Letters to Penthouse XXIV Read online

  When I walked back into the living room, Troy was sitting on the couch. He glanced over at me and I thought he would snap his neck when he did a double take. “You’re going out like that?” he asked.

  “Why?” I said innocently. “Don’t you like it?” I knew he did by the way he was blushing.

  So we went out to eat, and over dinner we had a long talk about what was going on in his life. He had applied himself so diligently to his studies, he confessed that he didn’t have time for a girlfriend. Several times throughout the evening he complimented me on how fine I looked, and said that if he could find a girl at school that looked as good as I did, he’d be after her in a second. That seemed pretty obvious, because he couldn’t seem to keep his eyes off my breasts.

  When we left the restaurant, he opened the car door for me like a perfect gentleman, and as he walked around to his side I adjusted my skirt upward as far as I could without actually showing my crotch. On the trip home I noticed that he kept stealing glances at my legs, and an obvious bulge had developed in his pants.

  When we got home I asked him to put on some soft music while I fixed us a drink. I dimmed the lights as we sat on the sofa and talked. Then I asked him to dance with me, and that’s when I got to feel how hard his cock was as it pressed up against me. I was so hot that I couldn’t take any more of this teasing. I led him back to my bedroom and began to undress him. When he was down to just his boxer shorts, I sat him on the edge of the bed and seductively stripped in front of him. Once I was completely naked I pulled his boxers down to reveal a rock-hard penis at least seven inches long and sticking straight up. I pushed him back on the bed and climbed on top. I reached around and guided his shaft into my soaking wet pussy, and slowly eased down onto him. He was only slightly larger than Bill, but somehow that cock felt enormous inside me. I began to raise and lower myself on his throbbing manhood, and within thirty seconds he shot off like a cannon inside me. He felt ashamed of himself for coming so quickly, and confessed that he’d never actually had intercourse before. I kissed him and told him not to worry, because I planned to teach him all he needed to know.

  For the remainder of the night and most of Sunday we explored each other’s bodies, fondling, kissing, sucking and fucking in every position. I taught him how to control himself and hold back, and by the time he had to leave to go back to school on Sunday afternoon he had become a great fuck.

  We have not had the opportunity to be alone together since then, but even if we never do, I know that one of these days Troy is going to make some girl very happy.

  —G.N., Eugene, Oregon

  THEY WERE PARTNERS IN A SAILBOAT RACE AND SHE HELPED HIM RAISE HIS MAST

  For a number of years I worked in a young people’s boating program, with several other volunteers who gave their time to help kids learn some basic tenets of life, along with sailboating skills. One of the other instructors was a rather quirky woman named Lonnie. She was about five feet six, with short blonde hair and a tight body, and she had fascinated me for years with her upbeat style, positive attitude and infectious laugh, as well as her girlish figure, cute ass and small breasts, which usually seemed to be braless under her T-shirts.

  I am forty-eight years old and in good shape, married, with two grown kids and a mediocre sex life at home. I didn’t get a lot of sexual variety when I was young, either; the only sexual experience I had before getting married was a two-time thing with an inexperienced girl in college. I yearned for something new and different to spark up my sex life.

  I’d had my eye on Lonnie for some time, but the most I ever got from her was a little squeeze and a peck on the lips when the day’s work was done and we were sharing a beer or something. Lonnie was forty-two and never married, but I was sure she had been around and had more experience than I did.

  One weekend Lonnie and I drove down the coast to another town, where we were to participate in a male/female relay sailboat race. Since my wife June doesn’t sail, and things were a little sour between us anyway, I had invited Lonnie to go as my partner. Since it was a long drive, we had decided to go down a day early, and we had been invited to stay over at the home of some friends of hers. Their names were Ellen and Dan, and they had a lovely home. But there was only one guest bedroom, so I was relegated to the living-room sofa. I could only hope that I would not be spending the whole night there all by myself.

  Upon our arrival we were invited to enjoy the hot tub in the back yard along with our hosts. As we stripped all our clothes off, I enjoyed my first sight of Lonnie’s lovely body. Her breasts, as I already knew, were small, but with nipples as big around as my index finger, and she had a nicely trimmed triangle of downy hair above her sweet pussy.

