Letters to Penthouse XXI

by The Editors of Penthouse Magazine

  I put my hand around the dildo between my legs and imagined I was a man fucking Connie. The power was awesome. I steered the cock up to her G-spot and drove her over the edge in a violent spasm. Her pussy squirted on “my shaft” as we fell again into a sweaty heap.

  I wasn’t done. I had this beautiful woman underneath me and continued rocking gently inside her. Connie, sensing my desire, reached out for me and stroked my crotch from behind, marveling openly at my wetness. She slid her finger from one end of my crack to the other, and soon found and was playing with my ass. I whimpered while still fucking her.

  She asked if I liked what she was doing. I moaned yes. She asked, “Do you want your ass fucked, baby?” Still stroking her, I moaned yes again.

  Before I knew it, Greg was behind me on his knees, and Hal handed him a bottle of lube. Greg pulled closer to me, and I was sandwiched between him and Connie, still on her back with “my cock” in her. Connie’s long, slender fingers spread my ass, and one dipped deep inside, preparing me for her husband’s cock, then withdrew.

  Greg penetrated me with his long, hard shaft, and I moaned. The sensation of his cock in my ass took my breath away. I can’t describe the feeling of a woman’s hands guiding another man’s dick in my ass. I looked over to my husband and saw that he was completely thrilled. He came over and kissed me. Together, we began licking Connie’s nipples.

  Greg fucked my ass in earnest. Hal lifted Connie’s shoulders to give her a better view. She unbuckled my strap-on and took it off me while Greg continued fucking my ass. Hal and Connie, wildly aroused, crawled around beside us and urged Greg and me on.

  My fingers found my swollen clit, and I stroked it rhythmically as Greg pulsed in and out. On each stroke his hips hit the back of my ass—he was in as deep as he could go. My finger became a blur, and I let loose with a screaming orgasm. Greg, still pistoning my ass, collapsed on my back.

  When I came to my senses, Greg had gone to wash up and Connie was rolling me over and kissing my waist and thighs, dragging her long dark hair around the inside of my legs and stomach. She teased me like a pro, kissing everything but my pussy while keeping hers out of reach.

  Aroused by the touch of Connie’s hair and kisses, I wiggled to get her mouth on my pussy. Finally Hal pulled her between my legs, showing her how to eat me so I would come without any effort. He guided her tongue, and she began with light, swift licks as he suggested. Soon her mouth was in close touch with my cunt, and the licks became firmer, the strokes longer.

  Hal directed Connie’s long red-nailed finger inside, without interrupting her hot mouth. He knew this was all it would take, and soon she also knew how to get me off. With her soft hair and warm mouth between my legs, her lips, tongue and finger working together, I arched into a fantastic orgasm. Her face stayed between my legs as I gently worked back down.

  Greg, back from washing up, had watched the whole scene and was ready again. Hal, beside himself with what Connie had done, rolled her on her back beside me and started fucking her missionary-style. As I watched them, I was ready for more. I begged Greg to fuck me. His cock invaded my pussy as Hal pounded away at Connie. She and I lay shoulder to shoulder, each being fucked hard by the other’s husband.

  A night like that had to end in a hard fuck. Greg, still worked up from fucking my ass, pulled out of my pussy and came wildly. Hal stroked Connie to a dripping orgasm, then pulled out and came all over her. The four of us lay together in a pile, spent, stroking one another.

  We slowly gathered ourselves and went out to the pool for a cool midnight swim. Floating in the refreshing water, we relived the pleasures of the evening and planned our next dinner date.—L.N., Dallas, Texas

  HIS WIFE’S SLUTTY FRIEND LEADS THEM TO A NIGHT OF SWEATY SEXUAL BLISS

  Last month my wife and I went to a party given by acquaintances of her best friend, who works in the same office she does.

  Ginny, my wife’s friend, is single and quite attractive. She lives near us and is over quite a bit. She is not shy in the way she talks about her sex life, which appears to be reasonably active, or in her manner of dress, which can be quite provocative. She has a terrific figure and doesn’t hesitate to wear the shortest possible skirts and most cleavage-revealing tops. My wife has a great figure too but is more conservative. We have been married for five years, though, and I can testify that Delia is no prude.

