Letters to Penthouse V

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  The following week, Barry embarked on a two-week business trip to Eastern Europe. On the first Saturday he was gone, I saw his wife riding contentedly on their lawn mower, cutting the grass. I was working outside as well, doing some landscaping with my shirt off. I positioned myself so I could see Victoria without her noticing me. Every so often she would wiggle in the seat, or slightly adjust her butt and rub the front of her very short shorts.

  Just as she finished mowing the lawn, I got two glasses of iced tea and offered her one. We chatted while cooling off with our drinks. I couldn’t keep my eyes off her smooth body, which was almost entirely exposed by her shorts and bikini top, and covered with a thin, sexy film of sweat. The boner I’d popped from standing next to her just kept getting harder and longer.

  We talked about Barry, and Victoria said, “He’s never around when I need him.” I asked if she wanted some work done around the house, and she said, “No, it’s not that kind of need.”

  I asked her to be more specific, and she just blurted out, “I’m horny as hell from the vibrations of that damned lawn mower!”

  I looked closely at her to see if she was asking me to fill that need, but she quickly changed the subject. We finished our drinks, and then went off to complete our yard work.

  Later that afternoon, the phone rang. It was Victoria. She said she was still horny and, if I would promise not to tell her husband, she wanted me to come over and fuck her. “Come in through the sliding doors in back,” she said. “Hurry!”

  My wife was gone for the afternoon, doing the grocery shopping. There was no way I was going to miss out on the opportunity to bang Victoria.

  I ran right over to her place and opened the sliding doors. There she was, on the floor, stretched out on her back, stark naked. What a body! My eyes were drawn to her tan lines, especially to the white triangles they left on her fluffy, round tits. As I undressed, she kept urging me to hurry up. “I want you now!”

  I finished undressing and knelt between her legs, lowering my head to her pussy. I’d barely begun to lick her cunt when she exploded with a shuddering orgasm, flooding my mouth and face with her lust-honey. After I brought her to two or three quick climaxes, I switched to the missionary position and entered her.

  Her cunt was extremely tight, and she continuously wiggled and moaned as I fucked her with a slow, steady rhythm. Her hips were like a machine, the undulating motions milking a pair of orgasms out of me in the long afternoon we spent fucking. We lost track of the time, and when we checked the clock it was almost time for my wife to get home.

  We hadn’t spent all of that time on the floor either. Victoria was especially fond of being fucked while sitting on me—to mimic the action of the riding mower, I suppose—and for a long time she sat on my lap, her back to me, while I was perched in her rocking chair, rolling back and forth as she pumped up and down on my steel-hard erection.

  The next few weeks, while her husband was away, were just as good. Victoria cut the lawn at least twice a week, giving her pussy a tantalizing workout and making her as horny as a virgin bride. Being the good friend and neighbor I am, I was always there to take care of her needs when her mowing was finished.

  We discussed our sexual fantasies. I have always wanted to make love to two women at once, and Victoria has always wanted to make it with another couple. She told me that she finds my wife very attractive and sexy, and we have given serious thought to asking my wife, and Victoria’s husband, if they are interested in having a foursome.

  Now that her husband’s back in town, Victoria and I are no longer sleeping together. But a few days ago she suggested to my wife that she try riding our lawn mower once in a while. Victoria is sure that after a couple of vibrating excursions on her mower, Lena will be so turned on she’ll be ready to help fulfill our four-way fantasy.—Name and address withheld

  EVER SINCE THIS SMOOTH OPERATOR WENT FOR THE BLADE, SHE’S HAD IT MADE

  My husband is the best lover I’ve ever had, but lately he’s really been an animal in bed! It seems that he saw a picture of a woman with a clean-shaven pussy, and it really turned him on. He asked me to shave my cunt bald for him, so I did. Well, the results have been fantastic. I’ve been having so many earth-shattering climaxes lately that it’s been all I can do to get out of bed in the morning.

  I’ll admit that I wasn’t eager to shave my beaver at first. The more he mentioned it, though, the more comfortable I became with the idea. Finally I decided to make it happen for him. After all, we’ve always tried to help each other realize our sexual fantasies, and this one seemed pretty easy.

