Letters to Penthouse XXVII

by Penthouse International

  “Hey, how about letting me into that sweet ass of yours, baby?” I hear another man say, and I cry out with passion as I feel another cock being pushed into my asshole.

  “Ohh yeah, you feel that, baby?” he says. “Yeah, I’m sliding in now. Yeah, oohh yeah! Damn, my cock is all the way up your ass now. You want me to fuck you, baby? Hmmm?”

  “Yeah, fuck me hard! Hard, damn you! Don’t be a pussy! Fuck me like a real man!”

  “Okay, baby, whatever you say,” the man says, and with that he starts pounding my asshole like it was an eighteen-year-old pussy. My asshole is being fucked raw and I am fucking loving it!

  “Oh yeah, feel that cock slipping in and out of your sweet ass, feel it fucking your hole! Yeah, baby, yeah, you love it, don’t you? Yeah, you love that cock!”

  “Ooohh yes!” I shout. “Fuck my anus! Yeah, fuck it hard! Make me scream! Ahhh yes! Ohhh fuck, I’m coming! I’m coming! Ahh shit, yeah!” And I scream in ecstasy as I come over and over again.

  I feel a hot load being pumped into my anus as I climax, and this causes the man in my pussy to shoot his wad. A couple of other guys shoot off on my face and into my mouth. I have come dripping off me and spilling out of my pussy and rectum.

  In my fantasy, these men go on fucking my cunt, my asshole, and my mouth for hours and hours and I love every second of it!

  —C.L., Topeka, Kansas

  NOTHING LIKE A SHINY NEW SEX TOY TO GET A

  WOMAN INTO THAT SPECIAL MOOD

  As a recently divorced man in my early fifties, I would often read the steamy letters in your magazine and hope for some excitement like that in my life; but I was pretty much resigned to the fact that it was just going to be me and my right hand, until I met the woman who is the current love of my life. Her name is Nina. She is in her late forties and is absolutely stunning. She’s the most sexually adventurous woman I’ve ever known, and she sure knows how to please a man.

  Recently I sent for a few sex toys for Nina, which included a slim anal vibrator. I’d been dying for access to her sweet, full ass, and I thought the vibrator might help get her in the mood.

  One Friday night when she came home from work, I met her at the door, taking her purse from her hand and replacing it with a glass of her favorite white wine. After giving her a sensuous shoulder and neck massage, I suggested that she take a nice warm shower.

  As I was drying her off, she gave me her sexiest look and told me she needed to have more than her shoulders rubbed. Leading her into the bedroom, I laid some towels on the bed and had her lie down on her back. I poured some oil into my palms and began to massage her hands, working my way up her arms to her upper body. Nina began to moan as I fondled her slick breasts and hard nipples. Then I moved down to her belly.

  Now, let me make it clear that Nina is no skinny model type. She has a voluptuous figure, with beautiful pear-shaped breasts and nipples that are almost always erect. Her hips are generous, and her full, round ass is a magnificent work of art.

  As I continued my massage, I avoided Nina’s glistening pussy, working my way down to her feet. She was begging for more, but I wasn’t finished heating her up yet. I turned her over and began to knead her shoulders and back. When I got to her hips I applied more oil, which I used to massage the cheeks of her ass, making sure to work the oil well into her crack. I slid the edge of my hand along the crack and rubbed her puckered asshole, which elicited a hungry groan.

  I parted her legs and moved between them, her wet pussy aroma wafting up to greet me. I slid one, then two fingers into her juicy cunt and began to pump them in and out while massaging her asshole with my other hand. Nina reached back with both hands and pulled her ass cheeks apart, giving me easier access. To my delight, as I began to work my finger into her asshole, Nina pushed back against it, and I pumped that finger in and out until she was pleading for more.

  Removing my finger, I reached for the new vibrator and slid it lovingly up and down the crack of her ass, making sure our new toy was well lubricated with a combination of oil and pussy nectar.

  Nina turned her head in surprise to see what I was using on her, but I told her to just relax and enjoy it. She immediately complied, dropping her head back to the bed and raising her ass higher into the air. I began rubbing the head of the vibrator around her tight little asshole, circling it and sort of teasing the little opening. Then, ever so slowly and gently, I pushed it in.

