Letters to Penthouse XXVII

by Penthouse International

  Over time, I would periodically spank her while we were having sex, and each time I got pretty much the same results. Her body would react positively and her orgasm would be more intense than usual. Sometimes she would even admit that she had liked it, but still it was always “my thing.”

  One night we went out for dinner at a nice restaurant we had been wanting to try. The meal was good, and we had several bottles of wine and were feeling very mellow. When we got home, Lee, at my request, put on a sexy teddy. The kids were away and we had the house to ourselves. I started with her nipples, sucking on one of them while lightly pinching the other. As she became excited, I started to work my way to her already moist cunt. Since I had managed to convince her to shave her pubic hair, I loved getting her off with my tongue and then getting her primed again, which is exactly what I did. Then I moved up her body and turned her on her side, with one leg bent toward her chest, and entered her with one thrust of my hips.

  It was like entering a molten volcano. Lee thrust back at me and started to moan. I reached for her nipples and tweaked them really hard, something she seemed to enjoy. Her moans turned to heavy panting and I could tell she was on the verge of another orgasm. In our current position one round ass cheek was exposed, and I started to rub and squeeze it. This drove her to even greater arousal. I gave her buttock a light slap with my hand and her hips started to flex even harder. I then gave her several more spanks, and her pussy started to contract really hard on my cock. Again I spanked her several times, and she went ballistic, shouting with pleasure and twisting on my cock until I came like never before. As I grew soft and started to slip out of her I could still feel her pussy contracting.

  As we started to cuddle, I said to her, “You seemed to really like being spanked tonight.”

  Lee smiled at me and said softly, “Yes, I did.”

  I immediately began to get aroused again, and started to fondle her. She gave a little moan and turned onto her other side. I pulled her leg up to her chest, exposing her unspanked ass cheek. Then I took her again. Having come once already, I could more easily hold back, and I really enjoyed the sensation of sliding in and out of her hot wet cunt. Lee started pushing back at me hard, and I immediately started to squeeze her buttock. She moaned loudly, which prompted me to lean toward her and say, “Do you want me to spank you?”

  “Yes,” she choked out, a request which was immediately followed by my hand slapping her backside. She spasmed hard and I spanked her several more times. As she started to orgasm, she cried out “YES!” very loudly, and I spanked her once more as I shot my come inside her.

  Later Lee went into the bathroom, and when she came out she shyly but somewhat proudly showed me her bright red ass cheeks. I didn’t think that spanking her would be just “my thing” anymore.

  Now that spanking was a regular and openly desired part of our sex life, I attempted to bring my wife to a realization of how much she liked being submissive and having me in control of our sexual sessions, although this was not an easy admission for a woman who had very strong feelings about feminism.

  A breakthrough of sorts in this area came when I got her to deep-throat me. One evening, after getting her off with my mouth, I moved up her body and presented my dick to her lips. I told her to lick it, which she promptly did. In a more commanding tone, I then told her to take the head in her mouth and use her tongue on the underside. Lee seemed to be really getting into this, and I decided to be even more aggressive. I told her I wanted her to deep-throat me. This was something she had never been able to do. I said, “Lee, I want you to suck me deeply, and to keep sucking me until your mouth reaches all the way to the bottom of my dick!” She gave a little moan around my cock, and she took in as much of it as she could. She started to gag and pulled away, saying that she didn’t think she could do it. “Yes, you can,” I said. “And you will. Because that is what I expect of you.” She looked into my eyes with a melting expression that nearly made me come right then. Then she just nodded and went back to sucking me. Soon she was taking more and more of my dick into her. Her head started bobbing faster and faster. And then it happened; I could feel the head of my dick slide down her throat. She sucked my cock right down to the base, and kept doing it until I exploded in her mouth. She really seemed to be getting into taking orders, and I was ecstatic.

