Letters to Penthouse XIX

by Penthouse International

  After they both came, Sheila brought over a butt plug and grinned at me as she lubed it up. She and I had talked about her fucking me before, but had never done anything about it. Now she pushed the plug against my tight hole, and I caught my breath as it slid in. It filled me up in a way I had never felt before. Sheila told me to leave it in there while she and Nora played some more.

  I leaned up against the pillows and watched as they kissed and fingered each other until they both came again, moaning into each other’s mouth. By that time I was stroking my hard cock as I watched. Sheila asked me if I was ready to be fucked, and I said yes.

  They positioned me at the edge of the bed, and Sheila buckled on the smaller of the strap-on dildos. Nora removed my butt plug and guided Sheila’s “cock” into my slippery ass. I groaned with the unfamiliar pleasure as she eased the whole thing into my hole. It was a strange sensation, but it was definitely turning me on to have my girlfriend fuck me.

  Nora got beneath me on the bed and spread her legs open. “Come on and fuck me, big boy,” she said. A minute later I was plunging my cock into Nora’s hot pussy, while Sheila continued to fuck my ass. I have never imagined a hotter moment.

  I lasted for a long time, since I had come twice already, but finally we all came together in a fireball of raw passion. Afterward, we lay on the bed kissing each other and looking at ourselves in the mirror. There I was, sandwiched between two of the most beautiful women I have ever met. Soon we all drifted off into a blissful sleep.

  Needless to say, we now have dinner at Nora’s place on a regular basis.—L.G., Los Angeles, California

  GIVEN A CHOICE OF HER OLD GIRLFRIEND OR HER NEW BOYFRIEND, SHE CHOSE BOTH

  I was out having a nice dinner with my boyfriend one hot summer night, when an old friend of mine approached us. I hadn’t seen Carole since college, when we had been roommates and occasional lovers. Now she threw her arms around my neck and placed her full, supple breasts against mine. As she kissed my cheek, I felt my nipples tighten so much they ached.

  Carole and I had become very good at pleasuring one another on those cold lonely nights in the dorm. She had been one of the most delicious lovers I had ever experienced. After college she had moved away, but now she was back for a brief visit. And as I returned her embrace, I found I could still call up the taste of her in my mouth. As I breathed in her scent—vanilla, Chanel and a whiff of sex—I felt my pussy tingle. I knew there was no way I could let her leave without arranging a rendezvous.

  As I introduced Carole to my new boyfriend, Ken, I was aware that not all the sexual tension revolved around me. My pussy ached with the need for a good fuck, and I knew just how the night would end. I suggested that the three of us cut dinner short and go to Ken’s apartment, where we could catch up over a bottle of wine. Everyone agreed.

  As we walked into the apartment, I was aware that Ken had made the thirty-minute trip from the restaurant in about twenty minutes. Obviously I wasn’t the only eager one.

  After the door was closed and locked, I threw off my top, unable to wait any more. Luckily I hadn’t worn a bra, so my abundant breasts were ready and waiting. Carole looked startled for a moment, but then quickly followed my lead. Her breasts were as beautiful as I remembered—a full D cup with soft pink nipples.

  Ken was undressing too, and I saw his cock growing very hard. I slipped out of my leather pants, but left on my black knee-high boots. Carole slipped off her vinyl miniskirt to reveal a pink lacy thong which looked beautiful with her black stiletto heels. Ken’s cock grew still larger as Carole began running her tongue over my face, my neck and my nipples. I hoped he wouldn’t explode too soon.

  Carole pulled my legs apart and tore into my pussy with her tongue. I gasped with pleasure, then moaned as her hands found my breasts and rubbed over my nipples. Ken couldn’t take it any longer. He threw off the rest of his clothes, ran over to me, bent me over and thrust his dick into my ass. He and I had never done that before, but I loved it!

  As Carole traced the letters of the alphabet with her tongue on my pussy, I felt my vaginal muscles contract and I came with a huge explosion. Ken had to hold me up, as my orgasm nearly knocked me to the floor. Carole raised her head and smiled at me happily. I kissed her and tasted myself on her lips. We began making out, kissing, licking each other’s nipples, our hands stroking whatever they could reach. I felt Ken come in my ass with one final thrust as we both yelled with delight.

