Letters to Penthouse V (41 page)

Eventually Angela and I adjourned to my beachfront apartment, where she spent the night in my arms. I could not get enough of my ravishing young playmate, stirring her frequently in the night for more loveplay. Angela left town at the end of the week, but I got a Christmas card from her reminding me that she’ll be in town for Spring Break again this year. I’m already making plans!—
M.V., Miami, Florida

FUTURE LAWYERS FORGO THE GLORY HOLE AND LOOK INTO EACH OTHER’S BRIEFS

Ten years ago I had an evening that was the height of my sexual history.

Luis and I had become fast friends in our last year of law school, and hung out together frequently. I was married at the time, but my wife had her own agenda, and I didn’t see much of her.

In any case, Luis and I had numerous conversations about women and sex. He told me stories of his past conquests. To hear him tell it, there had been a lot of them. I didn’t doubt it, as Luis was a good-looking, intelligent guy, and not shy about telling people what he wanted. He was also well endowed. I had seen his cock once as he came out of the shower when I was in his room, and was impressed by its size. Even in its flaccid state, it appeared to be about five inches long.

One night we were at my apartment, smoking some interesting weed and, as usual, looking at men’s magazines. At Luis’s suggestion, we decided to go to a local adult bookstore to pick up some fresh stimulation.

On the way, we discussed our current sexual dry spells. He was between girlfriends and I, as I have mentioned, had a wife whom I rarely saw. He said that he would probably go into one of the video booths in the back of the store to see whether they had holes to the adjacent booths. He was hoping to get a blowjob. We sat in silence for a moment while I thought about this, knowing that, as a rule, only men went into the booths. “Have you done that before?” I asked. “I mean, with a guy?”

“Yeah,” he said, “I like it. I mean, to me, sex pretty much all feels good.”

I thought about that for another few silent moments. Then, almost to my surprise, I said, “You know what? That’s pretty much what I think, too. I fooled around a little bit with buddies when I was a teenager. It was never a problem for me.”

Another long, awkward silence ensued, then he said, rather quietly, “So, would you be interested in doing something like that?”

“Sure,” I responded matter-of-factly, almost without thinking.

We changed course for his place, not knowing when (or if) my wife would get home. After riding quietly for a few minutes, he swallowed audibly and said, “I’m getting real turned on here, thinking about this.”

I gently reached over and put my hand on his upper leg, feeling around. I didn’t have to feel far. Down the inside of his left leg, seemingly halfway to his knee, I felt his thick cock, hard as stone. I rubbed it for a minute through his pants, then gave it a squeeze, feeling it throb slightly. He licked his lips, his mouth as dry as mine was.

When we got to his place, he pulled the blinds and sat on his bed. Without a word we took off our shirts, shoes and socks, and sat there looking, but not looking, at each other, with our pants on but unzipped.

“This is hard,” he said, pulling off his pants at the same time, which made it unclear whether he was referring to what we were doing or to the incredible cock I saw bounce up in front of him. It had to be eight inches long, with a pronounced downward curve. The tip seemed to glisten. I pulled off my remaining clothes and stroked my own rock-hard cock, breathing heavily at the thought of what was to come.

He sat on his bed, and I sat on the chair next to it, both of us slowly masturbating, our eyes riveted on the other’s dick. His had a steady stream of clear liquid running from it, which he spread around its massive surface. After a few minutes his eyes glazed, and he said, “Come feel this.”

I slowly moved over and took his heavy, hot cock in my hand, gradually jacking it up and down. “That feels real good,” he said sleepily. I was mesmerized by the size of what I was holding, and marveled at the continual pumping of clear come from the tip.

I leaned over and took the swollen head in my mouth, swirling my tongue around, and slowly moved down his shaft, taking as much in as I could before backing off again. His hips began to pump rhythmically, and I could taste the salty sweetness of his fluid. I became aware of an incredible heaviness between my own legs. I felt his hand caress my balls, then move up along my shaft I began to tremble slightly, and sucked his cock with increased fervor. As if reading my mind, he said, “That feels amazing. Let’s do a 69—I want to suck you too.”

We lay on our sides, next to each other, and examined and played with each other’s genitals for a while. Almost simultaneously, we each took the other’s shaft in our mouth and began to suck with abandon, feeling each other’s swollen, heavy balls with our free hands.

