He went on, “Your answer doesn’t have to be yes, and don’t let me pressure you into anything. I will understand if you say no.” There was a long silence.
“Would you have sex with me? I’ve always wanted to try it. And since I met you, I’ve had a special feeling for you. I think you’re very attractive, and we’re close friends. If it doesn’t work out, we could still be friends.”
I’m not gay, and at first I was hesitant, but when Joe’s big masculine hands went to work, I couldn’t resist.
He rubbed my chest and then stopped. “Do you want me to stop?” he asked.
“No,” I answered.
He undressed. I stared at him. He had a very handsome face and was clean shaven, with an extremely hairy chest for a seventeen-year-old. His arms and legs were hairy, and he had a lot of pubic hair. His cock had to have been at least ten inches. All these features on a very muscular body. I couldn’t stand it.
He walked to the bed, unbuttoned my pajama shirt, and took it off. Then he pulled down my pajama pants and threw them on the floor. He stared at my dick as it began to extend to a full eight inches. He brought his face down between my legs and gave me the best blow job I’ve ever known. After I came, he sat beside me. He reached over to the night table and got some Vaseline. He began to grease my cock up. Then he knelt on the bed and told me to stick my dick up his ass. Slowly I entered him. It was so tight, and it felt great. I started pumping my jism in his hole as soon as he began groaning. I went to the bathroom to clean myself off. When I returned, Joe asked me to grease up. Gladly I greased my hand and started to jerk him off. Then I knelt on the bed, Joe kneeling behind me. He told me to lower myself slowly on him. I was scared but soon relaxed when I felt his cockhead touch my hole. When he got his whole ten inches in there, he bucked and rammed and in no time he spilled his load. He cleaned off, and when he came back, it was still hard. After he got in bed, with no word said, I sucked his cock. I wanted it so bad. I sucked the head, then deep-throated him, and then swallowed his come.
I was exhausted and lay on the bed. He got in next to me and rolled on top of me and started to kiss me full on the lips, and we began Frenching. His lips were so soft. I just gave in and began kissing him. Joe and I converted from that experience on, and the two of us often have sex with some of the other guys at school.
If you have the urge for gay sex, try it with a friend. If it doesn’t work out, you can still be friends, and if it does, you get double pleasure.—O.R., Philadelphia, Penna.
LEAVES WIFE, RUNS OFF WITH BEST FRIEND—HIS
Boy, am I surprised! I have been reading Penthouse Letters regularly and never thought that I would have anything of importance to write to you.
I’m a six-foot-two-inch stud. Most people say, because of my blond sun-bleached hair, that I look like Robert Redford. I am happy with my eight-inch cock and firm build.
Brad, my best friend, and I are both twenty-four. We lived next door to one another as kids, and we later went off to a swanky college together. We were always roommates, so I had seen Brad’s beautiful body mature into that of a man. He has one of the largest cocks I’ve ever seen in any shower room. It’s nearly ten inches long and bigger around than my wrist. Brad stands five-foot-ten, with a firm swimmer’s body, jet-black hair—which he still wears long—and flashing green eyes. He has no hair on his body except around his cock. His smile could warm the coldest heart.
In college and up until I married thirteen months ago, Brad and I got more pussy than should be allowed by law. We were the college jocks and willing women were everywhere—shit, we are both handsome and frankly aware of it. As kids, we used to jack off together—but he always stayed in his bed and I remained in mine. I would hug him good-bye when he left to go home for a visit without me, but that’s as close as we ever came to affectionate displays for one another—other than playing around in the showers, when we would pop wet towels on each other’s ass.
We did meet some gay guys in high school and college. Some of them became our friends, yet nothing sexual ever happened with them and us.
When I married Nancy Ann, a beautiful doll with jet-black hair like Brad’s, he was my best man. Her family provided one of the largest weddings ever seen in the state. Nancy Ann had sixteen bridesmaids, and over two thousand people attended the ceremony and reception. The first ten months of married life were super great. Nancy Ann and I often fucked and sucked each other off three times a day during those first wonderful months. I suppose that it’s pointless to say that Brad was at our penthouse (paid for by Nancy Ann’s parents) at least six days a week. When Brad had a date, the four of us would go out on the town—and this occurred at least twice a week. After a while, Nancy Ann started getting on my ass about Brad being around so much. She started screaming at me, “You’re gay! You’re in love with Brad!” I slapped her around once for calling Brad “queer.” As a result, my marital sex life became nothing. I was so pissed off at the way Nancy Ann was treating Brad that I just couldn’t have cared less about making it with her.
