Letters to Penthouse XVIII

by Penthouse International

  Several other times when I rode with Buck, he had a problem with his hands falling asleep. He would have to drop the hand until the blood rushed back to it and he could place it back on the handlebars. So those times I didn’t pay too much attention when he placed his hand on my knee.

  This time was different, though. He left his hand there longer than he ever had before, then began caressing my kneecap. At that point I couldn’t help myself. I wrapped my arms around his supersize physique and squeezed tight. I hoped he would notice that he was the object of my passion.

  He did!

  When we returned to my house, he followed me inside and sat on the couch. I sat about halfway down from him, and when I got up to get him a soda, he reached for me. I knew it was all about to happen. Finally, he had picked up on the overwhelming (and ever-growing!) desire I felt for him.

  He drew me closer to him, and he kissed me like I had never been kissed, passionate yet soft. His tongue ringed my mouth, his full lips moving slowly in such a way that my private area sat up and took notice.

  I led him to my bedroom, where he slowly undressed mefirst my shorts, which were still somewhat damp from being swum in earlier, and then my top. I was relieved to know that he wouldn’t notice how damp my panties were, and not from the swim, either!

  He laid me back on my bed and began what was the most intense journey of sexual pleasures my body had ever dreamed possible.

  First he kissed me again, as if he knew what his first kiss had aroused inside me. Then he ran his tongue slowly down my stomach until he got to my belly ring, where he stopped for a moment to tantalize me with the obviously experienced dance of his tongue. He moved down farther until he reached my now-very-moist pussy. He ran his tongue up and down slowly until he found the exact spot that would drive my passion so high that I was moaning loudly with pleasure.

  When his tongue made its way around to the opening of my ass, I had never experienced such a desire for sexual reliefit was almost painful. I couldn’t help but perk my ass up closer to his tongue to feel him inside just a bit more. He had me crazy with passion.

  Buck rolled me over and then peeled his clothes off, exposing all of his massively muscular form except what was concealed by his black thong underwear. Damn, was this something for my eyes to behold!

  He slipped his thong and my panties off and caressed my bottom for a moment, then laid his body on mine. I felt his warm breath on the back of my head. He was moving around slowly, and then his hard cock was at the opening of my ass. I remember thinking to myself that I wasn’t sure I wanted to try this. I was afraid that I wouldn’t enjoy it at all.

  All of that changed when he slid his hand around and began rubbing my clit as though he himself had one and knew exactly where and how to provoke an orgasm. I was game for anything he wanted. I had a feeling it would be an experience I wouldn’t ever forget.

  His cock started to push gently at my opening. I had a feeling that it wasn’t going to fit in my tight ass, but as soon as I thought that, I felt him push his head inside.

  “Relax,” he whispered. “I’ll go as slow as you want me to.” That and the feeling of fullness in my ass made me so horny that I wasn’t about to pull back now. I raised my ass up slightly and felt his cock pulsing inside me. I was so damn turned on by that feeling that all I could think about was coming, even though I wanted the feeling to last forever!

  He was in all the way now, and my swollen clit was pulsing. I felt my juices slowly running out of me. I was so fucking turned on, all I wanted was to feel him pumping my ass. Still, I couldn’t believe I heard my voice begging him to do just that. He was so skilled at it, so gentle but assertive. I was just in awe of the sensation of having a hard and perfectly shaped cock in my ass. I couldn’t get over how great it felt.

  His breathing got deeper with every word I spoke, begging him to come inside me. I lifted my ass up higher and higher to feel every thrust more intensely. I was about to come, and just as I was about to announce this to him, he beat me to it.

  “Damn girl, I’m gonna come,” he said, and I felt his cock unloading inside me. I thought I would never stop coming. It was so intense and steady. My body shook with every wave of orgasm. I couldn’t believe how much more sensitive your body can be with your ass full.

  When we had spent all of our bodies’ passion and emerged from our dreamlike state, Buck rolled off of me and wrapped his massive arms around me. I smiled at him. We both knew right then and there this was the beginning of a very pleasing and sensual relationship.