  I pushed Carole onto the couch then, pulling off her thong, spreading her legs open wide and licking at her wet little clit. Ken caressed us both, then began kissing and licking Carole all over, nibbling at her nipples and taking turns with me at sucking her clit, until she came spasmodically, moaning and gasping in ecstasy.

  The three of us lay together, kissing, caressing and laughing softly. I kissed one of Carole’s still-hard nipples, knowing it wouldn’t be long before we began the whole thing over again.—T.W., Billings, Montana

  HE TOOK NAKED PICTURES OF HIS WIFE, BUT HE WANTED ANOTHER MAN IN THE PICTURE

  My wife Margie and I have a very active sex life. I love to take sexy pictures, and I have an album filled with photos of Margie posing nude in many positions. I have also taken videos of her stripping and dancing naked. But up until a few weeks ago, we had never included anyone else in our sexual activities, although I had often dreamed of such a thing.

  We met Tom and Judy at a friend’s house. We seemed to hit it off, and a few weeks later they invited us over to their house. After dinner Tom and I went out to talk on the porch while the girls were doing the dishes.

  Tom confided in me that his wife Judy was not really interested in sex, while he was always horny. He then said that my wife was a very sexy-looking woman. In fact, he said boldly, she seemed to be prime eating stuff. I agreed, telling him I enjoyed doing that very much.

  A few weeks later we invited Tom and Judy over to our house in return. After dinner Tom and I went down to our furnished basement.

  I told Tom that I had taken nude pictures and videos of my wife, and asked if he would like to see them. He nodded eagerly. I showed him the album of nude pictures, then played him a video of my wife stripping. At one point Tom walked over to the large TV set and started kissing the image of my wife’s nipples, and running his tongue down the screen to her pussy.

  It was obvious that if Margie and I were ever going to have a threesome, Tom would fit right in. All I had to do was get Margie to agree.

  I brought up the subject one evening as we were fooling around. Fondling her breast and tonguing her ear, I murmured, “Margie, what do you think about trying a threesome with Tom?”

  I was surprised at her answer. Maybe it was because she was aroused, or maybe something about Tom’s obvious lust for her had excited her, but she said she was willing to try it, provided I would not get jealous or angry. I assured her I would not.

  A few days later I got hold of Tom and told him what we had in mind. Of course he said he would love to do it. We arranged that he would come over that evening, without his wife.

  He arrived around eight o’clock, and we all went down to the basement. I put on a slow dance number and suggested to Margie that she strip for us and show Tom what she looked like nude.

  I was again surprised by the way she didn’t even hesitate. She started by slowly unbuttoning her blouse and taking it off. Then she undid the buttons on her skirt, letting it fall to the floor. She stood there posing in her see-through panties and bra, black stockings and high-heeled shoes. Her red nipples and neatly trimmed pussy were clearly visible through the flimsy garments.

  Tom got off the bed and walked over to her. He kissed her and put his tongue into her mouth. He reached around and unhooked her bra, then bent his head and began kissing and sucking her nipples. The next thing I knew he was down on his knees with his face between her spread legs, licking her wet pussy. Margie was holding his head and moaning. He went on eating her until she had an orgasm.

  Margie’s legs ga
ve out as her body shook with climax, and she sank to the carpeted floor. I moved to her and started kissing one breast while Tom kissed the other. Tom then started to lick his way down her stomach until once again his mouth was on her pussy.

  I was wild with joy. I had to have a video of this action. I got out the video camera and started shooting. Tom and Margie were now in a 69 position, eating and sucking each other. I moved around, shooting them from every angle.

  Tom then went back to my wife’s tits and started sucking them. Then he got between her outspread her legs and put his cock into her pussy. She moaned as I moved in closer with the video camera. After a minute I put the camera down, lay down next to my wife and started kissing and tonguing her, stroking her breasts and playing with her nipples. I moved up to her face and she took my hard cock into her mouth, and in a few minutes I came.