  I waited until he fell asleep one night, and I locked myself in the bathroom with a razor and a can of shaving cream. I soaked my muff with warm water, then lathered up the pubes with shaving cream. My clit became swollen with excitement. Before I even grabbed the razor, I had to masturbate to orgasm.

  Then I carefully shaved my pussy hair off. The razor felt cool against my skin, and I kept bathing the area with water to keep it moist. My cunt was wet and dripping with hot juices as I stood in front of the mirror, watching the razor glide around my puffy pussy lips. I inserted my fingers in and out as I shaved, pumping myself that way as I scraped away the hair and shaving lather. I didn’t want to have another orgasm until my ripe cunt lips were wrapped tightly around my husband’s hard cock, though, so I held back from bringing myself to climax again.

  I finished shaving and admired my cunt in the mirror. It was shiny and soft, smooth and hairless as marble. My pink cunt lips pouted out from the clean skin, and my entire body tingled with delight.

  My pussy ached as I crawled into bed and roused my husband from his deep sleep. I took his hand and put it on my newly bald pussy. His cock woke up before he did. I saw it spring up, erect as a flagpole. As he opened his eyes, I grabbed his dick firmly and stroked the head against my unobstructed cunt lips. His cock was dripping with excitement, and so was my vagina.

  He moaned his approval, and I pulled him on top of me. “Fuck me!” I said in a loud voice. “My pussy is so sensitive this way. I want your dick in me.”

  The penetration was so sweet! His cock entered me with one powerful thrust, and pumped me like never before. I could feel every vein of his hot dick, and loved the sight of the hard pole sliding in and out of my shaved, wet cave. He fucked me for a long time, and I had so many orgasms, I lost count. When he exploded, I pulled away from him and watched as his creamy white come dripped out of my bald box.

  We licked, sucked and fucked all night long, and have done the same nearly every night since. I’ll always keep my cunt clean and smooth, especially if it means I’ll get this kind of wild cock action on a regular basis.—Name and address withheld

  WHAT’S THE WELL-DRESSED MAN WEARING? LOOKS LIKE A BRA FROM HERE

  My wife Grace and I are both in our thirties and have been happily married for ten years. A couple of years before I got married, I sublet an apartment from a woman who was doing her two-year stint in the Peace Corps. Her dresser drawers were full of clothes, including some silky, lacy lingerie. My curiosity got the best of me, and I began to put on her frilly things when I was home alone.

  Then I got a little bolder and started putting on her skirts and blouses to go shopping. I loved the feel of feminine things on my body. Wearing a pair of panty hose gave me an erection so hard that words can’t describe it.

  Over the years I got engaged and married, but I kept my cross-dressing to myself. But one night in the hotel where my wife and I were celebrating our first anniversary, we had a few drinks and started to talk about our fantasies. I told her about my love of women’s clothes, and she got a strange look on her face. I asked her what was wrong, and she said that she was very curious about how I looked dressed up as a woman. I figured, Why not let her see for herself? I excused myself and went into the bathroom with her bra, panties and makeup bag.

  She giggled when she first saw me “transformed,” and told me that my makeup needed a touch-up. I sat on the
bed as she applied more makeup on my face, and some polish on my fingernails. After she was finished with me, we couldn’t believe how great I looked—I was a different person! As she leaned in to add a final dab of eyeliner, my leg rubbed her pussy—she was wetter than I ever could remember!

  I asked her if she was turned on by seeing me as a woman, and she answered me by leaning down and nibbling on my chest. I reached down to her cunt and massaged her clit. She moaned and started to grind her pussy against my hand. I played with her nipples, and she eased me back on the bed and proceeded to suck mine. I couldn’t believe how good it felt to have my nipples munched.

  Grace slowly worked her way down to my crotch, eventually wrapping her mouth around my incredibly hard cock and sucking it in deeply. She traced up and down my stick with her fantastic tongue, changing her position on the bed so that I could eat her as well. We spent what seemed like an eternity in a wet, noisy 69, licking and sucking each other to a pair of powerful orgasms.

