Letters to Penthouse XXXIII

by Penthouse International

  Somehow she managed to maneuver us into 69 position while wriggling out of her shorts and pushing her panties aside. I fingered and ate her pussy till her whole body was shaking.

  She had my cock out now, stroking it. It felt even better when she sucked it. She didn’t let me climax, though. She pulled off me and took off her panties, so she was naked.

  I mounted her on the couch and rubbed my cock over her wet pussy before sliding in. I found out that she was a very loud fuck—moaning, panting, and yelling. After a while her legs wrapped around me, and it was just a matter of time before I shot my load in her. She slid her finger down to her clit and massaged it till she came.

  We took a shower together. Afterward, when we were dressed, she said, “You know what I have to say now, don’t you?”

  All I could think of was: “Let’s do it again.”

  “No, Alex,” she said. “We can’t ever do it again.”

  It was like she punched me in the gut. I didn’t know what to say.

  “You understand, don’t you?” she said.

  I didn’t, at least not then. I headed for the door.

  “Please don’t leave this way,” she said. But I did.

  Lying in bed later, I did understand. I just had to hope she might change her mind someday.

  When I got to work the next day, all the guys were leering, saying things like, “So how was it, lover boy?” I was ready. “You fucking snot rags,” I said. “You all know nothing happened, any more than it did with any of you morons.”

  They weren’t happy with me, but soon enough they were back to gossiping as usual about Margaret—just not when I could hear.

  Margaret and I became friends the rest of my time in college—close enough that I eventually found out she did have a boyfriend, one she didn’t see often. (And frankly I didn’t see what she saw in him.) When I graduated we meant to keep in touch, but you know how those things go. If she happens to see this, I want her to know I remember her—and I never told what went on between us, till now.

  Also, I did find out how old she was. I was shocked! But a gentleman doesn’t tell.

  —A.S., Calgary, Alberta

  You’d Be Surprised at the Quality of Help You Can Get These Days

  At 43, I shouldn’t complain about my life. My husband is successful, and unlike other well-off men I know of, he treats me and the kids (two teens) generously.

  If I have a complaint, it’s in the sexual satisfaction department. Barry just doesn’t give me much. So I’m left to get my own—at the risk of my marriage. And as you see, I have a lot to lose.

  Not long ago Barry and I attended a quite elaborate dinner party at the home of some wealthy friends. Their son was home from college. I’ve known Hank since he was a toddler, so it seemed natural to chat with him while Barry mingled with the other guests, many of whom were business associates.

  It didn’t escape my notice that Hank had grown into a good-looking young man. Apparently I wasn’t the only one “noticing” that night. As we talked, Hank checked me out in a way I had never noticed before.

  When he went to refill our drinks I undid three buttons on my blouse to give him a better view. When he got back, I saw him looking down my blouse several times. I teased, “What’s a nice young man like you doing looking down a married woman’s blouse?”

  Startled, he began muttering, “I, uh, I’m sorry, I really couldn’t help myself.” His face turned dark red.

  In a low voice I said, “Do you like my breasts?”

  “Are you kidding?” he said. “What guy wouldn’t?”

  “You know what I like?” I said. He didn’t, so I said, “Big cocks.”

  He started stammering again and excused himself. Shit, I thought, I blew it!

  Suddenly one of the waiters working the party was beside me, whispering, “If madam would like to check me out, I don’t think she’ll be disappointed. Perhaps we could find a private spot?”

  Now I turned red! When I got a look at him, I turned redder. He was about my age, and not that tall, but he was dark-haired and, my God, gorgeous. And even in his uniform you could see he had the body of a god.

  When no one was looking we slipped down a hallway and into a coat closet. While the party continued outside, the waiter looked at me and said, “You’re gorgeous.”

  I thanked him, and then he was feeling me up. I unbuttoned my blouse the rest of the way and unclasped my bra from the front. My breasts spilled out. As he chowed down on them, I caressed his crotch.

  “Didn’t you have something to show me?” I said.

