Letters to Penthouse XXXXII

by Penthouse International

  I sank two fingers into her creamy wetness while toying with her nub. “Answer him, Erica,” Mark said with a bit of an edge in his voice, slapping her breast as he said it. When she didn’t respond right away, he pulled her hair gently. “Sometimes I don’t wear panties to work, but usually I do because I get so wet. Mark sends me dirty texts, tells me he’s going to come over and fuck me and leave me to walk around with his come dripping out of me.” She whimpered after she said that, and my dick twitched. I’d love to watch them go at it in the office, and then see her try to get through the rest of the day. Her pussy tightened around my fingers, and I wondered if she was having a similar fantasy.

  “Are you going to come for your friend, Erica? That’s the polite thing to do,” Mark said. I liked that we were both getting to be dominant, and clearly she liked it, too, because she got so wet that I was able to add a third finger to her pussy. “You know what’ll happen if you don’t,” he said. I didn’t know, but I could imagine—could imagine him spanking her, gagging her, tying her up. All sorts of depraved, but totally hot, scenarios flickered through my mind.

  I’d dropped my hand from her breast to play with her lovely ass. I licked my index finger and sought out her hot, tight hole as my other hand continued to work her sopping pussy. He slapped her breasts as we worked in tandem to get her off. Soon Erica was shouting, “Yes! Yes!” and she was indeed coming all over my hand. Mark had to hold her up so she wouldn’t sink when her knees buckled.

  Erica brought her fingers up to her mouth and licked her juices off them, then told both me and Mark to go upstairs. She followed with a bottle of wine and three glasses, but we only took a few sips of liquor before we were all getting naked. “I think Dylan wants to fuck your sweet little ass while I fuck your pussy. Or would you like it the other way around?” Mark asked me.

  “I’ll take her ass,” I said, and then proceeded to lick her backdoor until she moaned and pounded her fists on the bed as she begged to be fucked. Mark gave me a bottle of lube, and we arranged ourselves. He laid down and his girl straddled him, as I positioned myself with one knee on the bed and one leg up and bent, so I could properly thrust into her ass. I’d only had anal sex with one other girl, and I’d come so fast I’d barely gotten a chance to enjoy it. This time I was determined to last longer.

  “That feels so good!” Erica said as my dick disappeared between her butt cheeks. I liked that she could take both my cock and Dylan’s at once. Not every girl can handle double penetration, but Erica was one of a kind. She turned back to look at me at one point, her face sweaty but beautiful. I heard Mark sucking on her tits and felt her asshole tighten around my cock as he did so. “Can I come in your ass?” I asked when the moment felt imminent.

  “Yes,” she said, “and then Mark can come all over my face.” That was enough to make me spurt right there, and I gave her a huge load of my warm cream, then watched it ooze out from between her butt cheeks. It was so dirty to see it drip out of her.

  Then they shifted so Mark was jerking himself off above her. She stuck her tongue out—she was clearly into the taste of come—and when he sprayed her face with his white sticky load, I almost wished I could come again because it was the hottest thing I’d ever seen. Mark fed her the cream that was smeared on her face and encouraged me to do so as well. “She’s a come slut,” he said. “Maybe next time she can drink yours.” I liked that he wanted there to be a next time.

  We chatted a bit and each had a glass of wine, and then I left. When I saw Erica at work on Monday, she acted like the same old fun, flirty girl. I couldn’t help picturing her with come all over her face, and every time she got a text on her phone, I wondered if it was Mark saying something dirty. Needless to say, it was the best internship I ever had, and while my time in that office didn’t last beyond college, I still often think of Erica—and jerk off to the memory of our time together.

  —Mr. D.W., Eugene, Oregon

  Horny Stagehands Rival the Onstage Action by Fucking in the Wings

  My girlfriend in college was a large-breasted artistic type with long red hair. A double major in art history and theater with an insatiable appetite for sex, she liked doing it in every position, with any prop, and as often as possible. Fucking Katrina was so amazing, and I still think about her often. But there is one amazing encounter that I recall most vividly.

