Letters to Penthouse V

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  He began signaling a turn and pointing at us. Lee gave him the thumbs up. We got off the highway at the next exit and parked at a pulloff in some woods. Lee told me that he knew about this place from being a cop.

  I was still naked, and he was still stroking my pussy, when the car came to a stop. I noticed that there were a few other cars around. I didn’t notice that Lee had rolled down the window until I saw the truck driver standing by my side of the car, staring down at my body. I was by then writhing in a puddle on the leather seat as Lee continued to finger-fuck me.

  Slowly and gently the stranger reached through the window and touched my thigh. He looked at me to see if this was all right with me, and when I just sighed he slid his hand up my thigh to my waiting pussy. Lee withdrew his hand, leaving me feeling empty, but not for long. Our new companion replaced Lee’s hand, cupping my whole pussy for a moment and then softly slipping a finger inside. At the same time he pulled his stiffened cock out of his pants and began to stroke it.

  Lee got out of the car and walked around to my side. He asked the stranger to step to one side for a moment. He opened the door, guided me out of the car and asked me if I wanted a good fucking from this guy. When I said yes he suggested that I bend over and put my hands on the seat for support. I did, arching my back and offering my moist cunt and ass for the stranger to enjoy.

  Lee surprised me by pulling a bunch of condoms out of his pocket and handing one to the trucker, who accepted it graciously. I looked at Lee, who just smiled and shrugged at me. “I used to be a Boy Scout,” he said. “I’m always prepared.” Lee came back around the car, slid into the driver’s seat and turned sideways to face me. He unzipped his pants, unbuckled his belt, and presented his cock to my face. In this glorious position I was able to eagerly wrap my lips around his dick while the stranger pushed his rubber-clad dickens into my cunt.

  With the sun still beating down on my bare back, I started rocking back and forth between my two lovers. We got into a smooth rhythm that I wished could last forever. Nothing is perfect, though, and before too long I felt Mr. Trucker’s penis pulsing inside my pussy, and felt the tip of the rubber swelling with his load. Not long after that, Lee’s rod began to swell, and I knew that he was about to let go as well. I pulled his dick out until the tip just rested on my tongue, jerked him with my hand, and let him watch his sperm land all over my lips and teeth. When I had it all I licked it into my mouth and swallowed.

  I assumed at this point that our afternoon delight had ended, but when I looked around I realized that another stranger had been watching from several yards down the road. He shyly stepped forward. The first stranger stepped aside, and the second guy began to feel my heaving breasts.

  I stood up, turned around, and slid his sweatpants down over his hips, finding a nice hard cock tucked inside. Lee went and got his camera from the trunk of the car, and began taking pictures as I sucked candidate number two into my well-lubricated mouth. Lee stopped his camera work after a couple of minutes and handed me a condom, which I unrolled over the guy’s erection. This not only protected me, but allowed me to savor his delightful prick for a little longer. Still, it wasn’t long before he was close to coming, and I finished him with my hands so that I could pull off the rubber and watch his sperm spatter my breasts.

  My two strange fucks thanked me very politely and went back to their vehicles. Lee and I got back in his car and headed home. I never did get dressed, though, and all the way back Lee kept fingering my cunt.

  It was a glorious day, one I’ll never forget. I’m so glad now that Lee suggested I start keeping a journal of our experiences, because the three years that have passed since then have been loaded with such adventures, and I would hate someday to forget a single one of them.—L.B., Passaic, New Jersey

  SAFE SEX IS HOT SEX, ASSERTS A NEW CONVERT TO RUBBERIZED JOY

  It had been a fairly boring party. I had drifted in and out of half a dozen conversations, discussions I’d had before and will have again. Then a tall redhead spoke the magic word “sex.” My brain popped back into gear and I started to listen. The word “sex” had been preceded by the word “safe.” She was arguing that anyone with a little imagination can still enjoy a casual encounter and remain safe.

  I must admit I was attracted by the idea, as I hadn’t had any encounters, casual or otherwise, in entirely too long. I hung around to add my two cents on the topic. The party slowly died around us, and soon there were just the three of us: Tracy, her boyfriend Peter and myself.

