Letters to Penthouse XXI

by The Editors of Penthouse Magazine

  She smiled at me. Her hair was mussed up, the lipstick gone. “Fucking fantastic!” she said. “I came three times.” Then she pulled her dress over her head. The stockings and garter belt were gone. Her pussy hair was matted and her cunt lips were swollen. She moved over to the bed, climbed on and straddled my chest, with a knee on each side of my head. The aroma of sex from her pussy was overwhelming. She grabbed the back of my head, pushed her cunt into my face and ground it up and down. “You wanted this,” she panted. “Now lick me clean!”

  After I had eaten her to orgasm, she wiggled down my body and slid her sopping pussy over my about-to-explode cock. As she ground her clit into my pelvis she whispered in my ear, “If there’s one thing I like more than getting fucked, it’s getting fucked by two men in one day.” That caused me to blow my load deep in her pussy, adding my come to Don’s.

  Later on, as we cuddled, I told her how much I had enjoyed it, and that I would like to make it a regular thing. Kim laughed, “Believe me, it will be my pleasure!”

  For about a month we repeated that scenario a couple of times a week, and it was great. Then last week I told her that I wanted to get even kinkier.

  Her eyes widened. “How much kinkier?”

  “Well, your friend must have a friend. I want you to do two guys at once, and come back to show me the results. Can you do it?”

  She laughed. “I told you, I can do anything. I’ve always wondered what it would be like to do two men at once. I’ll check with my friend and let you know.”

  I didn’t let on that I was aware that she already knew very well what it was like with two men. I’m writing this now as I wait for her to return from her threesome with Don and, most likely, my friend Al.

  In a few weeks I’ll tell her that I want to make it a foursome—me being the fourth. I’ll let you know how it turns out.—C.P., Las Vegas, Nevada

  HE LOVES BEING CHEATED ON AND SEXUALLY DEPRIVED. AND HIS THREE WIVES ALL OBLIGED

  I believe there is nothing as erotic as a cheating wife. A woman who is sexual enough to run around on her husband is desirable beyond words.

  I have been married three times. My first wife, Jennifer, bared her breasts in public, had affairs and was made pregnant by another man. At first she was secretive about her affairs and would only go out with other men when I was out of town, but soon she started telling me about her lovers, and even invited me to fuck her minutes after they did—though she never allowed me to watch them. When she eventually got pregnant I was thrilled beyond words. I knew it was not mine, because she and I had not had sex for months, so here was absolute proof that someone else had been fucking her.

  I had encouraged her to flash in public, but had never had the courage to ask her to be unfaithful to me. I never had sex with another woman while we were married. I did not want an “open” relationship; I just wanted to be a cuckold, and I was.

  In time Jennifer and I drifted apart and divorced, but the intense pleasure of the excitement I had experienced at being cuckolded became necessary for my happiness. So when I met and married my second wife, Dorothy, her infidelity was a priority from the start.

  Dorothy was a flirt who hardly ever wore a bra. She was very open about her desires, and not only told me all about her sessions with her lovers, she also allowed me “sloppy seconds.” Furthermore, it was Dorothy who said something that would change my life. One night when we were having sex she asked me if I had put my penis into her yet. I asked her why she asked that, and she said that she could not feel me inside her, and that that was why she couldn’t come with me.

  It was very obvious that my penis was much too small for her, and for the first time in my life I measured myself. To my astonishment, I was only five inches long, which meant that most men had bigger dicks than I did. Dorothy started teasing me about my size, and eventually I was being nicknamed things like “Chief Little Dick” and “Short Stuff.”

  I took advantage of this circumstance to tell Dorothy that since I was so underendowed, she was welcome to have lovers—not that she needed my permission—and to cut me off as far as sex was concerned. And, she did. For the last nine months of our relationship, we did not have sex at all.

  Although Dorothy had really married me for my money, we had enjoyed each other’s company. But when, after a few years of playing the field, she decided she wanted more and more variation in her sex life, without being tied down to a husband, she dumped me. I had been cuckolded again, but this time with the new twist of being told my dick was inadequate. This was another pleasure I came to rely on.