About six weeks ago, Nancy Ann came up with the idea that she wanted to tie me to the bed. She wanted to have her way with my body, she said. I agreed to let her do it, thinking that it might save our marriage, for I really believed that I still loved her. So we talked it out in detail—and my cock got damn hard, too, as I listened to all the good things that she had planned for our evening of bondage.
We smoked a couple of joints before she had me lie on my back. She first tied my hands to the posts of the headboard. Then she tied my feet to my hands, leaving my ass wide open, up and ready for her not tongue, which she loved to use. Man, she gave me a tongue bath from head to toe such as I had never had before. I wanted to blow my cream, but she wouldn’t let me. Then, somehow, she worked herself between my tied-up arms and legs, placing her pussy right on my open mouth!
She was wet all over by then, and I was busily eating her out. I couldn’t understand how she was doing it, as my head was buried deep between her legs, but I felt something warm nudging at my asshole. The weight on the mattress shifted and I knew that someone else was in bed with us. I didn’t know what to do as I felt first one finger, then two, working deep within my ass. Hell, it felt super—until I realized that a cock had entered my butt opening. I couldn’t shout as Nancy Ann was pressing her pussy hard against my mouth. Soon the entire cock was inside of me, very slowly being worked in and out After a brief shock of pain, it became the wildest sex I had ever dreamed of. To my astonishment, I realized that I wanted that cock inside of me.
Then I felt Nancy Ann being pulled, away from me with such force that she fell against the wall across the room, and I heard Brad shout, “Okay, bitch, you set this up and now he’s mine!” I raised my head to see Brad’s beautiful mouth coming towards mine and he kissed me like I’ve never been kissed by any woman. As he returned to ass-fucking me, Brad somehow untied me. I wrapped my long legs around him and held him in my arms as he continued his long, deep, slow fucking of my ass. If ever two people were one, we surely were then. Brad told me when he was ready to come and we both shot off at the same time. He fell on top of me. His cock stayed deep inside me as we held one another.
By then, Nancy Ann was simply going crazy. She had talked Brad into what she thought would be “fun and games” for her, but her plan had backfired. Brad whispered into my ear that he had always loved me and no one else. I rubbed the come off my chest and onto my cock and slowly raised up Brad until he sat on top of me and I felt my cock enter his hot virgin ass. He and I must have fucked for more than an hour, neither of us wanting it to end, as Nancy Ann tore about the penthouse screaming, “Queers!”
Later, Brad and I showered together. Before we dressed, I walked naked to the bar and mixed us a couple of drinks, never saying a word to Nancy Ann, who was dressed by then. Brad and I dressed slowly, never taking our eyes off each other. He reached into my closet and began packing an overnight bag for me. He never asked if I was going home with him; he j
ust knew that I was and that I was leaving my wife forever for him.
As we left the penthouse that night, I held Brad’s hand firmly in mine. When she saw Brad with my overnight bag, Nancy Ann really went nuts. She began screaming at us, but we could not have cared less by then. We departed without saying a word to her.
Brad and I are still deeply in love with one another. We have bought a ranch and are building a house just for the two of us. My divorce will be settled soon and that will be that. You might say that this was one time a lady overplayed her cards! Otherwise, I doubt that Brad and I could ever have been as totally happy as we are now. So, ladies, think twice before you offer your husband’s body to his best friend!—Name and address withheld
SHE SEEKS SOLACE WITH BOYFRIEND’S SISTER; STAYS FOR SEX
My boyfriend likes to buy Penthouse and share it with me. He gets a particular thrill out of hearing me say how beautiful some girl’s breasts are or how inviting her pussy looks. Scott also gets excited when I see a girl in the street and tell him how sexy I find her. Although I couldn’t call myself bisexual, I feel I’m sufficiently liberated not to feel ashamed or guilty about acting like this to please Scott.