  I asked her afterward what she was thinking about when she went down on me. She confessed that one of her fantasies had always been to have sex with another woman, and that having me dressed up in feminine attire was the next best thing.

  A couple of weeks later, Grace came home from work a little late, and said she had a surprise for me. She asked me to fix us a couple of drinks while she carried some packages into the bedroom. With drinks in hand, I went into the bedroom just in time to see her laying out the new clothes she’d bought for me.

  “But you can’t put these on yet,” she said. “First things first.”

  She led me into the bathroom and had me get into the bathtub. “If you’re going to dress like a woman, you have to feel like a woman.” She lathered me up and proceeded to shave my legs, chest and underarms. When I was totally smooth all over, Grace dried me and put on my makeup.

  Then I put on the clothes she’d bought for me. I really looked like a woman! The padded push-up bra gave me small but full tits, and my shaved legs were a pair any woman would dream of having. My wife had one more item to complete my makeover. She reached into a bag and pulled out a blonde wig for me. After she’d put it on my head, she told me to close my eyes for one last surprise.

  She led me into the kitchen and told me to open my eyes. There before me stood her girlfriend Laura, smiling and telling me how good I looked as a woman.

  I sat at the table with Laura on one side of me and Grace on the other. We had a few drinks and decided to go to a movie. It had been years since I’d been out in public dressed as a woman, and it felt fantastic. When we got back to the house after the movie, Laura and I sat on the couch and talked, while my wife went into the bedroom. Laura put her hand on my leg. At first she just rested it on my thigh, but soon she was slowly moving it up and down the inside of my leg. The feel of her hand moving up and down my nylon-covered leg got me really turned on.

  Then Grace came back in. She sat beside Laura and put her arm around her. Grace explained to me that Laura was bisexual, and that she wanted to make love with both of us. Laura chimed in and told me how much Grace and I turned her on. As Laura worked her hand closer to my crotch, Grace lowered her hand inside Laura’s blouse and started to indulge her nipples. I was really worked up by this time, and suggested we move into the bedroom.

  As we were getting into bed, Laura said she wanted me to leave on my bra, panties and nylons. I took off my dress and watched as the women helped each other strip. The sight of two women undressing each other was unbelievably erotic—especially considering one of them was my wife.

  We moved to the bed, where Laura and Grace leaned over me and sucked my tits. Laura’s hand was between my legs, rubbing my crotch. I had one hand on Laura’s clit and the other on Grace’s.

  Soon Grace positioned herself between Laura’s musky thighs and fed on her clit. It was big, and stuck out like a tiny finger. I licked Laura’s nipples until she bucked with a mighty orgasm.

  When her climax subsided, Laura and I started to work on Grace. I knelt between her spread legs and lapped up her love juices while Laura played with her tits and kissed her on the lips. Grace had a monumental orgasm, locking her thighs around my neck and crying out, “I’m coming!”

  Then it was my turn. Grace and Laura licked me all over, running their tongues up and down my thighs, arms, shoulders and back. Soon I couldn’t take the anticipation any more and begged Grace to fuck me. My horny wife pulled my panties down and mounted me, as Laura continued to suck my entire body from head to toe with her marvelous mouth. It didn’t take long for me to have a huge climax, pumping Grace’s wet pussy full of my sweet cream.

  Afterward, as we all lay snuggled up together, Laura and Grace decided that around them, my new name would be Margaret, and that we would all be close friends for a long time to come.—M.O., Houston, Texas

  MIRROR, MIRROR ON THE WALL, WHO’S THE MOST SATISFIED OF THEM ALL?

  I’m a man in my early twenties. I’ve been away from my hometown for a couple of years now. I still keep in touch with a girl there and visit her once every few months. We’re close but we still date other people.

  About six months ago I went into a drug store and found myself standing for a long time in front of the cosmetics counter. An irresistible urge came over me—the urge to see myself made up as a woman. I gathered up lipstick, nail polish, eye makeup and blush, and went to the checkout counter.

  It felt weird buying these things, but I realized that for many years I’d been curious how I’d look in makeup. I’d always thought I was beautiful and pretty, but I wanted to give myself the full beauty treatment.