  My third—and present—wife, Melissa, did not miss a beat when it came to nicknaming my penis. She calls it “Toothpick.” However, she is by far the most loyal and faithful of my wives, and our relationship has lasted the longest. Melissa likes to flirt and to show off her ample cleavage, but for the most part she’s remained faithful to me. This is annoying, but you can’t have everything, and anyway, I am working on it.

  But Melissa has brought a new pleasure into my life, and that is celibacy. A while ago I suggested to her that we stop having sex, since she thought my penis was not big enough anyway, and it might help us to grow closer in other ways if we were not hung up on sex. Melissa asked me if I was in earnest, and I assured that I was. To my delight, she agreed.

  I truly had wanted to give up sex, because the intense frustration that builds up when you crave something and don’t get it is sometimes better than the actual sex for me. My other idea was that it was the only way I knew to possibly get her interested in cuckolding me. I thought that if she got horny enough she might consider it.

  Well, about three months later, Melissa asked me if I really could accept her making it with another man. I assured her I could. For a few delicious minutes she teased me about the possibility of her following up on the idea. I was so excited that I nearly begged her to do it, but then suddenly she dropped the subject.

  I was devastated, and after that I did everything I could to put temptation in her path, in hopes that she would eventually give in. I encouraged her to meet her male acquaintances for lunch or dinner. If an old friend of mine came to town, or a business associate was available, I would introduce them and encourage them to socialize. But unfortunately, nothing happened for a long time.

  Then recently she informed me that she wanted to go out with a guy she had known for many years, but who had just broken up with his girlfriend. She didn’t say she wanted to have sex with him, but she did ask me if I was sure I would not be jealous if anything happened. I took a deep breath and said as calmly as I could that it was completely okay with me for her to do anything she wanted with this guy.

  The first time she went out with him nothing sexual occurred, but she told me she had flirted with him and kissed him once or twice. Now she is waiting to hear from him again. I don’t know if Melissa will finally cuckold me, but I am living in hope. For now, I still enjoy her remarks about my “toothpick,” and her showing off her cleavage and flirting and not giving me any sex. If she does eventually commit adultery, I will happily become a celibate cuckold for the rest of my life!—R.G., Provincetown, Rhode Island

  HIS SEXY WIFE NEEDED MORE THAN HE COULD GIVE HER, SO THEY BROUGHT IN SOME HELP

  Like a lot of other husbands who write to you, I love to see my beautiful wife showing off her body to other men. Janice is five-eight, one hundred twelve pounds and has long red hair that falls to her waist. She is twenty-seven years old, and her cunt just can’t get enough fucking. She loves it so much that I am not always able to keep up with her desires.

  We often talked about finding another man to share our bed, and finally we decided to try the ads in a swingers’ magazine. One ad caught our eye. It was placed by a man in his thirties named Seth, who said he had a nine-and-a-half-inch cock and a great deal of staying power. He wanted to fuck a beautiful woman, preferably married. We decided to answer the ad.

  I took several pictures of Janice, some in panties and some bare-assed, wi
th her legs spread wide. We sent them off with our reply, and included our phone number.

  A few days later the phone rang. Janice answered it, but put the call on the speakerphone so I could hear. It was Seth. He and Janice talked for a while as I listened. Janice told him she wanted a man for a long-lasting relationship that included plenty of fucking. She said her husband would be present, but wouldn’t interfere, though he might join in if asked. Seth told her she looked very sexy and very beautiful in her pictures. Then he asked her if she minded that he was black.

  Janice looked at me, and I shrugged. She then replied that she didn’t mind at all—that in fact, it turned her on.

  The two of them agreed that we would all meet at a cocktail lounge at a popular motel, and see if anything would progress from there.

  Janice dressed very sexily for the meeting. She wore a short, black wraparound skirt and a see-through white blouse, dark thigh-high stockings with fancy lace tops and open-toed pumps. Her lacy push-up bra really showed off her beautiful breasts, and the crotch of her thong panties only partially covered her thick red pussy hair. Her hair had been freshly styled and her nails freshly manicured. She looked absolutely ravishing.