  Tom and Margie were still fucking each other. When Margie said she was coming, Tom pulled out and shot his sperm all over my wife’s stomach.

  We then went to take a shower. I soaped up my wife’s ass while Tom lathered her tits and pussy. Both of us were kissing and touching her everyplace we could, and we were both hard.

  When we got out of the shower we went into the bedroom. I lay flat on the bed and told Margie to lie on top of me, and told Tom to lie on top of her. She lay down on me on her back, and Tom spread her legs apart and put his cock into her hot pussy. My wife put her legs around him and started bucking in rhythm with his strokes. I was kissing her ear and fondling her tits with my hands.

  In a few minutes, Margie started moaning and saying she was coming. I could feel her pussy juices creaming my balls and cock. Tom again pulled out of her and came all over her legs and stomach.

  When she rolled off me I went down on her, tasting Tom’s sperm. As I was doing that, Tom brought his cock to her mouth and she sucked on him while I ate her. After she came again, I took some more video, this time of Margie sucking Tom’s cock.

  I then moved back to the bed and Margie proceeded to suck us off, moving back and forth between our dicks until we both came. Then we all went into the shower again.

  Back in bed, I put my wife on her back and slid all the way into her sweet cunt. Tom moved up to her mouth, and once again she happily sucked on his cock while I was fucking away. After I came I got up, picked up the camera again and shot some great footage of my wife deep-throating Tom’s dick, and then swallowing his jism when he came down her throat.

  That was it. We were fucked and sucked out. Tom asked me if I would make him a copy of the videotape, and I said I would. He thanked Margie for a great time, telling her she fucked and sucked like a nympho. Margie just smiled and thanked him. After he left, I asked her if she had enjoyed herself, and she said that evening had produced the best orgasms she had ever had. So all in all, my guess is that we’ll be doing it again.—R.C., Champaign, Illinois

  THEY DECIDED TO INITIATE THEIR VIRGINAL FRIEND, BUT FIRST HE NEEDED LESSONS

  My wife Fran and I are in our late thirties and have been married for seven years. We love each other very much, and are still incredibly attracted to each other. My wife is a knockout—38D-24-36, with fabulous breasts and long, long legs that go right up to the sweetest pussy you’ve ever tasted.

  Like so many of your readers, we often fantasized about bringing a new partner into our bed. When we got serious about the idea, we went through the list of our friends, most of whom were married, or probably wouldn’t be open to our new adventure. And we kept coming back to Jerry, a twenty-one-year-old friend of Fran’s, who just happened to be a virgin.

  Jerry and Fran have been friends for years. She calls him her little diamond in the rough, because he’s small, though he has been working out and trying to build himself up. I wondered whether he was a wise choice, as I didn’t want to do anything to hurt their relationship. But when Fran commented that she had never had a virgin, I pretty much knew that it was all over but the fucking. You see, my wife always gets her way. Always!

  Actually, Jerry pretty much settled the question himself. Fran was in the habit of cutting his hair at our house. Sometimes, when she moved around in front of him, she would tease him a little by wiggling her chest and letting her gorgeous tits bounce around. Watching this never failed to get me hot, but it was hard to tell what Jerry thought of it.

  Then one night, after his haircut, we were sitting around talking, when Jerry suddenly challenged Fran to a game of Truth or Dare. My wife, always ready for a challenge, chose to take a dare. “Well,” Jerry said, “I’ve always wanted to see your tits.”

  Fran was more than ready. With no hesitation, she lifted her top and showed him her breasts. Then she asked him if he’d like to feel them as well. Which he did.

  I could see Fran getting turned on. After a couple of minutes she said, “Now it’s my turn. Truth or dare?” Jerry chose dare, and then, as if he already knew what she was going to demand, he stood up and dropped his pants.

  Fran’s hand immediately went to his already stiff cock. I couldn’t believe it—there was my sweet wife, with her tits hanging out, holding a virgin cock in her hand. I was really turned on, and I could tell that Fran wanted desperately to take that strange cock in her mouth.

