Letters to Penthouse XXII

by Penthouse International

  Jenny brought Ray into the living room, and they talked about school for a while. All the time it was very obvious that he was looking at her sexy bare feet, her long legs, and the empty bikini top. It was also obvious that Jenny felt very self-conscious without the foam-rubber falsies she usually wore. Still, she was looking very sexy, and Ray seemed to like what he was seeing.

  Finally she asked Ray to rub some tanning lotion on her. As she lay down on her back she spotted Cheryl’s vibrator, and glanced up at the balcony with a pissed-off look on her face. Ray pretended not to notice the vibrator, and began rubbing lotion on her tummy. As his hands brushed the lower edge of the bikini top, Jenny put her hands behind her head. “Maybe a little on my chest?” she purred, staring into his eyes.

  Ray smiled and slowly spread the lotion over her upper chest, then slipped his hand down inside the cups of the bikini top and ran his fingertips across Jenny’s tiny nipples. “Mmm, that feels nice!” she said, her voice cracking a little. “Are you disappointed?”

  It was obvious Ray was surprised at how flat Jenny was, but he smiled and said, “No, I just—had no idea. I’m a leg guy anyway, and yours are gorgeous!”

  Jenny glanced over to us again, a satisfied smile on her face. Now she began losing it as Ray continued playing with her nipples. He undid the clasp between the cups and pushed them off to the sides, baring her flat chest. Jenny’s tits are so empty that they disappear completely when she lies on her back, and she hates the fact that her ribs show where her tits should be. Ray was soon playing with Jenny’s pussy, having pulled the thin bottom aside to expose her dripping cunt lips, and Jenny was thrashing around, forcing her mound against his probing fingers. “Ohh fuck! Ohhh, I like that!” she hissed, and started pulling and twisting her nipples. In a moment she had an incredible orgasm, one of the strongest I’d ever seen her have.

  As Jenny collapsed with exhaustion, Ray removed his shorts and her bikini and spread her legs wide apart. He met no resistance as he first worked the head of his big cock around her wet cunt lips, then thrust it deep inside her. “Ohh, yess, yess!” she screamed. He continued fucking her fiercely for a good twenty minutes, as we took it all in.

  Harry and Cheryl looked at me a couple of times, as if to say, “Are you okay with this?” I just smiled and nodded. It was then I noticed that Cheryl had Harry’s cock out, stroking it, and that he was fingering her inside her shorts.

  Ray rolled Jenny onto her knees and told her to place her head on the pillow, then reached for the lotion and the vibrator. Jenny’s head-down kneeling position really put her ass on display, and we could easily see her dripping cunt lips and tight little brown asshole. Ray coated her ass with lotion, and she jerked whenever his fingers slid between her cheeks. He centered his middle finger right on her asshole and slowly applied pressure. “Ohhh, Ray,” Jenny moaned. “I’ve never done that!” He spread her ass cheeks, then guided his cock between them and slowly worked it deep into her ass. Jenny cried out a couple of times, but she accepted his thrusts wildly.

  After still another orgasm, Jenny finally lay still. Ray pulled his cock out and told her to lie flat on her tummy and spread her legs. He picked up the vibrator and worked it deep into her ass, then turned it on. “Whoaaa! I like that!” she giggled, moving her ass around. Ray got up then, leaving the vibrator inside her as he dressed, then casually left.

  Harry, Cheryl and I hurried over to Jenny as she turned over on her back and slipped the vibrator out of her ass. Harry’s eyes were on Jenny’s flat, titless chest. “Jeez, Harry!” Jenny yelled, “If you don’t like them don’t look!” Then she stood up and walked to the bedroom to clean up, with Cheryl right behind her.

  Harry and I had a drink and then another, waiting for the women to come back. They were gone well over thirty minutes, and I was sure I heard Jenny cry out a few times. When they came back Jenny was wearing jeans and an open blouse that bared almost her whole chest, and Cheryl’s top was undone also. She wore no bra, and her tits were tiny, but very pointed and cute. After some small talk Harry and Cheryl went home. When I asked Jenny what she and Cheryl had been up to in the bathroom, she just smiled and said Cheryl had been showing her a few tricks.

