Letters to Penthouse XXXXIV

by Penthouse International

  When I stopped shaking from my orgasm, Allison bent down to kiss me, slowly and deliberately squeezing me with her cunt muscles at the same time. This got me hard again in no time, and she began to ride me, slowly at first, then more quickly, and finally fast and hard. After a while I felt myself ready to come again, but then she stopped. “You’re not going to do that yet,” she said. She pulled herself off my dick, and in an instant she had climbed up to sit on my face. I got a firm grip on her ass and started licking her pussy. She rocked her pelvis back and forth, rubbing her clit against my nose. In a few minutes she came again, even harder than the first time. She had so much juice flowing out of her I could feel my ears getting wet.

  When she finished coming, she placed herself on all fours and said, “Fuck me from behind with your big hard dick!” So I got behind her and slid my dick into her oozing pussy. It was so wet that I slid right in, but it was still very tight. At one point, as I pounded her from behind, I experimentally smacked her ass. She must have really liked that, because she begged for more. I was pounding her and slapping her, and she was shouting with pleasure, her ass turning bright pink. Finally I pulled out and came all over her buttocks. I rubbed my come into the crack of her ass and fingered her asshole. She was going absolutely nuts. I got hard again and slid back inside her, and we fucked slowly this time until we both came again.

  The next morning I took her to breakfast and then home. I found out she was a snobby little rich girl who was actually quite a bitch. Although I saw her at the bar a lot after that night, I never messed with her again, nor did she seem too interested. A few weeks later I got back together with my ex-girlfriend Carol.

  —F.P., Galveston, Texas

  His Foreman’s Wife

  Three years ago I left my job in Florida to move out west. On my last day of work Jack, my foreman, invited me over to his house for a farewell dinner. It was a great meal. But the best thing about it was Jack’s wife, Alice.

  Alice was at least fifty-five, around twice my age. She wore a rather short skirt and high heels. Being a leg man, I was gratified to notice that Alice also wore stockings. When she sat down I was able to admire the dark nylon stocking tops, and the black garter straps stretched tightly across her beautiful warm thighs.

  At one point during the evening the phone rang. Jack took the call, and then informed Alice and me that he had to go to the office to take care of some emergency. Which he did, leaving me alone with his wife.

  After a polite interval I reluctantly got up to leave. I was pleasantly surprised when Alice approached me and gave me a quick kiss on the mouth. “I hope you didn’t mind me doing that,” she said.

  For reply, I placed a hand on each of her shoulders and kissed her passionately on the lips. She kissed me back. “I hope you didn’t mind that,” I said.

  “Not at all,” was Alice’s reply.

  As we stood close together, I dropped my right hand and reached for the bottom of her skirt, then slowly began to pull it upward. I wasn’t sure how she would react, but she just stood there, letting me do what I wanted.

  I began touching and fondling her above the knee. In no time my fingers reached the tops of her stockings. When Alice made no objection, I moved my hand higher. I swear her knees buckled when my hand reached her panty-covered pussy, and she closed her eyes. “Please don’t stop,” she said.

  My hand was in paradise as I felt the swollen lips of her cunt. We stayed in this position for about five minutes as Alice let me play with her wet slit. I wasn’t surprised when she reached under her skirt and pulled her panties down. She opened her legs and gave a little moan as my finger found the wet target.

  Well, I never did get to soak my cock in my foreman’s wife that night, but I sure did enjoy playing stink-finger with her. My biggest thrill was seeing Alice squirm and listening to her cries of pleasure as she shuddered through her wild climax.

  Alice apologized to me then, saying she could not allow me to fuck her. “But I can still make you happy,” she said, and I felt her hands undo my belt and pull down the zipper of my fly. A moment later I was receiving the best blowjob of my life, and it was a pure pleasure to fill my foreman’s wife’s stomach with my big load.

  Someday I really have to get back to Florida.

  —N.P., Portland, Oregon

  A Fun Fling

  My husband, Neil, loves it when I dress sexy for him, and he loves it even more when I dress up to go out in public. I must say I look pretty good for a woman of thirty-nine.

