Letters to Penthouse XXXVI

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  Victoria had quite a few drinks. Since I was driving, I didn’t drink that much. We got into the car. When I reached for the emergency brake, I semiaccidentally brushed Victoria’s thigh with my hand. That was all her drunk little brain needed. She began to tell me that she had been attracted to me from the moment she met me. She had asked everyone at the office about me, and knew my age, middle name, and even birthplace. She told me she had hoped I would give her a ride home.

  At a stoplight she gave me one of the most sensual, warm, wet kisses I have ever had. Then she continued to tell me how she felt about me. By the next traffic light my shirt was unbuttoned and she was telling me how exciting a hairy chest like mine was. By then I managed to come to my senses, realizing she was not joking around. I was not that kind of guy, and told her so. Her advances continued. Soon she had unzipped my fly and was gently caressing me. I told her again that I wasn’t that kind of guy. She then said, “Okay, okay. Just pull over so I can kiss you good night before we get to my house.”

  I hesitated for a moment, then pulled over. I kissed her in a full embrace, and couldn’t resist touching her perfect breasts. I reached into her red lace bra and lifted out a perfectly proportioned size C tit. I kissed, sucked, and caressed her sweet breast for a few seconds, then fortified my resolve to not be that kind of guy.

  I got back behind the wheel and headed toward her home. Undaunted by my lack of interest, Victoria continued to undress me, refusing to tell me where she lived. She undid my pants again and grabbed my aching member with her lips. She sucked my cock and I blew my load into her mouth.

  After that she told me where she lived, and we finally reached her house. I gave her a kiss and she said in amazement, “You said no! You said no! No man has ever said no to me!” With that, she left.

  I couldn’t help but call her a couple of days later. I asked her to wear the same red dress. She did, and it looked even more spectacular this time. I picked her up and we went directly to my apartment. The minute we were inside we began to rip each other’s clothes off. We were in the bedroom in seconds. Her body was more beautiful than I had imagined, and her talents were far superior to anyone else’s I’d ever been with.

  The next day I called her and proposed. She hung up on me. Where do they come from?

  —Name and address withheld

  Pennies From Heaven

  I never believed that there was truth to the old saying about finding pennies and picking them up.

  I’m a nice-looking, twenty-four-year-old guy. I was working in Nashville and staying at a hotel downtown. My friend Tom met me at the bar there one night. We observed all the hot prospects for a while. Then I returned to my room to grab my hotel charge card, foreseeing a long evening ahead.

  When I got to the elevator, a bellboy asked me if I had a nickel for five pennies. I was going to just give him the nickel, but he insisted I take the five shiny pennies in his palm.

  “I am going to the bar,” I said. “Maybe they’ll help me get lucky.”

  “Yeah, man,” he replied, “five lucky pennies. I bet you’ll score five lucky women.”

  “I’ll settle for one,” I said, smiling as I took the pennies.

  I was still smiling when I set the coins on the bar while explaining to Tom that we couldn’t lose since I had the lucky pennies.

  A short while later a sexy-looking woman, who looked to be about thirty, came to the bar to demand a tequila sunrise. She was dressed in a conservative suit that was tight-fitting and unbuttoned in the front.

  She walked right between Tom and me and introduced herself, exposing a nice piece of breast in the process. Her name was Lisa. When the band started playing, she let us know that she loved to dance. She turned to leave, looked down at the bar, and picked up one of my pennies, saying it was her lucky day.

  Tom and I didn’t doubt the pennies for a minute as we watched her walk away, her snug-fitting dress outlining her slender ass. Smiling at Tom, I went after her to ask her if she wanted to dance.

  We went out there under the flashing lights and started bumping and grinding, really getting down. Suddenly I was grabbed by my belt loops. I turned to see a melon-breasted blonde latched tightly on to me. I was in the mood for anything, and just kept on dancing. With all the belly-rubbing and hip-grinding, I felt like I was in the middle of a sex orgy, right there on the dance floor.

  After dancing to the point of exhaustion, Lisa retired to the ladies’ room. While I was waiting, the blonde walked up to me. She introduced herself as Dagny. She stood close enough for me to see her nipples protruding through her blouse and asked me to go out to her car with her. She ran a finger up my thigh and said, “You know, my boyfriend is really mad at you for talking to me like this.”

