Don't Resist The Twisted Tryst

"Okay, I've made my decision. You two can TOTALLY fuck. There. You have my permission," the waitress said. Both Lori and I smiled in a kind of awkward silence for the moment, surprisingly neither of us knowing what to say. Then Lori broke the ice.

"The way he was checking your boobs out earlier, I bet he'd fuck you!" Lori said to her. The waitress nodded. Then Lori's eyes lit up. "Hey!" she said to the waitress.

"Yes?" The waitress responded in an equally enthusiastic voice.

"Let's show him our boobs." And in a split second, the waitress moved over next to Lori, and each of them grabbed the fabric of their blouses, pulled them downward, and exposed their left breasts, the waitress deftly having reached her fingers also into her bra.

I was in heaven. Both were magical sights to behold. I nodded in appreciation, then the idea popped into my head. "You do realize, she said 'boobs', right? As in, plural of 'boob'?"

Both women rolled their eyes. The waitress moved over a bit so her back was to the rest of the restaurant, which was thinning out. Both ladies repeated the same process as before, except this time their right breasts. Two magnificent pairs of breasts, the perfect size for two gorgeous women. I had no idea what to say next or way to go. I just looked and smiled and nodded.

"I'll give him credit. He did look at your breasts more than mine, so good on him. And I'm Nora, by the way. And I heard you calling him Jack. What's your name?"

"Lori here. Great to meet you Nora. You're the best!"

"That's what they tell me!" Nora joked, but she did have to continue working. Just hold up one finger or two if you want more beers. Otherwise, your check is here, ready anytime. But no rush."

"And no checking out her ass when she walks away either, mister!" Lori added, looking at me sternly. Nora smiled; she did seem to really appreciate the compliments.

As Nora walked away, I made an exaggerated motion of turning around, leaning out of the booth, to stare at Nora's ass. Nora saw out of the corner of her eye, and I could see her laughing and shaking her head.

"That was nice of you. I think you made her day," Lori said. But, in the same breath, Lori was back at work. "So. Spill. No beating around the bush." Another pause, and with a nonchalant comment, "Not that there was any." God, Lori was sexy. And did she mean herself, or did she mean Tiffanie? As sisters, they surely knew what the other looked like naked. "But spill. We left off at her being uptight."

"Well, yes, very uptight. There was more to it than just that, but that was part of what made me realize things would never get better, that we were so incompatible in so many ways."

Lori stared at me, her arms folded, telling me with no words that she needed more details. "Just a lot of self-centered actions. Always taking an hour to get ready, even just to go to the grocery store. And yes, uptight."

"So she wouldn't blow you. Got it."

I was intrigued at the direction of the conversation. "Well, no. But no, that's not it, not what it was."

"Didn't let you fuck her ass?"

"Well, no, of course not. But no, that wasn't it."

"She made you shower and shave before sex."

"Well, yeah. But that wasn't really it either." The questions were getting more and more humorous, but also much more sexual.

"Missionary position only?" I shrugged to acknowledge that it was true, but again, let Lori know that it wasn't the reason.

"Made you wear a condom, even though she was on the pill already, because she didn't like you cumming inside her?"

Well, teue. That too. But not really it.

"No roleplaying. No cumming on her tits. No cumming on her back?" Lori was picking up the pace on her questions.

"Well, no, no, and no, but not really it."

"No spanking. No catholic school girl outfits. No kissing after oral sex. Oh wait, was there any oral sex? Did she let you lick her?"

No, nope, and nope, although she was occasionally open to, you know, receiving. But definitely no kissing afterward. But no, to answer your question, that wasn't it either."

"O.K. Now. You've known me for years. You do realize, I'm not going to stop until you answer, right? You can do this the hard way, or you can do this the easy way. Your choice."

I sighed. She wasn't going to give up. But I did decide to make a comment of my own with interesting word choices. "Okay, you want me to come clean," I paused for just a moment to give the innuendo time to sink in. "So, I'll tell you. You see, umm. What it is, is, well..."

"Jesus Christ, don't make me smack you! Spill!"

"O.K., fine. First of all, she had really pretty feet. Nice symmetrical toes, long, slender, well groomed, even though I didn't care for the French Manicures. Like...". i atopped myself. But i meant like Lori's.

"And?" Lori said with a raised eyebrow.