  When we arrived at the motel lounge we found an empty booth and ordered some drinks. The lights were very dim, but I could see that Janice’s wraparound skirt had come partially open, revealing the crotch of her panties and some strands of pussy hair. My cock jumped immediately to full hardness.

  After a few minutes we were approached by a tall, neatly dressed, powerful-looking black man. It was Seth. He slid in beside Janice, and I got up to get us more drinks. I took my time, wanting to give them an opportunity to get acquainted.

  When I returned to the booth they were in the midst of a deep tongue-searching kiss, and Seth’s hand was at the crotch of her panties.

  Man, my cock got hard again watching them. When I sat down they broke the kiss, but I could see that Seth’s hand stayed where it was. We managed to make some small talk while we finished our drinks, but it was clear that both of them were anxious to go somewhere private, and so was I.

  Finally I went to the motel lobby and obtained a room for us. Once there, Seth and Janice immediately fell into a tight embrace. I took a chair off to one side of the room to watch the action.

  Seth went straight to work undressing my beautiful wife. He started with her skirt, unfastening it and letting it drop to the floor. Then he pulled her panties down and drank in the sight of her pretty red-haired cunt. The blouse and bra came off next, and she stood there naked except for her stockings and pumps.

  She then proceeded to undress Seth. When she pulled his shorts down, up sprang the biggest cock that I had ever seen. It was so big that I was concerned that it might injure her. But Janice didn’t seem worried; she gave a gasp and her eyes lit up at the sight of that big black cock.

  Now my wife lay back on the bed and spread her legs wide. The lips of her cunt were wet and shiny and swollen. The pink knob of her clit stuck out like a miniature cock. Seth bent down and licked her pussy, then probed it with his tongue, stopping only to lightly nibble and suck on her clit. Janice moaned and shrieked with pleasure.

  Seth then knelt between her legs and aimed the huge head of his cock at the opening of her cunt. I admit to a slight pang of jealousy at first, but at the same time I was fascinated by watching his cock sliding into her tight pussy. I took my own cock out of my pants and started stroking it.

  Slowly, inch by inch, Seth pushed that big black dick up my wife’s cunt. He asked Janice if she liked it and if she wanted more, and she answered yes to both questions. Finally, his cock was completely up inside her, his big ball sac resting firmly against the crack of her ass.

  He started fucking her slowly at first, then he gradually sped up the tempo. Janice was moaning. “Mmmm, good, yes, yes, yes!” she panted. “Oh, oh yes. Fuck me, fuck me harder, give it to me harder. Oh yes, that’s it, fuck me!”

  It was only then that I realized that he was giving it to her bareback. She had forgotten about the condom, or maybe she didn’t want him to use it. I could only hope the Pill was working. What if she got knocked up?

  “I’m coming!” Janice screamed suddenly. “Oh yes, I’m coming!” Seth grabbed her ass and held her firmly. Moaning loudly, he thrust his big cock all the way up her cunt, and his body jerked violently as he filled her with his hot seed.

  For a long moment they lay there, totally exhausted. Janice’s cunt was gaping wide open and his come was running out and down the crack of her ass, making a puddle on the sheets. It made such a sexy picture that I had to shoot my load right there and then.

  Afterwards I felt a little let down, seeing how satisfied my wife had been by that big black cock, especially when I heard her tell him that she’d just received the best fucking of her life.

  I guess Janice saw the way I was feeling. She came over and sat on my lap. Her cunt was still dripping with Seth’s come. She hugged and kissed me and told me she loved me, and I told her I loved her too. Then she asked if watching her fuck Seth had turned me on, and I said yes. With that she returned to the bed and sucked his cock until it was hard, and then they fucked again, every bit as hotly and passionately as the first time.

  They fucked five times before Seth said he had to rest for a while. Then it was my turn to fuck my wife while Seth watched. Her cunt was all sticky inside with the remains of Seth’s come, but it felt really good. I think I shot the biggest load of all time up her squirming pussy. Seth and I took turns fucking Janice the rest of the night.

