Letters to Penthouse XXXXIV

by Penthouse International

  After returning to my apartment we decided to go out and enjoy the hot tub in my complex. Immersed in the warm, bubbling water, we relaxed and talked some more. When we’d had our fill of the hot tub, we went back up to my apartment. Todd took a shower and put on some baggy shorts. I realized he hadn’t put on anything underneath when he sat down on the bed and I saw his huge hairy balls and the tip of his penis poking out from the leg hole. It was very hard not to stare and I soon excused myself and went to take my shower. When I got out of the shower I put on a T-shirt and a pair of high-cut bikini underwear, which was my normal sleeping attire.

  Todd was stretched out on my bed, listening to the stereo, so I climbed up on the bed and we continued to talk until we both dozed off to sleep. I was awakened when I felt Todd roll over and put his arm across me and snuggle his body up tight to mine. Todd’s right arm was over me and his hand happened to rest on one of my breasts, which made them long to be touched more. Then I began to feel his penis as it pressed between the cheeks of my rear. Not too long after that I found myself slowly starting to move my hips so that Todd’s growing shaft was rubbing up and down the crack of my ass. Lying there, I was getting more and more excited. I began to rub my pussy in rhythm with my hips. Soon my pink lace bikinis were soaked with my love juices.

  Deciding they were in the way, I began to pull my panties off. As I pulled them down, Todd’s raging hard-on bounced against my ass cheeks. I managed to get them down enough to kick them off, but with all this movement Todd moved away and rolled over on his back with his stiff cock sticking straight up from the leg hole of his oversize shorts. The sight of his manhood was more than I could take. I reached out, wrapped my hand around his shaft, and slid it up and down. My cunt was getting hotter as my mind raced with thoughts of what it would be like to have his penis inside me.

  Todd rolled back over next to me. By this time I had my T-shirt up over my breasts. Todd’s hand seemed to gently cup my right tit with its erect nipple pinched between two of his fingers. This time, however, Todd’s penis did not lie nicely between my ass cheeks; it was poking me in the leg, not letting our bodies totally press together. I then raised my right leg high in the air and positioned myself so that Todd’s rigid cock was between my ass cheeks and the head was pressed up to the opening of my dripping wet pussy. I again started to slowly rock my hips back and forth against Todd’s penis, which began to enter me little by little as I pressed harder against him with each backstroke of my hips. I was soon overwhelmed with a very intense orgasm. My legs and ass clamped down hard on his penis as I tried to relax and enjoy the excitement I was feeling. Just as my orgasm subsided, Todd moved his own hips and his penis slid into my drenched cunt even farther and I began to hear him moaning gently. All of a sudden his hips started to move and his cock began sliding in and out of me in a slow, even motion.

  As I was heading for my second orgasm, I realized Todd was no longer asleep. His hand began caressing my breasts, paying attention to my nipples by rolling them between his fingertips. He also began lightly kissing and running his tongue over my neck and behind my ear. When his tongue went into my ear I thought I was in heaven as I shuddered through another orgasm. By this time Todd was pressing forward with all his power as my hips were rocking back and forth. Without saying a word, Todd rolled me over on my stomach and began fucking me from behind. This was the first time I had ever been entered from the rear (but I’m sure it won’t be the last). Todd grabbed my hips with his hands as he started to increase his pace. I arched my back and pushed up against him with every thrust of his big prick. I could feel his balls slapping against me every time he buried his love-tool in my hot and waiting pussy. I knew Todd was getting ready to shoot his load because his pace quickened, so much so that I couldn’t keep up with him. As Todd finally exploded his hot semen into my pussy, he buried his beautiful cock all the way to the hilt and left it there. I could feel it twitching as spurt after spurt of hot come emptied into me. It started to run down my leg as it overflowed out of my well-fucked cunt.

  We both were exhausted by now as Todd turned me over, gave me a passionate kiss, and said, “You have no idea how long I’ve been dreaming of making love to you.” Todd held me tightly in his arms as we drifted off to sleep and I began to dream about Todd’s next shopping excursion.

