Letters to Penthouse VI

by Penthouse International

  Donna was lying on the couch, wearing a tank top and nothing else. A giant dildo was buried inside her pussy. I had bought the dildo for her myself, months earlier, but she claimed she never used it.

  She was carefully working herself over, sliding the huge dildo all the way in and then slowly all the way out. Very much turned on, I pulled my dick out and started jacking off, when suddenly I heard a vehicle coming down the driveway. I quickly slipped my cock back into my pants and hid behind a bush. From there, I could still look through the window and see inside the apartment.

  My wife was in such a state of ecstasy that she didn't even hear the car pull up. Then a man got out of the car, walked up to the door of the vacant apartment and knocked. He must have read about the place in the newspaper and was interested in renting it. My wife was stunned when she heard the knock. She slipped into a skimpy pair of shorts that exposed most of her glorious ass. I couldn't believe what she was wearing!

  Donna hesitated before answering the door, but then got the nerve to do so. I could hear her talking to the person, but I couldn't see them. Then my wife walked back into the living room, with the guy right behind her. I could see that he was looking at her ass more than the apartment. Needless to say, he had quite a bulge in his pants.

  I couldn't believe my wife was walking around in such a skimpy outfit in front of a total stranger. He immediately noticed the dildo and baby oil next to the couch, but didn't say anything. Instead, he asked Donna where the bathroom was. When he returned, his back was to me, but it was evident that he had pulled his cock out and was stroking it. The expression on Donna's face was that of anger, but she still kept looking down at the guy's tool. He must have asked her if she wanted him to take the place of the dildo, because she removed her shorts and gestured for him to sit on the couch.

  When he sat on the couch, I couldn't believe my eyes. This guy's cock was longer than the dildo and certainly much thicker. For a moment I felt jealous and wanted to rush in and stop them, but then the idea of seeing Donna take that entire cock inside her gave me an instant hard-on, and I pulled my cock out and started stroking it slowly. Donna then straddled the guy, guiding his giant cock between her pussy lips. She slowly worked her way down his pole until it was all the way inside her.

  They fucked for about ten minutes. Then the guy told Donna to get on her hands and knees. He stuck his finger in his mouth, wetting it nicely with saliva, and said he wanted to fuck her ass. And she said yes! I couldn't believe it! She never let me enter her from the rear. After getting her hole nice and wet with his finger, he slowly inched his cock into her ass. He only pumped her about a dozen times before I saw come dripping out of her ass. After viewing all this, I shot my load in no time.

  Donna told me about this episode two weeks later while we were making love one night. I told her that next time she has to tell me about it sooner.—Name and address withheld

  ONE SUNNY SATURDAY THEY MOUNTED A COUPLE OF HORSES—THEN EACH OTHER

  I am a twenty-year-old single male. A couple of weeks ago I needed a haircut. My barber was on vacation, so I decided to visit a beauty salon. It was there that I met Edna. She has shoulder-length blonde hair and one hell of a figure. When she told me she was in her thirties, I didn't believe her. She looks so much younger.

  We talked while she cut my hair, and I found out that she lives with her husband on a farm. When she mentioned that they owned a couple of horses, I told her that I loved horseback riding, but that I rarely got a chance to do it. Edna then invited me to go riding with her on Saturday. I jumped at the opportunity.

  Saturday finally came. I arrived at Edna's farm around nine in the morning. Edna told me that her husband was attending a farm show and would be gone until Monday. She looked absolutely delicious, dressed in a pair of tight jeans and a flimsy T-shirt, with no bra underneath. I would have much rather enjoyed riding her than the horse.

  We saddled up the horses and spent the rest of the morning riding.

  Around noon we went back to the farm and washed down the horses. It was hot out, so after a while Edna took the hose and let the water run down the front of her shirt, allowing her nipples to be seen through the thin, wet material.