  We are still enjoying anal sex, and have even developed a few of our own favorite ways of exploring each other’s body via role-playing. Buck seems to love the feeling as much as I do. That’s a whole other story, though.C.N., Ann Arbor, Michigan

  HIS WIFE DIDN’T CARE FOR ANAL SEX AT FIRST, BUT ONCE SHE GOT STARTED, LOOK OUT!

  When I married my wife Carrie seven years ago, she was absolutely not interested in anal sex. Sure, she would let me tongue her asshole, and would even come if I fingered her clit at the same time, but actual anal intercourse was taboo.

  Carrie is model material, five feet eight inches tall, with a size eight waist. Her legs are to die for since she exercises regularly, and her round, full butt causes erections whenever she wears jeans. She has long chestnut-colored hair, and keeps her pussy hair well-trimmed.

  I’m an ass man from way back, so getting up her butt was always a goal of mine. I always complimented her on her sexy rear, and let her know when she attracted attention with it. From time to time we would watch a porn movie, and I always made sure to get the ones that featured anal sex. Carrie did get turned on by them, and would even occasionally let me use a butt plug on her. She would get good and wet watching a well-hung black man ream some white girl’s ass, which led to my getting a black dildo and using it in her rear. The key to that was to get her off first, then use lots of K-Y jelly for lubrication. It took a couple of years, but we finally got to the point where we were fucking in many different positions with an anal plug in her ass. She would even let me finger her asshole while she rubbed her clit until she climaxed.

  Then, on my thirty-third birthday, I told her that the thing I wanted most was to come in her sexy butt. Carrie finally agreed, so after eating her to orgasm, I lubed both of us up real good. I got behind her and positioned my cock at her asshole, telling her that she could control the movement. My cock is no shrimpit’s over seven inches long and fairly thickbut as I pointed out to her, it wasn’t much bigger than her dildo, so it shouldn’t be a problem.

  Carrie slowly worked her ass back on my cock, not taking it all the way, but far enough to have me close to coming. The sight of her asshole around my cock was pretty hot, and the feeling was indescribable. She started moving back and forth very carefully. When I asked how it felt, she said, “Nice.” Well, that was enough for me. I squirted a huge load of sperm up her ass. She didn’t come then, but she hadn’t disliked it. Afterwards she got me hard again, and then mounted me for a good old-fashioned fuck. This time I made sure she had three orgasms before I came again.

  For the next year or so Carrie would let me do her anally on special days, like Valentine’s Day, our anniversary and, yes, my birthday again. Then came another breakthrough.

  Carrie came home from work tense as hell, and out of the blue she asked me if I was into the anal thing that night. I was all over her in a heartbeat, and she even came as I reamed her ass. Afterwards I asked what had made her want a good poke in the butt. She explained that all week long she had been doing the proper thing, doing her best to please other people, suppressing her own feelings. Tonight she had wanted to be a bad girl. Anal sex to her was something bad girls did, but she admitted that it did feel good. After that we did it more often, though still not as often as I would have liked.

  Things changed again five months later when Carrie noticed Ray, a coworker of mine, at our company Christmas party. Ray was a thirty-eight-year-old divorced man, tall and slender. Carri
e pointed him out to me and told me, “He’s very attractive. I’d let him do me anally.”

  Well, this idea really excited me. I have some of the voyeur in me, and though I’d never mentioned it to Carrie, the idea of seeing her with another man was a fantasy of mine. “Can I watch?” was my only response.

  “Sure, babe,” she replied.

  I didn’t know if she was kidding or not, but I decided to find out. I invited Ray over to watch football games a couple of times, and we started hanging out together. Carrie noticed my closer association with Ray and commented on it. “Your new buddy turns me on, you know,” she said.

  I told her I knew. That night I fucked her tight little ass, telling her to pretend I was Ray. Man, did she come!

  Afterwards she asked me if I would really let another man take her sexually. “I think it would be really hot watching you fuck someone else,” I replied.