  I penetrated her inch by inch, and as I did so Nina’s hips rose to meet the burrowing little invader. Before long I was fucking her with the full length of the vibrator, pulling it almost all of the way out before gliding it back in. With my other hand I continued finger-fucking her cunt, and Nina was loving it, thrusting back to meet my strokes.

  Suddenly Nina’s legs stiffened as her orgasm hit her like a lightning bolt, and she was off to the races. She finally slumped down into the bed with the vibrator still inside her. All this time I had not turned it on, but now, after letting her relax for a few minutes, I turned the control to the lowest speed.

  Nina gasped, but she was soon whimpering and squirming as I held the vibrator firmly in place. As I increased the speed, it was Nina who was doing all the thrusting. Then all of a sudden I turned the instrument off and pulled it out, causing Nina to whip her head around to see what I was doing. Spying my dribbling cock standing at full attention and aimed at her posterior, she cooed, “Oh yeah, honey, I want your big, hard cock in my tight little ass!”

  With that she raised herself onto her knees as I quickly grabbed the oil and lubed up my aching cock. Lining up with her puckered little hole, I began to push slightly, easing my cockhead into her tight passage. Nina was so worked up that she couldn’t wait, and she pushed back against me slowly but steadily until she was totally impaled on my throbbing dick. I groaned with the amazing sensation of being embedded inside her tight rear passage for the first time, then began to slowly pump into her, with Nina thrusting her hips back enthusiastically to greet me.

  With my hands gripping her fleshy ass, I began to thrust harder and faster, and Nina was writhing about in a way I’d never seen before. Soon her squeals were coming high and fast, and I knew she was about to come again. I buried the full length of my prick deep inside her, then gave her three quick, hard thrusts. This pushed her over the edge, and she cried out as she came, her ass muscles contracting around my cock. This was all I could take, and I followed close behind her, shooting spurt after spurt deep into her quivering ass.

  Now a wonderful world of pleasure has opened up for Nina and me. Nina loves her new vibrator, and she loves me fucking her in the ass! I am one lucky man!

  —B.Y., Tampa, Florida

  SHE FOUND A MAN WHO COULD TAKE HER FROM

  ALL SIDES AND MAKE HER LIKE IT

  I’ve always enjoyed the eroticism of my anus, but I never let anyone penetrate me there until Dan came into my life. He is three years older than me, and quite attractive. I knew we would be intimate the first time I met him. However, it was several dates and over six weeks before we had sex.

  I had invited Dan over for dinner, which I lovingly prepared. He was sitting in the living room as I put the finishing touches on the meal. Suddenly I knew that this was the night and now was the time. I waltzed up to him and, in my sexiest voice, asked him what he would like for supper—chicken or a blowjob.

  His mouth dropped open, but he was speechless. I sat down in his lap and began kissing him and kneading his crotch. As I felt his cock grow hard under his slacks, I knew without question what his choice would be.

  We laughed as we played with each other’s bodies. He caressed my breasts and ran his hands over my ass. After a minute I stood up and pulled him by the hand into the bedroom.

  We stood there fondling and kissing each other, and when I could stand it no longer, I knelt in front of him, unbuckling his belt and pulling down his pants. His lovely hard cock bobbed in front of me, and I took it in my hand and guided it into my mouth.

  That cock was o
ver seven inches long and as hard as steel. God, he tasted good! I had been without a good hard cock for too long, and I wasn’t going to let this one get away. I was hot for this guy, and he could certainly tell. I alternated between nibbling on his cockhead and deep-throating his shaft down to his pubic hair.

  He was soon close to climax, but we both wanted this to last. Dan lifted me up by my arms, kissing me as he held me tight and caressed my ass with abandon. He unhooked my bra and dropped it to the floor. He began kissing and sucking my left nipple while twisting the right one between his finger and thumb. My body was on fire and I wanted him inside me now, yet he continued to tease me with his mouth.

  He slid off my skirt and panties in one motion, then lifted me by my ass cheeks and set me on the bed. He lifted and spread my legs and buried his face between them. He began licking from my clit to my asshole and back again, nibbling and sucking as he moved from one to the other.