  Ginny warned us that the party would be wild. We weren’t sure what that meant but looked forward to something exciting. The Friday night of the party, I was late getting home from work because of traffic. I found Delia in our bedroom. She had a robe on and was putting on makeup. I noticed a tad more eyeliner and shadow than usual, darker-red lipstick and stronger-smelling perfume. She smiled as I rushed to take off my clothes and shower.

  When I came out of the bathroom, Delia had already gone downstairs, having dressed faster than I would have expected. After dressing, I went down to find her. When I did, I was shocked. She was wearing a black leather bra top with a buckle between the cups, leaving the upper part of her large breasts exposed. She also had on a black leather skirt that stopped at mid-thigh and was held together by buckles that ran up the front of each leg. (I should note that she has terrific legs.)

  From the spacing between the buckles, it was obvious she wasn’t wearing panties or stockings. To top it off, she had on three-inch heels. The overall look was like a high-class whore. Seeing my face, she laughed, pointed at my erection and said, “This is going to be a night to remember, big boy.”

  As we left, I wondered whether she had shaved her pussy as clean as her legs. She usually keeps it trimmed but in bikini season often takes off all her pubic hair. She knows that that particularly turns me on. It didn’t take me long to get my answer. When we got in the car, her skirt hiked up, and as she turned, she bared her pussy, which was bare indeed. I couldn’t resist, and bent down and licked her. She shuddered and said it felt good. Yes, this would be a night to remember.

  We went by Ginny’s apartment to pick her up, and Delia got out to get her. A couple of guys were standing nearby. As Delia got out of the car, she spread her legs to give them a full view of her bare cunt. It wasn’t like her to be such an exhibitionist. The guys’ eyes expressed their astonishment, and they were still hanging near the car when Delia came down with Ginny.

  Ginny had on a leather skirt cut so high on her thighs, it barely covered her pussy. It had buckles like a garter belt, to which were attached the tops of fishnet stockings. She was also wearing three-inch heels, and she too has gorgeous legs. Surprisingly, she had on a light sweater. The guys let out catcalls and whistles. Ginny and Delia didn’t give them the time of day.

  After Ginny hopped in the back seat and we drove off, she took off the sweater. She had on a leather bra-type top that was not much more than some thin straps crossing over her lovely breasts. Her nipples, which were standing out erect, were fully exposed. She saw me looking in the rearview mirror and said she bet I liked what I saw. I’m quite familiar with Ginny’s body, as the three of us often hot-tub together at our house. She was looking especially hot this evening. Delia laughed and said she and Ginny had gone shopping together to pick out these outfits, and as usual she had made the more conservative choices.

  I asked Ginny what to expect at the party. She said she had met the host and hostess online and had been to one of their parties. It was truly an orgy. She went alone, got loaded and wound up fucking eight or nine guys that night—she lost count. By the end of the night she sobered up and realized it had been one of the most exciting nights of her life. She said she knew Delia and I weren’t promiscuous, but Delia had told her our lives were getting staid and needed a shot of something extraordinary.

  Delia asked if I was upset. I said I was surprised but not upset. I asked what exactly I should expect.

  “Everything and anything,” Delia said. “I didn’t dress like this just for show.”

  We were among the first guests to arrive. Our hostess, Rand
i, was wearing a sheer black net dress that left nothing to the imagination. She was an attractive woman in her mid-forties. Her husband, Tad, was gray-haired and distinguished-looking. He was dressed casually. Ginny had said on the way over that he was a wealthy investor and she was a lawyer.

  When we entered, Randi dispensed some pleasantries and gave a nod of approval at the way Delia and Ginny were dressed. Tad wasted no time taking Ginny by the hand to the open bar. We talked awhile with Randi, then wandered off as other guests arrived.

  The men were all dressed casually; the women, sexually provocatively—though none more revealing than Ginny and my wife. Within half an hour of our arrival, there were about two dozen people there. We talked with a number of couples. Delia and I were the only first-timers, and along with Ginny were the youngest. Most of the others were in their late thirties and forties.