  The soak in the tub was soothing, and the conversation pleasant. We all had some wine—perhaps a little too much—and finally Ellen suggested that we’d better have dinner. While she prepared a sumptuous meal, Dan broke out some good liquor. By the time dinner was ready we were all pretty high.

  I was hoping that our hosts would retire early, and I was not disappointed. Ellen was still feeling the effects of the drinks, and Dan was pretty tired, so they excused themselves soon after we finished doing the dishes. I invited Lonnie to take one last dip in the tub before going to bed, and I was glad when she accepted.

  For the second time in one day I was privileged to see Lonnie’s body emerge from her clothing as I stripped off my own. Now we were alone together. As we settled into the hot water I held her feet and gave them a deep massage, as she moaned and told me how good it felt. I felt my cock getting hard as I moved my hands up her legs. Avoiding her pussy, I moved my hands up her tummy to the underside of her breasts and gently rolled her nipples between my fingers as they got bigger and harder. By this time she was nuzzling my neck and stroking my chest. I maneuvered her onto my lap, facing away from me, as I continued stroking her back, belly and breasts. My cock was now rock-hard and poking up between her legs. It was pretty obvious where we were heading, but being the gentleman, I asked her if she would like to have sex with me. Lonnie smiled and said it would be better in the guestroom.

  After we got out of the tub and dried off, she led me by the hand to the guest bedroom and lay down on the bed. I joined her, and as we cuddled and stroked each other I told her that I had no diseases, and that I had long ago had a vasectomy. She told me she had no diseases either, so we opted not to use a condom.

  I was so hard as she gently stroked my cock and fondled my balls that I thought I would explode. My finger explored her downy patch and found her glistening slit, then slid up and down between her clitoris and the moist opening of her vagina. Finally I dipped my finger into her depths and massaged her G-spot, until she begged me to put something bigger inside her. Actually I am not all that big, but like they say, it ain’t the meat, it’s the motion. I started to apologize to Lonnie for my lack of hugeness, but she said that she was small also, and tired of big cocks. This was music to my ears!

  My excitement as I rolled over on top of her is indescribable. Lonnie guided the head of my cock to her slit and slid it up and down a few times, until my glans slid slowly past her labia and into the depths of her vagina. She was deliciously tight, and she whispered into my ear for me to go in slow. But after I had taken a few short strokes to lubricate my cock with her juices, she grabbed my butt with both hands and pulled me into her to the hilt, lifting her legs over my back and locking her ankles together. We both gasped and shuddered at the intense feeling of pleasure as I drove in and out of her, and she met my thrusts with her body.

  “Oh, yes,” Lonnie panted. “It’s so good to have someone who doesn’t come in five seconds!”

  “I can stay hard all night if you want,” I replied, perhaps a little boastfully.

  Our mouths met, our tongues dancing together. As I supported myself on my arms, she reached down with both hands to stroke my cock as it slid in and out of her sweet pussy. Then she slid her clutching legs higher around my back. “I like it hard and sl
ow,” she breathed. I almost came at that, but I was determined to hold off and give her a good long fuck. I slowed down, but put more force behind my thrusts. “Oh, yes!” she said again. “I can get used to this!”

  After about ten minutes she wanted to get on top, so I lay on my back as she mounted me and guided my cock into her juicy pussy again. Now I had those gorgeous nipples to suck on as she rode my cock, whispering over and over again, “Oh God, oh God, oh God.” I had both hands on her tight butt, pulling it down on my cock as she rode me. With those two tits in my face and that tight pussy pulling on my cock, it was getting harder to hold out. Besides, the brass bed was making such a squeaking noise that I was fearful of awakening our hosts. I had to stop her.

  She moaned with disappointment. “I want to make you come in my pussy,” she said.