  The next time I saw Cheryl, at their place, she showed me what looked like a belt with a huge rubber cock attached to it. When I asked her who she was going to use it on, she grinned at me. “Mmmm, you didn’t know I liked ladies too, did you, Jim?” she said.

  “No, I didn’t,” I said. “But I like it!”

  “How much would you bet I could fuck Jenny with this?” she said.

  “I think you already did,” I said. “And next time I want to watch!”

  “Good,” Cheryl smiled. “Harry does too.”—J.D., Eugene, Oregon

  THE QUICKER PICKER-UPPER

  One lazy afternoon as my wife and I were lounging around, she started telling me how some guy had tried to pick her up earlier that day. Rhonda, who is a beautiful black woman of thirty-two, very sexy and youthful, had gone out to the supermarket, wearing this little short dress that she normally just wears around the house. The dress barely covers her butt, and if she bends over just the slightest bit you can see just about everything she’s got.

  I asked her if she had enjoyed the attention, and at first she denied it, but after some coaxing on my part, accompanied by a little fingering of her pussy, she began to open up telling me how this man had smiled at her and walked her out to the parking lot, helping her take the groceries to the car. She said the only reason she let him was that he was so good-looking.

  As she was talking I was running my tongue over her pussy, getting her very hot. “Ohh, that’s good,” she moaned, her hips grinding into my face as she lay back on the couch, I asked her to go on with the story.

  She said that when they had reached the car she bent over to place the bags in the back seat, knowing that he would be able to see her nice black butt. Then, when she got into the car, her dress rode all the way up, and the guy couldn’t take his eyes off her. She said she could see that he was very excited, and knew that she had better leave. When she reached the end of the story her pussy was very hot. She began to tense up, and then her body shivered and she screamed out in orgasm.

  For a good part of that night we had some great sex, and I told her how excited I was that she had received so much attention from a strange man, and how I would like to see that for myself. She liked the idea, and told me it made her excited.

  So what we decided to do was go out to a club, but to walk in separately, so I could witness how the men would go crazy for her. Two nights later we carried out our plan. Rhonda wore a short gray minidress with a split up the side, and a lacy top that showed her brown nipples. Underneath she wore only a little G-string.

  We drove to the nightclub, and when we parked she gave me a big kiss before we separated. I entered the club first and went directly to the bar. Rhonda soon followed. She looked very sexy as she walked in, and I could see that she was putting a little strut in her walk. As she passed me she gave a little smile and a little extra shake of her butt. She sat on the other side of the rectangular bar, near the dance floor. I ordered a couple of shots of tequila and sent her one via the bartender. Men were walking by, looking her over as she sat there. She downed the drink, ordered another for herself and drank that one too. After drinking it she went out onto the dance floor, shaking her ass to the music, her tight little dress clinging to her body. Her hips were swaying and she was shaking that ass, really putting it out there. Finally she began to dance with some guy who had been eyeing her. She moved in close to him and they ground their bodies together. She rubbed her ass against his crotch as he pulled her tighter. When the song ended she went to the bathroom, and when she came out she walked by me and threw her G-string in my lap.

  The man she’d been dancing with came over to her at the bar, and they ordered some drinks. She began to run her hand over his back, looking over at me and licking her lips. Pretty soon they went back to the
dance floor, this time to a less crowded area, where they began to dance close together. The man’s hands slipped under her dress, rubbing her ass, as she slid her hands up his shirt. They danced their way to a dark corner, where Rhonda unzipped his pants and pulled his dick out. At that point he led her over to one of the tables at the edge of the room. It was very dark there, and I got up and moved closer so I could see them better.

  The man sat down and pulled Rhonda onto his lap. I could tell she was adjusting herself over his click, while trying to keep a straight face so no one could tell what was going on. But I knew. She began to ride him slowly as he reached up and squeezed her nipples. Rhonda looked over to me, and smiled as she tilted her head back and increased the momentum of their fuck. He was licking her neck as she moved harder, slamming down on his dick. In a minute I could see their bodies stiffen, and I knew they were both coming. A minute later Rhonda stood up and walked out of the club, motioning for me to follow.