We began fucking each other’s face like jackhammers, grunting and moaning with the effort and the ecstasy, and about a minute later I felt the unmistakable tremble and twitch that meant I couldn’t stop myself from coming. The entire Bar Association could have walked in at that moment, and I wouldn’t have cared. At the same time I felt his cock grow, impossibly, even bigger in my mouth, and the stream of fluid increased to a flood. Then the pulsing began, and jets of come splashed into the back of my throat. It was easy to fight the gag impulse, because right then I felt my balls tighten and begin to squirt. When we finally stopped emptying ourselves, we rolled apart, breathing like we had just run a marathon. We looked at each other for a moment, then began laughing so hard we almost rolled off the bed.

“That was great!” he said, and I had to agree. We got together a few more times after that, then Luis moved away. I haven’t been with a man since, but sometimes, when I think about that night, I wonder why not.—
Y.L., Minneapolis, Minnesota

AFTER MONTHS OF WARM-UP ON THE TELEPHONE, AT LONG LAST LOVE

In the past couple of months I have become extremely attracted to one of my close female friends. Her name is Faith, and she is one of the most beautiful women I have ever met, both inside and out.

Faith and I speak to each other on the phone every day. Every once in a while we talk about what arouses us. Faith has a very sensual voice, and whenever she talks about what excites her, I imagine myself doing what she’s describing. While we’re just talking on the phone, I often become so turned on that if she were to say one more thing, I would have an orgasm. Sometimes I can’t wait until we get off the phone before I have to rub my clit to a quick, intense come. I always tried not to make any noise that would tip her off that I was whacking myself off, but she somehow got the idea that I was attracted to her.

One day Faith called me at work. She said she was watching a friend’s house and wanted to know if I would like to come over for a visit. I’ve been to the house before, and I said, “Sure, as long as we can go in the Jacuzzi.” She said, “Fine, be over by six o’clock.” For the rest of the day, all I thought about was Faith. I imagined a million possibilities for what might happen when I got there, and I had to stop at my apartment and change my soggy panties before I met her.

When I got to the house that night, every room was dark except the living room. There I found a fire in the fireplace, several lighted candles and Faith, who walked up and greeted me with a passionate kiss on the lips.

The kiss ended. We looked into each other’s eyes and I felt my knees weaken. Faith took me by the hand and led me to a sofa by the fire, where we sat down. After about a half hour of small talk, I said that my back was getting a little stiff. Faith knew what I meant and suggested that we hop into the Jacuzzi for a bit. I told her that I wanted to, but I didn’t have a bathing suit. She arched her eyebrow and purred, “That won’t bother you, will it?”

My knees were rubbery again, and I admitted, “I hoped you would say that.” I modestly undressed in the bathroom. When I came out, I walked around to the Jacuzzi. All the lights were off, so I could only find it by the sound of the jets making the water bubble. When I got to the edge I could just see Faith’s shadow in the water. I took off my towel and climbed in.

It was as if I was in a trance. I felt Faith’s hand caress the inside of my thigh under the water. “Your legs are so soft, and they feel so good,” she whispered. As her hand gently moved up my inner thigh, she turned to face me. Her lips met mine, first just brushing them, then pressing more insistently. I could feel her body press against me as we kissed, and I wrapped my arms around her neck, wanting her even closer. I was unbelievably aroused by the feeling of her nipples hardening and pressing against mine.

I started kissing her neck, and made my way up to her ear. Faith let out a soft moan as her hands explored my body under the water. Faith’s fingers touched my pussy. She slipped one finger in between my lips and slowly moved up and down. I shivered at her touch and sighed, “Faith, please, please put your finger in my vagina. I want to feel you inside of me.”

Faith kissed me passionately, and I felt her penetrate my hole. Her finger moved in and out of my slippery box, slowly, almost too slowly for me to bear. I started grinding my hips in rhythm with her movements. I could feel my pussy starting to throb, and I knew that I was already close to exploding. “Oh, my God,” I said, “it’s even better than I imagined. Please don’t stop!”