  He was breathing hard while he feasted on my tits. I lowered the zipper of his pants. When I pulled his erection out, I was pleased. Although not enormous, it was large and thick enough to please at least this woman. I stroked it gently, and it twitched in my hand.

  “Slow down, stud,” I said. “We don’t want you shooting all over the guests’ coats.”

  “Perhaps madam would like to be serviced first?” he said, dropping to his knees.

  I parted my legs and sort of straddled him and pulled my panties to the side. He went to work, and he was good. I took his head and pulled him into me, clamping my thighs around him. He soon had me shaking and moaning. I couldn’t remember the last time I’d felt anything like that.

  Then he was on his feet. He turned me around, and as I bent forward, he lifted my skirt to my hips and, with my panties still pushed to the side, slid that cock into me with one strong thrust. I gasped. It’s a wonder no one ran to see what was going on in the closet.

  For at least a minute I moaned into a really expensive woman’s coat as he thrust in me. He came powerfully, then slipped out. I felt drops of semen drip to the floor as he withdrew. I righted my panties, and we returned to the party.

  No one seemed to notice our return! The rest of the night I felt the waiter’s jism wetting my crotch, and even leaking down my inner thigh. It was wickedly exciting.

  He slipped me his number, but I was afraid of getting involved, and caught. However, we have a formal affair coming up soon, and I wonder what kind of trouble I may be able to get into!

  —A.S., Bloomfield, Michigan

  A Lonely Older Woman, a Horny, Eager Young Guy. You Do the Math

  I am a 19-year-old college student. Last year, after graduating from high school, I had a job delivering newspapers. One of the customers on my route was a nice couple in their late 40s named Aaron and Elaine. They were pleasant to talk to, and they always tipped me well.

  Aaron worked away from home a lot, and Elaine often had me do some odd jobs for her when he was away. She paid me well, and usually gave me refreshments, and sometimes we would sit and talk.

  Elaine always dressed nicely, in skirts cut to midthigh or to her knees, but she never looked slutty. Occasionally I would get a peek high up her thighs when she bent over to pick something up, or crossed her legs while we sat talking. Although her face was kind of plain, she did excite me, due to the fact that she always wore stockings or pantyhose, which never failed to turn me on.

  One afternoon I went over to do some odd stuff for her, and she seemed even more friendly than usual. She gave me a drink while we talked, as usual, and she told me that Aaron had been gone for a week, with another week to go. As she talked about how lonely she was, she uncrossed her legs, and I saw, under her pleated skirt, her bare brown-haired pussy. She was looking toward the kitchen at that point and didn’t see my gaze, but when she looked back I thought she must have seen the obvious bulge in my pants, though she didn’t say anything.

  A few minutes later she went out to the kitchen. At one point, from where I sat, I saw her drop a towel, and when she bent to pick it up I again got a glimpse of her pussy, as well as her naked ass above her stocking tops.

  Now I knew she was trying to seduce me, and I was all for it. Despite the fact that she was married and so much older than me, I was very excited, but I didn’t know what to do next.

  Elaine decided that for me when she ask
ed me to move a dresser for her in her bedroom. As she led me upstairs I got a total view under her skirt of her bare ass and pussy. I was a couple of steps behind her, and as we neared the top of the stairs she suddenly stopped. Since I was staring at her ass, I instantly ran into her. Instinctively, to keep from falling or knocking us both over, I grabbed at her thigh, my hand landing at the edge of her stocking tops, under her skirt. Though I quickly steadied myself, I let my hand stay there, enjoying the feeling, and when Elaine didn’t say a word or protest at all, I ran my hand higher up, over the bare flesh of her upper thigh to her pussy.

  Now we both knew what we were going upstairs to do. Elaine moaned a little at my touch, then she quickly resumed climbing the stairs and led the way into her bedroom.

  As I followed her into the room, she was already lying on the bed. Her skirt had risen up and she didn’t pull it down, so that her bare pussy was on display again.

  She looked at me and smiled, then asked if I could keep this our secret. “Absolutely,” I said. She motioned me over then, and I hopped on the bed with her. We kissed a little, then I put my hand on her stocking-covered thigh and slowly slid it up to her pussy as she rubbed my crotch.