  We walked across the street to the beach, and Rhonda lay down on the sand. Spreading her legs, she told me it was my turn to fuck her. I wasted no time plunging into her hot wet pussy.—D.S., Monterey, California

  DEAR HUNTING SEASON

  It was that time of year again—deer hunting season. As usual, my friend Gary and I had made our plans and were looking forward to five fun-filled days of hunting, while staying at a great condo we had rented up north. But this was going to be a little different from past years, in that my girlfriend Ellen was coming along.

  The weather was super-warm this year, not a trace of snow. I got a small doe on our second day, but Gary didn’t have much luck. Until our fourth evening, that is. Then he had some damn good luck, but of a different kind.

  That evening Gary and I were sitting around watching TV while Ellen was taking a shower. When she was finished she joined us in the living room. She was wrapped in a long terrycloth bathrobe, with her hair in wet ringlets, and she smelled nice. Gary, being the gentleman he is, got up and got her a wine cooler, then sat himself on the sofa beside her.

  I’m not sure what started it, but after a while Ellen and Gary began to act kind of childish. They started by poking each other playfully, and then Gary was trying to tickle Ellen. The two of them seemed to be having a lot of fun there in front of me. As they playfully wrestled, Ellen’s bathrobe came open, exposing her creamy legs, and I caught sight of her brief panties.

  I had the feeling that the wrestling match was starting to get out of hand, but there was something fascinating about it. Gary was above Ellen on the sofa now. Ellen was laughing and giggling and trying playfully to escape Gary’s hands. Her robe was completely open now, her bra and panties showing. Gary got hold of Ellen’s hands. She could easily have pulled away from him, but she didn’t. Suddenly the wrestling stopped. Gary was staring into Ellen’s eyes. Slowly, very slowly, he began to lower his head. I could not believe what was happening right there in front of me. Ellen was allowing Gary to kiss her on the mouth, a long passionate kiss.

  Things quickly intensified now. One of Gary’s hands went to Ellen’s panty-covered crotch. Ellen squirmed under him as he rubbed her pussy, but still showed no sign of real resistance. Gary had no trouble getting a finger or two inside the leg band of her panties. I was really getting turned on now, watching my best friend and my girlfriend making out there on the sofa.

  I got to my feet and approached the two. I knelt by the end of the sofa and put my hands on Ellen’s tits, looking down into her eyes. Ellen let out a moan and arched her twisting body. If I had seen any doubt in her eyes I would have called a stop to this, even though I was now tremendously aroused. But the expression on her face told me without a doubt that she was having fun and enjoying what was happening to her.

  I now watched with enjoyment as Gary started to pull off my girlfriend’s panties. Ellen twisted and wriggled but also arched herself again, making it easier for him to pull them down, exposing her thickly furred twat.

  Gary wasted no time; his head went down between Ellen’s legs, and I watched with a hard-on as he began to eat her pussy and tongue-fuck her. Both of them were really enjoying themselves, and it took about five minutes for Gary to bring Ellen to a wild climax.

  Then it was Gary’s turn to enjoy Ellen’s mouth. I watched as she undid his belt buckle and unzipped his trousers. The trousers and his jockey shorts came down, and his long hard cock stood at attention. I watched as Ellen’s lips encircled that heavily veined peter. Ellen sucked, licked and tongued his long shaft. It was a fantastic thrill to watch another man fill my girlfriend’s mouth with a load of cream.

  My own cock was hard as steel, and I now took it out and moved around so that it was in front of Ellen’s face as she lifted her head from Gary’s crotch. She immediately took it all the way into her mouth and began to swirl her tongue around the underside. She knows I go crazy when she does that, and in two minutes I was spurting down her throat.

  Watching this had made Gary hard again. Ellen smiled at me as she mounted him and took his dick into her pussy, then began riding him. She still had her robe on, but it was wide open, and her sweet tits bounced up and down as she fucked my friend. She threw back her head and cried out as she came, and a minute later Gary came also.