  Three weeks ago Neil and I went out. I wore a black leather micro-miniskirt that barely covered my ass, black thong panties, black stockings, and a black top with no bra. We went to a bar about half an hour away from our house and ordered a few drinks. Every eye in the bar was on me, and soon a gorgeous blonde guy came over and introduced himself as Brian. Out of sheer devilment, I introduced Ralph to him as my brother. Ralph didn’t know what to say, so he just went along with it.

  Before long Brian suggested we go to a disco across town, and I said Ralph would drive us. Ralph looked at me strangely, but said nothing.

  So we left, with Ralph driving and Brian and me in the back. On the way to the disco Brian began rubbing my legs and thighs, and then went higher. I knew if I tried to stop him Ralph would notice—and besides, I didn’t really want to stop him. By the time we got to the club his hand was on my crotch and I was soaked.

  At the disco we had more drinks, and I let Brian get a good look at my thong-covered pussy as I sat opposite him at the table. After a while he asked me to dance. On the dance floor he quickly began squeezing my ass, and I felt his cock pressing against my belly. He got me into a dark corner of the club, and soon he was fondling my tits also. Then his hands were under my skirt, pushing at the elastic of my thong, and I felt two fingers glide smoothly inside me. Several people around us were noticing by now, but I was beyond caring.

  Suddenly Brian stopped and led me into the men’s room, where he took me into a stall and locked the door. Here I was, a married woman and mother, in a bathroom stall at a nightclub with a virtual stranger!

  My skirt was halfway up my ass, and he pulled my tits out of my top so he could suck on them. I took his hard cock out of his pants and stroked it for a minute. Then I knelt down and began to suck it.

  After a minute or two he lifted me to my feet, turned me around, and leaned me against the wall so he could fuck me from behind. He pushed my skirt all the way up and tore off my thong. Then he spread my legs apart and entered me. I felt incredibly sexy and slutty as he fucked me hard. I was floating as my climax swept over me, and then I felt him shoot his come deep inside me.

  We were both gasping and sweating like mad. Brian pulled out, and we straightened ourselves up as best we could. When we walked out of the stall, there was Ralph, standing at the sink. He didn’t say anything, but I suddenly felt guilty and told Brian I had to go. He wanted to come home with me, but I said no and left with my husband.

  I wasn’t sure how Ralph would react to my obvious infidelity, but I soon found out. As soon as we got home he was all over me, and we had the best sex we’d had in months. It turned out that my fling with Brian had excited him, much to my delight.

  Last week Brian called me while Ralph was at work, and I met him at a local park in my car. We got in the backseat and he fucked me again, filling my pussy with come. I haven’t told Ralph about that episode yet; I’m saving it as a surprise for his birthday.

  —M.G., Houston, Texas

  Never Too Old

  Two weeks ago I took a trip to the West Coast to visit my deceased wife’s friend, Amy. I’m sixty-one, and Amy is sixty-three. Amy’s husband died nearly thirty years ago. We had seen each other maybe a dozen times since then, even less frequently since my wife passed on.

  One evening, as we were sitting quietly in Amy’s living room, I got up the courage to ask her a very personal question. I asked her if she’d ever had sex since her husband died.

  “Never,” was her
reply.

  Amy looks at least twenty years younger than her age, with a nice body and great-looking legs, so I was really surprised at her answer. “You mean to tell me a man hasn’t even touched you since your husband passed away?” I inquired.

  “Nope,” Amy answered.

  “I guess that means you’ve never touched a man either,” I said.

  Amy shook her head, smiling just a little. “I masturbate a lot,” she said, looking at me boldly.

  I knew that was the moment to try something I’d been thinking about for a long time. “I’m going to do something you may or may not like,” I told her. I was sitting next to her on the couch, and now I stood up, undid my belt, and unzipped my fly. With a jerk I pulled my pants down, then my jockey shorts, and sat down again. My cock was semi-hard. Amy was staring at it, speechless.

  “It’s yours, Amy,” I said. “Do anything you like with it.”