  Once we arrived, Peter and Tracy began my lessons in safe sex. I was invited to undo the zipper on Tracy’s sexy dress, and she sensuously wiggled out of it while Peter went off to the bedroom. She had large brown areolae surrounding her nipples, and her breasts stood firm and high. Dull red hair showed in wisps around her cleft, and a little line of juice was flowing down her left leg.

  She invited me to sit on the sofa, and moved behind me. Bending over, she nibbled at my neck while unbuttoning my shirt. Her lips were soft and her wet tongue began to explore my ear as she undid my belt. Her fingers flicked over my hard nipples, blowing cool air into my damp ear. The bulge in my pants began to grow.

  Peter returned, and announced that the bedroom was ready. He came over and took off my shoes and socks while Tracy continued biting my neck, and I soon felt my pants sliding off.

  With a hand from Peter and a final lick from Tracy, I rose and followed them into the bedroom. Tracy went over to Peter and began to undress him while I sat on the bed. I was surprised to find that Peter was wearing red lace panties and black stockings under his pants.

  Tracy started another phase of the lesson by explaining that good safe sex was more than wham-bam-thank-you-ma’am. It’s slow and enjoyable, involving the whole body. She told me to close my eyes. I felt a hot, wet tongue at my ear again, and soft fingers lightly caressing my brow. I felt my feet being grasped and firmly rubbed. My head began to spin from the warm scent of Tracy’s breath. Her soft lips roamed over my face, neck and chest while the massage crept up my legs, relaxing my tensions and making me sigh.

  It was a unique experience, and my penis rose under my shorts as my lovers approached it. They stopped for a prolonged kiss above my pulsing prick. Then I was rolled over, and Peter’s strong hands continued rubbing upward until he could cover my ass with kisses. By the time my neck was being firmly rubbed by Peter, Tracy was circling my big toe with her teasing tongue, just like it was a cock.

  Part three was a demonstration that a rubber could be a superbly sexy toy. Still on my back, now without my shorts in the way, I watched Tracy begin working on my cock, teasing with her fingernails, lightly brushing my balls. I arched up each time she fluttered over my steaming sacs.

  Tearing open the package, she took the condom in her mouth, holding it in place by suction. Ever so slowly she descended toward my quivering cock. Working with finesse, she unrolled the rubber, pausing frequently to work back up to the tip, then back to the roll, licking carefully to be sure of a tight fit. Once I was securely covered, she turned to Peter and let me watch as she covered his shaft in the same way.

  I was soon rolled over and on all fours as Tracy crawled under me. Propping her head on a pillow, she began to play her tongue over my rubberized rod. With an expert cocksucker, a rubber is really no barrier to pleasure. In fact it can help to make it last longer. Tracy sensed my every twitch, and her timing was incredible. I kept building up, but she kept me just this side of coming for I don’t know how long.

  Somewhere during this, Peter returned. I felt fingers on my ass-cheeks, followed by the sensation of warm oil being spread over my ass and up along my back. Tracy was working in perfect harmony with his stroking hands, sucking on my rigid rod as my back and butt were pleasured.

  I was beginning to feel loose all over, cared for, paid attention to in a way that I wasn’t used to. I felt Peter’s weight on top of me, and then the hardness of his rubber-covered cock sliding between my cheeks and up the base of my spin
e. I clenched my cheeks to squeeze him more tightly.

  It was a dream come true, with a hot and skillful redhead giving me a slow, deep blowjob, while her stocking-clad boyfriend let me feel what it was like to have a dick and balls sliding all over my lubricated fanny. Sudden hard sucks from Tracy pulled my orgasm from me, and I gasped repeatedly as I came. Peter held my hips and pressed his hardness against me, increasing the strength of my contractions.

  When I finally went limp, Peter peeled my condom off and gently cleaned my softening dick with a warm washcloth. Tracy reached over to the night table and handed me a dildo. As her cunt was just below my face, I dropped to my elbows, my ass in the air, which let Peter know that his attentions had been welcome, and he went back to sliding up and down my ass-crack.