  Soon after that I planned an evening out on the town, and bought my wife a new mini-vibrator for use on her clit. When we got home we were both in an amorous mood. It wasn’t long before we were naked and licking each other’s bodies. Lee was quick to orgasm and wanted me inside her. I was happy to oblige, especially when she turned on her side, in what had become our favorite position. I turned on the mini-vibrator, put it in her hand and had her apply it to her clit. She was moaning and peaking in no time. I started to rub her ass cheek and again she let out a cry. I leaned over her and told her that if she wanted me to spank her she would have to ask me. She moaned out a yes, but I said, “No, if you want it you have to really ask me.”

  There was a pause that seemed to last forever, and I thought she wasn’t going to do it. Finally she squeaked out, “Please spank me.” I was going nuts, and so was she as I started to spank her buttock. I paused to keep myself from going off too soon, then said to her that she should ask me to spank her harder. After a short pause she said, “Please spank me hard,” which I did, causing her to explode and to literally soak the sheet beneath us.

  Again I stopped to keep myself from getting off. After a while Lee realized that I hadn’t climaxed, and asked what she could do. I told her to turn over on her other side so that I could make that cheek as red as the other one. As she turned over I said, “I want you to ask me to spank you as hard and as long as I want, and I want you to admit how much you love me doing this to you.”

  This time my wife didn’t hesitate. She looked directly at me and said breathlessly, “Please spank me as long and as hard as you want to. I love being spanked by you. I do!”

  I pushed myself deeply into her, and then withdrew until I was almost out. I kept doing this in slow motion until Lee was deeply aroused and begging to be spanked. I obliged her then, and it wasn’t long before we both exploded.

  The next morning I woke her by licking her from asshole to clit, lingering at her clit with a slow flicking motion of my tongue. She quickly got wet and wanted me inside her. I threw her legs over my shoulders and went into her slowly. After getting her off, I looked directly at her and said, “Tell me how much you like me dominating you.” I thought maybe I was pushing her too far; but she shocked me by grabbing my shoulders and whispering in my ear that she loved being dominated by me. Needless to say, I went off like a firehose.

  Now, at my request, Lee agreed to go out without bra or panties, although only to places where we wouldn’t meet anyone we knew. For her forty-fourth birthday I took her out to a club, and rented a hotel room for the night. When we got back to the room I gave her one of her presents: a leather and silver dog collar. Without hesitation she put it on and asked what I wanted her to do. I told her I had invited a couple of well-endowed young guys up to the room, and I wanted her to entertain them. As she stared at me, I showed her another of her presents—a new slip that I wanted her to wear for the rest of the evening. It was cut low at the top and barely covered her bottom. While I helped her put it on, I told her that the guys would be knocking on the door in a few minutes, and I wanted her to answer it, wearing the slip, the dog collar, and nothing else.

  This was the ultimate test, and my sweet sexy submissive wife passed it with flying colors. When the knock came at the door, she looked deeply into my eyes, gave me a loving kiss, and then went to answer it.

  The two guys were named Jerry and Phil, and they wasted no time with preliminaries. I had told them to be gentle, but that once they got her aroused they could do whatever she let them. Lee was a little nervous at first. I started to kiss her and talk to her, while Jerry began to massage her feet and legs. Phil, after a few minutes,
pulled down the slip and sucked on her nipples. Jerry then worked his way up to her cunt and started to lap her clit. Her hips started to move, and she let out a moan. Phil moved up and presented his now hard dick for her to suck. She looked up at him and then over to me, and then took the head of his cock in her mouth. Jerry spread her legs and slowly slid his large dick inside her. My wife was now deep-throating Phil while Jerry was thrusting hard into her gorgeous body. The guys pounded her for a good ten minutes, until Phil spewed his load down her throat. This seemed to set Jerry off. His body stiffened as he shot into her, and Lee let out a loud scream, her legs jerking back and forth as she climaxed.