  “Anything?” Amy asked with a crackle in her voice.

  “Anything,” I repeated. “But let me tell you, if you don’t suck me off, I’m going to be very disappointed.” Seeing that she wasn’t shocked by that, I went on, “And let me tell you something else. If you do suck me off I plan on filling your tummy with my come. And after I do, I’m going to take your skirt and panties off and eat your pussy.”

  For maybe twenty seconds Amy just stared at my throbbing seven-inch penis, which was now standing upright, the head a bright purple, with a small amount of fluid at the end. “It’s beautiful,” she said finally, as she reached down to touch the head. Within seconds her fingers were wrapped about my stiff shaft. “It feels great.” Amy sighed. “I almost forgot what a man feels like.”

  I watched as she began to pump the foreskin up and down with a smooth rhythm. “I can’t take very much more, Amy,” I said after a few minutes. “Put it in your mouth.” Amy didn’t have to be told twice. She lowered her head and I watched her lips encircle my cock, taking at least three inches into her wet, warm mouth.

  Amy was soon sucking me like a pro; even after thirty years she gave great head. I climaxed quickly, filling her mouth. I enjoyed watching my wife’s best friend swallowing over and over as she took my load down her throat. Afterward she licked my cock clean.

  “Did you enjoy that?” I asked.

  “Mmmm yes. It was the greatest!” Amy answered.

  “My turn,” I told her. “Stand up.” When she did, I undid the small button at the side of her skirt, pulled down the tiny zipper, and let the skirt fall to the floor. I could see her dark hairy nest beneath her brief nylon panties. I wasted no time in pulling those panties down and off. Then I had her sit on the edge of the couch and open her legs. She had the thickest pussy hair I had ever seen. I was wondering if my tongue could find her slit through all that dense hair, but in no time my lips and tongue were glued to her clit.

  The only thing that was disappointing was that Amy exploded within a minute, her hips shooting upward to thrust herself harder against my hungry mouth. I wanted to eat her pussy some more, so I did, bringing her to two more climaxes before I quit.

  We didn’t actually fuck until the next day. I wanted to be fresh when I introduced my cock to her pussy. She liked it so much that the following night, when her neighbor Phil came over, we ended up having a threesome. Phil and I had a great evening fucking Amy’s mouth and pussy, and Phil even filled her asshole. I had the feeling that after my visit was over, she and Phil would become a regular couple. All of which goes to show that you’re never too old!

  —D.F., Springfield, Illinois

  Party Favors

  I don’t often take risks, unless there’s something I really want. When my cousin talked me into going to a party with her, I didn’t think there would be any fun in it for me. But that was only until we got there and I saw him standing across the room. Within minutes, our eyes met and I knew this would be a chance to let my hair down and have some fun.

  I was going to ask my cousin to introduce us, but she had disappeared with one of her friends. Feeling this guy’s eyes on me, I suddenly felt flushed. I walked out onto the terrace for some fresh air. When I heard the door open and close behind me, I knew it was him.

  His arms came around me as I turned, and he said, “I didn’t know if you were going to come back, so I thought I’d follow you.”

  Looking into his deep green eyes, I knew what was going to happen. From the look in his eyes, he knew, too. Not caring about anything but how this man was making me feel, I watched him bend his head toward mine. Our lips met and suddenly nothing else existed. As our tongues came together our passion exploded. We broke apart only long enough to unbutton each other’s shirts. When his bare skin touched mine, it drove me crazy with need. His searching lips made a path from my mouth down my neck, and he pulled my shirt open. I pulled his shirt out of his pants so I could touch more of him with my trembling hands. His hands explored my body, and then he lifted me and I wrapped my legs around his waist.

  Never before had anyone made me feel like this. I’d forgotten where I was, forgotten that someone could walk out and catch us at any minute.

