Soon Jane was moaning for real, and squirming around in the chair, and even spreading her legs still further apart for me. I went on mouthing and tonguing her through the wet panties, but now I brought one hand down and slid it underneath the silk, my fingers adding to what my tongue was doing, and even squirming beneath her to play with her twisting asshole. Jane was panting and gasping, and I knew I could make her come even with her panties on. But I didn’t want to. I suddenly stopped licking her and pulled away.
Jane asked me, kind of breathlessly, what the hell was the matter. I said nothing was the matter, but it was silly to go on this way with her panties on. Oh, she said, and she hesitated, but not for long. Okay, she said, okay. Okay. And she brought her legs down and stood up. I pulled down her panties, and while I was at it I took off her skirt too. She went to sit down again, but I had another idea. I lay down on the floor on my back and pulled her down on me so she was sitting on my face. I loved being nearly smothered by her pussy that way, and I went to work on her harder than ever.
Pretty soon Jane was crouched over on all fours with her crotch pressing down on my mouth, and she was grunting and whimpering as my eager lips and busy tongue worked her over. I didn’t think any of her boyfriends had ever done it to her like this. I didn’t stop until she yelled out her climax, her hips bucking as a flood of juices poured into my mouth. I would have kept on and made her come again, but she slumped down and rolled over onto her stomach, still spasming in the aftermath of her orgasm.
I couldn’t help gloating a little bit I told her I’d bet that was as good as she ever had it from any guy. She wouldn’t admit that, but she said for sure no guy had ever eaten her pussy that well. Then she said she supposed now I wanted her to do it to me. I said that would be nice, but she didn’t have to. I was just happy to have been able to enjoy her body as much as I did. Jane said okay. She said that was kind of a relief, because she had never eaten pussy and she didn’t think it was her thing. I said okay, fine. Then she didn’t say anything for awhile, and then she said well, maybe it wasn’t really fair for me to do all the work and her to get all the pleasure. Maybe she could give it a try. The truth is she was dying to try it, but I didn’t say that, because it would’ve scared her off. So I said it was up to her.
I was still lying on my back, and Jane moved over to me and put her hands on me. Then she said I would have to tell her what to do, because this wasn’t really her thing. Now she was really playing dumb, but I went along, and I told her what to do all right. I led her through every step, and maybe she didn’t know what to do, but she sure as hell knew how to do it! If she was as good with that mouth of hers, and that tongue, and those lips, with her boyfriends, I’m surprised they ever gave her any problems at all. I came the first time before she even got her mouth on my crotch, just from the way her hand was stroking it while she sucked my tits. And when she finally did get there, she did everything I suggested to her without any inhibitions at all. I kept her there till I had come three more times, and I think I was ready to quit before she was.
So then you know what she said? She said it had been an interesting experience! I said interesting bullshit, she had loved the shit out of it. She said she still liked doing it with men better, but she didn’t sound very convincing. Then she said maybe we could try doing it again sometime. I said okay, how about tomorrow night, and she said how about right now?
Eat your heart out, guys.—L.H., New Haven, Connecticut
A FAST-FOOD JOB LEADS TO A FAST ENCOUNTER IN THE COMPANY PARKING LOT
I’m a twenty-six-year-old female and I work for a brokerage firm. I make pretty good money, but it wasn’t always that way. My parents couldn’t afford to send me to colleges, so it was lucky that I got a scholarship. But I had to earn my own money to live on, so I got a summer job at a fast-food place. I won’t tell you which one it was, but it was a big nationwide chain. On my first day they introduced me to a girl who was supposed to show me the ropes and break me in. Her name was Sandra, and she was a really cute blonde not much older than me. I had already had some experiences with other girls, and I couldn’t help noticing that Sandra seemed to have a pretty good figure under the silly uniform they made us wear. But I had too many other things to think about during that first day to pay much attention.