  I followed her eyes to the side of the dance floor and saw two mean-looking rednecks looking at me. About that time Lisa returned, and I quickly walked away with her. The blonde burst out, “I hope you have fun with that dried-up old bitch!”

  Before Lisa could answer the taunt, I hustled her out the door and into the hotel lobby. She asked me where I lived, and I told her on the fifth floor of the hotel. She grabbed my hand and together we made a beeline to the elevator.

  Before my door closed we were locked in a heated kiss. I unbuttoned her dress and she sat on the bed to remove my shirt. Then she eased my jeans and underwear to the floor. She kissed her way up my thigh and pulled my member into her mouth. I pulled away from her and lifted her slip over her head. I started kissing her pert, pink-nippled breasts. I buried a finger in her hot, hairy bush. She was rolling her head, and moaned wildly before collapsing on top of me.

  She quickly slipped my rod into her bush. I rode her, holding her breasts as she screamed loud enough to attract hotel security. I pulled out and planted my face in her pussy. After licking her for a while, I slid back inside her and she began to buck like a bronco.

  We pounded wildly, and when I came, I lifted her ass up and squeezed her crotch against me as I shot a huge wad deep inside her. After savoring my dick in her come-stuffed cunt as long as she could, she suddenly bolted off the bed, got dressed, left me her business card, and was out the door.

  I dressed and deliriously made it back to the bar to see how Tom was doing. He was making time with the beautiful blonde hostess. She seemed too sophisticated to go home with a customer, but Tom had a lucky penny in his pocket. He told me later that she was grabbing for his pecker after their first date. And I still have three pennies left!

  —Name and address withheld

  Like Fine Wine

  When I was in high school, my extremely well-endowed girlfriend used to jokingly promise me that she would let me screw her. In spite of a lot of heavy petting, I never got inside her panties.

  Twenty years later, at the end of a bad marriage, I wrote to her parents and they forwarded me her address—in Japan. We started writing regularly, and there was a constant suggestion of that unfulfilled promise in our letters. We finally managed to arrange a two-day meeting in San Francisco. She was going to be in the States visiting family and I was going to be in town for a big medical convention.

  We had gone out hundreds of times, but I still found myself getting excited when I arrived in Frisco. After checking into my hotel and taking a quick shower, I called her. She invited me up. I was as nervous as hell, realizing a twenty-three-year-old dream might finally be coming true.

  She met me at the door. I could see right away that the years had been kind to her tits. They were as full as ever. In less than a minute we were on the bed, fully clothed, reacquainting each other with our tongues. My cock—which she had only rubbed through my jeans, years ago—she now pulled out. I began peeling off her clothes and started sucking her huge tits while she went to serious work on my cock.

  I thought it funny that we had hardly said hello, and there I was with my face in her crotch in a 69. After a little wiggling I had my tongue slipping down her soaking-wet panties. She was licking me from my balls to my navel. I rol
led her panties off and she began to moan, arching her back.

  I stood up, peeled off the rest of my clothes, and put my aching cock in her soaking cunt. I counted my lucky stars for as long as I could, then blew my load in a series of convulsive jerks, coming inside her as I had wanted to all those times while fooling around with her in the backseat of my father’s Bel Air.

  We took time out to order a couple of steak dinners from room service. While I polished off the last of my filet, and most of a bottle of cabernet sauvignon, she went to the bathroom. I watched her ass, still high and tight after all these years.

  She reappeared with a pair of skintight black briefs for me. They barely contained my cock. She was wearing a see-through gown, and underneath she had on panties, black nylons, a garter belt, and a push-up bra that sent shivers through me.

  “You always said you wanted to undress me,” she murmured. “How about now?”

  I took my time. We were like a couple of teenagers. We knew each other’s body pretty well, and what we didn’t know, we managed to quickly learn.

  I gently removed her gown, revealing those beautiful tits. Soon I had them out of the bra and was sucking her nipples and kissing her neck, where I knew she was especially sensitive. I soon had two fingers in her juicy cunt. She was beginning to moan, thrusting her hips toward my hand until I could feel her pussy tighten as she came once again. My hand was soon slick and glistening with her juices.