  “Let me get on top again,” I said, and she rolled over and spread her legs for me. She was so juicy that my cock slid all the way into her pussy in one quick stroke as she muffled a scream of pleasure. Determined to empty my load deep inside her, I started thrusting slow and hard, hitting her clitoris with my pubic bone each time I sank into her. Lonnie started to lose control as I whispered in her ear, “I’m going to come in your pussy.” With her heels digging into my back and my cock as far inside her as it would go, I let loose with one of the most intense orgasms in my memory, as Lonnie also went over the top. Her spasming pussy muscles milked the come out of me as we both groaned with pleasure.

  We fell into a wonderful, sticky mass on the bed. For the next few minutes we cuddled together, my cock still in her pussy. When it slipped out of her, I reluctantly left and went down to sleep on my lonely sofa.

  As we drove to the race area the next morning, Lonnie said, “I never got to give you head.”

  “Neither did I,” I said. “But there’s always next time.”

  Lonnie smiled at me. “Yes,” she said softly. “There certainly is.”

  —G.T., Melbourne, Florida

  WHEN A WIFE CHEATS ON HER CHEATING HUSBAND HE CAN ONLY CHEAT SOME MORE

  I began stepping out on my wife after four years of marriage. I felt that what she didn’t know would not hurt her, and I had no qualms about it.

  The first time was with Jennie, the live-in girlfriend of our next-door neighbor. Within a few weeks of her moving in, I sensed that she had an eye for me. When I was in the back yard she would come out in her two-piece swimsuit and set up a lawn chair close to the fence. We would talk, and the conversation often turned flirtatious. Then one Saturday morning she stopped me as I was on my way to the grocery store, and asked me to give her a hand unpacking a new stereo. I went in with her and started opening the box.

  While I was on my knees, pulling the machine from the box, I looked up to see that as I had been working she had removed her faded denims and her panties, and her frizzled bush was staring me in the face. My pants came down, and within minutes I was on top of her and inside her, screwing her on the living room floor. In no time I felt my semen spilling into her pussy.

  The deed was done in less than ten minutes. But the ice had been broken for me, and ever since, I’ve kept my eye out for opportunities to score, and cashed in when I could. I’m now having an affair with the seventh woman I’ve bedded down since being married, and so far I have no regrets.

  If my wife Grace was wise to what I was up to, she never said anything. Then a few months back, I found out that she had been having an affair of her own. We were at a cocktail party thrown by Ralph and Patsy, who are good friends of ours. I was in the kitchen filling my plate with hors d’oeuvres when Patsy asked me to bring some more folding chairs up from the basement.

  I bounded downstairs. As I passed the laundry room, I saw something out of the corner of my eye that brought me to a halt. At the far end of the darkened hallway I saw my wife Grace standing with Ralph, near a door that I knew led to a small spare bedroom. Their faces were inches apart as they spoke in whispers. Ralph’s hand touched Grace’s face and began stroking her cheek. Then he pushed the door open. Grace went in and he followed her, closing the door behind them, and I heard the click of the lock.

  I never would have guessed that Grace would do this. But then, who was I to feel betrayed? What goes around comes around. I wondered if Grace had suspected my love affairs. But what did it matter? Don’t ask, don’t tell. However, I couldn’t help feeling a little jealous, and I decided that the way to deal with that was to make time with Ralph’s attractive wife Patsy.

  Patsy and I were at my house one day when Grace was at work. We had a few drinks and were getting friendlier by the minute. I opened a fresh chilled bottle of wine and refilled our glasses. “You know, Patsy,” I said boldly, “you are a remarkably beautiful woman.”

  “Thanks,” she said. “And you’re an exciting man to be with.”

  “I’m glad you think so,” I said. “Because I can’t stop fantasizing about making a pass at you.”

  “Well, I don’t see my husband or your wife standing in the corner watching us right now. Do you?”

  That was all the encouragement I needed. I sat next to her, allowing my fingertips to brush her knee, then vanish beneath her hemline to lightly caress her inner thigh. I began kissing her mouth while my hand rose further.

  A minute later I was leading her into the bedroom, where we hurriedly undressed. She climbed naked onto the bed and spread her body out for me, and I quickly joined her.

