Letters to Penthouse XXI

by The Editors of Penthouse Magazine

  Stroking her pussy lips sent a rush of excitement down my spine that lit a bonfire of need in my throbbing balls and gave me a cock as hard as a rock. I guess I went a little crazy. Bending down, I planted a hot kiss on her inner thigh just above her knee. She inhaled sharply as my lips touched her soft, silky skin. She began to rock her pussy harder as I kissed my way up her inner thighs.

  Slipping her bikini bottom off, I faced the pink, glistening lips of her pussy nestled in the dark hair of her bush. Burying my nose in that silky hair, I thrust my tongue deep into her juicy cleft, savoring her smoky love honey and inhaling its sexy aroma. My tongue, after plunging deep inside her several times, found her rigid clit and began to lick it. She twisted her crotch against me wildly as I tongued the sensitive button.

  As Lonnie became more aroused, her moans grew louder. Suddenly she grabbed two handfuls of my hair and pulled my face firmly into her pussy. Her smooth, soft thighs pressed warmly against my face. Her pussy lips seemed to seize my thrusting tongue, and her body went as rigid as seasoned oak. After a long moment she exhaled deeply and slowly began to relax. As she did, I tasted a fresh flow of the piquant love honey that seeped out of her juicy cleft.

  The urgent demands of my rampant rod could no longer be ignored. Mounting her, I slipped off her tiny bra. Those big twin beauties of hers popped free. I kissed them all over, going from one to the other, sucking her stiffly erect nipples and tonguing the tiny bumps of her large, dark areolae. I eased the red, swollen knob of my iron-hard cock between the juice-slick lips of her pussy. She bucked her pelvis into me as I pushed my meat deeper into her eager love tube. It was heaven sliding my cock in and out of that tight, oven-hot pussy. Her lunging hips met every thrust of my tool.

  She was too much. The walls of her vagina tightened on my cock, stroking it deliciously as I rode her. I couldn’t hold back. Suddenly I exploded into her. Squealing like a pig, I shot what seemed like endless wads of love cream deep into her wildly churning pussy.

  Drained for the moment, I lay back on the big towel beside her. But Lonnie wanted more, and she wanted it now. Cupping my limp tool in her soft, gentle hand, she skinned it back and began to lick the head of it like a kid with a lollipop. Her busy lips and tongue sent a surge of excitement through my throbbing balls and stiffened my somewhat debilitated dick. When it was good and hard, she wrapped her lips around the shaft and let her tongue flutter over the stiffening flesh, as softly as a butterfly’s wing. This quickly completed the rehabilitation of my dormant dong.

  Seemingly pleased with her accomplishments, she tightened her lips on my boner and began to bob her head up and down on it. It was a trip straight to heaven. Deep in my balls I felt the rush of a bone-crushing climax coming like an express train. All too soon I exploded, pumping gobs of thick come into her mouth. She swallowed every gushing spurt, except for a few pearly drops that ran down her chin.

  Gobbling my come seemed to turn her on. Swinging a shapely leg over my body, she knelt above me and lowered her juicy pussy lips to the head of my dick. Looking into my eyes, she gently grasped my limber tool and began to stroke it lightly. Her gentle ministrations quickly persuaded my slumbering soldier to stand at attention yet again.

  Lowering her honeypot to my dick, she buttered the red, swollen knob with pussy juice and guided my boner into her opening. Then, sinking down on me, she impaled herself on my cock, taking every inch of it into her hot, tight pussy. It was marvelous to be in her all the way. Reaching up, I cupped her big beautiful tits in my hands and lightly stroked her nipples. She bobbed up and down on me with a steady, driving rhythm like a rider on a smoothly running horse. Her snug pussy pumping away, along with the rhythmic contraction of its velvety walls, was too much for me, and I felt the rush of another huge climax coming on. I pushed a finger into her muff and stroked her stiff clit as she rode me. Her cries of passion rang in my ears as I shot another load of thick come into the depths of her volcanic pussy.