This little game goes on whenever we get together with his sister, Janice. Janice and I enjoy going along with the game, but we know if anything serious started, Scott would start feeling jealous and no longer be titillated by the whole thing.
Scott is in his last year of professional school and was scheduled to take a late flight to Chicago for a job interview. Janice, Scott and I went to a pub near campus and had ourselves a few beers. I don’t usually drink that much, but this was a special occasion and we were trying to make Scott more sure of himself for this interview. By the end of the evening, he was saying things like, “I know you’ll be up to something when I’m gone.” Naturally Janice and I caressed each other’s hair and held hands. It was not serious, however. Around ten, Scott caught a cab and headed for the airport. He had told us to check his mailbox while he was gone. We wandered over to the law building and went to his box on the second floor. Both of us were slightly tipsy and my bladder was about to burst. The closest place to go was a men’s room. Janice dared me to go in and suddenly I felt sexy and daring. We went in and I went over to the urinal as she guarded the door. I pulled my jeans to my ankles, pulled down my panties and stradled the urinal. As I held on to the separation and as Janice excitedly watched, I let a warm stream gush out of me. Some went down my thighs, but most of it flowed into the urinal, making a thunderous noise. Between the sound and feeling I closed my eyes and instinctively my hand went to my pussy to rub my throbbing clit. It didn’t bother me that Janice was watching me do this. In fact, I was all the more excited by her presence. As the stream stopped, I took the hand that I had parted my labia with and extended it to Janice. Without a word, she came over and we embraced. She opened her coat and her blouse, under which her breasts were bare. I had never seen them before. They were on the small side, with large, brown, pointed nipples. I hugged her and took her hand and placed it on my bush. Janice continued to rub me with her soft hands until after a few more minutes of heavy moaning, I came, my whole body shaking from the power of the orgasm.
Janice held me for a few silent moments until I began to half-laugh and half-cry. Then, as I held on to the sink nearby, Janice bent down, kissing as she went, to pull up my panties and jeans. We straightened ourselves up and exited, heading for her apartment. Janice drew a bath for me, which we both got into, and for the first time I saw Janice completely naked. She had a warm and inviting body, her skin was smooth and almost motherly. Her hips were full, and, my God, her pussy was incredibly hairy, covered in black silky curls. Needless to say we made love all that night, during which I, without any compunction, brought Janice to orgasm after orgasm with my fingers, my mouth, my tongue. She also excited me to higher heights, with, particularly, her tongue. None, however, was as powerful as that first orgasm. Janice’s fingers on my blond triangle have never duplicated themselves.—Name and address withheld
HE CAN’T RESIST THE BIG WHOPPER
Last Saturday evening one of the greatest experiences of my life happened, and I want to share it with you.
My sister Nancy, and her husband, David, my wife, Susan, and I went out to dinner at this really great restaurant in Malibu that we had all been wanting to try. The food was terrific, but David and I had a little too much wine. By the time we finally got home, David couldn’t even walk. So I had to almost carry him into the house, while Susan and Nancy drove the babysitter home.
We finally made it to the bedroom, and I just let him fall on the bed. As I began to take his shoes off, I decided to play a little joke on him and take off everything before the women got back. David was now completely out of it, and I started in. We had taken showers at the gym together before, but this really seemed different. I really started to get turned on.
I managed to get his shirt off without much trouble. His chest was really big, with dark-black hair all over it running down his abdomen and into his jeans. Once I got them off, I noticed he was wearing the bikini briefs Nancy had bought him last Christmas. They bore a message on the fly: Home of the Big Whopper.
At first I was afraid he would wake up. So I moved his legs around to make sure. Then I just laid my hand on top of his cock. It felt so neat to touch another man. I had really never given it much thought before. While I slowly removed the briefs, his cock sprang alive. He was always teasing Nancy about how big his cock was, but he wasn’t lying; he had at least eight-and-a-half or nine inches buried in black hair. His balls looked so perfect, I cupped them in my hands and gave each one a kiss.