  She sucked me through my briefs, then pulled my cock out and slipped it right between the smile on her face. I tried to get my hand back on her cunt, but she pushed me back on the bed. “My turn,” she said firmly. She took her sweet time sucking on my cock, squeezing my erect nipples and bringing me right to the brink.

  Finally she said, “Fuck me from behind.” She was facing away from me with her hands and knees on the bed. I could see her pussy dripping. I slid my cock in and felt her tighten around it, swallowing it.

  “Fuck me!” she cried. I went to work with long thrusts in her cunt, feeling my balls slap against her ass. My hands were around her sides, grasping her tits.

  We came together, my long squirts melting inside her, then running down her thigh. We collapsed in each other’s arms.

  If you have a high-school sweetheart you never got beyond third base with, take my advice: Hang in there and never stop trying. It’s never too late.

  —S. W., Nashville, Tennessee

  Alternate Hairstyling

  I am a twenty-one-year-old senior in college who recently had a hair-raising experience.

  I found employment with a firm that required me to cut off my long blond hair. I called my hairdresser, only to find out that she was sick. I told her I needed my hair done that very day, but I wasn’t getting off work until after five. My hairdresser referred me to a young woman she knew who was just out of beauty school. The girl, Fran, ran a shop from her home. I called her up for an appointment, and she said, “No problem. Come in at about six.”

  I got to Fran’s house, knocked on the door, and was greeted by a vision of heaven. She was a natural blonde with a great tan and a slim, tight body. She was wearing a low-cut black blouse, a very short black skirt and black pumps.

  “Yes?” she quizzed.

  “I’m Rob. I’m here for a haircut,” I managed.

  “Oh, yes. I’m Fran,” she said.

  I followed her through the house to her work area—a small room with a chair in the middle and counters running waist-high around the walls. I sat down, and she began by massaging my scalp. The chair was narrow, and my elbows stuck out on either side. She began moving around the chair as she cut my hair, often brushing against my elbows.

  As Fran finished with my hair, she suddenly paused on my right side. The next thing I knew, she had straddled my elbow. I looked up and saw her with her head back and eyes closed. She began rubbing her crotch against my elbow, gasping.

  I reached up with my other hand to fondle her breasts. She climbed down from my funny bone and pulled her blouse off, revealing a beautiful, firm set of tits. She got down on her knees and unzipped my pants. She worked my love-tool out from my underwear and began sucking on it.

  I slipped my shirt off and watched Fran’s cherry lips polish my rigid shaft. I moaned in anticipation as she stood up and pulled her skirt up over her hips to reveal a partially shaved, very wet cunt. I reached out and stroked her cunt lips with my index finger. She groaned and begged me to fuck her. I couldn’t resist any longer. I picked her up and placed her on the counter. She wrapped her legs around my back as I slid into her slit. I began to pound away.

  She already had me so hot that within seconds I was shooting my load inside her. She looked up at me and smiled after I was through. “Do you like your haircut?” she asked.

  “This was the best I’ve ever had!” I replied.

  To this day I frequent Fran’s for my haircuts. My old hairdresser is still wondering why she lost me as a client.

  —Name and address withheld

  Handling a Large Load

  I have been faithful to my boyfriend Billy during the three years of our relationship. That is, until this past weekend when Billy’s older sister visited our home with her handsome third husband.

  Billy’s sister is thirty-four years old. She has been a stewardess for thirteen years and, quite frankly, she has lived the most sexually promiscuous lifestyle that I have ever known.

  Janey is tall and painfully thin at 110 pounds, has long red hair and a masculine face with a long jaw. She is not what you would consider attractive; rather, she is a sleazy-looking woman, the epitome of an “anything goes” type if there ever was such a beast. Janey has a firm 32B-23-34 figure with long slim legs and a pert, tiny, but solid ass that she flaunts in the skimpiest cutoff shorts I’ve ever seen. If she isn’t showing at least half of her firm buttocks, she doesn’t seem content. I’ve actually seen her cut her shorts even farther after she had checked her appearance in a full-length mirror.