  Lonnie was the greatest. I love my wife and fuck her a lot, but I’ve never fucked anyone like Lonnie. I fucked her as often as I could during her visit. She must have really liked it too, because she stayed an extra two weeks.—J.G., Frankfort, Kentucky

  Different Strokes

  AT THE HALLOWEEN PARTY THE PIRATE BOINKED THE NURSE—BUT THEY WERE BOTH MEN

  It’s a Saturday night and my spouse and I are getting ready for a night out on the town. My routine begins with a warm bath. Next I shave my legs, do my makeup, then put on some sexy lingerie, followed by a short skirt and tight sweater. The ritual typically ends with me waiting for my wife, Nancy, to finish her primping.

  Are you confused? Probably not as confused as I was for a long time. You see, I’m a crossdresser. For years I shared my confusion and fantasies only with my wife. It was obvious that she was turned on by my fantasies, and eventually she dragged me out of the closet and liberated me by helping me to go out in public the way I’d always wanted to—as a woman.

  In the past several years we’ve settled into a routine. We got out as two girls looking for a good time. We’ve picked up guys at straight bars who never knew I was a man. The night usually ends with me watching Nancy get fucked by some really hot young studs. Sometimes I get to blow one or both of the guys. We explain that I’m on the rag, and don’t want to get touched “down there.” Other times we will pick up guys at a gay bar, and that usually ends up with both of us being well serviced. We have had plenty of exciting adventures, but nothing compares to my very first crossdressing experience.

  It was several years ago that Nancy asked me if I would like to make my fantasy a reality. She said if I was serious she could make it happen at the upcoming Halloween party that her friend Adrian was throwing. Adrian was an old pal of hers from high school who now lived in another town about fifty miles away. I had never met her, and since most of the other people at the party would be strangers to both of us, I was unlikely to be recognized. I reasoned that going to a Halloween party was a fairly innocent way of indulging my fantasy, so I said yes.

  When the night came, Nancy laid our outfits out on the bed. She had decided that we would both go to the party as nurses. After a hot bath, Nancy shaved my legs. Next she tweezed my eyebrows to make them more feminine. I didn’t need a wig, as I keep my blonde hair long. Finally she applied my makeup and painted my nails a hot red. Then we both got dressed. Nancy had purchased fake breasts for me, which she placed in the lacy white bra she fitted onto my chest. She had also bought some special panties, with a pouch that I could place my member in to hide the bulge. We followed this with white thigh-high stockings, a short white skirt, a white turtleneck top (to help hide my Adam’s apple) and high heels. Of course we topped everything off with a nurse’s cap.

  When I stepped up to the full-length mirror to get a good look at myself, I had to catch my breath, and I immediately started to get hard. I was now a female. I loved the feel of the nylons on my cleanly shaven legs. My special panties did their job and hid any hint of the monster they contained. Nancy smiled and handed me a glass of wine. “You certainly pass,” she said approvingly. “I think you’ll drive the guys wild tonight.” I told her I wasn’t sure how I would react if I was hit on. She replied, “Relax, and just don’t do anything you don’t feel comfortable doing.” As we polished off the wine I practiced walking in my heels. It wasn’t too long before I mastered a feminine gait. Nancy handed me a purse and we left.

  Nancy drove, as I didn’t think I would be comfortable driving in high heels. As we neared our destination she explained that she had told Adrian that I was away on business, and that she was bringing along a coworker of hers named Laura.

  When we arrived at the party we were met at the door by Adrian and her fiancé, Ralph. Nancy did most of the talking, as I was afraid my masculine voice would give me away. We eventually made our way to the kitchen for some drinks. On the way I heard several of the guys making comments to each other about me. I heard someone refer to me as the “new meat.” One gu
y actually grabbed my ass as I walked by. I was starting to feel like a young coed at a frat party, and I wasn’t sure whether I liked it or not.

  In the kitchen Ralph introduced to me his friend Lester, who was tending bar. Lester was a muscular black man who was dressed as a pirate. His costume accentuated his muscular build and his washboard abs. Unlike most of the other men at the party, he was very polite, and I felt at ease in his presence. Nancy and Adrian excused themselves to go to the buffet in the dining room. After a minute Lester said he needed to get some ice from the basement and would be back shortly. Ralph then introduced me to another friend of his named Mike, who turned out to be the jerk who had grabbed my ass. Mike grinned at me and said, “Wow, where has Adrian been hiding a sweet young thing like you?” I didn’t respond. I said I needed some air, and went into the back yard.