  I may have gotten a deer on that trip, but it was Gary who got the real dear.—B.V., Lansing, Michigan

  BABYSITTER GOES BI

  My girlfriend Deedee and I have been dating for about three years. I am twenty-one and she is nineteen. Deedee has an older friend named Allison, for whom she often babysits. Allison is twenty-nine and divorced, with two young kids. Deedee and I often take the kids out with us when Deedee is babysitting. They’re both good and cute and no trouble at all.

  One Friday night in May, Allison called Deedee and asked if she could sit for her and spend the night at her house, because she was going to be out late. Deedee told her it was no problem, and that she and I would get there around five-thirty and keep the kids out of her way while she got ready. Which we did. Deedee and I were looking forward to a normal evening together, with no idea of what lay ahead.

  We took the kids to eat, then to the park, and over to Deedee’s to swim. We got back to Allison’s house around eight-thirty and put them to bed. They were soon both out like a light, and Deedee and I went into the living room and sat down to watch TV.

  Of course we didn’t watch for long. We soon started kissing and making out. Deedee said that I deserved a big thank you for helping her out with the kids. She then took off her shirt. She had no bra on, and she had a great pair of 36C tits. “Go ahead,” she said. “They’re all yours.” I began to caress them, then kiss them. I took turns sucking on her nipples, flicking them with my tongue. She loved it when I did that. Then she stopped me, looking into my eyes as she reached down and unzipped my shorts. She pulled them and my underwear down, releasing my stiff cock, which stood straight up. She took it into her mouth then, all the way, every inch of it, and then started licking it, kissing it, giving my cock and balls a good workout.

  Then she took my rock-hard cock between her tits and told me to fuck them just like I would her pussy. “I want your come all over me,” she said. I started to fuck her tits, and it was so good, feeling my hard cock in between her breasts. I wrapped my legs around her and started pumping hard, when we heard a car door slam outside.

  “Oh shit, she can’t be home!” Deedee said. She got up and ran to look out the window, and saw Allison and her boyfriend standing by his car. She told me later that they seemed to be arguing. Deedee turned around and motioned for me to hide. I moved swiftly, concealing myself behind some long drapes that covered part of one wall. Deedee frantically pulled her shirt on, straightened the sofa and sat down as though she had been watching TV for hours, as I stood behind the curtain with a hard-on. A moment later Allison came through the door.

  Deedee said, “Allison, you’re home early! What happened? It’s only ten o’clock.”

  Allison looked pissed. “The guy’s a
n asshole!” she snapped. She walked into the kitchen and asked Deedee if she would like a glass of wine. Deedee said okay. A few minutes later Allison came back into the room. She looked great in a blue leather dress that fit her like a glove. She set the glasses down and began to take off her pantyhose. Peeking through the drapes, I could see that she was wearing no panties. I think Deedee was as surprised as I was as Allison’s bare ass came into view.

  “So what happened?” Deedee asked again as Allison sat down on the sofa. Allison took a sip of wine, then started talking about how her boyfriend wanted to see other people. He’d told her that they could still date each other once in a while. Then he’d said he wanted to go to bed with her as a good-bye gesture, and she’d told him to stick it up his ass and take her home.

  Personally I thought the guy was crazy. Allison at twenty-nine was a great-looking woman. She had 38D breasts and great legs, and I had just seen that she had a damn nice ass.

  Allison took another sip of her wine, and then she started to cry. She wanted to know what was wrong with her and why she couldn’t keep a guy. At that point Deedee moved over to put her arm around Allison to comfort her. “Look, you’re a great mother,” Deedee said. “You’re in great shape, you have a great body, beautiful breasts, nice smooth legs, a nice ass. The right guy is out there, you’ll find him.”

  Allison was still crying, but now she rested her hand on Deedee’s breasts as she hugged her. Her hand fell between Deedee’s legs, brushing against her pussy, as if accidentally. After a moment Allison sat up, wiping at her tears. Deedee brushed her hair back, looking into her eyes and telling her that everything would be okay.

  Now Allison reached over and pulled Deedee toward her. I thought she was going to kiss her on the cheek, but instead she kissed her lips. They stayed that way for about ten seconds, and then their mouths opened, Allison’s tongue coming out to gently explore Deedee’s mouth.