  The girl at the counter smiled at me. “Are these for you?” she teased, very innocently, I’m sure.

  “They’re for my girlfriend, silly,” I said, blushing with embarrassment.

  When I got home, I immediately put on the makeup. As I was spreading on lipstick and applying blush, my cock hardened. It got so big and rock-solid, it felt like it was going to tear through my pants. I stepped out of my jeans and underwear to give myself more room to grow.

  Upon my first glimpse in the mirror of myself in makeup, I had a spontaneous ejaculation. It was amazing. My cock simply spewed out a load of come without even being touched. I pumped it until all the come had dripped out, and was amazed to see it was still hard. I kept jerking off, and soon felt another orgasm building up inside me. Fixing my eyes on the beautifully made up face in the mirror, and knowing it was mine, I pumped out another load.

  Since then, I’ve made myself up and jerked off to my own image in the mirror every single day. I never dress in any feminine clothes. In fact, I always do this completely naked. It is very fulfilling for me, as I can have up to three orgasms before my cock goes completely soft.

  If any of your other readers are wondering what it’d be like to see themselves as a member of the opposite sex, I heartily encourage them to try this exciting twist in their own lives.—Name and address withheld

  HE JUST WANTS HIS PLACE IN THE SUN—OR ON A PLANE, A BOAT, A BUS…

  They say there’s a time and a place for everything. To me, that phrase has always been very erotic, because for me, the time is always right for sex, and anyplace is always the best place.

  I have traveled a lot. Although I’m from the former Soviet republic of Georgia, where travel was very restricted for most citizens, I was involved in work that enabled me to see much of the world. I have been to many European countries, Australia, the United States and, of course, most of Russia and Eastern Europe. I am happy to say that I’ve seen most of these places not only with my eyes but, if I may put it bluntly, with my cock as well.

  Everywhere I go I try to have a sexual experience. It’s always been the biggest turn-on for me to have sex someplace new, someplace I never have been before, preferably someplace unusual, like a museum or ferry.

  While I can enjoy sex in normal settings such as a bedroom, it is always much more erotic for me if I am in a place where there is the possibility of
being spied on by others. My best fucks have always been on trains and in planes, cars and parks. Once I fucked a woman—a Greek exchange student I met while vacationing in France—on the beach in Nice. We were under a blanket, but it was most certainly clear to all those around us that she was enjoying the rapid, deep thrusts of my strong cock. Her sighs of orgasm aroused the interest of many of those around us. I’m sure that more that a few of them quickly retired to their own hotel rooms to satisfy their awakened libidos.

  There’s just something about having sex in public that I enjoy—even if no one can see me doing it. Let me explain. For many years I was a disc jockey on a Moscow radio station. I often fucked women in the studio while doing my show, pausing briefly between thrusts to change records and talk to my listeners. Many times while I was talking into the microphone, a lovely female friend was crouched between my knees, my balls in her mouth, her hand briskly pumping up and down on my shaft. No doubt I set the world record for orgasms while on the air.

  And yes, a few of my listeners did know what was going on. Many times they would get in touch with me and ask if they could visit me at the station. I knew this always meant that they wanted to fuck and blow me while I was on the air. I would arrange for them to get through the radio station security, and then we’d be home free. Many times the women would simply come into the studio, strip down to their lovely, naked skin and go right to work pulling down my pants. My cock, legendary for its ability to get hard and stay hard for a long time, would welcome their soft mouths and wet pussies. I would spin records and read the news over the air while a slim, curvaceous female beauty was bouncing up and down between my legs like a horse on a merry-go-round.

  Another time, I was part of a film crew that was doing a movie in one of the most beautiful caves in the Crimean mountains. I can’t adequately describe the breathtaking, mysterious feeling of the total darkness, absolute silence and sublime contact with Mother Earth that occurs while fucking in such a location. We fucked standing, fully clothed, our pants lowered just enough for our cock and cunt to come together. This woman’s pussy was hot as flame, and it sucked an orgasm from my body that weakened me to the bone.

 

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