Letters to Penthouse XXXXII Read online

  One day during my visit, Jack showed me around town and all over the campus. As most of the students weren’t due to arrive for several weeks, it was pretty desolate, which was all right with us because all we needed was each other. We drove through winding streets past tennis courts, running tracks, and the cars that belonged to the citizens of the town. We even found a hidden grassy area that was surrounded by three uninhabited dorms and was perfect for our needs. Generally, I wore nothing under my skirt for such expeditions, wanting to be available to Jack’s fingers, tongue, or cock at a moment’s notice.

  The grass was so soft that we did not need a blanket, so we sat down and I pushed Jack onto his back and quickly helped him out of his pants. His hard cock sprang right up and swayed a little in the breeze as I straddled his torso and lowered myself onto him. I gasped when his cockhead first made contact with my hungry cunt. In mere seconds, I opened up to him and easily swallowed his entire length until my ass was resting against his balls.

  Jack held on to my hips as I began fucking myself on him. Then he bucked up his hips to meet me each time I crashed down, and our bodies slapped together in perfect rhythm. He used one hand to unbutton my blouse, and his fingers played over my heaving breasts as we continued to fuck. He pinched my nipples and whispered that he loved me, and the next thing I knew, I was coming, my pussy contracting around his pulsating shaft. He joined me, painting my insides with his bubbling cream. I leaned over and kissed him hotly, and then I dismounted, and we continued on homeward.

  The week I spent with Jack was absolutely glorious. We managed to cram six months’ worth of lovemaking into those seven short days. He’s mine again next month, when school closes for spring break, and I can hardly wait. First we’re going to kiss for hours and he’ll fill his mouth with my nipples and my breasts. Then he’ll suck my pussy dry before slowly penetrating my pink folds with his cock. I’ll pull him closer as he pushes deeper inside me in a steady rhythm that drives us both to the edge. Casually, things will start to speed up until I’m screaming with joy, and then he’ll fill me with his hot load. How do I know this is what is going to happen? Because last night on the phone, he told me so, and my pussy still hums at the memory of his words.

  —Ms. J.U., St. Cloud, Minnesota

  Friends and Lovers—Three Guys, Two Gals Consider Themselves “Pals in Passion”

  Hal, Eric, Cynthia, Gail and I have been best buddies for, well, forever. We’ve known each other our entire lives, growing up together in a suburb of New York and hanging out together most of the time. “Sticking together like glue” was what some of our peers said about us. Incredibly, or perhaps not so incredibly given our friendship, we wound up attending the same university, with Cynthia majoring in education, Gail in psychology, and Hal in journalism. Eric and I were business majors.

  College was a blast. Each of us, of course, had other friends, but we were most comfortable and had the most fun when the five of us were together. We shared problems and celebrated successes, made elaborate plans for our futures, laughed and cried together, bared our souls when we felt it was necessary.

  Strange, then, that sex never entered the picture. Oh sure, we fooled around some and flirted, but none of us seriously considered making fantasy a reality. Why, I don’t really know. Perhaps each of us thought, deep down, that any kind of physical intimacy amongst our tight little group would damage the fabulous friendship we treasured. Looking back, it’s the only logical reason I can think of.

  Anyway, we finally did get around to adding sex to the mix, and then, of course, we all wondered why we had waited so long to act on what we admitted were erotic fantasies we’d harbored about one another for years. “Well, better late than never,” was the ever-cheerful Gail’s take on the matter.

  It happened more than a year ago. The five of us had gathered at Hal’s apartment in Soho to celebrate the publication of Cynthia’s small volume of erotic poetry. We had come together in the past to mark a special occasion, like a birthday, job promotion, etc., and kept our clothes on, but that night was different. Very different indeed.

  Following a light supper, we took our glasses of wine into the living room and settled down to listen to Cynthia read from her published book. She was seated on a hassock in the middle of the room, with Hal, Gail, and Eric ensconced in the small sofa in front of her and yours truly in a wing-backed chair off to her side. I think it was a combination of Cynthia’s voice, which is breathy and sexy, and the eroticism of her work that slowly but surely turned each one of us on.