  Katrina was working the curtain for a play the theater department was staging. I wasn’t particularly interested in it, but she asked me to join her backstage on opening night. I was reluctant at first, but she promised to make it worth my while.

  I got there right before the curtain was to rise, and Katrina directed me to sit on a high stool to the left of the stage. Once the play had started, she stood close to me and we watched the action from the side. Then discreetly, she slid her hand into my lap and began rubbing my cock through my pants. At first I was a bit uneasy about the position of her fingers while people were acting a few feet away, but as they waited for their cues, none of them paid the least bit of attention to us.

  As I gave in to the pleasure of her slow, light caresses and then the more urgent kneading of her fingertips, I abandoned any pretense of following the play. I also noted that although Katrina kept her eyes on the action, they were glazed with passion. I was fairly sure she was paying as little attention as I was.

  When I pulled her closer to me and slipped my hand underneath her loose blouse, I found that she wasn’t wearing a bra. I held back a groan as I squeezed one erect nipple between my thumb and forefinger. Her breath hissed out from between her teeth.

  Katrina had the most responsive tits I’ve ever seen. More than once, she’d come merely from me sucking on them for a long period of time. I took advantage of that as we sat in plain sight of both the actors on the stage and the ones waiting to go on. I squeezed and released her nipple until she was fidgeting and wriggling against me. She bit down hard on her lower lip to keep from crying out, though her hand never stopped moving on my stiff cock. I pressed my lips tightly together as well, trying to hold back a groan that might alert those around us to what was going on.

  I couldn’t believe what a turn-on it was to mess around in plain sight of so many people. We’d fucked in the car a few times and once on a secluded park bench in the middle of the night, but we’d never done anything as openly as this. The idea that someone could glance over and tell what we were doing made my balls quiver.

  My hand moved to Katrina’s firm ass cheeks. I lingered there for a minute before I hiked up the back of her skirt and slipped my fingers underneath. I wasn’t at all surprised to discover that she wasn’t wearing panties, since she rarely wore them anyway. I had copped a quick feel in public many times before, but this was the first time I’d run my hand down her asscrack to finger her cunt.

  She turned her head, and once again I heard her breath hiss out from between her lips. I slipped my forefinger into her pussy and commenced finger-fucking her from behind. When one of the female actors came over and asked Katrina a question about her line, I took great pleasure in the tightening of my girlfriend’s cunt. Then I withdrew my finger from her smooth canal and ran it lightly between her shaved lips, stopping only when I reached the engorged button of her clit. She tensed as I tapped it lightly while, in a strained voice, she asked the performer to repeat her question.

  The woman looked at Katrina oddly as she repeated the question. Katrina managed a strained and breathless answer as I increased the speed of my finger on her clit. There wasn’t a chance I was going to stop, not when I was having so much fun.

  When the actress moved away to wait for her cue, Katrina leaned over and chastised me for teasing her like that. I simply reminded her that she was the one who’d started this game. By now, her cunt was dripping wet, and I realized how turned on she was by this public display of affection. I wished I’d known about this fantasy of hers sooner. We’d missed some terrific opportunities.

  That wasn’t the time, however, to mourn escaped
chances. With a promise to myself to make up for all those occasions, I returned to the task at hand, my girlfriend’s needy cunt. I alternated rubbing her clit with sliding my fingers up and down her slit and into her hole. She moaned against my ear, and as I wondered if anyone else could hear her, my cock throbbed in my pants. I wanted nothing more than to drive my dick deep inside her slick pussy in our own onstage performance. But that wasn’t really an option, even for a couple of sex fiends like us.

  It didn’t take long for Katrina to begin trembling, and she furiously kneaded my dick through my pants. Then, as the show went on in front of us, she came with a series of almost breathless sighs. Her orgasm arrived just in time, because a second later she straightened her skirt and pulled the ropes that slid the curtain closed. As the actors exited the stage, a few remarked on the heat, but only I knew the real reason for the flush on Katrina’s face.

  She left me alone for a few moments and then was back to open the curtain for the final act. With a sly smile, she informed me that everyone would be entering stage right. Before I could ask what that meant for us, she was in front of me, working to free my cock from my pants. They were around my thighs in a matter of seconds, and my dick was on view for anyone on the stage that cared to look. But they would have had to look quickly as Katrina immediately sank to her knees and sucked my entire length down her throat.