  —R.B., Ann Arbor, Michigan

  A Jump on His Day

  Walking into the office early Monday morning to get a jump on the day, I was greeted by a most lovely sight. Lola had just been hired by our small architectural firm the previous week. My partner had called me to say he had hired a new designer just out of college who had a great portfolio. Now I knew what he meant.

  Lola was a real beauty with long blonde hair, serious brown eyes, and a luscious figure. This particular morning she wore a long peasant dress and a low-cut white blouse that revealed the swell of her breasts. I regained my composure and introduced myself. Just then several other people arrived at the office, so we both went to work.

  The business trip I had just returned from had landed our firm a small three-story office building to design on a very tight schedule, which meant a lot of overtime for all of our six employees. We are a young, struggling firm and we work hard. My partner Dennis is thirty-seven, I’m thirty-one, and the rest of the firm is in their mid to late twenties. I take pride in my work and my body. I study martial arts when not at the drawing board.

  One night we were all working late. After hours our usual dress code is much more relaxed. Lola showed up wearing baggy shorts and a man’s white shirt with the shirttails tied below her ample tits. I had secretly fantasized about making love to her. As I sat fantasizing, Lola untaped some sketches from her drawing board and brought them into my office to review a design idea. It was a great idea, but I couldn’t help but notice her unrestrained breasts as she bent over my desk. As she talked about her idea, her lovely breasts swayed, rubbing her now somewhat erect nipples against the material of her half-unbuttoned shirt.

  She must have noticed my straying eyes yet continued with her presentation. I was becoming very aroused. I got up from my desk to get a better view down her shirt. God, she was beautiful. She then sat in the side chair next to the desk and crossed her legs as a man would, with one sandaled foot on the opposite thigh. I almost fainted. Being somewhat of a voyeur by nature, I couldn’t believe the wonderful blonde pussy that I could now plainly see in her baggy shorts. I must have been staring, but when I looked up at her, she just smiled and pulled her shorts open wider, and with a delicate finger began to massage her clitoris.

  I was trembling as I touched her moist, warm inner lips. As I stroked her clitoris she gently moaned. The door to my office was partly open, but no one could see in. The thought that someone could walk in at any moment only added to my excitement. By now I had several fingers working inside her and my thumb rolling around and around on her pleasure-button. She came with a mind-shattering climax and bit back a scream that would have brought the entire staff running.

  She stood and we embraced with my hand still in her damp shorts. She breathed in short gasps as she freed my fully engorged penis from my confining jeans. Then she took off my shirt. I slid her wet shorts to the floor and gently bent her over. As I entered her tight love-chapel from behind, I almost came. After a moment of stillness, the wave passed and I began to slowly move in and out. I fondled her tight ass as I began to thrust faster. I came inside her with the most forceful and longest orgasm I can ever remember.

  As we stood there, Malcolm, one of the draftsmen, stuck his head in the door and said he was closing up and going home. Fortunately, the drafting table hid our recent activity. Of course, I often wonder if he saw the wet shorts on the floor or wondered why I wasn’t wearing a shirt. Needless to say, we did not leave until much later, and then only to go to Lola’s apartment for some rest, a shower, and more of the same.

  Oh, did I mention that we are now engaged and still enjoy making it where we might be discovered? But the
n, those are stories for another time.

  —F.S., Pittsburgh, Pennsylvania

  Stripper’s Gift

  I’ve been a regular at the local strip club for a year now, and I’ve gotten to know some of the strippers pretty well, even making friends with a couple of them. But the girl I had the biggest boner for was named Melanie. She had huge, beautiful tits that turned me on like crazy. I can tell you that I’ve spent quite a bit of cash on her, giving her good tips and buying lap dances several times a week, when I could afford it.

  After the club closed for the night, I would usually spend a little time chatting with the girls and the bartender as they cleaned up. Last Thursday was my birthday, and I happened to mention the fact that I was spending it alone. Everyone said that was a shame, and a couple of the girls kissed me on the cheek. Melanie just looked at me for a while, then suddenly she stood up, grabbed my hand, and pulled me into the V.I.P. room. Then she locked the door.