  Seth spent several nights with us after that, helping me keep my wife’s pussy satisfied. Now we are thinking of finding more black guys to assist us in quenching Janice’s insatiable desires. I’ll let you know how that goes.—Y.B., Pittsburgh, Pennsylvania

  STOPPED FOR RECKLESS DRIVING, SHE PAYS HER FINE IN A VERY PERSONAL MANNER

  My wife Joan is thirty-five years old, a five-foot-three-inch dark-haired beauty with gorgeous 36C tits. She has a body that just screams out to be fucked. I have always fantasized about Joan fucking another man as I watched. My biggest fantasy was to see her take on a large black prick, but I never thought it would actually happen.

  Last Friday night we were on our way home after a night out on the town. Joan was driving, but we had both had a number of drinks and probably should not have been on the road.

  On this night Joan had on a black one-piece dress that was cut about eight inches above her knees, so that when she bent over the dress would rise, exposing her beautiful ass cheeks. Joan doesn’t wear underwear, so you can imagine the attention she attracts. It was about one-thirty in the morning and there were not many vehicles on the road. As she was driving I started playing with her pussy to keep her alert. I guess I did a good job, because she had several orgasms.

  All of a sudden we saw the flashing blue lights of a police car behind us. Joan pulled over to the side of the road. The police car pulled over as well, and a minute later an officer came over to our car, carrying a flashlight. He was a very tell black man in his mid-twenties.

  Joan was very nervous as he shone the flashlight on her, and she didn’t realize that her dress was still hiked up to her waist, exposing her dark-haired cunt. The cop said that we had been speeding and weaving in and out of lane. Then he asked Joan if she had been drinking, and she answered yes. The cop then said that he would have to arrest her on charges of driving under the influence, as well as indecent exposure and several other things. As he said this he was running the flashlight up and down her body, getting a good look at everything she had.

  Joan had started to pull down her dress, but now she stopped. Her nervousness was gone now as she saw where the cop was looking. She smiled at him and said, “But officer, couldn’t we maybe settle this some other way?”

  I was surprised and excited to hear my wife saying this. It was pretty clear what she meant, and it must have been clear to the cop too, but he wanted to make sure. “Just what are you
saying, ma’am?” he asked.

  “Well, just maybe you could handle the situation yourself, you know? I mean, I would be willing to do whatever you want, to make up for my wrongdoing.”

  The cop smiled. “Yes, ma’am, we might be able to work something out,” he replied.

  I could hardly contain my excitement. The thought of my beautiful wife fucking and sucking a black cock gave me an instant hard-on. If I had known what he had planned for her I would probably have come right there.

  The officer said he only lived a short distance away, and that we should follow him to his house. Joan looked surprised, but she agreed. As we followed his car, I felt Joan’s cunt and was amazed at the way her juices were flowing. She was more than ready for some strange cock, and I knew she had never had a black man before.

  When we got to the cop’s house there were two other cars in the driveway. Inside, he told us his name was Clark, and said he would be right back. He returned about five minutes later, followed by two more black men. I started to get a little nervous, but when I looked at Joan I saw that her eyes were lit up. She was obviously even more excited about having her cunt fucked by three black cocks than by one.

  Clark immediately took charge, asking Joan to get undressed. She quickly obliged, removing her dress and shoes. There was my beautiful wife, standing completely naked in front of three black men. Clark introduced his roommates as Greg and Jim, and all three of them now stripped down to their boxers.

  I could see Joan begin to breathe more heavily as she gazed at their muscular bodies. Slowly, she sank down to her knees. Clark approached her and she quickly reached for his boxers and pulled them down. As she did so, he asked her if she had ever been lucky enough to taste a black prick before. She said no.

  With his boxers removed, Clark’s cock was only inches from Joan’s mouth. It had to be ten inches long, and very thick. “Why don’t you take it in your mouth, baby,” he said. “I know you want me to fuck your face with my big black dick. Isn’t that right?”