  I slid a finger into her while she undid my pants, and then she took me in her hand and started stroking me. It felt very good, but I wanted more, so I pulled her head down toward my crotch. She took the hint and took me in her mouth to give me even more pleasure, while I just lay there and enjoyed it. She even deep-throated me a little bit. This was only the third or fourth blowjob I’d ever had, and I didn’t last very long. Soon I began twitching, and a moment later my sperm shot to the back of her throat. She swallowed some of it, but then I pulled my cock out of her mouth and shot the last of my load onto her face.

  This was so exciting for me that I never even got soft. Elaine cleaned me off with her mouth, then lay down on her back and spread her legs. Somewhat awkwardly, I got on top of her. Then I remembered that I didn’t have any protection, but Elaine said it didn’t matter. I rubbed my cock through her pussy hair, then found her hole. Just as I was about to push it in she told me to take it slow, since it had been a while since she’d last had sex. I wondered what was wrong with Aaron, but that didn’t seem like the time to ask.

  She gasped and squirmed a little as I pushed my cock inside her, but she appeared to enjoy it, so I kept on until I was all the way in. She felt very warm and soft as I began to fuck her. Since I had already come once, I knew I’d be able to last for a while. I ran my hands all over her body, enjoying her soft flesh as I looked down at her face, which was twisted with pleasure.

  She began gasping as my pace picked up, and I ran my hands over her stocking-covered legs. I hooked her knees under my arms and pulled them up toward her chest so I could go deeper into her. She got more vocal as I pushed them further, until her knees were up by her shoulders. I picked up my pace even more as Elaine began to shake and shudder, moaning and gasping. I kept drilling her until she appeared to go into convulsions. Her juices actually shot out of her as she exploded in climax, soaking our crotches and saturating the bedspread as well. This turned me on to no end, and now I really pounded into her as my second climax quickly approached. I cried out with ecstasy as I shot my load deep inside her pussy.

  When I looked down at her face, with the still- drying come from my previous orgasm splashed across it, I saw that she actually had tears rolling down her cheeks. I asked her if she was okay, and she nodded, still gasping for breath, as she told me that that was the strongest climax she’d ever had. It had been for me, too, that was for sure.

  When I pulled out of her I saw my come running out of her very wet, red, and swollen cunt. The bedspread was soaked with a huge puddle of juice. Elaine was still lying there panting as I got dressed and left.

  Aaron was gone for another week, and Elaine took full advantage of it. She had me over every day before he came back, and I fucked her every way I possibly could, in every room of her house. It really gave me a lot of experience.

  We did it again many times that summer before I left for college, and now, whenever I go back home, we usually manage to get in a fuck or two. I hope we can keep doing it—and so does she.

  —R.J., Lansing, Michigan

  The Sexy Car Saleslady Took Him for a Test Drive—On Her Body

  This past Saturday I went shopping for a new sports car to replace the one I was currently driving. I visited several dealerships in my area, and at the third one I was greeted by this incredibly sexy, seductive woman. She looked familiar to me, but it wasn’t until I saw her name, Sheila, displayed on the name tag resting just above her breasts, that I realized who she was. I had first met her when I was 17, but hadn’t gotten a chance to get to know her very well before leaving for the military. Over the years I had run into her here and there, but we never got beyond making small talk, even though I was usually foaming at the mouth. She had always been beautiful and sexy, with a very strong presence. Her presence always made my cock strong, anyway.

  Now we spent several minutes catching up on where we had been and where we were at in our lives. She had married a guy from Florida, but had gotten divorced and had just moved back here in the past month. I was single and loving it.

  I told her the kind of car I was looking for, and we scouted the lot until we found a likely candidate. Sheila produced the keys and took me out for a test drive.

  We drove around the lake, chatting and laughing, quickly becoming relaxed with each other, and there was no doubt that my mind was deep in the gutter, as usual. I live near the lake, and had just finished building my house. I mentioned this to Sheila, and then asked her if she’d like to see it. When she smiled and said yes, my already hard cock twitched in my pants, and I knew that once in my house, I had to at least try to do what I’d been dreaming of for years.