  Gail seemed particularly aroused by Cynthia’s work, and when I happened to glance her way I saw that she had one hand on Hal’s knee and the other on Eric’s. As Cynthia continued reading, Gail’s hands moved ever higher up the guys’ legs, coming to rest on the obvious bulges at their crotches. I, too, was getting aroused, and it seemed I was constantly shifting in my chair with my cock tenting my pants. What pushed each of us over the edge was when Cynthia, still reading, slipped a hand up under her loose-fitting skirt and started stroking her pussy. With each second that went by, a layer of inhibition was shed until Cynthia, really horny now, tossed her book aside and said, “Shit, I can’t take this anymore. I am so fucking wet.” Then, looking right at me, her eyes glazed with desire, she said, “Jerry, I’ve wanted to fuck you for so long. And tonight, damn it, is the night!”

  That was all Gail needed. In a voice that was barely a whisper, she said, to no one in particular, “All these years I’ve dreamed about sucking off Eric, Hal, and Jerry. About each one of you fucking me silly. God, how many times have I masturbated to the image of me doing the three of you at the same time.”

  Her words only enflamed the rest of us. Eric, Hal, and I now confessed to similarly lewd thoughts concerning Gail and Cynthia.

  “Then everyone get naked,” urged Cynthia, rising from the hassock as she started undoing the buttons of her blouse. “We’re going to party like we’ve never partied before!”

  In no time, clothes were flying all over Hal’s living room. And then there we were, bare-assed naked in front of one another for the first time ever. For a few moments we were frozen in place, waiting for someone to make the first move, I suppose. Cynthia, taking the initiative, came over to me, pushed me back into the chair, dropped to her knees, and jammed my fully erect cock into her mouth. Taking her cue from Cynthia, Gail pushed Hal and Eric back onto the sofa and immediately set to sucking their swollen organs, alternating between the two of them, going from one guy’s cock to the other’s as the guys whispered their erotic encouragements.

  I was still finding it hard to believe that this was really happening when Cynthia, her long brown hair brushing my thighs, took me completely down her throat. The pretty girl whose books I had carried home on campus was sucking me like a pro! I looked over toward the sofa in time to see Hal get up and move around behind Gail, who was enjoying a mouthful of Eric’s balls. In one swift motion he drove his cock inside her golden-haired pussy. Gail moaned around Eric’s scrotum as Hal began working his member in and out of her cunt.

  After a while, at Cynthia’s urging, I stood up so that I could fuck her pretty face. As she hummed her approval, I sawed my saliva-soaked cock in and out of her mouth. Every so often, I’d pull my organ from her sucking lips and rub it all over her face, something she seemed to like very much. Finally, she pulled away and said she needed my hard cock in her cunt.

  I wound up flat on my back on the carpeted floor with Cynthia bouncing up and down on me, posting on my dick as her fingers pinched my nipples. I latched onto her swaying breasts, taking two handfuls of those twin beauties and squeezing them hotly as she continued to ride me like a rodeo cowgirl.

  Meanwhile, Eric and Hal had changed positions, with Hal now deriving the pleasure of Gail’s cocksucking talents as Eric plowed into her cunt from behind. From her cries of delight, I assumed Gail came twice before she had both guys stand, one on either side of her kneeling form, so she could suck their cocks until they exploded al
l over her. The look of utter joy on her lovely face as it was sprayed with a double dose of creamy semen kept me mesmerized—until Cynthia slithered up my body to plant her wildly aroused cunt directly on my face. For several happy minutes I licked and sucked her succulent sex, making her come once before she clambered back down my body to once again sit on my raging cock. It was only moments later that I shot my load, with Cynthia enjoying her second orgasm of our coupling almost at the same time.

  And that was only the beginning of the wildest, most memorable night of my life. It was like we were discovering one another all over again, which in a way we were. Following my session with Cynthia, I enjoyed Gail’s feverish lovemaking. Hal and I teamed up to pleasure her in various ways while Eric made Cynthia moan with delight, fucking her hard and fast while she was draped over the back of the sofa. Yes, it was one special night.