After our shift was over I was in the employees’ locker room changing out of my uniform when Sandra came in. I thought she looked me over pretty closely as she passed by, but she didn’t say anything. Her locker was in another row, and I didn’t see her again till she came by on her way out, dressed in her street clothes. By this time I was dressed too. Sandra stopped to say good night and to ask me how I liked working there so far. Then she said, “You have a really nice body, Jenny. I couldn’t help seeing.” “Thanks,” I said. “I think yours is pretty too.”
“I especially admire your legs,” she said. “Because I think mine are kind of scrawny. See?” And she lifted her dress up to her hips, showing a pair of legs that didn’t look a bit scrawny to me.
It seemed to me she was dropping some pretty heavy hints, so I decided to take a chance. I drew a deep breath, looked her straight in the eye and said, “Do you like girls, Sandra?”
She met my gaze head-on. “Yes, I do.”
Almost automatically, we moved toward each other. But then she stepped back. “Whoa,” she said. “This is kind of public here. Why don’t we maybe—”
“Go someplace else,” I finished for her.
“Yes. I have my car. We could go to my place—my roommate’s away.”
“Okay.” My heart was beating hard as I followed her out and across the parking lot to where her car was parked in the shadows. She unlocked it and got behind the wheel, and I slid in beside her. Sandra put the key in the ignition, but before starting up she turned to look at me. We leaned toward each other and our mouths met.
It was a soft and gentle kiss to begin with, but soon our mouths were open and our tongues were dancing with each other. After a moment I felt Sandra’s hands on my breasts. Then they moved down to my legs and under my skirt. Almost automatically I reached out for her breasts, kneading the firm flesh and feeling her nipples hardening through the clothes she wore.
Finally we broke the kiss. “Let’s go,” I said breathlessly. “We can’t do anything here. Somebody might—”
“I know.” But her hands were still under my skirt, her fingers now crawling beneath my panties and finding my crotch. I moaned.
“Oh god,” Sandra said. “I don’t want to wait. Let’s get in the back.”
I looked around. The parking lot seemed deserted. There were a few cars nearby, but no people that I could see. And I didn’t want to wait either.
“All right,” I said. I turned around and got my knees up on the seat, preparing to climb over the back of it into the rear of the car. I was hoisting myself up when I felt Sandra’s hands on my legs. They moved up to my thighs, pushing up my skirt. I was hanging halfway over the seat back, my knees not quite touching the seat. I held on as best I could.
“Oh god, those legs,” Sandra moaned, and I felt her pulling down my panties. Then I felt her kissing and licking my butt. And then she was spreading my cheeks apart and her tongue was probing my asshole.
I couldn’t believe what she was doing, and I couldn’t believe how intensely pleasurable it was. Her tongue snaked impossibly deep into my anus, making me squirm and gasp as I hung over the seat back, and when her hand slid underneath me and began stroking my clit as well, I lost all control and came right there.
“You’re so sweet,” Sandra whispered. Then she was helping me over the back of the seat and climbing over after me. I slid down onto the floor of the car, still panting from my orgasm. Sandra landed on the back seat, facing me. Quickly she pulled her dress up and slid down her panties. I helped her pull them off.
With me sitting on the floor in front of her she was in a perfect position to hook her legs over my shoulders, which she did. I couldn’t see her pussy to
o well in the dimness, but I could make out the fluffy tuft of hair above her slit, and the outline of her full luscious-looking cunt lips. Her thighs curled around my head, pulling me gently into her crotch, which was just where I wanted to be.
I began by running my tongue over her sweet lips, one by one, from bottom to top. Then I found her clitoris and worked on that for awhile, licking and nibbling and sucking until she was moaning so loud I could only pray nobody was passing anywhere near the car. Finally I began to fuck her pussy with my tongue. From the way she was writhing and bucking and digging her fingers in my hair I figured I was doing a pretty good job. When I slid one hand beneath her and wormed a finger into her asshole, she gasped and her body went all tense, and in another moment she was sobbing out her climax.
As soon as we had caught our breath we got ourselves straightened out, got back in the front and got out of there. Sandra drove me home. I guess neither of us noticed the car that was following us.
When she stopped in front of my house we kissed goodnight, our tongues tangling again and our hands running heatedly over each other before I broke away.
