are gorgeous. To be with both of them is a dream come true. And since I can only eat one pussy at a time, it makes sense for you to share the love. No. We’re doing this. It’ll be epic.”

Brittany came to check on us and we gave her our room number and a number to text us at. She smiled and said she was looking forward to it. We finished our dinner and paid the check, adding a generous tip, and walked back to our room. As we walked, we passed a liquor store and Kasey suggested we pick up some booze for later. So, I picked up some Captain Morgan and Tito’s and mixers to go with.

“Are you still going to love me after you have your dick in Heather?” Kasey asked as we walked.

“If it’s going to bother you, I won’t do it,” I said, though it pained me greatly.

“I wouldn’t deny you the opportunity,” she said. “I’m just being a whiny bitch because I’m insecure. I know she has a better body than I do.” I didn’t say anything. I wasn’t going to fall into that trap. “It’s okay for you to admit that,” she continued, sensing my discomfort. “Always honest. Remember?”

I stopped and turned her toward me and kissed her. She met my kiss with surprise that turned into passion.

“Heather does have a great body,” I admitted, “but she’s not you. You’re not just a piece of ass to me,” I said, struggling to put my feelings into words. “I will not stop loving you. Ever.” There I said it. I pulled her to me and kissed her again. This time there was nothing in her kiss but passion.

“If you keep squeezing me like that, I’m going to wet myself,” she said, breaking the spell. “Sorry. Really bad timing, I know.”

Playfully, I squeezed her again, pressing my crotch into her.

“I’ll piss all over you if you do that again,” she threatened.

“Go ahead,” I jibed.

Then she took the bait. I heard the spattering before I felt the warm wetness soaking into my jeans. I felt my cock growing harder. For some strange reason, her pissing on me–in public, no less! –was a huge turn on. I reached my hand down and cupped her crotch as the last bit of piss flowed out. I pulled my hand out and sniffed, then licked it. Bitter, but not horrible.

“Aren’t you the kinky boy,” she said, rubbing my crotch and sensing the bulge there. “So, you like being pissed on, eh? Imagine how good my piss will taste going down your throat,” she said with an evil flare to her voice. “But your pants are a mess. Let’s get you back and cleaned up.”

It was only a couple blocks from Kasey’s “accident” to our room, but I was the one that got the stares. My crotch was wet, and it showed, but because of the fabric that her shorts were made of, hers looked dry. Fortunately, our motel had a small laundromat and Kasey threw our soiled laundry in the machine, including the ones she was wearing. She walked back to our room naked–and our room was street-side and outdoor accessible.

“You’re crazy, girl!” I scolded.

“Yup. Thanks to you I’m able to embrace my inner slut. Speaking of which,” she said, plopping on the bed, “I think you should eat my ass and pussy until the girls get here.”

“But they probably won’t be here for another couple of hours,”I observed. Kasey gave me a “so what” look that made me realize my folly, so I had her scoot to the head of the bed and got busy.

Admittedly, I was out of practice where cunnilingus was concerned, but Kasey didn’t berate me for my clumsiness. Instead, she patiently gave constructive instruction. It must have worked. She came three times, squirting the last two of them. As far as anilingus goes, I was a novice. My ex- wife was far too uptight for me to even consider asking her. My desire had remained unfulfilled until today. Kasey had a luscious asshole, nice and clean from our earlier shower, and it was a pleasure to see how far up her ass I could stick my tongue. She diddled herself while I munched her ass and soon, she was squirting on me again. I suspected she was doing it on purpose, but I didn’t care.

“That was pretty intense,” Kasey said afterwards. “I’ve never had my ass eaten before. I obviously liked it. Sorry about all the squirting,” she added. “I’ve never done that before either.”

“Well, I guess it’s a night of firsts for both of us,” I said on my way to the bathroom to wash my face. When I came out, Kasey was answering the door, stark naked. Of course, given that I walked into the room in my birthday suit I had no room to talk.

Seeing Heather and Brittany standing there made me realize that I had never stood naked in front of so many women at the same time. I felt my cock stirring to attention.

“Hi, Jack. I see you’re glad to see me,” Heather said. I felt my face redden and my cock get harder.

Kasey looked at my rigid cock with a look of concern. No doubt she thought it was the result of Heather, but it was really just from standing naked in front of so many strange women. (I had known Kasey for less than twenty-four hours; she was still strange as far as my cock was concerned.)

“We have some rum and vodka if you want a drink to take the edge off,” Kasey offered.

“I just need a good orgasm to take the edge off,” Heather said.

“So how do you want to do this?” Brittany asked. “Are there any rules we need to be aware of?”

“Nope,” Kasey said. “We both just want to enjoy you both. And just so you know, Jack likes pee, so, if you have to go, don’t waste it.”

“How do you feel about sucking your man’s cum out of my pussy?” Heather asked Kasey.

“I’ll do it,” Kasey said enthusiastically. “I might even try your pee if the occasion arises.”

“Let’s get started, then,” Brittany said. “I want to kiss you so bad. I’ve been wanting to ever since I saw you.”

Kasey and Brittany engaged in a kissing frenzy that was impressive to watch. My attention was drawn elsewhere however, given that Heather wanted my full attention. She had already shed her clothing and was leading me to the bed, by the cock!

Heather sat on the edge of the bed and began giving me head. I’d only ever had a girl do that to me once in high school, and she wasn’t very good at it. Heather was. She did everything right. Watching my cock disappear into her mouth was quite a thrill and it felt wonderful.

Heather was a petite girl with a perfect figure, tight ass, and pert breasts that were as firm as Kasey’s but larger. Her lob haircut and golden blonde hair completed her cheerleader look. In short, she was about as hot as they come. And I was about to. Sensing this she stopped.

“Baby, you need to cum in my pussy so your woman can suck it out. I want you to shoot a big load up my cunt, okay?”

I didn’t need to be asked twice. She leaned back on the bed and spread her legs wide and her pussy lips open and I slid right in. She was wet as hell, so there was practically no resistance. Still, I could feel her vagina squeezing my cock as I filled her hole. Sadly, I was only a few thrusts in before I shot my load. She had expected as much and had been fingering her clit the whole time. Consequently, she came–quite forcefully, too–just after I did. She pulled me on top of her and we made out on the bed.

“Hey, babe,” she said suddenly, “we need to get your girlfriend over here to suck the cum out of my pussy before it drips down my leg.”

Kasey heard her and looked up from Brittany’s juicy cunt. Brittany moved to the head of the bed. Heather began eating her pussy. Kasey laid under her and slurped my cum from Heather’s cunt. I stood back and took in the scene of the three beautiful women engaged in cunnilingus. It was like a real-life porno movie. After a few minutes, the attraction of Heather’s ass perched up in the air was more than I could resist. I moved over and began tonguing her ass. I couldn’t tell if she liked it–she couldn’t say, but she didn’t complain, either. (I learned later that she did, indeed, enjoy it very much.)

After a few moments, Brittany began writhing in the throes of orgasm. Actually writhing. Uncontrollably writhing–to the point that I began to be afraid that she was having a seizure. She wasn’t, but Heather knew her cunt very well, and with everything that had gone before, Brittany experienced the most intense orgasm she’d ever had.

While Brittany recovered, Heather turned her attention to Kasey. Kasey told me later that she’d never had her pussy eaten so masterfully before. I would have been put out, but Kasey assured me that it was only because she was a woman and had a cunt of her own that she was so good at it. “Don’t worry,” she told me, “I’ll give you plenty of opportunities to improve. Who knows? Maybe someday you’ll be as good.”