  I was unbelievably hard, and I took Jerry’s place as he rolled off her. Lee immediately responded to my hard thrusts into her now soaked cunt. I didn’t worry about prolonging our pleasure, but pushed her legs to her chest and started fucking her in an uncontrolled fashion. Needless to say, I did not last long. After a short rest we started again, with all three of us occupying one of her delightful holes at the same time. It was an unbelievable night!

  —Name and address withheld

  HE DRESSED UP AS A WOMAN WITH NO IDEA

  HIS WILDEST FANTASIES WOULD COME TRUE

  About ten years ago, before I was married, I lived in the New Orleans area, and there was a small lounge in my neighborhood that I would frequent from time to time. On this particular night I was having a few drinks when a very attractive black girl sat down next to me. She told me her name was Candy, and we chatted for a while. I found her very attractive, and I was really surprised when she told me that she was a man. I replied that I could not believe that someone so nice-looking was not a real woman, but she assured me that it was true.

  In spite of my surprise, I was intrigued by this development. Seeing this, Candy told me that she could make me look just as good as she did. When I said I doubted that, she said that if I did not believe her I should let her try and then judge the results. Having had a few drinks, I accepted the offer.

  Candy took me to her apartment and started to apply makeup to my face. I wanted to look in the mirror, but she said I had to wait till she was finished. She then told me to take off my clothes. She found one of her dresses to put on me, along with a stuffed bra. Next came a pair of her shoes, and then I was allowed to look into the mirror. Damn, I looked good!

  Candy then said she wanted to take me out to a club she knew. I was shaking all over, both from excitement and nervousness. This was something entirely new to me, but I felt great about my transformation, and something inside me made me want to show it off.

  When we arrived at the club I quickly ordered a drink. As we sat at the bar, a nice-looking man came over and started talking. When my drink was finished, he ordered me another and asked me to dance. I had to say no, because I was shaking so badly that I was sure my legs would not support me. After about an hour Candy and I left and went back to her place, where I changed back into my own clothes. Candy asked me to come back and see her again, and I said I would.

  When I went back to Candy’s place I brought along some clothes I had bought on my own, along with a blonde wig and high-heeled shoes. Candy was surprised but pleased to see what I had brought. Again we both dressed up as women, and this time we went to several clubs.

  At one of the clubs I met the owner, Big Al, who was a friend of Candy’s. He was a very personable guy in his forties, and he told me I was welcome back anytime I wanted to visit, even though the club catered mostly to black people. It was a very friendly and free-swinging place, and after we left I started thinking about certain fantasies and desires that I’d never thought I could actually realize.

  The next time I saw Candy I told her I wanted to go back to see Big Al. When we did, I explained to both of them that although I had never touched another man’s cock, I wanted to try. Actually what I wanted was to give someone a blowjob, but I wanted to do it in front of a group of people. I told Big Al that I would like to suck my first dick there at his club, and that if he wanted to, he could auction my mouth off to the highest bidder. I told him he could keep the money; I just wanted the excitement.

  Big Al surprised me with his answer. He said he would arrange what I wanted, but he also wanted to auction off my asshole. This had never entered my mind, but when he said it I began to shake with excitement, and finally I agreed.

  Big Al suggested we do this the following Saturday night. On Saturday evening Candy came over to help me with my clothes and makeup, for which I was very grateful. I was so nervous and excited that I don’t think I could have gotten ready by myself.

  Candy and I arrived at the club at about ten-thirty and were met by Big Al, who told us everything was all set up. He then went up onstage, took the mike, and asked everyone to quiet down for a minute. When they did, he announced that there was a special guest visiting the club. It wasn’t hard for them to figure out who he was talking about, since my white skin and blonde wig made me stand out from the crowd. Big Al then told them that the party would start at midnight, but until then they could come over and introduce themselves to me if they wanted.

  In a few minutes a tall, skinny fellow came over and asked what was going on. Candy told him he would have to wait and see. She then surprised both of us by taking my hand and placing it on his crotch. When she encouraged me to rub him, I did as I was told. Some of the others must have seen this, because several more men came over to let me get a feel.