The next day Sandra was late. It seemed that one of the assistant managers had seen us in the parking lot and followed Sandra home. They had a lengthy conversation about what he witnessed. He told her what a turn-on it had been for him to watch and asked if maybe one day he could actually be in the same room with us, up close and personal. She told him she’d ask me. I say give a dog a bone.—J.U., East Orange, New Jersey
Pursuit & Capture
THE GRASS IS ALWAYS PINKER ON THE OTHER SIDE
Ask any man his biggest regret, and nine times out of ten the answer will involve a girl he didn’t fuck. Maybe he didn’t make a pass at her because she was dating one of his buddies. Maybe she was his wife’s best friend. Whatever the reason, the guy just knows that the girl in question would have been the best lay of his life—”if only.”
My missed-opportunity babe was Jill. She worked with me at a company where the owner had adopted a strict “no co-worker dating” policy after losing an expensive sexual harassment lawsuit. Jill and I got along great at work and I knew I had a real shot at getting into her pants. Then a fellow sales exec was caught “fraternizing” with a secretary. As punishment he was immediately transferred across the country.
That spooked Jill enough to insist we stick to being “just friends.” Because we really were friends, I just gritted my teeth and went along with her wishes.
That didn’t keep me from fantasizing about fucking her. Jill was tall and slender with dark blonde hair and perky tits that rode high on her chest. Her thighs were so slim that they didn’t touch when she stood with her legs together. That accented her crotch whenever she wore short skirts or pants. I always felt if I could only get up the nerve to slip my hand in there and palm her pussy in that open space between her thighs, she would drop all resistance and give me the ride of my life. I never tried it. I was an idiot.
She eventually took another job in a neighboring city. She wanted to move in with a guy she had been dating who lived there. That’s when I really felt like pounding my head against a wall. I couldn’t help feeling that if I wanted to keep her as a friend—even a long-distance one—I shouldn’t try busting up her new arrangement by making a play for her.
Instead, I moved in with Janet, a girl I had been seeing. She was cute and good in bed but she wasn’t Jill. For the life of me, I just couldn’t get Jill out of my head.
I kept wondering what kind of nipples Jill had—the little dime-sized ones, the big spread-out variety or something in between. I wondered if she had a thick bush of pubic hair, if she trimmed it or if she shaved her pussy bare. I pondered if she had a neat cunt with a simple straight-line split or if her inner lips were the really vulgar type that extend from the slit like slices of pink deli meat.
We kept in touch through e-mail. I guess we both thought that was more “casual” than letters or phone calls. It’s funny the kinds of rules people make up to pretend they aren’t flirting.
Every time one of Jill’s messages popped up on my computer screen at work, I fantasized about what she would be like in bed. I kept old pictures of her in my desk drawer. Sometimes I looked at them when I read her e-mails. One of the shots was taken at a company picnic. Jill was grinning and eating a chicken drumstick, which had left the bottom half of her face looking glazed. A big dollop of barbecue sauce had dripped onto her thin white T-shirt. She had tied it in a knot under her tits to leave her belly bare.
I imagined my cock pumping between her shiny, greasy, succulent lips. I fantasized about shooting so much come onto the front of her T-shirt it would go transparent, revealing the halos of her erect nipples. Then I’d whip off her shorts, slide my saliva-slippery dick up her cunt and give her a fucking on the picnic table she’d never forget.
It could have been so sweet, I told myself, if only I had bucked the rules and made a play for her back before things got complicated. So goddamned sweet.
Jill’s e-mails were usually about trivial things like TV shows, music or the latest book she had read. That’s why her latest message surprised me. “Bob’s being a real asshole lately,” it began. “Sometimes I really wonder what I ever saw in that guy.” She didn’t go into any details. It was the first time she ever said anything bad about her live-in boyfriend. I had never met the guy but that didn’t stop me from resenting the hell out of him for getting to screw her every night.
I decided it was finally time to try rolling the dice. I typed back, “If you need a break from him, Janet is at a conference out of town this weekend. That means there’s room at my place if you want to stay over.” It was the kind of comment that could be taken as a joke… or not. Just flirting, right?