  Since then, the five of us have gotten together four more times for what Hal likes to call “a mini orgy.” The girls have even gotten it on, although both say they much prefer a hard cock. The last time we partied, Gail realized her dream of being pleasured by Hal, Eric, and me simultaneously. It was wild. And Cynthia, urged on by Gail, tried anal sex for the first time and loved it.

  Happily, the addition of sex to our friendship hasn’t changed how we relate to one another one bit. There’s no jealously, no arguments over who’s been with who, no competition among the guys to prove which one’s the most virile, no favoritism exhibited by the girls.

  As Eric always says, the group of us are just “pals in passion.”

  —Mr. J.W., New York, New York

  Sexy Cashier Offers Full Service—and a Blowjob—with a Smile to Cute New Customer

  I’d like to say I’ve always been a sexually adventurous person whose experiences are on par with your other readers. Until recently, that would have been an exaggeration; however that all changed when I hooked up with Taryn.

  Taryn was the new cashier at the local convenience store. She is gorgeous, with big blue eyes and full pink lips, not to mention her amazing breasts. Naturally, she garnered a fair share of attention from the male clientele, and she turned my head, too. I found myself making daily trips to the store, even when I didn’t need a thing.

  No slouch in the looks department myself, I thought I detected a spark in her eye when she rang me up. Over the month or so that she’d been working at the store, I learned that she was single, had moved back to the area after living in California, and that she was studying photography at a local university.

  It wasn’t until a cool summer morning, however, that I learned some more intimate details about the lovely Taryn.

  She was getting off work at six in the morning, looking a little tired, when I was driving home from my job as a distributor. I noticed her in the parking lot, and at that moment—I’m not sure exactly what my intentions were—I turned the car into the lot and pulled up beside her.

  She smiled a little, most likely figuring that I was on my way into the store for coffee. When I climbed out of my car and walked up to her, she looked a little surprised. “Brian, right?” she asked.

  I nodded, and explained that I was just getting off work as well, and then I made some lame joke to set her at ease. When she laughed at my joke and gave me a long, lingering look, I knew I was in. But because it was such an odd way to pick up a woman, I wasn’t sure how to progress. It turned out that didn’t matter at all. Taryn knew exactly what to do next.

  With a look that combined the right amounts of uncertainty and boldness, she asked if I’d like to join her for breakfast at her place. I had something else in mind, and was pretty sure she did as well, so I agreed and followed her back to her apartment.

  Her place was in the top floor of an old Victorian house, and she’d decorated the space nicely. I was about to comment on her taste when she pressed her body against mine and stuck her tongue in my mouth.

  It was a total turn-on to be attacked by such a knockout, and I returned the kiss wholeheartedly. Without breaking our passionate connection, we made our way into her bedroom, desperate for each other.

  Once in her room, Taryn moved away slightly, but only to shift her lips to my neck. “You don’t know how long I’ve wanted to do this,” she said, her breath hot against my skin.

  Well, I had a pretty good idea, but I was too busy groaning as she unbuttoned my shirt and licked a slippery path down my chest. Her hands went to my fly as her teeth played at the waistband of my pants, and before long, she had them around my ankles. I stood there, waiting for her to rid me of my boxers as well, but she didn’t. Instead, she massaged my dick through the thin material.

  Her hand on my cock felt great, but not as great as her mouth. She licked me through my shorts until the fabric was wet with her saliva and my precome. I threaded my hands through her blonde hair and tugged as she pleasured me with her mouth.

  Taking my signal, she quickly slid my shorts down until my cock sprang free. She made a sound in the back of her throat as she ran her fingers down its length. Then she backed me up against the wall. I was sure this was going to turn out to be the best head I’d gotten in my life, and I was most definitely right.

  She was awesome. She started out slowly, running the tip of her tongue up and down my smooth shaft. She licked around the glans, making me shiver in anticipation. After a few minutes of teasing, without warning, she plunged her mouth down until her lips were hitting my balls. I groaned as she continued gliding her mouth up and down, taking me deep into her throat.