  Finally at midnight, Big Al took the mike and told everyone that he was going to lock the door, so anyone who wanted to leave should do so now. He then said that each man who stayed would have to pay ten dollars. He said the women could stay free. Some of the men started to complain, and Big Al then announced that anyone who stayed and did not enjoy the show would be able to get his money back. That quieted them down.

  The doors were then locked, and I was called onstage. Big Al explained to the audience that I had never sucked a dick, and that he was now going to auction off this white virgin mouth. He added that the winner would really have something to brag about to his friends.

  Then the auction began. Along with the bids, I could hear a lot of comments from the guys about how much they wanted to fuck my pretty mouth. My head was whirling, and I didn’t know what amount of money was being bid, but finally Big Al told the three highest bidders to come up on the stage. He then told them to take out their dicks so I could kiss each one.

  Up to then it had hardly seemed real to me that I would actually be sucking someone’s dick in front of a crowd of people. But now my incredible fantasy was really going to come true. I got down on my knees and kissed the head of each exposed cock in turn. The three men were then asked to continue the bidding.

  Finally a tall, good-looking man of about forty was declared the winner. Big Al then told me to go ahead and suck his dick. At that point the hollering and screaming from the crowd began, which ratcheted up my excitement even more. I took his dick and started to kiss it all over, and then I sucked his balls. After a few minutes of this I worked my way back up to the head, and then for the first time in my life I took another man’s dick in my mouth. It felt great. I must have worked it in and out of my mouth for fifteen minutes or more, until he grabbed my head and started to fuck my face with passion. Shortly thereafter it started spewing like a fountain in my mouth. I tried to swallow every drop, and I think I did.

  Everyone thought the show was over, until Big Al announced that the main event was about to start. Then he explained that he also intended to auction off my virgin ass. This really got the crowd stirred up. Someone brought out a stool and I was told to lean over it. My dress was pulled up and my silk panties were pulled down.

  Once again, Big Al used the line about being the first to fuck a white virgin, except this time he was talking about my ass. While they were bidding I was given a good stiff drink, and Candy started to put some lube on my ass.

  Bent over as I was, I didn’t see the face of the guy who won, but Big Al called him
Steve. When he got behind me and started pushing into me, all I could think about was his dick. I could feel the pressure of it against my tight little hole, but I wanted it more than I had ever wanted anything before. Steve kept telling me to relax, and then pushed more of his dick into my ass. Then he started to stroke it slowly in and out, and I couldn’t believe the pleasure. And the greater the pleasure, the easier it was to relax.

  I don’t know how big his dick was, but it felt huge. Finally it was all in, and he started to pump me faster. I could hear the crowd cheering. He grabbed my hips and pounded me faster and faster until he filled my ass with his come.

  Again I thought the night was over, until I heard Big Al say that those who hadn’t won could still get in on the action. This got my attention. He said that anyone who wanted my mouth could have it for an additional ten dollars, and my ass for twenty. He hadn’t asked me about this, but he must have known I wouldn’t object. On the contrary, I felt like thanking him.

  The next thing I knew there was a dick at my lips and someone telling me to open my mouth. As I did I felt another dick entering my ass. Never in my wildest dreams had I expected anything like this to happen. As each man finished with my ass or mouth, there was another one waiting to replace him. And I was more than ready for all of them.

  Eventually everyone had had a piece of me, and Big Al announced that the show was over, except for one final thing. At that point he dropped his pants, and that was when I found out how he had gotten his name. He had to have the biggest dick I had ever seen. He told me to suck it, and I did, though I could not get much of it in my mouth. After a few minutes he told me to bend over the bench, and he got behind me. When he started pushing that big dick into my ass I thought I would pass out. But Big Al took his time and finally had the whole thing up my ass. He stroked me slowly until I became accustomed to the size, and then he began to fuck me.