  “Let's go in the house,” Edna suggested. I didn't need a second invitation. Once inside, Edna pulled off her shirt and hugged me, kissing me on the mouth. She pulled her lips away and said, “Suck my tits, lover.” I wrapped my lips around her hot nipples one at a time while rubbing her crotch, getting her hotter by the second. Then we went into her bedroom and peeled off the rest of our clothes. We got into bed and arranged ourselves in a 69.

  My tongue danced into Edna's sweet pussy, and she sucked my cock like a vacuum cleaner. We both came, Edna sucking down every drop of my come while her cunny-honey flooded my wanton mouth.

  My cock was still hard, and Edna told me to fuck the living hell out of her. While my cock pumped in and out of her hot box, she pressed her fingers into my back and screamed out that she was coming. After a few more strokes, I let a big load of come loose deep inside her.

  We rested for a while, then Edna went and got a candle out of the dresser. “Have you ever been corn-holed?” she asked. I told her I was game, as long as I could return the favor. “Anytime,” she agreed.

  Edna dipped the candle in a jar of cold cream and told me to get on my hands and knees. I did as she said, and Edna slowly slipped the candle up my ass while stroking my cock with her other hand. It felt really good, and before long I was as hard as a flagpole again. Edna continued to fuck my ass and beat my cock until I exploded all over the sheets.

  “My turn,” I said. “I'm gonna ride your ass like a stud.” I dipped a finger into the cold cream, lubed up Edna's red-hot ass and slowly inched my cock into her. I fucked Edna's asshole for about ten minutes before I filled her bowels with love juice.

  We spent the rest of the weekend fucking.

  Edna and I get together often to ride horses, as well as each other.—Name and address withheld

  PAULA PASSED OUT, BUT A GOOD TIME WAS HAD BY ALL THE REST

  My wife Fran and I met five years ago when she was in college. Our sex life was great. The better we got to know each other, the more experimental we became. We tried numerous positions and lots of oral and anal sex. We fooled around with video cameras and every sex toy known to man. Then something happened that really slowed our sex life down: We got married!

  Although I am almost always ready to go, Fran doesn't seem to be into sex the way she was before we were married. I'm not saying that sex is always boring, but it is nothing compared to what we used to have. If we ever do anything new or exciting, I have to initiate and direct the events and hope that she's agreeable. That is until recently, which is why I am writing.

  A few months ago some close friends of ours, Doug and Paula, moved away. We recently had a business engagement to attend in a city near where they live. The trip included a free hotel room for Friday night, so Doug and Paula asked us to visit them on Saturday.

  After a late-morning workout on Saturday, we met them for lunch and some afternoon sight-seeing and bar-hopping. Since we had bought them lunch, they decided to cook us dinner. Not wanting our afternoon buzz to end, we picked up several bottles of wine to go with dinner. While Paula cooked, the three of us toured the house and started in on the wine. We had more wine with the meal, then for dessert we had yet another bottle. We finished the several bottles we had purchased that day, and had to break into Doug's private stock.

  We were all buzzing pretty good, especially Paula and Fran. I knew this because when the conversation turned to our morning workouts and getting in shape, both girls started flashing their tits, showing off what good shape their bodies were in. Paula teased Doug, only flashing her boobs when I wasn't looking. But Fran found it exciting and flashed hers when we could both see her, although she seemed to be more interested in Doug than me.

  A short time later Fran and I paired off on the sofa while Doug and Paula spread out
on the carpet. Fran and I began some heavy kissing and petting, which is very unlike us to do in front of people. Unfortunately for Doug, the wine was having a different effect on Paula, who began to pass out. Doug sat on the floor and teased us. “You're going to fuck right in front of me,” he said, “and I'm going to have to sit here and watch.” This only excited Fran more. She grabbed me, occasionally showing her tits to Doug.

  Fran asked if my feet were sore. Before I could even answer her, she was sitting on the floor massaging them. I soon figured out what she had up her sleeve. While she rubbed my feet, Doug sat behind her and rubbed her back. Before long, they both became tired of this and lay down, with Doug on his side and Fran's head resting on his legs. I placed my foot between Fran's legs and rubbed her crotch.