  I slowly inserted the dildo in Tracy’s wet and waiting slit. I was tempted to give a lick, but I stuck to the dildo for safety’s sake. I discovered a button on the end, and turned on the motor hidden in that counterfeit cock. I kept it to a slow vibration at first, and used shallow strokes. My thumb would carefully make contact with her clit every once in a while, and I felt her begin to wiggle below me. Soon all three of us were moving in the same rhythm, Peter’s dangling dong sliding smoothly, the dancing dildo just touching Tracy’s cervix, then out and in again.

  The bed was shaking, and Tracy began to move beneath me. With a cry, she bucked under me and came, over and over again, and I felt Peter speed up. Again, I clenched my muscles, giving him some friction to work with, and soon I felt the tip of his condom begin to fill with his hot spunk, his voice rising and falling in waves of ecstasy.

  Sex can be safe and great, and the gender of your partner is not the only thing to be concerned with.—R.D., Albany, New York

  Someone’s Watching

  BORN-AGAIN WIFE FOOLS AROUND; HE SAYS “MORE”

  My wife Sharon and I have been married for twenty years, and together for twenty-two. In her younger days my wife was very popular, and as a result had a number of sexual relationships. She was in such a relationship when we met.

  After nine years of marriage I started getting restless and bored with our sex life. I started reading Penthouse Letters, as well as other sex publications. We both got a charge out of them and they rekindled our sex life. We started sharing our fantasies with each other. My wife’s fantasies were all very laid back, while mine were a little on the kinky side.

  My prime fantasy was to see my wife fuck another man. We talked about this, and it was very arousing, but the fantasy lacked details.

  After a lot of discussion, Sharon said she’d like to try it, and we had to think who her new partner would be. It would have to be someone discreet and clean, maybe one of her earlier sex partners, maybe someone new.

  One night, while enjoying some sex play, she shyly mentioned our friend Thom. Thom has wanted my wife Sharon from the time we first met. Thom has dated one of Sharon’s close friends, and we have always talked openly about sex. He seemed a good choice.

  My wife called him on the phone that same night, about nine o’clock. To our surprise he answered, as he usually goes out. Sharon asked why he was home and he said Susan was sick and he was sitting home bored stiff. My wife told him the stiff part sounded very interesting, and to hold that thought and come over. He told her, “Don’t tease me; in my condition I might take you up on that.” My wife responded with, “Please do. You won’t be sorry,” and with that she hung up the phone and unplugged it.

  I wasn’t sure he’d come, but he was there in about thirty minutes. My wife met him at the door in a white shirt of mine, a white garter belt, tan hose and white high heels. She greeted him with a giant French kiss that about brought him out of his shoes. A really special night followed, but my wife told me the next day that she didn’t need or want any other dick in her pussy than mine. This was a letdown to me, and our sex life went back to the old routine.

  My wife returned to college and graduated with a master’s degree. She also started going to church, and was “saved,” or born again. This in itself put a lot of strain on our marriage, as I’m the same guy I’ve always been.

  My wife now has a job that takes her from Cincinnati to Columbus once a week with a co-worker, a two-hour drive each way.

  Sharon was doing the driving one trip. They had to gas up, and my wife got out and started pumping while Eli did some paperwork. He asked Sharon a question and, startled, she bumped the hose and sent eighty-nine octane flying everywhere, including on her brand-new dress.

  My wife is a natural blonde with very sensitive skin. She has a firm thirty-six-inch bustline and thirty-inch waist and is very healthy looking. Also at my request she wears only a garter belt to support her tan hose—no panties or bra—and high heel pumps. This dress code of mine is to allow me to fantasize about others maybe getting a peek of her private parts.

  Well, chivalry isn’t dead. Eli offered her his sport coat. Sharon still had to get out of her gas-drenched dress. To make matters worse, it was about ten at night and there was no place to buy anything new. The sport coat was going to have to do. Sharon now had to explain to the professor about her dress, or lack of, and why her kinky husband asked her to dress that way.

  He said he understood and not to give it another thought. Sharon headed for the ladies’ room to wash off. She was able to get quite clean and with a little perfume was good as new—or better, being without a dress. Now, my wife is only five feet tall, and Eli is himself about five foot seven, which allowed very little material to cover my wife’s nakedness. The coat just barely covered my wife’s pretty little pussy, and anyone close could see the naked skin above her tan hose. When she was sitting behind the wheel and shifting gears, one can only imagine the beaver shot she would be giving the young professor.

