Letters to Penthouse XXV

by Penthouse International

  I was taken by surprise when Jack showed up at my desk the next week. He said he wanted to open an account in a local bank, and would feel better if he worked with someone he knew. It took me over an hour to set up the type of business account he needed, and by then it was closing time. I thanked him for choosing our bank, and told him I was looked forward to serving him. Jack shook my hand across the desk and asked if I’d join him for a cocktail.

  We drove in our separate cars to a nice club, where we had several highballs in the dimly lit lounge. Jack was very charming and witty, and soon had me feeling very relaxed. I was wearing a dark blue business suit with a white blouse that buttoned up the front. The tight skirt rode high on my nylon-encased thighs, revealing the dark band of my stocking top. It was very warm, so I removed my jacket. Before leaving the bank I had opened the blouse enough to show the deep cleavage between my breasts, which didn’t go unnoticed by Jack.

  After an hour of drinking I told him I had to get home and fix dinner for my husband. I used the ladies’ room on the way out, and found that my pussy had gotten very slick just from being near this man, even though he’d been a total gentleman, not even making a suggestive remark. He walked me to my car and opened the door for me. My skirt rode up as I got in, and I made sure he got a good look at my light blue panties. I knew he could see the dark wet spot caused by my arousal. It was all the invitation he needed to lean down and kiss me tenderly. I longed for him to feel me up, but he didn’t; instead, he asked me when we could meet for drinks again. I told him to call me, since he knew where I worked.

  Over the next two weeks I met Jack several more times for cocktails, each time receiving a lingering kiss when we parted. I was always aroused, but he never actually put the make on me, just grew increasingly friendly. He began to hold my hand lightly, fingering the palm or stroking my forearm. This caused my nipples to harden as well as making my pussy wet and slick.

  On Friday afternoon of the second week, Phil called to say that Jack had signed a contract with him, and he wanted me to join them to celebrate after I got off work.

  I was able to charm my boss into letting me off an hour early. I then went to my favorite store, looking for a new dress that would be sexier then the suit I was wearing. I found one I loved, a bright yellow, low-cut number with a short, full skirt. It looked sharp with my bright red hair. A new bra was necessary because of the cut, but my white panties and garter belt were okay. A quick stop at the shoe store for some new white heels, and I was off to party.

  They already had a good head start when I got there, but I was in the partying mood and the next day was Saturday, so I went with the flow. I sat between the guys, very aware that they were both eyeing the exposed upper halves of my breasts, and the creamy white flesh of my thighs when my skirt would accidentally slide above my stocking tops.

  By midnight we were all wasted. Nobody was in any shape to drive, so Phil went to call for a car to pick us up. While he was gone Jack pulled me close, his lips meeting mine in a long kiss. Then he said we had to talk, and asked me to call his hotel the next day. Before I could answer, Phil returned.

  When the limo came I once again found myself sitting between the two men. It was Phil who asked the driver to turn the lights off. He then turned my head toward him and kissed me deeply. I felt a hand slid up my thigh to gently rub my pussy through my panties, before moving beneath them to explore the wet, fleshy folds of my slick cunt. The hand found my clit and gently rolled it between two fingers, quickly bringing me to the very edge of orgasm, but not quite to the pinnacle.

  Suddenly I realized that Phil was holding my head with both hands, and it had to be Jack who was feeling me up! That thought was enough to trigger my orgasm. I moaned as I came, kissing my husband while wishing Jack would penetrate me with his fingers so my cunt would have something to grip as it clenched in pleasurable release.

  It wasn’t until I’d calmed down that he did that, however, inserting two long fingers, which he curled up to caress my G-Spot. I’d never had two men touch me at the same time, though I was sure that Phil was unaware of the fact that his client was finger-fucking his wife.

  Jack soon had me climbing toward another climax. But then I suddenly stiffened as Phil’s hand went to my knee and slipped under my dress. I grabbed his arm to stop him from getting to my occupied pussy. To explain this, I whispered in his ear that I didn’t want him feeling me up like that with Jack in the car. But, I added, he could feel my tits a little if he wanted, because I was so hot I thought I would probably come if he did.