  One room was set aside for dancing to a stereo and another for food. Ginny had wandered off, and Delia had gone over to the bar to get another drink and then had gotten engaged in a discussion with two men. I decided to check out the rest of the house. I went upstairs.

  I wandered past three bedrooms, each with a double or queen-size bed. At the end of the hall was what appeared to be the master bedroom. I thought I heard noise coming from there. The door was open. When I looked in, Tad was sitting on the bed nude and Ginny was bent over giving him a blowjob. His eyes were closed, so he didn’t see me. Ginny’s ass was fully exposed, as she was not wearing any panties.

  I watched for two or three minutes. Ginny had some mouth! She was able to take Tad’s nice cock all the way in. He then moved to lie on the bed. She kicked off her heels and mounted him. She eased herself down on his cock, then moved up and down. After a few more minutes, she began to shake as she climaxed, and shortly thereafter, Tad shot his load.

  I left before they saw me, though I doubt they would have cared if they had. When I got downstairs, Delia was dancing closely with one of the men she had been talking to at the bar. He had his hand on her ass, and she was grinding her crotch into his cock. I had never seen her dance that way with someone else.

  A woman I didn’t know came up to me and asked me if I would like to dance. She was wearing a see-through top and a long skirt slit high up her thighs. As we too began to slow-dance, she motioned and said that that was her husband dancing with Delia. I said that the woman was my wife. She then pressed herself closer to me and said that that was nice.

  We danced that number and then a fast one. Her name was Margo. When the second number was over, I looked around and couldn’t find Delia. Margo explained that our spouses had gone upstairs, and asked if I wanted to watch. She took me by the hand, and for the second time I went upstairs. When we got to the top of the stairs, I saw Ginny walking out of the master bedroom arm in arm with Tad, our host. A male guest was approaching them.

  Tad moved away from Ginny, who winked at me as she grabbed the arm of the second man and led him back into the master bedroom. Tad stopped at the open door of one of the other bedrooms. Margo and I went past him and into the room. Inside, Delia was giving Margo’s husband a long, drawn-out kiss. As they kissed, he removed her leather top. She moved slightly away from him and began to unbuckle his belt. She was oblivious to the three of us watching them go at each other.

  The man played with Delia’s tits as she fumbled to get his trousers, shoes and underwear off. She fingered his cock to get it hard, then gave it several long licks. But she wasn’t into sucking him off. When she drinks even a little, she gets very horny very quickly, and now, having aroused Margo’s mate, she climbed on the bed and lay back.

  He mounted her immediately. It was the first time I had ever seen my wife and another man fucking. Tad and Margo were nodding approvingly. I was somewhat stunned. Delia was letting out sounds of pleasure. It didn’t take long for her partner to shoot his load. She seemed to have a small orgasm. Margo said that her husband tends to come fast but gets it up again right away. He pulled out, dripping on the linens.

  Delia still had her leather skirt on. Margo’s husband helped her out of it and then looked toward us. Delia too turned our way. At last she saw me, but she didn’t say anything. Instead she motioned for Tad. He came over to her immediately and rapidly took off his clothes. She fingered and then blew his cock until it got good and hard.

  Margo’s husband put his trousers on and came up to Delia and gave her a peck. He said he was going to get some others to get a piece of this new doll. He also said that Delia had whispered to him that she and her friend Ginny were interested in seeing who could get fucked by the most men that evening.

  Margo introduced me as the husband of “the doll,” then said it was my turn to get in on the action. While her husband went downstairs, she took me by the hand to another bedroom. She stripped me, then did her own striptease. She was totally the initiator, as I was still in shock about my wife having so quickly become such a tramp.

  Margo kept me busy for an hour. She was very talented, especially in using her cunt muscles. I must have come off with her three times. All that time, however, I was wondering what Ginny and Delia were up to. As I left the bedroom with Margo, I saw Delia in the next bedroom getting it on with two guys at the same time. I decided I wanted a drink, so I went downstairs with Margo, who left me standing by the bar. For the next hour I watched the action downstairs as different men went upstairs, leaving their partners behind.