  My head fell back, and I almost groaned out loud, but remembered our location and stayed silent. I was so excited by the idea of my girlfriend giving me head in public. I imagined people were watching us and getting off. If I were on the other end, I sure would have stopped to take in the action.

  Luckily I was on this end, experiencing Katrina’s lips and tongue on my dick for real. She alternated between sucking me like a lollipop and nibbling me like an ice-cream cone. I was hornier than I’d ever been before, and my balls soon twitched tellingly, so I threaded my hands through her long hair in anticipation of a mind-blowing explosion.

  Katrina had other ideas. Still kneeling between my legs, she drew her mouth away and spread my thighs farther apart, running her hands up and down. I was pretty sure she was stretching me open for the entire world to see. Then boldly, she gathered the fabric of her skirt above her hips and climbed onto my lap.

  Oral sex was one thing, but fucking in plain sight of a stage full of people was potentially disastrous, yet too exciting to pass up. And it didn’t escape my notice that an entire audience was feet away as well. I wondered what they’d think if they knew that we were having sex so close to them. I growled deep in my throat at the thought and grabbed Katrina’s hips to urge her onto my stiff dick.

  She lowered herself slowly, squeezing my shaft with her tight cunt. I slid into her easily, and when she was filled to the hilt with my cock, she sighed and wriggled her bottom. But stage left wasn’t the place for slow, leisurely fucking. It was a place for wild, uncontrollable passion—especially given what little time we had before the actors would be streaming backstage. I raised her hips manually and then drove her back down onto my dick so that her ass cheeks slapped against my thighs.

  I lifted her up and down, over and over again, and she arched against me, threw her head back and bit down hard on her swollen bottom lip. Our stool began to knock against the floor, but I couldn’t be bothered to see if anyone noticed. Actually, I hoped that they did.

  Then Katrina tensed, and I knew her second orgasm was impending. I moved her faster, imagining that we were both naked and center stage, fucking for the entire campus to see. The thought was so sexy that my balls began twitching again. That’s when Katrina cried out loud, until she, too, seemed to remember where we were. Her breath seethed out from between clenched teeth as the waves of ecstasy racked her body. Following a moment later, I grasped her hips and shot my load deep into her cunt. We stayed joined for a few minutes; we even had time to straighten ourselves and kiss a little before the act came to a close. I felt like taking my own curtain call.

  After the play was over, one of the actors asked me if I’d enjoyed the show. I told him, in all honesty, that it was hands-down some of the best theater I’d ever experienced. As Katrina squeezed my hand, he gave me a knowing look. I knew that we’d been discovered, and that thrill alone had been worth the risk.

  —Mr. V.A., Spokane, Washington

  Nubile Grad Student Teases and Pleases Teacher’s Assistant

  I sat behind my desk in the classroom, my chalk-dusted blazer buttoned at the middle to conceal my cock, which had lengthened down the side of the leg of my trousers. It had been a mistake to wear slim-cut boxers on that hot spring morning; I knew I should have masturbated before teaching this class—especially with Penny sitting in the middle desk of the front row.

  I’d been assigned to be the TA of this class at the beginning of the spring semester, and it seemed like I’d had a perpetual hard-on ever since. My cock and balls constantly felt heavy and full, and I barely made it across campus. The firm, tanned flesh of the female graduate students, exposed by their tight short shorts and tank tops, had me reeling with lust. Now, in class, I gamely fought off the urge to stroke my aching erection right there underneath my desk. I had to be content with squeezing my thighs together. In doing so, I felt the sticky precome ooze down my legs as I stole glances at Penny, her raven hair parted in the middle and falling down to her shoulders, framing a long, thin face. She had an olive complexion, dark eyes and a beautiful, bright white smile with full, glossy red lips.

  That day, she was wearing a thin white blouse, the first two buttons undone to reveal the tops of her ginger-colored B-cup breasts. Through the nearly sheer blouse I could see that she was braless, and I detected the cinnamon hue of her puffy areolas, clearly outlined against the snug fabric. I tried to train my eyes elsewhere, but to no avail, as the students in my writing tutorial scribbled their way through their final essays.