“Don’t worry. I’ll never stop,” Faith said. When she said that, I wrapped my legs around her body, trying to pull every inch of her inside me, and my whole body went numb as my muscles started to shudder. I could feel my pussy squeezing Faith’s finger in quick, hard contractions as my orgasm exploded. It was like my vagina had a mind of its own. It was the most intense orgasm I’ve ever had.

After a few minutes, even though my pussy was still throbbing, I gently moved so that I was on top of Faith. I kissed her lightly on the lips and ran my fingers through her hair. Faith said that she thought we should get out of the Jacuzzi, as we had been in there for quite some time. I’m glad she said something, because I had no sense of time having passed at all, and I certainly didn’t want her skin to get all dry and puckered. I had other plans for it.

We got out, wrapped each other in towels, and went to lie down on a blanket in front of the fire. As we lay there, we just held each other for a while.

When I thought Faith was starting to fall asleep, I decided that I was going to give her a full body massage with my tongue. I started with her toes. I kissed and sucked each one, running my tongue up and down the arches of her feet. “That feels really wickedly great,” Faith murmured. I licked my way up the insides of her legs, then moved from leg to leg, making sure I didn’t miss a single spot, wanting to taste every part of her body. When I reached her inner thighs, her pink pussy lips were swollen and spread. Her clitoris was peeking out, and I just wanted to flick my tongue across it for a small taste. Not yet, I told myself. I wanted to finish my tongue-massage first.

I licked my way up to Faith’s belly-button and slid my tongue in and out of it. I then kissed her entire stomach while slowly moving upwards.

When I reached her breasts, the sight of her beautiful, rock-hard nipples made my juices overflow. I slowly circled the tip of my tongue around one of her areolae, slid across to her other breast and did the same thing. I didn’t touch her nipples yet, just moved back and forth in lazy figure eights, my tongue circling her dark plums.

Faith was moaning loudly now, and kept begging me to suck her nipples. Finally, not wanting to tease her forever, I pushed her lovely breasts together with my hands and moved from nipple to nipple, fucking each one with the end of my tongue. Since I had her breasts pushed so close together, I started to suck gently on both of her nipples at the same time. She grabbed my hand and hugged me as I sucked on her nipples. She was coming just from my attention to her chest, and I had another orgasm from her reaction to what I was doing.

When Faith let go of my head and her breathing returned to normal, I started kissing my way back down her stomach. I stopped when I reached her pussy and just stared at it. Her sticky nectar was making it glisten, and I couldn’t wait to taste it. Her erect clitoris seemed as hard as her nipples were a few moments ago. I wanted her so badly it made me dizzy.

I put the tip of my tongue in between her pussy lips. As I did this, I heard Faith softly croon, “Oh, my God!” and I pushed my tongue in further so I could taste her sweet honey. I moved my tongue up and down between her swollen lips, kissing them tenderly between licks. I was careful not to touch it yet, as it looked like it was ready to explode at any second. I just wanted to make her wait a little longer, because I knew it would make her orgasm more intense.

I blew softly on her clit and felt her tremble. I started to circle it with the tip of my tongue. I did this slowly. Faith started moving her hips against my tongue. That was when I put my lips lightly around her button, but still moved my tongue around in circles. After only about fifteen or twenty seconds of this I felt her start to throb against my tongue as she came to a powerful climax.

When her contractions finally subsided we kissed again, very gently and sweetly, and fell asleep in each other’s arms. We haven’t gotten together since, except by telephone. When we do, we’ll both be ready to go off like a couple of oil wells.—
Name and address withheld

IT TURNS OUT HIS OLD COACH REALLY MISSED HIS TIGHT END

I’m twenty years old and have known I was gay ever since high school. I have an androgynous look about me that a lot of men find attractive. Many people tell me I resemble Prince. I’ve had so many offers to have sex, it’s not even funny. From football players to nerds, everyone wants to fuck me. And that includes women. About half the women I meet want to get me into bed. I never take any of them up on their invitations, though, because it’s really only men that turn me on.

I left my home three years ago after graduating high school. However, I often return to visit friends and family, and to watch my hometown team play football. At one of these football games I met up with Dave, my old high school football coach. He’s a big Prince fan—in fact, he was the one who turned me on to Prince’s music when I was a freshman. Dave was real nice to me and was always a lot of fun to be around. All the girls in school had a crush on him, and why wouldn’t they? He was fine!