  My wife said the professor about swallowed his tongue when she got back in the car, and this, while being embarrassing, was also very arousing to her. Remember, this is a church going Christian girl of thirty eight years of age.

  My wife said that Eli could not keep his eyes on anything but her, and knowing this good-looking guy was able to see anything he wanted was making her hotter than tolerable. She told him this and asked him to turn out the map light.

  Sharon said they pulled off the interstate to regather their composure. This proved to be the worst thing they could have done. Eli started rubbing himself, and this really excited my already horny wife. Soon they were both masturbating while watching one another. When Eli pulled his dick from his pants, my wife could not believe the size of his sex-root. She said that compared to my six-and-a-half-inch dick this one must be eight inches long and seven or eight inches around. The sight of this huge dick was just too much for her to let alone, so she reached over to give Eli some welcome assistance.

  My wife loves to suck cock, so it was understandable that in a matter of seconds she had to have that male member in her mouth. At this point the professor leaned over and stuck two fingers in her steaming cunt. My wife informed me that his dick in her mouth was too much to let get away without being able to experience how it would feel to have this giant of a cock in her very wanting pussy, so they had to leave the car.

  They went to a grassy area invisible from the road, where this guy fucked my wife’s little tight pussy with that monster for what seemed to her to be much too short a time. My wife said that, even though she was very hot and wet, when he first pushed that dick between her wide-open legs it still hurt a little, but she had to have his organ inside of her cunt.

  When she told me the whole story, she said she had never experienced anything as overwhelming as being filled by his giant cock. She also told me that she had climaxed three times in that short period. She has never in her life had more than one orgasm in a single fuck session.

  It was good to know that we still had no secrets, or so I thought at the time. I told her I forgave her. I also found this incident to be very sexually arousing, and told Sharon I would love to hear more. The next week’s trip came a
nd I hoped to hear of some more sex advances, but when my wife came home all that was said was how much she loves me. This was nice, but I had hoped for something erotic.

  A few weeks went by, and my wife was in better spirits than usual. We enjoyed some good lovemaking, her story still fresh in our minds. One Friday, Sharon told me she was going out with her girlfriends Susan and Kris. This was not uncommon, but I happened to know that Thorn and Susan were going out of town for the weekend. I decided to see what was up, so I went to the local restaurant where she was supposed to meet her friends. Her car was there, so I decided to wait a while. Sharon was there only about half an hour when she came back out—not with her friends, though. Sharon was walking out with—that’s right—the professor.

  They both left, with my wife following him and me close—but not too close—behind them both. They drove to the country, and at that point I knew where they were headed, so I dropped a little way back.

  I parked my car a short distance up his long private drive and walked to the house. The lights were on, so I started snooping around. I went from window to window until I got to the patio. Music was playing and I could hear both of their voices through the sliding screen door. I could see inside without them discovering me, as by now it was about midnight and very dark outside. There was my Christian wife in a black miniskirt, a white, translucent, criss-cross, low-cut blouse with no bra, a black garter belt, tan hose and black high heels. This is not what she had on when she left home; she had changed at the restaurant.

  Through the door I could see them on the couch. He was kissing my pretty wife all over, but she would not let him kiss her on the lips. She kept telling him, “Love is for my husband, this is just sex—good sex, but nonetheless sex.” Eli pushed the mini up to her waist and fully exposed my wife’s pretty blonde pussy. He began probing her hole with his thumb while rubbing her clit with his forefinger. Sharon unzipped his fly and let out the biggest dick I’ve ever seen. I have never seen a dick so large in diameter in all my years playing sports, and now here was my wife rubbing and kissing this monster attached to another man. They were both getting hotter with every stroke. He pushed her back and planted his face in her pussy. She let out a sigh and pushed her hips solidly against his mouth. Eli then pulled back and started to shove his monster snake into my wife’s hot box. I thought, There is no way all of that will fit in this little lady’s pussy. Eli started going in very slowly, and as I saw the head go in, my wife’s mouth dropped open and she let out a long, guttural moan of ecstasy.

 

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