  When Penny crossed her legs, which were perfect columns of tanned, firm flesh thanks to her training as a ballet dancer, I nearly came. Those legs were bare, except for the black pumps she wore. Her navy skirt rode high on her smooth thighs, and I imagined myself running my tongue over them, then up to the delectable pussy that waited beyond, hidden by her skirt and the white cotton panties I sometimes got a glimpse of—if I was lucky.

  Dropping my hand into my lap, I furtively squeezed my cock, pulling it roughly as I looked straight at Penny. As I did, my hand hit my desk, and she looked up. I looked away, feeling my face turn crimson. When I faced her again, I found her smiling coyly at me. Then she dropped those big smoldering eyes back to her paper, but the smile didn’t fade.

  At the end of class, when everyone had handed in his or her paper, I raced to my office, hiding my erection behind my briefcase. This only served to enflame my cock even more, as the leather case made contact with my balls. I couldn’t get Penny out of my mind and knew I was going to have to satisfy myself right away.

  As soon as I was inside my office, I pulled down my pants and my cock popped out. Swollen and purple, it was still leaking copious amounts of precome. Swiping my hand over the tip, I used my juices to lube up my shaft, pumping it once or twice in my fist. Before I started masturbating, however, I opened the top drawer of my desk and took out a pamphlet published by the university’s dance department. There, in individual pictures, were the ballerinas in tight leotards, their delicate limbs in a variety of airy poses. I flipped to Penny’s picture. Her hair was pulled tight in a bun, her dark seductive eyes looking straight at the camera. Her leotard, unlike the others, seemed to fit tighter, molding itself to her pert breasts. Her nipples were clearly visible, straining against the fabric.

  I couldn’t hold off any longer. I grabbed my cock and started masturbating furiously, panting loudly. Then suddenly my door opened, without a knock of warning. Surprised, I dropped the pamphlet and jumped up without even thinking, my cock bouncing up and down in front of me. My erection did not flag because standing there in my office, having caught me jerking off, was Pe
nny, the object of my desire.

  Her eyes moved slowly over the pamphlet on my desk, and her picture stared back up at her. “Do you think of me often when you jerk off?” she asked with a slight smirk, sounding amused, but not at all upset.

  Dumbfounded, I shook my head and she approached me, not taking her eyes off my cock, which swelled to even greater proportions in her presence. She reached out and raked her wine-colored fingernails over its length. My legs weakened at the knees. “Sit,” she whispered.

  I sat, my desk chair creaking beneath me. Then, without releasing my cock, Penny unbuttoned her blouse and pinched her nipples, allowing a sigh to escape her mouth. She slowly stroked my shaft as she looked into my eyes.

  “Do you always jerk off while looking at my picture?”

  By the way she asked I could tell that she knew I did. She smiled at me conspiratorially as she squeezed me in her fist and began pumping my cock more vigorously. At once, I felt the exquisite increase of pleasure building in my balls. Penny twisted her sun-kissed fist up and down my prick. Unable to control myself, my body stiffened and my legs went taut. I came hard, shooting come across the room as she continued to stroke my length until the last bit dribbled down her lithe fingers.

  Penny raised her hand to her mouth and slowly licked it clean. Smiling that bright white smile, she said, “If you want to jerk off to me, you have my permission.” Then, without saying another word, she buttoned her blouse and left my office. I sat, sated but shaking as I thought of Penny’s last word: “Permission.” My cock started to harden again.

  —Mr. K.D., Via Email

  Sorority Sex Kittens Purr with Pleasure When Trying Out New Dildos and Vibrators

  I guess you could say that I am every man’s dream come true, or at least that’s what I’ve been told. I’m five-foot-four-inches tall, trim and curvy, with largish breasts, long blonde hair and big blue eyes. I look like a centerfold, and better yet, I love sex. And not just with men, but with women, too. Now that would probably be enough to give any sex-hungry, red-blooded male a boner, but wait, there’s more.