  “What’s your pleasure?” I asked.

  “How about a little 69 for a warm-up?” she said.

  I immediately swung into position. Her legs parted for me as I wedged my head between them, resting it on her inner thigh and allowing the rich aroma of her pussy to fill my nostrils. A moment later my lips and tongue were caressing her vulva and clitoris as my finger probed at her anus. At the same time, I felt her breath on my groin, and her mouth went to work on my penis and testicles. She nuzzled them gently with her teeth, then took my dick between her lips, sucking on my shaft as her tongue pressed it to the roof of her mouth.

  Before she could make me come that way, I turned around and mounted her in the missionary position. As I penetrated her vagina she cried out. Her tits were pressed into my chest. Her fingers clawed my shoulders. Our open mouths fused in a French kiss. Down below, our genitals were joined and pumping. We climaxed at about the same moment, and I felt nerve-tingling ripples of semen oozing out of me and into her womb.

  I don’t know if Patsy knew about her husband and my wife, but it didn’t matter. What we did was good. Maybe giving in to the call of the wild when it beckons is not the most important thing in life, but it’s pretty damned wonderful if you ask me.

  —J.L., Jackson, Mississippi

  A LONG WAIT FOR LOVE

  My husband and I became friends with Trent a few years ago, about the time we got married. While I’ve been faithful to my husband, I was attracted to Trent from the moment we met, and I always suspected that he felt the same about me. Only once did we express our feelings, and all that happened was a little kissing and rubbing and wanting more. We decided to stop and did—and I’ve regretted it ever since.

  One night when my husband was out of town Trent came to our house. He and his sometime girlfriend had gotten into a fight and he didn’t want to stay at his apartment out of fear she would show up. He asked if he could stay at our place.

  I started tingling. I knew something would happen that night. I told him I wanted him to take my bed and I would sleep in my son’s room. “There’s no way I’d be able to sleep in your bed without you in it,” he said. “I’ll take the couch.”

  I could feel myself flush. I tried not to look him in the eyes. I was afraid of what I might see. My stomach started doing very strange things. I told him it was up to him, and then I went to bed. But how could I sleep knowing Trent was right in the other room?

  After a few hours of vainly trying to sleep, I got up to get myself some food. Thinking Trent was on the couch sleeping, I didn’t turn on an
y lights, so I didn’t see him as I entered the kitchen. He had gotten a glass of water and was returning to the living room when he ran into me.

  As we both jumped in fright, the water spilled all over my shirt. My nipples were instantly hard. We stared at each other. Then Trent kneeled and started to suck my breast right through my shirt. I squirmed and, reading my mind, he took off my shirt and started sucking my nipples.

  Pulling his head to my mouth I kissed him hard, and we fell to the couch. Spreading my legs, he dropped his head between my thighs and teased my pussy with his warm breath. He touched me only with the tip of his tongue. I wanted him so bad I was dripping.

  I pushed him on his back and slipped off his underwear. It was my turn to tease him. His desperately hard cock looked wonderful. Starting at his swollen head, I began licking in circles down his cock. I could feel his whole body tense up. He moaned, begging me to suck him. He started giving me some juice, so I took him all the way to the back of my throat.

  Normally I don’t get off on giving head, but after waiting three years I wanted Trent, all of him, and I didn’t want him to ever forget. I began to suck him very slowly, stroking him as deeply as I could, while my tongue lapped circles on his cock’s head. All of a sudden he groaned and, pulling out of my mouth, came, his juices spurting over my tits.

  Hesitating a bit, he placed his fingers on my clit. He gasped when he felt how wet I was. I’ve seen some men who were horny, but the look of lust on his face was breathtaking!

  Unable to wait any longer, I pushed his face into my pussy. He started out slowly, licking and teasing my clit and forcing his tongue deep into my cunt. My stomach tightened along with my pussy. I didn’t want it to end, and it didn’t. I was in heaven! Then he turned me over and told me he would make love to me for hours. After waiting three years he was going to fuck me as long and as hard as he could. Did I mind? I told him I wouldn’t accept anything less!