  “Sit back and enjoy, birthday boy,” she said as she pushed me down into the plush chair. “This is on the house.” With that she walked over to a small boom box and pressed the play button. She then started to dance to the music, in a slow, seductive manner, very unlike the lap dances that I was used to. She stripped as she danced, and before long she was totally naked, massaging her big boobs and playing with her shaved pussy. She even wiped some pussy juice under my nose, so all that I could smell was her cunt.

  She danced once more around the small room before ending up on her knees in front of me. I thought she was finished and was just about to applaud her when she reached for my belt. She unbuckled it and opened my fly, then fished my very hard cock out of my pants with one smooth movement. She played with it a bit, stroking it and rubbing it before taking it in her mouth. I was shocked. But it was after hours and she was on her own time, so it wasn’t against the club rules. I sat back and enjoyed the warm wetness of her talented mouth.

  After a while she let my prick go and shifted up a bit until her tits were resting in my lap. She wrapped them around my cock and slowly started to tit-fuck me. I had fantasized about this very scene so many times, I thought I was dreaming. My cock slid back and forth between those massive mammaries for what seemed like forever, and occasionally she would bend her head down and lick at my dick as it appeared from between her huge tits. Finally I came, spilling my come all over those beautiful melons. Melanie massaged my semen into her quivering mounds, and then licked her fingers clean.

  Finally she kissed me on the cheek, saying, “No one should have a lonely birthday. Happy returns, friend.” Then she got up and was gone before I could react.

  Without a doubt that was the best birthday present I ever got. I wonder if Melanie will still be around next year.

  —B.F., Frankfort, Kentucky

  The Late Show

  Last summer my wife, Greta, and I had an unexpected house guest. Greta’s coworker and friend Vivian had a falling out with her boyfriend and had to move out of his house. With no place to go, she begged Greta to let her stay with us for a few weeks while she decided what to do. Being the generous person she is, Greta said she’d ask me if it was all right.

  Initially I wasn’t too happy about the idea of another person staying at our house, until Greta told me that it was Vivian. Then my resistance weakened considerably. Vivian is a brunet, about five feet eight, with long legs and flashing dark eyes. I decided it wouldn’t be so bad having another attractive woman around the house for a while, especially in the summer, when sunbathing was a definite possibility. So Vivian came to stay in our guest room.

  For the first couple of nights Vivian, Greta, and I all retired to our rooms at the same time. But this was not typical for me, as I usually liked to sit on the couch watching TV or reading for at least an hour or two after Greta went to sleep. So on the third night, instead of getting into bed with Greta, I kissed her good night and went back out into the living room in my pajamas and robe. I sat down to watch some TV, and I was flipping around the channels when Vivian opened the guest room door and came out, evidently meaning to go to the bathroom.

  She let out a little sound of surprise when she realized I was in the living room, and retreated back behind the door. Then she poked her head around it and asked if I was going to be there for a while. I replied that I probably was, as I intended to watch a little television, and asked if that would bother her.

  Vivian hesitated. “Well, no,” she said then. “In fact, I might watch with you, if it’s okay. I like to watch David Letterman.”

  I said that was no problem, and I switched to the proper channel. But Vivian stayed where she was.

  “What’s wrong?” I asked. “Aren’t you coming out?”

  “Well, I’m dressed for bed,” she said, kind of sheepishly. “And I don’t want to embarrass you.”

  I played it cool. “Don’t worry, I am, too. Just come on out and we’ll both take it easy and relax by watching Dave.”

  She came out then, and at that moment I realized that it might not be so easy to relax. Vivian was wearing a T-shirt that hung down to mid-thigh. Actually, it wasn’t so much mid-thigh as upper thigh, only a few inches below her crotch. The shirt clung to her upper half tightly enough to reveal the splendid curves of her very tempting breasts. It was obvious that there was nothing under it, and I could easily make out the provocative shape of her nipples.

  She looked at me with an expression I couldn’t quite interpret as she took a spot at the other end of the couch. “Is it going to bother you to see me only in a T-shirt?” she asked pointedly.

