Letters to Penthouse VII

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  I was already wet and hot, and for a second I forgot about Sid being there, until I felt his mouth on my nipples. Rog was kissing up and down my thighs. Then his tongue probed deep inside my love box, sending chills through my entire body. Sid put his cock in my mouth, and I started sucking on his swollen rod and balls. Rog flicked my clit with his very experienced tongue and inserted his fingers in my juicy hole. Sid exploded into my mouth and I swallowed every ounce of his sweet cream.

  I was ready to have another eight inches of hard flesh down my throat, so I turned over onto my hands and knees. My husband was on his back with his swollen soldier straight up at attention. I quickly engulfed his tool. While we were switching positions Sid worked his dick hard again and inserted it into my pussy. His passionate thrusts were so intense that it didn't take long for me to have an orgasm. As I was coming Rog also let loose his passion fluid.

  Afternoon turned into evening and we were all still fucking and sucking each other. Around nine o'clock we all took a shower and decided that we should do it again soon. I'd like to thank your magazine, because without the letters to start the conversation off I would never have been able to write this letter—because nothing would have happened.—A.R., Cleveland, Ohio

  LONELY GUY DISCOVERS THAT HIS SEXUAL FUTURE IS ALL BEHIND HIM

  I'm a thirty-year-old male, recently divorced. I've always liked to have my ass played with. Sometimes I used to slip one finger in my ass when I jerked off, wanting to enhance the sensation. I recently purchased a vibrator to use on my ass. I was only able to get about six or seven inches up my ass, until one recent occasion.

  It started when I asked a friend a weird question. I was hanging out one night with a good friend of mine named Floyd. We were drinking, and in a moment of serene inebriation I asked him if he would let his girl use a strap-on dildo on him. He laughed and asked me would I. I said yes.

  He said, “I'll fuck your ass.” I answered that I wasn't gay, but the bulge in my pants told a slightly different story.

  I was real nervous, and asked if he would use a vibrator on me. He said, “Sure, but I may want to fuck you afterward.”

  The next time we hung out I brought my vibrator along just in case. We were in our favorite bar and he started making time with a girl. She had a real kinky look.

  To my shock, when he introduced me she said in my ear, “Want me to use a strap-on to fuck you?”

  My mouth dropped and I looked at Floyd. Then I realized that a chance like this doesn't come along every day. I looked back at her and said, “Come on, let's go do it!”

  The three of us jumped into my car and headed to Floyd's place. When we got inside his apartment Angela wanted to shower. She went into the bathroom and we followed. Before long we were all naked in the shower.

  Floyd seemed to take a long time washing his cock. I'd never realized how big it was. We went into the bedroom and Angela asked, “So, where's the strapper?” I told her I only had a vibrator, which I pulled out. I got up on my knees. Angela put some lubricant on my ass and worked it into my anus with her fingers. My buddy was behind her working her clit. My cock was hard from the feeling of Angela's fingers on my greased asshole. Before I knew it she was thrusting two fingers in and out of my ass. When she stopped I knew what was coming. The rubber cock slipped in easily, but even though Angela pushed pretty hard she couldn't get more than seven inches in.

  Then I heard Floyd say, “Relax, and breathe out as she pushes.” He got in front of me and was coaching. Looking at his big cock put me in a trance. My mouth must have dropped open, because his cock slipped between my lips. I just started sucking. While sucking his cock I must have really relaxed my ass muscles, because I felt the vibrator slide all the way in.

  Angela said, “I can't believe this whole huge thing is buried in his little ass.” At that Floyd thrust his cock all the way down my throat. What a rush! Angela got under me and, while holding the vibrator in my ass, began to suck my cock. I couldn't hold out, and started to come. Just as I came I felt Floyd tense up. He grabbed my head so I wouldn't pull away as he started coming. I nodded to let him know I understood. His cockhead felt enormous in my throat as his salty come began to pour. It was great!

  We all collapsed, and Angela said, “You guys are great. Now I want to get fucked!” We were both hard in an instant. She straddled my buddy's cock and came quick. She kept riding him, and I positioned myself so she could suck me.