  Fortunately Phil didn’t stop to worry about whether this made sense or not. He proceeded to slip my right breast out of the top of my dress, then bent over to take my hard nipple between his lips just as I gushed on Jack’s hand. Phil was pleased that he’d gotten me off so easily. He tucked my tit back in and sat up, giving me a quick kiss, and Jack withdrew his hand from my soaked panties just as we pulled up at his hotel. We said good night to Jack, and Phil and I resumed our journey home.

  As soon as we were under way again I was all over Phil, who had a very hard cock ready and waiting for me. He unzipped himself as I slipped off my panties and quickly mounted him, impaling myself on his six-and-a-half-inch cock, which was poking out of his open fly. I rode him slowly, letting my pussy absorb that thick, hot instrument of pleasure. My clit was still throbbing from Jack’s fingers. My eyes closed and I imagined it was Jack’s cock that was fucking me; I reached a gushing climax as I made up my mind that I was going to fuck Jack, and soon.

  Phil was still hard. I slid myself off him and dropped to my knees. I then took him in my mouth and sucked him until he filled my mouth with come, which I happily swallowed.

  I still had his cock in my mouth when the car door opened and the lights came on. We were home. The driver’s mouth was hanging open as he held onto the door. Phil zipped up, and I winked at the driver as I got up and slipped past him, going into the house.

  The next day, while Phil was out cutting the grass, I called Jack and we made plans to meet on Tuesday in Cleveland, where I would be attending a week-long banking seminar. Phil was still sexed up from the night before, and he wanted sex as soon as he came in the house. As usual, I welcomed him into my body, even though the wetness of my pussy was due to my lusty anticipation of getting fucked by Jack.

  Phil banged me three times on Monday morning, leaving me well fucked and full of enough come to float a boat. I only had time for a quick shower before getting dressed for my flight. Phil dropped me off at the airport, telling me to have fun but be safe.

  Over the years Phil had hinted that he would be open to my having sex outside our marriage. He always told me to be safe, which I assumed meant to use condoms. Now I felt a little guilty for not telling him about my intentions with Jack. But I told myself I’d level with him over the phone that evening.

  I attended meetings all afternoon, and was dog-tired when I finally checked into my room. I had an early room-service dinner and then stripped to my panties while I filled a hot tub. As I was doing that the phone rang. It was Phil, and the first words out of his mouth were, “Are you alone?” I told him I was, and when we hung up ten minutes later, I still hadn’t told him I was meeting Jack the next night.

  As I started into the bathroom there was a knock at the door. I put on my robe before peeking out, and I was surprised to see Eddie, who was the younger brother of my best friend, Dana. I’d forgotten that Dana had told me her brother had moved to Cleveland, and I had told her where I’d be staying and to have him look me up. I hadn’t seen Eddie for about two years, and now he was eighteen and looked quite grown up.

  I let him in and gave him a big hug. Then I told him I was just getting into the tub, and asked him to open some wine and bring me a glass. I was under the bubbles when he brought in the wine, and he sat on the stool and we talked for about an hour. Finally I said I was getting waterlogged and had better get out, but Eddie didn’t leave the bathroom as I had expected. Instead, he hel
d up a towel for me. Well, what the hell, I thought, and I turned and stood up with my back to him. He dried my back as I pulled the towel around myself and reached for my robe. But Eddie stopped me, taking me by the shoulders and gently turning me around. I didn’t resist, and he leaned down to kiss me as he tugged the towel off.

  I knew I could stop him with a word, but I couldn’t say it. I was so hot, and I couldn’t help wanting this good-looking young man. He picked me up then and carried me out of the bathroom to the bed. The next thing I knew he was naked beside me, telling me that he’d been wanting to make love to me for a long time, and that he must have jacked off a hundred times thinking about me. Then he climbed on top of me and started poking his hard-on around my crotch while clutching one of my tits in each hand. Before he could actually find the hole he started to shake, and then I felt his come spurt all over me.