  The sexual tension developing between Fran and Doug was obvious. There was lots of massaging and caressing going on between the two of them. Fran gave me a devilish look and a wink, as if asking me if it was okay for things to continue. In the past we had discussed and fantasized about having another person in bed with us. Even though I had hoped it would be a female, we had both agreed to give it a try if the situation ever arose. So when Fran looked to me for guidance, I let her know that she could do whatever she wanted.

  With that, Fran moved her hand to Doug's crotch. Seeing that things were going to start happening fast, I decided to make a quick trip to the bathroom to relieve my kidneys. I returned to the living room a few minutes later to find that Doug and Fran were gone. I went over to check on Paula. She was out like a light. I thought of trying to wake her by putting my tongue on her nipples or between her legs, but I wasn't sure if she would go for that. And since I had a pretty good idea that Doug and Fran were already going at it, I decided that I'd better not wake her. There was no telling how she would react to the sight of her husband fucking my wife.

  I proceeded to walk up the stairs to the guest bedroom, not really sure what would be going on. I had a good idea, but not much time had passed, so I didn't think they would be very far along. How wrong I was!

  I went up the steps, walked down the hall and took a look inside the guest bedroom. Fran was sitting on the bed, with Doug standing in front of her. They were both completely naked, and Doug's cock was in Fran's mouth. Doug looked at me with a big smile on his face as Fran continued to suck him.

  Feeling out of place, I went into the room, stripped off my clothes and massaged one of Fran's breasts while Doug massaged the other. Fran took turns sucking our cocks. Then she decided that she wanted some between-the-legs action. She had Doug get on the bed so that she could suck him in a kneeling position, which gave me access to her pussy from behind. I stuck my face between her cheeks and licked her crotch.

  After licking her for several minutes, I decided to give her something she had often fantasized about: two cocks in her at once.

  As I fucked her from behind, she sucked Doug and he played with her tits. Doug soon yelled that he was coming, and Fran swallowed every drop. Fran motioned for me to switch to the missionary position so she could get some friction against her clit. She came quickly, but continued to bang away. Doug decided to go check on Paula, so he left and closed the door while we continued to fuck. Fran came two more times, but all the alcohol was helping me hold off. While we were fucking, Fran told me that when I had gone to the bathroom earlier, she and Doug had started kissing, grabbing and stripping each other right in the living room. She didn't mean to start things without me, but when she started to suck Doug off in front of Paula, he thought it would be best if they went upstairs.

  Fran told me she wanted Doug to come back so that she could be with both of us again. I went to check on him, leaving her masturbating. Doug was putting Paula to bed, and once she was under the covers, he was ready for more action. When we returned to the guest room, Fran let us watch while she played with her clit and nipples. She then turned and got on her hands and knees, asking if one of us would like to fuck her. Doug quickly obliged. I don't think I'll ever forget the sexy look on Fran's face as my best friend pumped her from behind. She licked her lips and motioned for me to come closer so that she could suck my cock. Once again she had both our cocks in her.

  Doug was pumping her hard and said that he was going to come soon. Fran flipped around and stuck his cock in her mouth so that she could taste his come again. With one hand she pumped the base of his cock and with the other she massaged his balls. Doug soon groaned and filled her mouth with come.

  Doug was beat and decided to go to bed. I had yet to come, so I was definitely ready for more, and so was Fran. The first thing she did when Doug left the room was kiss me hard, forcing me to taste some of his come, which she had saved in her mouth. She had done this before, after blowing me, and I have to admit that his come tasted much different than my own. Soon we were fucking in many different positions, but I still could not come. Alcohol often does this to me. I stayed hard because of all the excitement, but could not spurt.

  Then Fran said she knew of something that would excite me enough to get me to come. She rolled onto her stomach, spread her legs and told me to fuck her ass. Although I had tried to do this several times, we had not had anal sex in three years. Now she was begging for it. She even got her finger wet with saliva and pussy juice and slid it into her butthole. I climbed aboard and positioned my cock at her anal entrance. I slowly, steadily slid my cock into her tight hole. She moaned loudly. I was worried, and asked if I had hurt her. She said, “Are you kidding? It feels great!”