I was so hot by now, my own cock was almost bursting out of my pants. I carefully put his cock in my mouth and just whirled my tongue around the huge shaft. What a great sensation! He started to move around. So I stopped and headed for the door. Then he said, “Tony, I’m really sick. Help me to the bathroom.” So I walked back into the room, helped him up, and started for the bathroom. He noticed he was naked and still had a hard-on with my saliva still glistening all around his shaft. He only laughed and said the damn thing would never stay down and hoped that I wouldn’t get too turned on. Little did he know.
We have since played racquetball at the gym twice, and I still can’t look at his cock without thinking of that night. Maybe we can switch off some evening. Susan is always telling me she would like to try something different. She and Nancy, David and I, but I doubt that will happen soon. However, I am surely looking forward to it. The best of both worlds. Everyone should at feast try it!—P.T., Los Angeles, Calif.
SEX-CRAZED STUDENTS IN ALL-NIGHT LIBRARY ORGY
I’m a student at a large midwestern university, but I have often wished I attended a school where all those wild sexcapades are said to take place. Or that’s what I thought until one night last semester.
Having a history midterm on a Monday morning, I decided to go to the library and cram for my test all day Sunday. I had been studying nonstop since early afternoon and had apparently dropped off to sleep at one of the corner tables on the second floor. When I suddenly jerked awake, I realized that it was eleven at night and the library was closed. Drowsily looking up, I saw three library aides staring at me, two guys and a girl. The girl’s name was Sue; the guys were Tim and Keith. They all just stared at me for a moment, then looked at one another and began laughing, too.
Keith stepped forward and said that this happened all the time, and that I needn’t worry about it. Then he asked if I would like to party with them. I said sure and asked them where the party would be. They answered in unison, “Right here.” We walked downstairs to the employees’ lounge. Tim opened up a small refrigerator and took out a case of beer, while Sue pulled out a bag of weed from one of the drawers. The three of them escorted me to the periodicals section, where we drank and smoked all there was. Everyone was really buzzed, and Sue was nuzzling up to me, driving me wild by nibbling on my ear, while Tim and Ke
ith just sat and watched with big grins on their faces.
Sue and I were soon into some pretty heavy petting. After a while, I saw that Tim and Keith were making out, too. I must have had a pretty strange look on my face, because Sue began laughing at me, and then took my hand and led me over to where the boys were. Deftly, she unzipped Tim’s pants, pulled out his ten-inch cock and began sucking on it. I really enjoyed watching her tongue slide up and down the long shaft. Suddenly, she stopped. As if by cue, everyone stood up and stripped in record time.
We all got comfortable again, and Sue started sucking Keith’s eight-incher. I just sat on a lounge chair, watching the proceedings and wondering if this was actually happening. Sue looked up and said, “I think you ought to finish what I started,” pointing to Tim’s considerable cock. Tim approached me and, before I had a chance to protest, he began slipping his cock into my mouth. I was scared shitless. I mean, I’d occasionally thought about making it with another guy before, and I’d had plenty of chances but always chickened out at the last minute.
If I hadn’t been so stoned, I probably would have run out now, but what the hell, I thought, and began to suck him off, getting as much of his code: as I could deep down my open throat. Still, I managed to get only about seven inches of it past my lips. I was truly amazed at how easy it was, especially since I gag even when I brush my teeth.
It wasn’t long before Tim started moaning and pumping his ass, furiously driving his banana all the way down my throat. His huge balls slapped against my chin with each lunge. I didn’t really know what was going on when he started gushing in my mouth. Then, before I had a chance to do anything, Tim pulled me up and started Frenching me, stirring his semen around in my mouth with his expert tongue.
Apparently, we had made quite an impression, because Sue and Keith were sitting bolt upright, watching us. Before I knew what had hit me, Keith began ramming his eight-inch cock down my throat, and Sue was eagerly attacking my own eight inches. Tim was at the end of the line, happily munching on Sue’s delicious twat, which I was to taste many times that night. I couldn’t believe that I was sitting there, letting some guy I hardly knew ram his dick down my throat, and that I was actually enjoying it. Keith spouted his load in my mouth; this time, I swallowed it and found that it wasn’t bad-tasting at all. A few seconds later, I discharged into Sue’s mouth.
Letters to Penthouse IV Page 13