"Well, put a pretty pair of feet in front of me, I kinda like them. You know?" I wasn't sure about saying the next thing out loud, but I also realized Lori wasn't going to let me off the hook.

"Foot fetish?"

"No, not exactly. I mean, yeah, I like sucking toes, but it's not the only thing I like. So just something I liked, not to the point of being a fetish. But it was just out of the question."

"That's it?" Lori asked, with a puzzled look. I could almost tell she knew I was holding back.

"Well, um," I hesitated, but knew I wouldn't get away with avoiding it. "Fine. I'm clearly an Ass-man. And I like giving rim jobs. You know, licking her ass?" I paused, half looking at her to see her reaction. "Well, trying to lick her ass. And obviously, she wouldn't have gone for that in a million years. She almost broke up with me just for bringing it up." I paused again, trying to gauge whether I should just stop talking.

"So what really happened, was the combination of all of it, the selfishness, but also knowing never again for the rest of my life would I get to do that. I just thought, it wasn't right."

Lori was unusually silent, and looked down at her beer glass instead of into my eyes. "Thanks for sharing. I really appreciate it," she said softly and sincerely, a notable change to her demeanor.

After a pause, she just said, "Wow."

I wasn't sure if I had revealed too much. And I wasn't sure if she was indifferent or revolted. I know some people think it's a taboo, and some health-conscious people think it's too risky. I just didn't know. "I hope I didn't reveal too much. Sorry."

"Oh gosh, no need to apologize. And I asked. And thank you for sharing, even if you took forever to spit it out." My cock twitched. At this point, there was almost no doubt she was intentionally inserting sexual terms.

"Do you want to talk about you and Charles?"

With a pause, Lori began speaking. "Well, lots of similarities. Selfish. Self-centered. Uptight. And okay, since you shared so much, I'll share too. The fact is, I sucked his dick all the time, for a lot of reasons, including hell, I like doing it. But just who he was, when it came time for him to lick my pussy, he treated it like a formality, and never did it for more than a minute. He'd be straight to intercourse, traditional and very quick intercourse. "

I nodded and said, "Ah."

"Like I said, I like sucking dick. I like cum. Just the disparity, you know? I deserve getting licked too, right?" Then, a pause, and she averted her eyes to the side.

"Plus, he always stared at women with big boobs." Another pause, and a mischievous grin, typical of Lori; "Left a bad taste in my mouth." I couldn't help but grin too.

"Fuckin' Moron," I said. But I knew she was holding back too. "But I know there's more to it than that, just like you knew when I was holding it in. Now, suck it up and share." I folded my arms sternly, pretending I didn't realize the sexual nature of using 'suck it up' and 'share' in the same sentence.

"Fine. Like you, it was the culmination of a long list of things. But the thing that really drove home the selfish nature, the disparity, is that he wouldn't let me stick my finger in his ass. He'd say, 'exit-only', and it was just out of the question. That was why your ass licking story resonated with me so much. It wasn't just that one sex act, it was the overall state of selfishness that it symbolized. The way it spoke volumes about the whole relationship."

I was glad I was sitting in a booth. My growing erection might have been difficult to explain. Because a long time ago, I learned an important lesson from an okder woman. Girls who want to stick their finger in a man's ass almost always are the greatest in bed. It's a sign that they're in touch with their primal urges, that they're uninhibited and like to explore. It means they're highly sensual and sexual.

"So, like you, imagining the rest of my life with nothing like that made me realize it was time to make a change." And another pause, then with an imperceptible sly grin, she added, "Not to mention no spanking my ass, no sucking my toes, no talking dirty. And y'know what? If I want to stick my finger in a man's ass, he oughta let me! I'm a good girl. I deserve that!"

I nodded. "Totally understandable. And yes, I totally agree! I like licking girl's asses, and you'd think if a girl realizes a man wants to lick her ass, that she'd let him? I'm a good boy and I deserve it too!" There was a sudden awkward silence, which was thankfully broken up by Nora bringing a mug of coffee for each of us.

"On the house. You drive safe, ok? Don't want anything bad to happen before you two get to fuck one another's brains out."

"Thanks, Mom!" I joked.

"You two are kinky! Practically brother and sister-in-law, and now I'm your mom? Geez!" We all laughed.

"Listen Mom," Lori said. "I saw him checking out your ass, even when I told him not to. You need to speak to him."