  After that Carrie started dressing very skimpily whenever Ray came over. He even complimented me, telling me how lucky I was to have such a foxy wife. I told him bluntly that she had the hots for him and not to be surprised if he got flashed sometime.

  Then one Sunday when Ray came over to watch a game, Carrie decided to lay out in the yard and get some sun. She was not normally a sun worshiper, but she had bought a new bikini for this occasion. She lay on a towel in the backyard, knowing that we could see her through the sliding glass doors of the living room. She removed her bikini top but we couldn’t see her tits because her back was to us. Then she pulled at the skimpy bottom part of the suit until it was bunched up in the crack of her ass, exposing most of her buttocks to the sun, and to our gaze as well. Ray shook his head, saying, “Man, the real thing is so much better than a magazine!”

  I could hardly believe that my wife was doing this, but if she was ready to go for it, so was I. I told Ray I thought we could get her to take the bottom off. He looked stunned but came with me into the backyard.

  Our yard is quite spacious and is surrounded by a six-foot fence. We have no close neighbors, and Carrie and I have had sex there many times. As Ray and I stepped outside, I remarked to Carrie that wearing her bikini that way would only leave a line up the middle of her backside and that she should just take it off, which I knew was what she wanted to do. She hesitated at first, so I said that Ray and I would be glad to help her remove it. She didn’t object to this suggestion.

  I told Ray to take one side of the bikini bottom while I took the other, and together we slid it off her. Carrie didn’t say a word. She was quite a sight, lying there naked on her stomach. I could see that Ray had an erection, as did I.

  I told Ray that I thought Carrie would need some lotion on her rear so it wouldn’t get burned, and suggested that he put it on her while I went to get some beer. He started to say that he didn’t know if he should, but Carrie spoke up and told him it was okay. I went back in the house and watched from inside as he rubbed her back and then her ass cheeks with lotion. He was avoiding her butt crack until Carrie turned her head and said something to him, evidently telling him to spread it everywhere. As his fingers moved to her crack she opened her legs a little, and I knew he could see her snatch.

  My cock was really throbbing hard as I watched him hesitantly slide his hands between her legs, spreading the lotion on her upper thighs. Carrie arched her body a bit to bring her pussy in contact with his hand. He jerked it away at first, but then she said something to him, so he put it back. Her body started to squirm.

  After a few more minutes Carrie rolled over, exposing her naked body to him and spreading her legs even more. I could see her pussy clearly from where I was. Ray began applying lotion to her chest. I was sure her eyes were closed in pleasure, but she had her sunglasses on, so I couldn’t see them. I did see her nipples though, and they were hard and pointing straight up. As he worked down her body I could tell it was getting hard for her to lay still. When he got to her pussy and started to stroke the folds of her cunt lips, she arched herself up to him. She opened her legs even more. Ray had worked a finger into her cunt. Then Carrie let out a gasp and started bucking. I knew she was coming.

  When she calmed down, she motioned Ray closer to her and kissed him. That was all it took. He got between her legs, and both of them undid his pants. As soon as his pants and shorts were off, Carrie guided his cock into her cunt. I could have come right there. I quickly removed my own clothes as I watched him thrust into her.

  Ray didn’t last long. As soon as he came I stepped outside and asked if there was any left for me. As he pulled out I saw his come gush out of Carrie’s cunt. Again I almost came at the sight. Carrie was still panting as I got down on top of her and inserted my cock into her flooded cunthole. What a feeling! No wonder sloppy seconds are so popular.

  I didn’t last long either, but Carrie came again before I did. I looked down at her face as she lay there in a total state of bliss. The sunglasses somehow made her look even hotter. Before I pulled out I told her I wanted to see Ray do her ass. She just smiled, “Oh, yes!”

  As Carrie eagerly turned over, I went into the house to get some K-Y jelly. However, when I got back it was too late. Carrie was crouching on her knees and elbows, and Ray had himself buried in her rear. He was really going to town, reaming her asshole with quick hard strokes, alternating with occasional slow ones, and Carrie was loving it. Her sunglasses had fallen off now, and her eyes met mine as she gasped and moaned. Carrie is usually a very quiet fuck, but now she was really letting herself go. She came a moment before he did, and when they uncoupled she turned and wrapped her arms around him for a nice, long open-mouth kiss.