  I realized that of the women, only Ginny and Delia were upstairs. Finally they came down, somewhat cleaned up and dressed as they had entered the party. There was a collective cheer for them. Delia came up to me and said she didn’t know what had come over her but it had been one of the most exciting nights of her life. She hoped I could take it, as she still loved me very much, but she had always been envious of Ginny’s promiscuous ways.

  Shortly thereafter, the three of us left. I was pretty silent on the way home. Ginny and Delia counted how many men they had each had. Ginny got up to ten; Delia could remember only eight. After we dropped Ginny off, Delia told me that one guy had a particularly large cock, which really got her going. If it was okay with me, she said, she planned to call him for a date. I shrugged my shoulders.

  When we got inside the house, I asked Delia if she could go at it again. Her flagrantly promiscuous behavior turned out to be an unbelievable turn-on for me!—J.N., East Stroudsburg, Pennsylvania

  A NIGHT HE MIGHT RATHER FORGET BECOMES AN EVENING TO REMEMBER

  I’d tried to come up with a good excuse to get out of going to a party given by a business associate I wished to avoid. I also knew there would be others whom I didn’t wish to risk offending, so in the interests of social protocol I showed up with my wife Heather.

  The evening turned out to be a delight thanks to the presence of people whose company I truly enjoy. My acquaintance Harold was accompanied by a ravishingly beautiful long-haired brunette whom I correctly assumed was his wife. She was just one of several eye-catchers who were attracting lascivious stares that night. Dozens of low-cut silk evening gowns and slit sheath skirts revealed scores of shapely female limbs, making the gala affair a paradise for seeing some well-bred tits and ass.

  As the evening progressed into an eighty-proof babble of slurred speech and obnoxious puns, Harold and I stepped out onto the lawn. Glancing quickly around to see who might be lurking, I discreetly lit a joint, took a drag, then handed it to Harold. We sat on a lawn bench taking hits.

  “You have a beautiful wife,” Harold remarked.

  “You haven’t done too badly yourself,” I replied.

  “Ain’t she something? Fucks like a mink too.”

  “You’re not worried leaving her alone in there with all those predators?”

  “We have an open marriage,” Harold volunteered.

  “You’re kidding . . .”

  “Ever tried it?”

  “No.”

  “Ever consider it?”

  “What are you driving at?” I asked.

 
; “I spoke with Jennifer a few minutes ago. She thinks you’re a good-looking guy. And I should mention that Heather looks pretty good to me.”

  “She’s had a bit too much to drink, Harold.”

  “Oh, I don’t mean tonight necessarily. I’m just checking to see which way the wind is blowing.”

  “Our relationship has always been monogamous,” I said.

  “That’s cool. I just wanted to let you know that you and your wife have a standing invitation if you ever decide you might be interested in trying something new.”

  I had no intention of ever mentioning the subject to my wife, but as we were getting ready for bed that night I let it slip out.

  “You’re beautiful,” I said. “Harold thinks you’re beautiful too.”

  “Harold? Did he tell you that?”

  “He and his wife are ‘liberated,’ if you get my meaning.”

  “Fools,” Heather sneered.

  “And guess who got an invitation to join them?”

  “Us? Whatever gave him the impression that we’re into that?”

  “Nothing I said, I assure you.”

  We let the subject drop, and moments later Heather and I were having sex. When we finished fucking I turned off the light and we lay side by side in the dark. Heather was quiet and I supposed she had fallen asleep. But as I was dozing off she spoke up.

  “So Harold actually told you he thinks I’m beautiful?”

  “Uh-huh,” I mumbled groggily.

  “Interesting that he’d tell you that.”

  “Are you having second thoughts about his offer, honey?”

  “Oh, don’t be ridiculous,” Heather scoffed. “And please don’t tell me that you’re interested.”

  “Got you worried, haven’t I?”

  “You know I’ve always been open-minded about sex, but that doesn’t mean I’m about to go rushing into something wild and crazy.”

  The essence of Heather is her mystery. Trying to read her mind is like trying to decipher hieroglyphics. She’ll let you know in her own time and her own way what she’s thinking, if she feels like telling you at all. The following evening she casually made a suggestion.