  With my back against the wall and my lips on his, he let me down and lifted my skirt so he could grab my panties and pull them off. Before they hit the ground, his penis was out of his pants and thrusting toward me. Taking it into my hands, I began stroking and teasing him just as someone opened the terrace door. My hands fell away from him and he thrust himself inside me. No one came out, though. I guessed they just wanted to let some cool air in. Gasping as his mouth returned to mine, I forgot about everything but what was happening between me and this mystery man. I met him thrust for thrust. When I heard laughter coming through the open door, it made me feel wanton, lent an edge to what we were doing. I was so excited by the thrill of possible discovery.

  Thrusting faster and faster, we climaxed together. Breathlessly holding each other in the aftermath of what we had just experienced, we started laughing, unable to believe that we’d had sex where anyone could have seen us. For the first time in my life, I had acted without thinking about the results of what I was doing. It felt damn good, and I had no regrets.

  We straightened our clothes and walked back into the party. I held his hand and followed him through the living room and into the hallway. We kept walking until we found an empty room, away from the rest of the party, a combination study and bedroom.

  I followed him in and closed the door behind me. The next thing I knew, we were in each other’s arms again. Kissing him seemed as natural and necessary as breathing to me. I just had to do it. He unbuttoned my shirt as I groped at his, pulling it off over his head. When my shirt finally slipped from my arms, we couldn’t get enough of each other. Once we started kissing we didn’t want to stop. He reached behind me and unzipped my skirt. I kicked it off along with my shoes.

  He unfastened my bra and I dropped it to the floor. I stood in front of him wearing just my panties and stockings. I reached for the top of his pants to undo them, then slipped my hands inside and pushed them down far enough to release his penis. I gasped as I felt the length of him against my stomach. He stepped away from me just long enough to pull off the rest of his clothes, and then his arms were back around me.

  I reached between us and grasped his cock, and had a wonderful feeling of power as it hardened in my hands. He was unable to stand this sweet torture long, and soon pulled my hands away and began to work on me. One of his hands made its way down my body, driving me slowly crazy, for I knew exactly where it was going to stop. My knees were growing weaker by the minute, so I held on to his shoulders as he slipped one finger inside me. I thrust my hips against his hand as his fingers did amazing things to me.

  When I could stand no more I cried out and he swung me up into his arms. I assumed we were headed to the bed, but instead he carried me toward the desk. With one quick swipe of his arm he cleared the desk of its books and files. He pulled my panties off, tossed them aside, and placed me on the desk. He stood between my
legs, looking at me, and suddenly entered me with one hard, fast motion. I wrapped my legs around him so he couldn’t pull away, and rose to meet his every thrust. I kissed him like I’ve never kissed anyone before. He put his hands on my hips to pull me closer and pressed his cock even deeper inside, and I was overcome by the most incredible orgasm I’ve ever experienced. Just then, he reached his climax.

  When we were finally able to speak, he said in a husky voice, “By the way, I forgot to mention, my name’s Mark.”

  Laughing at the way he put it, I said, “Well, we were a little busy. I’m Jo.”

  He then surprised me all over again by lifting me off the desk and carrying me to the bed. “Don’t you think it’s time for us to try this in the more traditional way, Jo?” he asked as he got on top of me. I laughed and agreed, and then rolled him over so that I was on top. I started kissing my way down his body, using my tongue to drive him crazy. Brushing up against his penis, I felt him shudder and looked up into his eyes. What I saw there made me smile. I kissed his inner thighs, making my way to what I was really seeking. He groaned in frustration when I kissed him lightly. Knowing he wanted more, I took him into my mouth. He soon drew me back up and gave me a hungry kiss that spoke volumes of his need. Turning me over onto my back, he began sucking my nipples. Just when I’d think he was done, he’d go to the other and take it in his mouth, sucking until I could hardly bear it. He made his way down my body until he stopped suddenly and looked up at me. Knowing what he was going to do nearly drove me over the edge. He lowered his head to my very essence and I jumped at the touch of his tongue. There was no way I could stop the amazing things he was making me experience. I knew I would always remember this wild, erotic night. Finally I couldn’t take any more and I grabbed his shoulders and pulled him back up to me. I brought his lips to mine as my arms encircled his neck.