  After about twenty minutes she got off him and said she wanted a 69 with me. I got on my back and she got on top. Her pussy lips were pink and swollen. The taste was a mix of cunt juice and come. As she was sucking my cock she spread my ass cheeks. I felt something warm bump my anus, and before I could say anything I felt Floyd's cock begin to slide up my ass. It was a tight fit, so I said, “Push my legs back.” As he did, his monster cock slid in to the hilt. I felt his balls and pelvis against my bottom.

  Angela stopped sucking my cock and started to lick the area under my balls. I started jerking off and told Floyd to come in my ass. As I got close to coming my anus tightened around his cock. I felt him getting harder, and we came at the same time. As I started to come, Angela sucked the head of my cock. I let out a loud yell. Floyd just grunted as he busted a load up my ass. I told him, “Don't pull out fast.” He just left his cock in my ass and flexed it, until eventually it got soft and slipped out.

  After Angela left I asked Floyd if he thought I was gay. He said no, just bisexual. Then he confessed that he also likes anal pleasure, and said maybe he'd let me use the vibrator on him one day.

  Can't wait.—R.J., Asheville, North Carolina

  NOW WHERE DID WE LEAVE OFF? GETTING DOWN TO IT AT LAST

  Imagine my delight when my best friend from high school called me on a Friday evening this past summer. I found out that the apartment I had just moved into after my divorce wasn't too far from where Doretta lived. We talked for quite a while and she invited me to her house the next day.

  After I hung up, my mind wandered back to our high school days, when she and I were inseparable. I remembered how we would often cuddle together, pushing our nearly naked bodies against one another while watching a scary movie or when we were cold. I also remembered when we were seniors and, on my eighteenth birthday, just she and I played Spin the Bottle. We started with small kisses, but before long we were sticking our tongues in each other's mouth. We were eventually interrupted, or who knows how far we would have gone that night.

  I showed up at Doretta's the next day around two in the afternoon, and was pleasantly surprised to find Doretta wearing a pair of cut-offs and a very skimpy Hooters tank top. As we hugged, I noticed her skin was still soft as a baby's. Her body had filled out even more since high school. We talked for a bit before Doretta brought up the memory of how we used to hardly wear any clothes in front of one another. She said that if I wanted, she had some more “summer” clothes that I might be more comfortable in. I soon found myself wearing a pair of G-string-type panties and another skimpy Hooters tank top that Doretta had.

  We both had tanned legs, tight butts and a string running up our cracks. Our breasts hung well below our tiny tops and didn't leave much to the imagination.

  A bit later, we were back downstairs on the sofa, talking and slowly moving closer to each other. The sight of Doretta's beautiful breasts hanging out of her top, and the knowledge that my tits were also hanging out, were getting me horny. Then Doretta pulled me close to her and gave me a kiss. She whispered, “I've wanted this to happen for a long time.” Soon our tongues were twirling around one another, and our hands were roaming each other's body. Except for the little bit of petting we had done together in high school I had never been with a woman. I felt Doretta's hand on my butt, and her fingertips running up and down the crack of my ass. At the same time, my hands were playing with her chest.

  It was nearly half an hour before we were both totally naked, as we couldn't stop playing with each other long enough to slip off the little bit of clothin
g we had on! We played with each other the rest of the day and most of the night. I'll never forget the feeling of being on all fours with Doretta behind me running her tongue up and down my ass, stopping to stick her tongue in my asshole! Or the sound Doretta made when I returned the favor. We tried many things on each other, but that was my favorite. I also especially liked when we pressed our bodies together and kissed and let our hands explore the other's body.

  I spent the night with Doretta that night and the next day started out basically the same as the night before had ended. Late that afternoon, Doretta and I were back in our Hooters tops and panties and cuddling on the couch when Doretta's boyfriend Joey showed up. At first I tried to cover up my near-nakedness, but Doretta stopped me, saying that Joey would love seeing us nearly naked and cuddling with each other.

  Joey joined us on the sofa as we watched a movie. After a while I got up to fix myself a drink. As I was walking away I heard Doretta make a comment about my ass looking great. Joey agreed.