  She begged for more. I pushed in until my balls touched her pussy. I began with long, slow strokes until she asked me to go faster. I pumped her ass hard and could feel the come building in my balls. She begged me to come in her ass. I pumped as hard as I could, and she soon yelled that she was coming. I filled her ass with as much come as I have ever produced.

  We both collapsed, with my cock still in her butthole. As my cock softened and slid out, Fran moaned and said that she had never thought ass-fucking could be that good, and that we would have to try it again real soon. After cleaning up, we fell asleep, only to wake up and fuck three more times before Doug and Paula rolled out of bed.

  Before we left that day, there were many knowing looks passed between Doug, Fran and myself, while Paula seemed to know nothing of the previous night's events. There has been talk of us getting together again, but I would like to do it with another female next time. Fran thinks it's a good idea and can't wait to give it a try herself. I guess I'll be writing again.—Name and address withheld

  HUNGRY FOR REAR ENTRY, DIVORCED MAN MEETS WILLING PARTNER

  I had been married for twenty years and my sex life was okay. During that time, my ex and I tried anal sex about a half-dozen times or so. Each time, the result was the same. She would put her ass up in the air and prepare to receive me. As soon as my lubricated, six-inch dick slightly penetrated her, she would cringe and let me know that she couldn't stand it. I would always pull out, feeling frustrated. One time I came from having only the tip inside her ass, but it was more from excitement than anything else. I finally accepted the fact that anal sex was one of life's experiences that I would never sample.

  About a year and a half ago I was fortunate enough to meet up with an old high-school sweetheart. We quickly discovered that our attraction for each other had not died, even after thirty years of being apart. We also discovered that we are extremely well matched in our sexual desires.

  We live far away from each other, so we are only able to get together once a month or so. Each time we get together, it's nonstop sucking and fucking as we push the sexual envelope a little further. She had had an extremely boring sex life in her marriage, so everything I teach her is exciting for her.

  On several of our meetings we talked about trying anal sex, but aside from fingering each other's asshole once in a while, I had never tried to penetrate her with my cock.

  Absence truly does make the heart grow fonder. Our monthly trysts are always very loving and passion
ate, and the last time was no exception. I picked her up at the airport and took her back to my place. In no time we were rolling around naked in bed. She loves to suck on my cock, so before long she had her sweet, loving lips pumping my pole, which was leaking pre-come. I spun her ass around, and we locked into a tight 69. She has a very wet and tasty pussy, which I love eating. I especially like the 69 position because I love to embrace her while we eat each other. One of the advantages of being in my forties is that I can go a lot longer than I used to, and this makes for a better time for both of us.

  After an hour or more of kissing, sucking and fingering, I decided it was time to do it. She was ready, but she had no idea what was coming, so to speak.

  I gently rolled her onto her stomach. I kissed my way down her back, slowly nibbling and massaging her spine until I reached her ass. I then got on my knees between her spread legs and continued to massage her sweet cheeks. I spread her ass and saw the object of my desire. She still didn't know what I had planned. I then pulled her to her knees and got out some K-Y jelly. I put a little around her hole and a lot on my dick. I moved forward to enter her. As I started, she clenched the pillow, and I saw that her knuckles were white. I thought, Here we go again. I asked her if she wanted me to pull out. Through clenched teeth, she said, “Go for it.” I was stunned and filled with gratitude.

  I lovingly pushed my shaft into her tight hole. Once fully in, I remained motionless for a while. She slowly began to relax. I bent over and kissed the back of her neck. Her knees then relaxed under my weight, and soon she was flat on her stomach. I let my reflexes take over, and I began to slowly hump her loving ass. I took long, deep strokes, nearly pulling all the way out before plunging back in. It felt as good as I thought it would, but what felt better was the intensified love I felt for her. Anal sex strengthened the bond between us. I continued to pump until we both reached a warm, satisfying climax. I then collapsed on top of her, and we stayed in a loving embrace for a long time.