  I felt hot and wet; my juices were at a low rolling boil. His mouth was creating just the right sensations, and they got even stronger as he slid one and then two fingers into my pussy and made me squirm with delight. He had me on the brink of climax in no time. He seemed to know just where to lick and what to do with his fingers.

  When he slid his thumb into my asshole, I exploded with joy. My sphincter grabbed his digit and held tight while my pussy pulsed and throbbed. It was only when I calmed down that I realized he had not removed his fingers or his mouth.

  Slowly he began to move once more, his fingers penetrating me deeper, probing me front and back as he again began sucking and licking my nipples. I wanted this to go on forever, but I was also longing for his cock. There was no doubt about his desire. His cock stood stiffly at attention as he continued to play with my body.

  I was dying to feel his heat inside me, so I reached up and pulled him to me. I guided his shaft to my entrance and pushed my hips forward to take him in. He met my thrusts slowly, never pushing all the way, the head of his prick sliding in and out of my pussy opening, making slight contact with my clit on every stroke. He was so gentle, and he made me so hot! He rocked me softly, whispering in my ear, telling me to go slow and make it last. He kissed me deeply and sucked my tongue in rhythm with his hard pumping.

  I couldn’t hold on for much longer. I just had to come, the feelings were so intense. I pulled him into me, raising my ass and pushing hard against his groin. I could feel him filling me all the way, and then I exploded.

  I held him tight, not wanting him to move. But I knew he had not yet come. Gently he pulled out of me and turned me over, caressing my ass and thighs, then pulled me up onto my hands and knees. He ran his tongue up and over my ass cheeks, his thumb caressing my little rosebud. He had found my secret spot and I wriggled with delight. He probed my dark passage as deeply as his thumb would allow, igniting my fires once again. His fingers rubbed my clit and soon had me squirming in eager anticipation. I was thrilled at all the sensations I was feeling. He probed and circled until I was pushing my ass hard against his hand. We both knew I wanted his cock deep in my ass.

  I felt him transferring the juices from my sopping pussy to my rear hole, sliding two fingers deep into my ass, opening me up still further. I breathed deeply and let my feelings take over. It was so good, so naughty, so different. I wriggled my ass and pushed back at him as if to say, “Yes, do it!”

  He withdrew his fingers, and I felt the hot tip of his prick as he pushed against my tight little asshole, while his fingers stroked my clit to relax me. I opened up a little more and I felt his throbbing cock sink deeper inside me.

  The warmth and these new sensations were so intense that I wanted more, and I urged him on. “Stick it in me! Fuck my ass, baby! Pound me with your big hard cock!” I gasped. Inch by wonderful inch, he penetrated my ass. I felt so full, so hot, so sexy. Very slowly now Dan started moving in and out, as I opened up completely. Never had I had such an intense fucking. This was what I had always wanted, but had never dared to try. Dan took me over the top, into a realm of pleasure I had only dreamed existed. I went wild, shaking my head, rotating my ass, gripping the sheets, and moaning into the pillow as I came like never before. My ass muscles were clutching at his throbbing cock, and I felt a hot flood deep inside my bowels as he held on to my hips and his cock spewed its boiling load.

  Dan collapsed across my body, his cock still buried deep inside my ass. “My God, that was fantastic!” he moaned. I was delirious with pleasure and felt like the sexiest woman on earth. This big, gentle man had shown me a place I had always wanted to visit, and I knew we would go there again and again and again.

  —R.T., Portland, Maine

  WHEN HE LUSTED FOR HER ASS, SHE SAID OKAY, BUT

  TURNABOUT IS FAIR PLAY

  My wife Tina and I have been reading your magazine for many years. We live in a small, rather conservative town, but we have always been adventurous when it comes to the bedroom. We watch porn, experiment with toys, share fantasies and sometimes role-play. After we started reading your magazine, I noticed that Tina took a special interest in the letters from men who were bisexual, especially those who took it in the ass. She began coaxing me to let her try a little anal play with me. This was something I had never had any particular desire to explore. However, Tina—who is a sexy five-foot-six-inch brunette with a body that still looks like a twenty-year-old’s—has a way of getting what she wants.

  She reminded me that one of my fantasies had long been to fuck her in the ass. This was true, because Tina has a butt you can bounce a quarter off of, but, like me, she had always shied away from anal penetration. Now she allowed that she might be ready for that to happen. But, she pointed out, “What is good for the goose is good for the gander.”