  When I returned, Joey and Doretta were messing around, and I asked if they wanted some privacy. Doretta shook her head no and, with a big smile, said she would rather have me join them. It took me just a moment to think before I joined in. The only man I had ever been with was my ex, and I'd never thought I would end up making love to a man I had just met. We started out with Doretta between my legs and Joey behind her giving her a tongue-lashing. After a while we switched positions. I got behind Doretta while she sucked Joey's big cock. I got so hot licking Doretta's ass and watching her suck on Joey. She then asked me if I would like to help her suck his dick. I was soon taking turns bobbing on his dick. Then Doretta slipped underneath me, leaving me to play with Joey.

  After Joey took turns fucking us both, Doretta went across the room and sat down to play with herself while Joey and I made love. When he was about to come I told him to shoot his load in my mouth. Soon, he filled my mouth with his sweet come. A little of it ran out of my mouth, down my chin and onto my tits. Doretta came over and cleaned my tits and chin with her tongue, then stuck her tongue deep in my mouth.

  Doretta and I went at each other for a while after that, while Joey watched and played with himself until he was hard again. He then joined in again and we played with each other for some time. Joey began to stick his dick in Doretta's asshole as I watched in amazement. I wanted him to do it to me, but knew I wouldn't be able to handle it at that time. I decided right then that I was going to practice this on myself with dildos until I could someday have Joey fuck me in my ass. When Joey came this time, he blew his load all over Doretta's ass. I quickly lapped it up.

  Over the next few months Joey, Doretta and I made love as a group or any combination of two out of three of us. I'll never forget the first time Joey stuck his big cock in my ass either. Joey and Doretta got married at the end of the summer. Sad ending for me? No. After the wedding, the three of us went on our honey-moon. After returning, I moved in with them and we all get along great!—K.W., Roanoke, Virginia

  ATTRACTIVE COUPLE SEEKS WELL-ENDOWED MAN FOR INTIMATE FUN … SEEK AND YE SHALL FIND!

  I recently answered a personal ad in a local newspaper placed by a couple seeking a threesome with a single, well-endowed male. I left a phone message with the paper's answering service and in no time I got a call back from Sal. We chatted briefly about our interests and we hit it off right away. It turns out that Sal's wife, Becky, was very sexual and above average in terms of orgasms per intercourse. Plainly, she was looking for even more attention than she was getting at home.

  I invited Sal and Becky to my apartment that very evening. They are a very physically attractive couple in their early forties. Becky has shoulder-length brown hair, firm breasts and a very tight ass. Sal has gray hair but is tanned and in great shape. I'm in my early thirties and I work out regularly too. Needless to say, I am also very well endowed.

  All three of us were nervous at first because we had never done anything like this before. I suggested I give Becky a massage to break the ice. I had some scented lotion which I generously applied across her shoulder, down her back, over the cheeks of her ass and down her thighs.

  It didn't take long for me to get over my nervousness. My hardening cock rubbed against Becky's well-oiled ass, and I could tell she wasn't feeling shy anymore either.

  I rolled her over and dove face first into her moist muff. Oral sex is one of my favorite pastimes and Becky responded with two quick orgasms, her tan, firm thighs wrapped snug across my cheeks.

  All our shyness by now had flown out the window. I lay back on the bed and Becky climbed on top of my swollen cock. She faced away from me toward her husband to give him a better view of her riding my manhood. Becky came again just seconds after easing down on my massive length, and was soon building toward another even stronger orgasm. Sensing this, Sal moved in and started licking and sucking her clit while I continued to thrust deep inside her. She collapsed backward onto my chest and I grabbed her breasts and held on as I shot my load into the deepest regions of her body.

  Sal didn't miss a beat. He entered Becky the instant I pulled out. I watched as their bodies ground against each other. Watching them was very arousing, and my member quickly sprang back to life. Sal had been very aroused from watching Becky and me, and he came quickly. I turned Becky so that she was lying on her back on top of Sal, and penetrated her from above, making a delicious pussy sandwich.

  Sal and Becky enjoyed themselves as much as I did that night. They called me again two weeks later and we got together for a much different evening. It started out the same—a nice back rub to get things rolling—but Becky had different plans. She asked me to use even more oil and to fuck her in the ass this time.