Nora beamed. "Jack? You are not to stare at your Mom's ass. Understand? You are to stare at your ex-fiancé's sister's ass. Do you understand, young man?" Nora gave me a stern look, combination of a Mom's voice blended with a school principal.

"Yes, ma'am," I said.

"I'm glad we had this little chat," Nora said. "Stay as long as you want, and if you decide on another round, just let me know."

= = = = =

Lori and I decided to head out. Before we left, she went off to the restroom. She took longer than I expected her to, which made me think of Tiffanie, who always took forever and always came back having brushed her hair and touched up her lipstick. But as I watched Lori on her walk back to the table, I was overcome by how beautiful she was. To be fair, Tiffanie was beautiful too, but didn't realize she didn't need all that make-up and primping to be beautiful.

I left a huge tip for Nora, and we waved goodbye from a distance as we left. She waved back warmly, unable to leave the table she was serving.

= = = = =

I opened the door to the car and held it open for her. I walked around to my side, and as I sat down, Lori said softly. "Jack?" I looked at her, responding silently.

"Jack. I'll let you lick my ass if you let me stick my finger in yours. What do you think about that?"

"Really?" I was at a loss for words.

"Yes, really. Like, tonight. I want it. I saw it when we talked about it, you're not all uptight and freaked out about it. And honestly, I've always wondered what having my ass licked would feel like. Would you believe nobody's ever done it?"

"Toes too?" I asked eagerly, then I continued. "By the way, earlier, before all this conversation started, when I was talking about Tiffanie's toes, it was awkward to say out loud, because yours look just like hers. Better actually, all natural and perfect."

"How about right now?" Lori kicked off her tennis shoes, pulled off her socks, did a little in-car gymnastics, and managed to put her right foot over the center console within reach of my mouth. Without a moment's hesitation, I tugged her sexy slender big toe right into my mouth. It was as spectacular as I had ever imagined. And the first toe I had had in my mouth in years."

"Wow, that feels nice! I like it!" By the time she finished saying that, I had emboldened myself, and had her four smaller toes all in my mouth.

"Let's go. But stop at that drugstore across the street, I need something." We drove across the street to the 24-hour drugstore.

Once in the store, she led the way, and picked up K-Y jelly and a box of condoms, and after a search, a box of latex gloves. Then to the toy aisle, and two Lone Ranger masks. At the checkout counter, the cashier looked down at the items then up at us, one eyebrow almost imperceptibly raised.

"It's for HIS ass." Lori said, and burst out laughing. the beers certainly had loosened her up somewhat.

The clerk chuckled. "Hey man, I just work here, I don't ask no questions." I was grateful we had gone to that drugstore and not the one near where we lived.

= = = = =

Back in the car, Lori was getting more and more excited. "I can't believe we're doing this!"

"Neither can I," I said, in the understatement of the year.

I had cherished my friendship with Lori over the years, but I would be lying to say I hadn't noticed her both sexually, and as the kind of person I wanted to find. It was unclear where this was going. Would it be a furtive secret to be hidden from Tiffanie? And I was going through the details of how it would work. Would she want me to bend over? And would she want to be bent over when I licked her ass? Because my chosen and favorite method, would be her on her back, where my nose and eyes would be gazing into her vagina. Was she shaved? My mind raced to all the things she had said, about "no beating around the bush", about "nothing fun" up Tiffanies ass.

A single short snore pulled me out the thoughts I was having. I looked over, and Lori was fast asleep. There was about a five-minute drive remaining, and I tried driving as smoothly as possible to not wake her.

= = = = =

The change in feel of me turning off the car woke her up.

"Oh, I guess I fell asleep!" she chuckled. As we got into her townhome, me carrying the bag from the drugstore, we suddenly both got shy and tentative. "Let me go freshen up, I'll be right back."

I looked at my watch. It was midnight. I was brimming with anticipation. 'Rimming with anticipation', I punned to myself. I sat nervously on the edge of the chair, waiting. Again thoughts racing. I decided to see if there was an extra towel in her guest bath, and decided I would take a quick shower too. I was in and out in record time, having very thoroughly washed my backside and genital area. I was back on the couch by 12:40. Would she come out naked? In a sexy nightgown? How was this going to work.

I stared at my watch. Mind spinning, and hopelessly excited, I waited. And waited. 12:45. That was easy, I could do this. 12:50. 12:55. Just five more minutes, then I'd check on her. At 1:00, I said, well, just five more minutes.