  As I walked her through the house, I was aware of the scent of her. It wasn’t so much her perfume, which smelled great, as the light, faint smell of her sweat in the hot summer day. This turned me on beyond any point of return, and as we entered the living room I reached for her wrist and pulled her to me.

  There was no hesitation whatsoever on her part. Her mouth met mine, lips open, and I felt her silky tongue snake around my mouth. Her hands were on the back of my neck, and mine on her hips, and we pulled at each other until we were practically melded together. Her lips were soft, wet, and warm, and as one of my hands slid down to her ass I almost freaked out. Her ass, like a rare piece of art, was perfectly shaped and sweetly pliant, as if made to be held by my hands.

  By the time she pulled away from me, faint strings of saliva keeping us connected briefly, the taste of her mouth had me nearly intoxicated. She stood back a little, smiled, and said, “What next?”

  As I walked her to my bedroom, she stopped at the air conditioner and turned it down. Smiling at me, she said breathlessly, “I like to sweat when I fuck.” My legs felt so weak I could barely continue.

  In the bedroom we stood face to face and undressed ourselves. Naked, her body inches from mine, I could feel the heat coming from her skin. My cock, dripping with precome, was at 12 o’clock high, rigid as a freaking piece of granite, and my senses were on high alert.

  As she climbed across my bed, legs open and inviting, I followed her on my hands and knees. She lay back against the pillows, looked me straight in the eyes, and told me to lick her. I almost came right there on the spot.

  I started with her elegant feet. I licked the bottoms of them, then took each toe in my mouth, savoring the taste of her skin and steadily working myself into a frenzy. I kissed and licked her calves, her thighs, and her navel. I got up on my knees, my cock poised to enter her pussy, and dipped two fingers into her soaking wet box. I then rubbed my fingers across her nipples and proceeded to lick them clean. Her breath was shallow, her moans breathy, her body moving to my every touch.

  Her hands glided through my hair, lightly pushing me down, and I traced a path with my tongue from her chest t
o her neatly trimmed bush.

  She opened her legs wider for me as I rested my weight against her thighs. I started by lightly running my tongue across her outer lips, tasting her sweet pussy juice before diving in. She moaned, arched her back, and I drove my tongue in deeper. She tasted so fucking incredible, and the smell of her pussy was driving me beyond intoxication. I was mad with lust and passion, and my only thoughts revolved around fucking her as long and hard as I could.

  I pushed two fingers inside her wet pussy, angled them up, and starting rubbing in circles as I focused my tongue on her swollen clit. Moaning louder, she panted, “Oh, fuck, that feels incredible!” which only served to spur me on even more. I was on that pussy like white on rice. My face, covered in her juices, was ravishing her crotch, moving from side to side, up and down, and every which way but loose.

  Not more than five minutes passed before she began to yell as she had a massive orgasm. I could feel her pussy tighten around my fingers, and her hands grasped my head, pulling me even deeper into her flooding pussy.

  I moved up and kissed her then, my cock rubbing against the outside of her pussy, but not entering yet. Instead I rolled her over and kissed my way from her neck to that beautiful ass. I asked her to get on her hands and knees, because I had to taste that sexy ass of hers. She crouched, placing her face in the pillow, and reached around to spread her cheeks for me. Man, I wish all of you could see what I saw! Perfection never looked so good, so inviting, and so fucking fuckable!

  I leaned in, reached around, and started playing with her clit again as I ran my tongue across her ass. She twitched and pushed back against me, moaning, “Harder.” In response I drove my tongue into her rectum and drilled it as hard and as deep as I could manage. Her juices, which had not stopped flowing after her orgasm, flowed even more. She wiggled her ass back and forth, grabbed her nipples, and started talking so dirty that even I almost blushed. “Lick my ass, you naughty fucker!” she yelled. “That’s it, right there, tongue me! Deeper, harder, fuck, shit, my pussy is so fucking wet!” Christ, I was ready to blow my load right there on the spot.