  Once in the yard I made my way to the gazebo. As I was fishing around for some smokes in my purse I saw that Nancy had placed a tube of K-Y jelly in there. This surprised me, and as I lit up a smoke I began to contemplate what I had gotten myself into.

  Just as I was finishing my cigarette, Lester stepped into the gazebo. “I figured you could use a drink,” he said, handing me a glass of wine. He then said that he was in on my secret, as Nancy had explained the whole situation to him. This surprised me again, but I felt a bit more comfortable, as I now didn’t need to put up a front with him. He sat down next to me and we made some small talk. I was so at ease in his presence that I did not object when he placed his hand on my nylon-encased leg. We continued to talk easily, while his hand gradually made its way up my thigh. Eventually he reached the top of my thigh-high stockings, and I felt the heat of his palm on my naked flesh. “Does it bother you that I have my hand there?” Lester asked.

  I hesitated. If I didn’t want this to go any further, now was the time to stop. But I wasn’t sure what I wanted. As I opened my mouth to respond, Lester leaned forward and kissed me, sticking his tongue between my lips. I instinctively kissed him back. The stiffness between my legs told me I had made the right decision. For what seemed like an eternity we were locked in a passionate embrace as our tongues explored each other’s mouth.

  Our attire left no doubt as to the roles we were to play. I was going to be his woman, and he was going to be my pirate. I placed my hand on his crotch and began to stroke his man meat through his pants. God, he was huge! As our tongues continued to dance together I pulled down his fly and undid his belt. Next I moved on top and straddled him. We ground our penises together, still kissing. Eventually I slid to my knees, but on the way down I stopped to lavish some attention on his marvelous chest. Spreading open his loose pirate blouse, I sucked on his nipples, and he started to moan with pleasure. Next I tongued my way down to his washboard abs and sucked on his belly button. His moans got louder, and I wasn’t sure which of us was enjoying this more.

  There was only one place to go from there. I leaned back and tugged his pants down. Several inches of his erect penis were visible above the elastic waistband of his underwear. He had to be at least ten inches long. I pulled his shorts down with my teeth, and his erect penis sprang free and smacked me in the face. We both let out a chuckle before I got down to business. I had never given head before, but being a man I knew what would feel good. His cockhead was the size of a plum. I was only able to get a few inches of his pole in my hungry mouth. His penis had a distinct, though not unpleasant, musky taste. I flicked my tongue around the sensitive spot just under the head as I bobbed on his member. With my right hand I jerked the base of the shaft. He was so wide that my thumb and forefinger could not enclose his ebony love stick. I tongued my way down his shaft and started sucking his balls. They were the size of tennis balls, and I could not suck them entirely into my mouth. Nonetheless, Lester enjoyed my efforts. I worshiped his anaconda for several minutes, alternating my attention between the head, the shaft and his balls. Then, as I returned to the head, he began to thrust into my mouth. I felt his big hands on my head, and again I began to bob up and down on him, this time in rhythm with his thrusting. Before I knew it I felt his penis expand, and I took in as much of it as I could as it spasmed and shot load after load of his salty jism into my mouth. I tried to swallow it all, but it was too much, and most of it spilled down my chin onto his shaft.

  After he regained his composure I licked his member clean. Then, as I looked up at him, he scooped some of his come off my chin and offered it to me. I sucked it off his ebony fingers as though each one was a miniature version of his penis.