Eventually, it was 1:20, and I decided to quietly walk toward her room. I tapped quietly, calling out her name. Eventually, I quietly opened the door and inched it open. And there she was, looking like an angel, face down, still fully clothed, on top of her bed, fast asleep, her cute little feet hanging off the edge of the bed.

I walked in quietly, and pulled her comforter off of the far side of her bed and folded it over her to keep her warm. Like the old saying goes, I was thinking to myself, when something sounds too good to be true, it probably is. I was a bit disappointed, but it had been a lovely evening with her. I slid her shoes off and dropped them to the floor. Well, I took each up to my nose and breathed in the scent of her shoes, then dropped them to the floor. And I gently raised her left leg a bit, took her foot to my mouth, and gave the underside of her middle toe a little kiss.

As I was leaving, I saw a crocheted blanket folded up on her chair. I took it, and went to her couch and covered up.

= = = = =

"Jack? Jack! JACK!!"

"Mmm! Hey!" I responded with a jolt, woken so suddenly out of my slumber. I had left one lamp on when I went to the couch on, but I could tell it was still sometime in the middle of the night, maybe about three in the morning. We had both slept for about three hours. I looked up into her beautiful eyes, before noticing that she had changed into a simple one-piece silk slip, short with thin straps, and the outline of her nipples so perfectly framed. But her hands were on the waistband of my jeans.

"Raise up, I can't get these off." I realized my belt was already undone, as was the button and zipper on my pants, but with me lying on them, she couldn't pull them down. I raised up, propelling myself up from the fulcrum points of my shoulders and my heels, and she reached in and grabbed my jeans, and also the waistband of my underwear in one go. She pulled them down to my ankles, as far as they'd go.

"Don't move." She climbed on top of me, one leg over me, and lowered herself onto me. She only had on the slip, nothing else, and it was reasonably short, mid-thigh. "Shh. Don't move. Nothing." as she lined up her pussy against my cock, and within a few wiggles, was lowering herself onto me. It was sheer heaven, as her warmth engulfed me.

I started to push upward to meet here, and again was told not to move. Not to say anything. I realized what she was doing, as she proceeded to wiggle and writhe as my very hard cock ended up inside her. It wasn't exactly fucking, she was essentially masturbating, using my body and penis as the source. "I need this. I haven't had a proper orgasm involving a penis in years."

It was an odd time to think about another woman, but I thought back to the 28-year-old woman with whom I had a one-night stand with back when I was 21. She seemed so much older at the time, yet here I was, not so far from 28 myself. In just that one night, I had learned so much, including how to lie still when a beautiful woman wants to use your body and cock to have an orgasm with. As well as how important it is to make sure the woman you are with has her orgasm.

So as much as I wanted to pull Lori to me, to kiss her, to thrust myself into her, to feel her warm body in my arms, I stayed in my position on my back, and let her ride me, in her own way, doing things with her body that I wouldn't have thought to do. It was amazing that in a short time, she was having a magnificent orgasm. Real. Real life. No shouting loudly like a porn star. No grunting and groaning. She simply froze in place, for about thirty seconds, her beautiful eyes closed. A sudden gasp as she inhaled suddenly. Twitching and spasming as her vagina pulsated. Each tiny follicle on the little hairs visible on her neck turning into goosebumps. And after a while, the most satisfied exhale, as she came down to earth. She pulled her pussy off of my dick, but then in the most perfectly intimate moment, just laid right down on top of me, and rested.

I wished that I could have taken credit for the orgasm. I suppose in a way, I could. I kept perfectly still.

"God, I needed that." Then she continued, in a way that melted my heart, something so perfectly and typically Lori. "You now. Your turn to cum. Where do you want to cum? In me? On me? Mouth? Pussy? Ass?" she said, sincerely letting me know anywhere was good. She even raised her voice a little as she said 'ass'.

Knowing some girls can orgasm again right afterwards, while some don't want to be touched again, I asked, "Can you ride me like that again?" She smiled, and lowered herself onto me. "My turn to make rules though. First, make yourself cum again, I'll keep still again. But after, stay on me. Then we fuck like mad and I cum inside you."

"O.K. Yes," she whispered, and rode me again with determination. She had her orgasm, and once she opened her eyes, she smiked then said, "Ready to cum?"