  It felt so good I was afraid I was going to shoot my load right then and there. But Taryn must have detected the telltale twitching of my balls. She slowed her speed until I was under control again, and then she moved her mouth even lower.

  She sucked on my balls, taking her time with each one, until another glistening drop of precome oozed from the slit of my dick. Then she licked it off, looking up at me as she did so. Her blue eyes twinkled mischievously as she plunged her mouth back onto my dick, and I felt her finger playing at the pucker of my ass.

  That was a new experience for me, so I was shocked when I reacted almost immediately. My dick was so hard it ached, and when she pushed her finger into the opening, I shoved my cock into her mouth in response.

  Her eyes were glazed with lust, and I could tell that she was really enjoying herself. She moaned loudly as I fucked her mouth as vigorously as she finger-fucked my ass. Then I held her head still as I shot my load down her throat.

  She closed her eyes as she finished sucking me, licking every last drop of my cream off of my dick. I felt completely spent. But that didn’t mean I was done. Not by a long shot.

  I helped her to her feet, and then moved her to the bed where I eased her down and began to undress her. God, she was beautiful. Her tits were round and firm, her tiny nipples pink and tight. I sucked each one until it was hard, making her whimper with delight.

  I knew her pussy would be soaking wet, and I really wanted to taste her sweet juice, so I moved from her breasts down to her pants. It didn’t take me long to have her completely stretched out and naked on her floral bedspread.

  I licked up the insides of her thighs, listening to the cute sounds she was making. And even though she’d just given me a killer blowjob, I found myself getting hard again.

  When I finally reached her pussy, she was, indeed, dripping with arousal. I began thrusting my tongue into her hole as far as it would go. Then I lapped the length of her cunt, nibbling on her labia until I settled on her clit.

  She went crazy, shaking and pressing against my mouth. Her moans were low and throaty, and I flicked that little nub with my tongue as she clutched at the sheets, writhing in pleasure. And when I finally pushed her over the edge, she cried out her orgasm as her juices flowed like water from her slit.

  I lapped it all up as she trembled and then fell back against the bed. Then she pulled my face to hers and kissed me, licking her own juice off my chin, lips and tongue. It was so sexy, and my dick was har
d against her thigh. Then, without warning, she rolled on top of me and impaled herself on my cock.

  Her pussy was tight and slippery, a perfect fit for my dick. She held absolutely still for a minute and squeezed me even tighter with her cunt. It was quite a trick, and I grabbed her hips in response. She smiled down at me and began to ride me like that, keeping her slick wetness locked around me.

  What a sight—this beautiful woman rising over me like some kind of golden-haired goddess. I reached up to rub my palms over her taut stomach and firm breasts. She threw her head back and closed her eyes as I squeezed her nipples.

  I felt her juices spilling out over my balls, running down my asshole, and I figured I’d pretty much hit the lottery as far as hot women were concerned. As if reading my mind, she increased the rhythm of her thrusts until the muscles of her legs were straining with exertion.

  She looked down at me again, her eyes once again glazed over with passion and her hair wild around her face. She bit her lip and moaned as her breasts bounced up and down with her energetic movements.

  I wouldn’t have thought it was possible after the explosive orgasm she’d given me only minutes earlier, but I could feel the pressure building in my balls again. She saw the look on my face, too, and smiled.

  “Wanna watch me come?” she asked in a half whisper, half groan.

  “You bet,” I answered, grabbing her hips and driving her harder and faster onto my dick.

  She rose up and slammed down again, rubbing her entire cunt over my groin in tight, frantic circles. Her moans became louder, faster, and more intense. Her cunt muscles were clutching my shaft like a vise, and I thrust my hips upward, driving myself deeper into her. When she came, it was an eruption of moans, slippery wetness and madly quivering limbs. Absolutely fucking amazing.

  So it’s no wonder I exploded immediately following that performance, my dick emptying into her like I’d never come before.