  I didn’t want our encounter to end there. Lester’s still-erect penis told me that he didn’t want that either. I reached into my purse and pulled out the K-Y. I was glad that Nancy had packed it, as I knew I wouldn’t have been able to take Lester’s huge monster without lubrication. I gave his penis a kiss before greasing it up, then handed him the tube without saying a word. I turned around and leaned forward, my hands resting on the rail of the gazebo. Lester removed my skirt and panties and I stepped out of them. My hot, rock-hard penis was now exposed to the cool air. Lester placed a glob of lube on my ass and began to work it up into my rectum with his fingers. He eventually got two and then three fingers up my ass. After several minutes of this my sphincter was stretched pretty good, and Lester withdrew his fingers. He then placed the head of his penis against my hole. It felt massive. It felt like someone was trying to squeeze a watermelon through the mouth of a bottle. But Lester was gentle and considerate. He eased up the pressure before trying again. On his second effort my puckered brown eye opened up to admit its plum-crowned visitor. Still, Lester was only able to get in a few inches. He stopped and slowly withdrew, then pushed in again, this time gaining a few more inches. We continued this pattern of thrusting, resting, withdrawal and thrusting several times, until eventually, I had taken in all ten inches, and Lester’s huge scrotum was resting against mine.

  I felt so perfectly full. It felt like his dick was going straight through me and coming out of my mouth. I moaned with ecstatic pleasure, and Lester reached around and started to jerk my erect member as he began thrusting in and out of me. He used the precome that oozed from my penis as a lubricant for his hand. Each time he slammed into my ass, my penis was thrust through his fingers. He continued to jerk me off as his rhythm picked up and he started pumping into me harder and faster. He was fucking my virgin ass as though it was a pussy. I loved it, and was getting high from the pounding I was receiving. Since Lester had so recently come in my mouth, he was able to go for a long time. We had been going at it for at least twenty-five minutes when his hand left my penis and the tempo of his thrusting increased. He placed both hands on my hips and began to pull me up and down on his huge shaft. Finally he plunged himself more deeply than ever into my eager asshole, his already huge cock seemingly getting impossibly bigger. The head expanded as if someone was clenching a fist. I felt his member begin to twitch, and then his semen was coating the inside of my well-fucked ass.

  “Aww, shit,” was all Lester could say as he collapsed onto my back. I could feel his hot breath on my neck. I turned my head and we kissed. As I felt his penis shrink within me, he reached around, grabbed my cock again and resumed jerking me off. In no time I had one of the most intense orgasms of my life. As my penis spasmed, my sphincter contracted with each spurt. These contractions massaged Lester’s penis and, amazingly, brought that ebony monster back to life once again.

  I was now on the receiving end of the ride of my life. Lester alternated between humping me like a dog in heat and maintaining a slow, sensuous, loving pace. Since he had come twice he was able to go for what seemed like forever. During this time he continued to jerk me off. I came twice, my second orgasm finally triggering his own, and once more he deposited his hot man chowder in my dilated hole.

  We lay in a pile of spent desire as his monster shrank to its normal size. Finally he pulled out of me, and there was a loud popping sound as his cockhead emerged from my well-fucked anus. We both chuckled, and I turned
around and kissed him. I was exhausted and needed to sit down. Lester helped me to the bench and sat beside me, and we cuddled and kissed as his semen poured out of my enlarged asshole and stained my white stockings. Now I knew how my wife felt after a really good fuck. I also knew that I was hooked, and would be doing this again.

  When I finally returned to the house, Nancy met me with a big smile and asked me if the fresh air had done me good. All I could say in response was, “I feel like a new woman.”—Name and address withheld

  USING AN EAR OF CORN FOR A DILDO GAVE HER THE IDEA OF BECOMING A COUNTRY GIRL

  I arrived in Los Angeles on a Friday evening to visit my boyfriend Barry for the weekend. We had such a wonderful time together, our days and nights filled with hot sexual fun, that it was Sunday afternoon before I got the opportunity to show off my latest costume. This was my third trip to L.A. since he had moved there. The first time I had dressed up as a cowgirl, and the second time as a French maid, and now I was continuing with the tradition of wearing costumes for him, since we both enjoyed them so much. I put a lot of planning into them, and so far they had turned out very well, and always added some additional excitement to our sex life.

  So this time I was a country girl. Actually, the idea came about after an experiment Barry had me try with corn. One night I was talking to him on my cell phone while I was driving my car. When I told him I was on the way to the grocery, he told me I should buy some corn, and then use it as a dildo. He said he had heard it was supposed to be quite an experience. He wanted me to call him afterward and let him know how it was.