  I got my seconds in her ass a few minutes later, and the fact that Ray was watching made it especially hot. The three of us repeated the experience several times over the next couple of months, but then Ray got himself a girlfriend, so we had to stop.

  But Carrie surprised me yet again when one day she came home from work, lifted her skirt and asked me to lick her asshole. She had let one of her coworkers ball her in the ass during lunch. We had such a hot time that night that she started doing that on a regular basis.

  So if you’re very patient and gentle, you may be able to get your wife or girlfriend into anal sex. Just don’t expect her to go as far as my wife did. I may be a little on the lucky side.J.W., Lubbock, Texas

  LIVING IN THE SAME COLLEGE DORM AS YOUR GIRLFRIEND HAS ITS ADVANTAGES. OR DOES IT?

  During my junior year at Stanford, I had the good fortune of living in a co-ed dorm. My girlfriend, a beautiful brunette, lived just down the hall.

  One night, after a party, Myrna and I retired to my room, where we started making out. At one point she broke our kiss and got up to stand in front of me. Maybe it was the wine, but it seemed to me that she had a particularly lascivious gleam in her eye. “So what would you like me to do tonight?” she asked.

  “Well, you could start by getting naked,” I suggested.

  “Excellent idea,” she said as she pulled her shirt over her head. Reaching behind her, she unclasped her bra and released her magnificent breasts. Grasping them in her small hands, she twisted her rosy nipples until they stood straight out. “Not bad, huh?” she giggled.

  “Damn right,” I agreed, and reached out to touch her soft flesh. But she slapped my hand away.

  “Not so fast, buster,” she scolded. With that she unbuttoned the fly of her jeans and peeled them from her hips. She then turned her back to me, hooked her thumbs under the waistband of her panties and slid them to the floor.

  “Now what?” she asked.

  “Kiss me,” I begged.

  Myrna lunged at me, and we locked together in a furious embrace, tongues and hands swirling and exploring, both of us gasping for breath. Again Myrna pulled us up short. Taking my face in her hands, she looked me straight in the eye. “Tonight is your night. Anything you have ever wanted to do, just tell me. I’ll be your fantasy.”

  Myrna and I had been going out for nearly two years. In fact, I had lost my virginity t
o her. Our sex life was great. We had done almost everything imaginable, except for one thing.

  “Do you mean anything?” I asked hopefully.

  “Anything,” she stated.

  “Well, do you remember telling me about your first lover, freshman year? You said that once, while you were having your period, he fucked your ass.”

  “Well… yes…” she murmured slowly.

  “How about it?”

  She paused. “I don’t think I mentioned that he was a lot smaller than you are. If we’re going to do this, I will require some Vaseline.”

  My heart sank. “But I don’t have any,” I said.

  “Fortunately, I do,” she smiled. “It’s in my room.”

  “Well, let’s go!” I said.

  She agreed, climbing off the bed. She crossed the room and opened the door. “Aren’t you coming?” she asked.

  “Aren’t you going to get dressed first?” I gasped.

  “No,” was all she said as she stepped out into the hallway.

  For a moment I just sat there stunned. Then I leapt to the door and stepped into the hall. At first I couldn’t see Myrna, or anyone else for that matter. I sighed with relief, assuming that she had made it down to the other end of the hall without incident and would be waiting for me in her room.

  I started to follow, but froze when I heard her laughter coming from the common room, ahead and to the left. I was around the corner in a heartbeat. There she stood, naked as the day she was born, surrounded by a group of our friends from the hallfour guys and two girls.

  “Ah, here’s the guest of honor,” Myrna smiled as I walked in. “Tonight we’re going to try something a little different. Aren’t we, dear?”

  “Yeah, right, sure,” I stammered.

  “But first, why don’t you get me a beer, honey. All this excitement is making me kind of thirsty.”

  “A beer? Now? Really?” I asked, hardly believing my ears.