  I reached down, taking his still-hard young cock in my hand, and guided him into my cunt as his come still oozed from the head. That cock started throbbing again almost immediately, releasing his second load in the soft grip of my cunt. The look on his face told me that I was his first piece of ass.

  It was still early in the evening, but from that point on until eight o’clock the next morning, Eddie was either on me or getting on. I don’t know how many times he fucked me, but he kept getting better and better, until he had me coming each time. When he left I had just enough time for a quick shower before my first meeting. He wanted to come back that evening, and I think I broke his heart when I told him I already had a date. He asked me if I was free on Thursday, and I told him I’d let him know.

  That evening I had a long refreshing shower before meeting Jack in the hotel lounge. He looked very fuckable as he walked toward me, and even after my night with Eddie I could feel my panties dampen, knowing that I was going to get fucked by him. We kissed and moved into to the dining room. An hour later we were up in my room.

  I went in to use the bathroom, and when I came out he was lying on the bed, nude, his large cock draped over his thigh. Even limp it was both longer and thicker then Phil’s was when it was hard. I really hadn’t thought a man could be hung like that, but seeing was believing. I slowly stripped to my bikini panties, and then crawled into his open arms. Ever so slowly he began making love to me, exploring my body, kissing me from my ears to the bottom of my feet. It was at least fifteen minutes before he peeled off my panties, revealing my red-haired pussy to his gaze. He looked me right in the eyes as he lowered his mouth to my sex, gently parting my labia with both hands before licking the full length of my vagina for several minutes. I was on the very edge of an orgasm when he puckered his lips and softly kissed my clitoris, sending wave after wave of pleasure crashing over me and taking my breath away.

  When I recovered he was crouching between my widespread legs, his cock fully erect and dripping precome, actually pulsing with the need for release. My God, that cock was just huge, and I wasn’t sure my body could even accept all of it. But I was damn sure going to try.

  The only thing I could say was, “Fuck me, Jack. Fuck me now. I want that big cock in me now. Please fuck me, Jack!”

  He lowered himself until the large head of his prick began to part the lips of my very slick cunt. Then suddenly it happened. He came. The first blast hit the entrance of my vagina, and the rest of it went everywhere, all over my tits, tummy and pubic hair. Jack rolled onto the bed beside me, kissing me deeply before telling me that I was the best piece of ass he’d ever had.

  Not wanting to damage his manly pride I told him it was the best for me too. After cuddling for about twenty minutes, Jack asked if I was up for another round. “Oh yes, God yes!” I said. “Fuck me, Jack.” And he did, with the same results, except that this time there wasn’t nearly as much semen.

  Again we told each other how good it was. But by now I knew that Jack had a serious problem with premature ejaculation, and had probably never had complete intercourse in his life. Jack fucked me twice more before we slept, and three times the next morning, and each time he came as soon as his cockhead touched my sex.

  Jack stayed the next night, as planned, and I continued to pretend to enjoy his lovemaking, letting him come on me six more times before he departed for home on Thursday.

  I had Eddie on the phone before Jack had probably even gotten to the elevator. I invited him to have dinner with me, and he said he’d pick me up after my seminar. When we entered my room that night, Eddie was no longer the fumbling virgin. He was a very confident young man who was eager to pleasure the woman who had introduced him to the joys of lovemaking.

  Eddie had both of us out of our clothes in minutes. I just lay down on the bed with my legs spread, allowing him easy access to my sex. In his hurried enthusiasm to get his rock-hard cock inside my wet and ready pussy he didn’t bother much with foreplay, but it didn’t matter. After two very frustrating nights, it felt so good to have a hard, hot tube of man meat inside me. Eddie’s cock was much shorter than Jack’s, but it was reasonably thick, and it stimulated all the right places, giving me a deep, pleasurable orgasm just before he came the first time.