  Once I agreed to these terms, Tina became very giddy and wanted to rush out right away to do some shopping. Little did I know what kind of store she would be going to. She returned with her purchases later that evening. She had bought several dildos and vibrators, and even some flavored lubes. It surprised me to see how excited she was about this. She wanted to start as soon as she got home. Taking my arm, she dragged me into the bedroom. She quickly got undressed and demanded that I do the same. Once we were naked, she asked me to lie on the bed. Just to tease her, I lay down on my back. But it didn’t faze her. She lifted my legs and dived straight into my asshole anyway. I had never seen her go after sex with such vigor before.

  I had to admit that her tongue felt incredible as it circled my tight anal ring. As she drove that tongue into my asshole, my cock swelled to gigantic proportions. Tina noticed, and pulled away to comment, “If you like this, just wait till I fuck that ass!”

  She lubed her index finger and worked it into my virgin hole. It felt strange at first, but soon began to feel incredibly good. I had never thought that region could be such a pleasure center before. After a bit I couldn’t take anymore, so I pushed her back on the bed and began to fuck her. As my cock plunged into her cunt, Tina began telling me how much she wanted to fuck my ass, and how she wanted to see me get fucked with a big dick. Her cunt spasmed through one orgasm after another. But as I was getting ready to explode, she reached down and squeezed the base of my rod. This was a technique she used whenever she wanted our session to last a little longer.

  “Not so fast, big boy,” she said. “You haven’t even touched my ass yet.” Breathless with lust and anticipation, I turned her over. She reached back and spread her cheeks for me. I dived in with my mouth, with the same vigor Tina had displayed earlier. She moaned with pleasure. I licked at her hole, lapping up the love juices that had previously run down from her cunt. Then, after applying a liberal amount of lube, I worked a finger into her chute. Breathless, she begged for more. “Please fuck my ass, baby. I want to feel that cock buried up there!”

  I happily complied with her request. After putting some lube on my cock, I slowly began to penetrate her virgin butt. Tina started to orgasm as soon as I entered her tight hole. She cried out to me, telling me how f
ull my dick made her feel, and how she could not believe the sensations I was giving her. Her asshole was now relaxed enough for me to push in all the way. Again, she bucked and moaned, saying how great it felt. I reached around to finger her clit, only to find that she had beat me to the punch. After a few more strokes, I spewed a load deep in her canal.

  As we drifted off to sleep in each other’s arms, I heard Tina whisper, “Next Saturday I get to fuck your ass.”

  All week long, my Tina prepared me for the butt-fucking to come. She bought several porn movies that featured guys being fucked in the ass by girls. We fucked every night that week, and each time Tina would work on my asshole a little more. Over the course of the week I became just as obsessed with anal sex as she was. I could not wait until Saturday night.

  I had to do some work at the office that morning, and when I rushed home in the afternoon I found a note on the front door, instructing me to go to the bathroom and clean up, then go to the bedroom. I took a quick shower, and when I entered our bedroom I found Tina decked out in my favorite teddy. Under it she wore a G-string that did nothing to cover her perfect ass. I almost dropped the idea of getting my own ass fucked in favor of tasting her delicious rump once again. However, Tina would not let me forget the purpose of this session.

  She had me lie facedown on the bed, and I spread my cheeks to allow her access. She worked her tongue up and down my crack, occasionally plunging it into my anus. Because of her preliminary work during the week, I was able to relax easily, and soon Tina worked two of her fingers inside me without much effort.

  After a few more minutes she decided that I was ready. She stood and walked over to her dresser, pulling a strap-on dildo from a drawer. My heart beat rapidly as I watched her fasten the contraption onto her body. Tina grinned at me and asked if I liked her new cock. All I could do was nod and watch it bob up and down as she approached me. I raised my head as she came closer, and she fed the dildo into my mouth. The thing was very lifelike, and even tasted good! I’d never had a cock in my mouth before, but it seemed quite natural. Tina pumped her dick in and out, calling me her little cocksucker. I could tell by the expression on her face that she was getting extremely horny, watching her husband sucking away on a big hard cock.