  I was hard immediately. Precome oozed from the tip of my cock when I applied lotion to Becky's puckered rim. “Oh that feels so nice, would you lick me there?” she asked.

  I played dumb. “You want my tongue in your ass?”

  “Please!”

  “OK,” I said, graciously plying her cheeks wide so I could French-kiss her sexy round rectum. Becky's finely wrinkled asshole tasted like Juicy Fruit and made me wildly hot.

  Within moments I was hip deep inside her most intimate cavity. Her asshole was so tight and strong against my cock that I lasted only a minute. I came with an explosive blast just as Becky murmured that she was coming too.

  Sal had known this was the plan for the evening, and he lost no time plunging his tool down the same tight pathway. Becky squirmed as Sal slid in and out of her, his deep penetration aided no doubt by the puddle of come I had just deposited in excess inside her bowels. I stood in front of her, and Becky eagerly took my limp cock into her mouth and sucked it back to its manly state. Sal exploded in her asshole with a satisfied groan. To my surprise, however, Becky was not satisfied. She can't get enough. She is a veritable fuck machine incapable of being sated when it comes to cock. Sal and I are bringing one of those foot-long dildos with the width of a dictionary into play on our next get-together. Obviously there will be plenty more to come.—J.P., Philadelphia, Pennsylvania

  THE SOFTBALL COACH, HER BOYFRIEND, AND A SEXY SECOND BASEMAN HAVE A HARD BALL

  After a divorce last year, I started dating Eileen, an English teacher and the women's softball coach at the local community college. Eileen is thirty-one; she has an athletic five-foot, six-inch frame with long black hair and dark sexy eyes.

  Tasha, the second baseman on Eileen's team, was having trouble keeping her grades up, and was in danger of losing her eligibility to play ball. Eileen agreed to tutor her in English, and asked me if I would help her with her algebra. The three of us began meeting at Eileen's after softball practice to hit the books.

  Tasha's a knockout. She's three inches over five feet and weighs about one hundred and ten pounds. She has blonde hair and a great smile. Her tits are small but perfect for her size, and she has a sensational butt which I couldn't help but notice since she wore tight gym shorts most of the time. Besides being beautifu
l, Tasha is also a great kid with a mature and positive outlook on life. I started to grow very fond of her, and more than just a little hot for her, too.

  I soon got the impression that Tasha was flirting with me a bit. She would sit very close to me while studying. Also, she would always give me a little kiss on the cheek before she left.

  Furthermore, Eileen told me she asked about me a lot when I wasn't there. I began to sense that Eileen was becoming quite attached to Tasha also. They exchanged a lot of hugs and kisses when Tasha was coming and going, and went on shopping trips together on weekends when they weren't playing softball.

  One night, when Eileen and I were in bed, I teased her about her attraction to Tasha. She confessed she had been thinking about her more and more. She had her back to me. I pulled her against me and slipped a hand under her nightie to caress her pussy. She seemed very excited.

  I asked if thinking about Tasha had gotten her worked up, but she didn't answer. I started to suck her tits and manipulate her lovely nipples with my tongue as I slipped my finger into her dripping cunt and rubbed her pulsing clit. Within just a couple of minutes she came very hard as I pushed my fingers into her as far as they would go.

  As she lay back catching her breath, she admitted she had been thinking about the possibility of the three of us in bed. I told her the idea sounded great to me if she could make it happen. We had one of our best lovemaking sessions that night.

  About three weeks later Eileen and her team went to the state tournament in Daytona Beach.

  I couldn't be there because of business commitments, but on the third day Eileen called to say that they had done much better than expected, finishing second out of about forty-five teams. I told her I'd like to take her and Tasha out for a celebratory dinner when they got home the following day.

  The next night Eileen and Tasha picked me up at my place and we headed to a nice French restaurant. Heads turned as we were shown to our seats—the girls looked spectacular! After a great meal and a second bottle of Chardonnay, Tasha raised her glass to make a toast and said, “Thank you both very much for all the help. I couldn't have done it without you.” Then, after a slight pause, she added, “Yes.”

 

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