  The sex that followed was a repeat of the first night. I have no idea how many times I was fucked; I just know his cock was in me most of the night, and I loved it.

  We showered together the next morning, and it was there that I introduced him to the pleasures of fellatio. His cock was easy to consume, and I was able to slip my tongue out and lick his balls as I sucked it. Needless to say, I got my mouth filled with hot spunk in short order. As I swallowed his load his knees buckled, and he slumped to the shower floor beside me. His eyes opened wide when I kissed him, letting him taste his own come as I probed his mouth with my tongue. It turned him on so much that he pushed me back and fucked me yet again under the spraying water.

  I called Phil later that day and told him about my young lover, even though I still hadn’t told him about Jack. He sounded happy for me, and encouraged me to extend my stay until Sunday to give the young man a little more time to learn about sex from the finest teacher he could have. He also said that I should bring him some sloppy seconds when I came home Sunday night.

  That night I taught Eddie to eat pussy, which he couldn’t get enough of. He even liked eating me after he’d fucked me, licking up his own come. We spent the next forty-two hours doing every sex act known to man. He was practically crying when he had to put me on the plane home, but I told him I’d be back in Cleveland for another seminar in about three months.

  I did bring Phil a sloppy pussy, so much so that the crotch of my jeans soaked through, and was embarrassingly wet when I got off the plane. Phil had never been so horny in all the time we’d been together. He took me repeatedly as I told him every detail I could remember of what I did with Eddie. We fucked all night, and we both called in sick on Monday.

  When Jack called me, wanting to get together again, I told him that what we had was too good to repeat, and I didn’t want to spoil our precious memories by running it into the ground. He didn’t really understand, but he finally accepted my decision.

  For some reason I still put off telling Phil about Jack, and when I did he was a little hurt that I hadn’t told him at the time. I explained that I didn’t feel I had to, because he had never actually fucked me. The truth was that I didn’t understand my reasons myself, so how could I explain it to him? He finally forgave me after I assured him that it was the only thing I’d ever kept from him. In the end he felt sorry for Jack, saying he should have gotten professional help.

  Eddie, on the other hand, was hopelessly in love with me. Six weeks later he moved back home, and with Phil’s full knowledge I became his lover for the next seven years. I had to be the most fucked woman in town, getting laid by either Eddie or my husband, or both, nearly every day. At one point I introduced Eddie to a woman I worked with named Connie, who was his age. They got it on after their third date and married a few months later, but Eddie continued to screw me for four more years, until h
e became a father. At that point he thanked me for everything we had shared, but he said he had to devote the rest of his life to his family. So it was over.

  My life with Phil went on as before, but I had gotten used to more than one man, and about three months after Eddie broke it off I started spreading my legs for a new lover. Phil was almost as thrilled about it as I was, and so that’s how our life has gone from that time on.

  —D.H., Columbus, Ohio

  HIS STRIPPER WIFE DOES A NEW-STYLE DANCE FOR THEIR OLD FOGEY GUEST

  I am a thirty-two-year-old African-American man, married for two years to a sexy twenty-four-year-old exotic dancer with more curves than a den of snakes. She’s about five feet seven and a hundred twenty-five pounds, with flawless milk-chocolate skin and a hip-to-waist ratio for the record books. Her waist is virtually nonexistent, and her hips and ass seem to flare out of nowhere.

  When I suggested to Ann Marie that we invite our neighbor Calvin over for dinner and drinks to celebrate his fifty-fifth birthday, she thought it was a sweet idea. Calvin was a widower with little family in the area, and had planned on hitting the “double nickel” alone.

  Over drinks after dinner the conversation turned, as it often does, to Ann Marie’s line of work. Calvin said it was his opinion that if you’ve seen one strip show you’ve seen them all. I assured him that stripping had evolved over the years. When he said he didn’t believe a female could make her butt cheeks clap together to produce sound, I suggested to Ann Marie that she give him a birthday dance. She thought that was a great idea, and went to change into her “work clothes.”