  Janey’s latest husband, Dustin, is a thirty-year-old Navy officer and dentist. He is tall, solidly built, and trim. He has an air of confidence about him that is reassuring instead of arrogant, yet he is clearly very sure of himself.

  Billy spent the weekend working with the rock band that he manages. They perform in nightclubs. It’s a folly, but he enjoys the diversion. So, I was left to entertain Janey and Dustin when they visited. As usual, Janey drank too much bourbon and had to be put to bed because she passed out on the living room couch.

  After he put his drunk wife to bed, Dustin apologized for Janey’s behavior. Then he and I settled down to watch Body Heat on our VCR. We had had a few drinks, so we were loose and conversing freely. Dustin is intelligent and very likable.

  I am twenty-seven years old, average height, and weigh 105 pounds. I have a thin but solid body that I keep in shape with weekly aerobics and daily jogging.

  I sensed that Dustin found me enticing—I couldn’t help but notice the huge bulge in his jeans. As we watched the steamy movie and continued to converse, I noticed that his bulge had been rearranged. Now his cock was pointing down the inside of his left thigh, making a huge lump. I noticed that Dustin couldn’t keep his eyes off my halter top, which was barely confining my best assets, my “traffic stoppers,” as Billy calls my 34D tits. Like Janey I was wearing a pair of cutoff shorts. Dustin and I had three more drinks and discovered that we were becoming even more comfortable with each other. I rubbed my bare leg against his thigh and found myself acutely aware that my pussy was wet and hot.

  Dustin’s jeans were bulging and the lump was throbbing. A dark circle of precome was spotting his jeans, making me even more turned on. My own shorts were wet, and my cunt continued to pour out its juices in anticipation of a good fuck. Fortunately, Dustin took the initiative. “Let me check on Janey. I’ll be right back,” he said. When he stood up I saw his hard-on straighten again, but this time I had a better view. It looked like a concealed weapon. Dustin returned quickly and said, “She�
��s passed out, Sue. We’re free to party.”

  He stood before me and unzipped his jeans, letting them fall to the floor. I gasped as his gigantic cock sprang free from its confinement, shaking and bobbing before my eyes. It was at least ten or eleven inches of hard, curved, vein-engorged dick, pointing upward, with a steady flow of clear, sticky cream pouring from the thickly rimmed, bulbous knob of a cockhead. I stared at his awesome tool. Dustin reached forward, pulled my top down, and began to fondle my D-cup tits. My nipples were thick and pointy. I grabbed Dustin’s huge schlong with both of my hands and began to knead and stroke its entire slippery, hard length.

  I continued to pull and squeeze on his mammoth-sized organ and began to lick his fat balls. The scent and taste of his nut sack was driving me wild. I felt his hot cock against my face as I licked and gobbled on his balls. His veins were pulsing. Shortly, as I was near the point of begging to be fucked, Dustin reached for my shorts and deftly unbuttoned them. I pulled quickly at the fabric to help, then hurriedly stepped out of my shorts, lay on my back, and spread my legs wide.

  “Not yet, Sue,” Dustin replied, huskily, as he grabbed his hard meat and rubbed the fat cockhead against my inflamed clit. It felt so good. In my ecstasy, I completely forgot about his drunk wife in the room above us.

  After I settled down from my second orgasm, Dustin mounted me and eased his long, curved hardness into my steaming gash. I felt like a hot poker of rock-hard flesh was spreading my cunt wide open. I was nearly delirious from the sheer pleasure, the feel of his crooked shaft plowing deep and wide through my cunt.

  When he bottomed out, I screamed. My mouth hung open and my jaw went slack as he drove inch after inch into me. I was literally stuffed full of dick. I felt his meat swell even further. His back stiffened as he held his buried tool deep inside me. I braced myself for his wad. His balls rose in their sack against my thighs, skidding along my slippery flesh, and suddenly the cock hose inside me jerked, shook, and belched a powerfully propelled load of come against my cervix. I was impaled on his meat as it began to paint my trembling walls with jism. I felt his long root coil and recoil with each heavenly blast of sperm that he injected into the deepest recesses of my hole. I felt like a cup of warm pudding was being splattered inside me.

 

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