  I made my best attempt to keep it together. “No, no!” I assured her. “It’s fine. After all, I’m a married man. I’ve seen it all before.” Well, what else was I going to say? “Go back to your room and cover that body up?” Not a chance!

  Nothing much else happened that first night. We watched Letterman until it was over, then said good night and went to bed.

  The next night I tucked Greta into bed as usual, and came out to watch TV again. This time Vivian came out without hesitation, and even leaned over playfully to grab the remote from me and switch over to Letterman. As she did so her T-shirt sort of gaped open, giving me a quick peek between her healthy mounds.

  As we watched, I noticed that her T-shirt had crept even higher than usual over her smooth shapely thighs. As she relaxed on the sofa, her white panties came into view. I must have looked at those beautiful legs a little bit too long, because after a few minutes she had pulled the T-shirt down.

  But it soon began to creep up again as Vivian began to show the telltale signs of sleep. Her chest moved up and down rhythmically as her breathing deepened. Her nipples poked out stiffly against the tight shirt, and I thought she must have been having an erotic dream.

  Pretty soon I forgot all about Letterman and concentrated on watching Vivian. It was so sexy to hear her moan softly and slightly in her sleep and to see her rub her thigh absently. But mostly I watched her breasts shifting up and down, those nipples announcing her arousal loud and clear. I didn’t know if I’d be able to hold it together this time.

  When Letterman ended I reached over for the remote to turn the TV off. At that moment Vivian awoke. Her lips were slightly swollen and her eyes moist, as if she’d actually been having sex. She stared at me for a moment, then grabbed my face and pulled me to her. We kissed hard for a few seconds, though it seemed like minutes. I was about to reach for her breasts when I came to my senses with a start, remembering that my wife was only twenty feet away.

  Summoning all my willpower, I pulled away from her. “No,” I gasped. “We can’t do this!”

  “Yes, yes, you’re right,” Vivian agreed. “We can’t. I only kissed you because of my dream.”

  “Only because of a dream?” I asked, a little disappointed.

  “Well, you were in it,” she said with a devilish grin. And with that she quickly got up and scuttled into the guest room.

  The next night, after tucking Greta in as usual, I wen
t out to the living room to find Vivian on the couch, with the TV already on. I sat in my usual place at the other end, and I saw that her eyes were already drooping. I sat as still as possible, telling myself that I was just being polite by not disturbing her. But the truth was I was hoping she’d dream about me again.

  As she drifted off again, Vivian’s legs fell open, showing me her tan inner thighs. One hand rested just below her breasts, lifting them ever so slightly. The effect was like candy for my libido, and I was rock-hard. Her lips parted as she slept, and she let out a soft moan. I could hardly contain myself, and I moved closer, very quietly, to get a better look. I moved to within about a foot of her, and I could see her nipples hardening again. A spot of wetness appeared on those sexy panties.

  I couldn’t stop myself. I had to touch her. Very lightly, I ran the back of my hand across her bare arm, and then grazed her breast. I felt her hard nipple under my touch, and it drove me crazy. I turned my hand over and just brushed my fingers across it. Her sudden intake of breath stopped me. I waited to see if she would awaken, but she didn’t.

  My hands took on a life of their own then. One slid down her right side, across her hip and down her thigh, while the other caressed her left breast. As I rubbed her thigh she moaned again, this time more loudly. I was a little concerned that Greta would hear her, until I remembered that she’s always been a heavy sleeper. I slipped my hand into the space between Vivian’s long, silky thighs, amazed that she still had not awakened. I looked at her face as my fingers reached the line of her panties. She still seemed to be blissfully asleep, her luscious lips parted slightly, her eyes still closed.

  Surely she couldn’t really be sleeping through all this! I rubbed her pussy then through her frilly underwear, not lightly this time, but with a strong, lingering stroke. Her eyes fluttered open. With my face inches away and my hand on her crotch, she came at me with a vengeance, throwing her arms around my neck and kissing me hard. As her tongue flicked between my lips, she arched her hips, pushing her wet box against my groping hand.