I didn’t hear back from her that day, a Friday, but that night in bed I jerked off twice thinking about her. I wanted to suck her tits, eat her pussy, even run my tongue around back and lick her asshole. I was in a decent relationship but I wanted to cheat with Jill so bad it hurt. If her own situation was breaking up now, how could I resist making a run at her? It was as if fate was giving me a second chance.
I resolved before I drifted off to sleep that I would call her the next day and tell her how I felt. One way or another, I would finally get an answer about whether she ever could see me as anything more than a “pal.”
When I opened my apartment door the next morning to get my newspaper, Jill was sitting in the hallway with her back against the opposite wall. She looked better than ever, wearing a red Polo shirt, while tennis shorts and white sneakers with fold-over ankle socks. She glanced at me and cocked an eyebrow. “Well, now I guess I can’t change my mind and run away,” she said.
She came inside, sat on the sofa and obviously wanted to talk. I tried not to look too pleased with myself. She said she had been debating whether or not she should see me. I knew where this had to be leading. My dick was getting harder the whole time she spoke. Fortunately, I was wearing baggy sweatpants and an untucked T-shirt that helped disguise my condition.
Then she came out with the line I’ll remember to my dying day: “I think maybe it was you I should have ended up with all along.”
The next thing I know, I’m lying on top of her on the sofa, kissing her beautiful face and clutching her slender body close to mine. All the sexual tension that had built up between us was finally being released. Jill’s tongue was in my mouth, her fingers were in my hair and she was pressing her crotch up against mine. I knew she could feel how hard my dick was. I made thrusting motions against the front of her shorts to emphasize my erection. She let out a little moan that sounded like a purr.
She slipped her hands inside the stretchy waistband of my sweatpants and squeezed my ass. I didn’t have on underwear. I also hadn’t shaved or showered that morning. She didn’t seem to mind.
I lifted myself off her body a little so she could slip her hands around from my ass to my crotch. She grinned like a slut when her fingers found my stiff
cock. I had dreamed about seeing that look on her face—the look that said, “Fuck me.”
“Mmmm, it’s nice and big,” she said, tugging on my rod. “Really big.” While she stroked my cock with one hand, her other moved down to rub my balls. I rose up to my knees on the couch cushion and pulled off my T-shirt. I pushed my sweatpants down around my thighs, showing her my throbbing dick. She responded by sitting up and taking its swollen head between her lips.
Jill was as good at sucking cock in real life as she had been in my fantasies. She used her tongue a lot while she bobbed up and down. I tugged up her shirt while she sucked me. She wasn’t wearing a bra. Her nipples were like oversized pink gumdrops when they get hard—the halos stiffening and jutting out along with the tip. She whimpered with pleasure when I rolled those plump nips between my fingertips.
“Let me eat you,” I said. “After all this time, I’ve got to taste your pussy.”
She gave me that grin again. She lay back on the sofa and undid her shorts. I saw the smooth cotton front of her panties when she tugged down her zipper. I took hold of both the shorts and the waistband of her panties at the same time. I tugged them down her smooth legs and over her sneakers in one quick motion. With her shoes and socks still on, she let her legs splay wide open to show me the pussy of my dreams.
My mouth filled with saliva. Judging by the look of her cunt, there was no doubt in my mind that Jill had known all along she was going to let me fuck her that morning. Her pussy was as perfectly groomed as a centerfold model’s. Aside from a small tuft of golden hair at the top of her slit, her crotch was shaved completely smooth. Her cunt’s outer lips bulged out like a ripe peach. Her inner lips were glistening pink ribbons with a clit like a wet nipple at the top of her groove. She was impeccably, irresistibly well-groomed.
I pushed her legs up so the tops of her knees rested against her firm tits. That brought her little anus into view. It was a dainty, puckered notch between her creamy butt cheeks. As much as I wanted to taste her cunt, I knew that her asshole should be my starting point. Jill was my goddess and a goddess deserves to have her ass eaten.
Letters to Penthouse XII Page 26