  But this would be Jerry’s first time, and none of us wanted to rush things. We agreed that he needed some lessons, which Fran said would take place on the following night.

  The next night I watched her prepare for the lessons she was gong to be giving Jerry. She wore a black latex bra-and-panty set, a black leather miniskirt and a black leather top that was cut low enough to really show off her cleavage. She looked totally edible. I wanted her badly, but I also wanted her to be fresh for Jerry. When he arrived I took him into the living room and put some music on the stereo. A minute later Fran came in, in all her slutty glory.

  She slowly walked to Jerry and gave him one of the best lap dances I’ve ever seen. God, I loved watching my wife tease that virgin, and I know he had to be hard as a rock.

  Well, for the next several hours Fran instructed Jerry in everything he needed to know, from French-kissing to fucking—without ever actually making sexual contact. How he stood it, I’ll never know. But he did, and when it was over Fran assured him that the next time would be the real deal.

  I couldn’t wait for him to finally leave, so I could reap the rewards of my wife having had several hours of foreplay without satisfaction. We both came almost instantly, and fell asleep in each other’s arms.

  We let a couple of days pass, so Jerry could think about and absorb everything Fran had taught him. Then we called him and asked him to meet us at a nearby bar.

  Jerry was already waiting for us when we arrived. Fran’s outfit that night was simple: sandals, blue jean shorts—short enough to show the bottom of her butt—and a red, off-the-shoulder peasant top, with no bra. Needless to say, her nipples were rock-hard when we entered the bar, knowing that every man there was going to want her. It’s something that makes me feel great, knowing that I’m with such a babe, and I knew Jerry had to be getting off on the fact that he was going to lose his virginity to a woman everyone wanted.

  As we drank a quick beer, I suddenly turned to Jerry with a grin and said, “Truth or dare?”

  As I expected, he chose dare. “Okay,” I said, “I dare you to fuck the shit out of my wife.”

  With that we were out the door so fast I hardly had time to pay for the beer. Outside, we jumped into my car and took off. Fran had automatically gotten in the front, but once we were under way she climbed over into the back seat to be with Jerry. The next thing I knew she was kissing him on the neck, then down his chest to his cock, pulling his clothes out of the way as she went. I adjusted my rearview mirror to get a better view of the action.

  Fran was sucking away at that cock, heedless of anyone who might be looking into the car. Although it was nighttime, the street lights we passed lit up the car like little flash photos. I could see her tongue on his cockhead, and then on his balls. What
a rush!

  The trip home seemed to take forever. I kept thinking of Jerry and all the emotions going through his head. He was about to get the lay of his lifetime, from a hot, experienced older woman. What a lucky guy! And what a lucky guy I was too, to get to watch it all.

  Once we got home, Fran took Jerry into the family room. She sat him down on the sofa and, standing in front of him, slowly stripped herself naked. I could see that come-fuck-me-look in her eyes, and I fell in love with her all over again at that moment.

  Now Fran turned to me and said she thought we should videotape Jerry’s first time. I got the camcorder and set it up, watching through the viewfinder as Fran finished stripping Jerry and they began to explore each other’s body. Soon she had his cock in her mouth again, deep-throating him all the way down to the base, then returning to suck and nibble on the underside. Jerry was moaning and twisting on the sofa, and I knew just how he felt. Nobody sucks cock like my wife.

  But Fran wasn’t about to let him come in her mouth. Not for his first time. She pulled away from him and lay back, spreading her gorgeous legs and inviting him to mount her. I could see them looking deep into each other’s eyes as his cockhead rested at the opening of her sweet cunt. I could see the juices seeping out of her pussy and coating his dick. She reached down to guide him, and with a gasp of ecstasy he slid all the way into her until he couldn’t go any further.

  Fran tossed her head on the bed and cried out. She was really hot now. She put her legs around him and they began to fuck, rocking and swaying, my wife meeting every thrust of his wiry body. She was grunting and saying, “Fuck me, oh, fuck me with that virgin cock, Jerry, yes, fill me with your come!” The excitement was incredible, and in just a couple minutes she came and came hard.