Letters to Penthouse XXXII

by Penthouse International

  Then, as if to emphasize his words, I felt Doug’s dick hovering right above my lips. It kept brushing by my lips in quick, teasing swipes, and behind the blindfold I visualized his thick shaft. I instinctively opened my mouth, and he pushed his cockhead inside my O-shaped lips. I swallowed, savoring that first hint of his salty, manly taste. I pulled against the cuffs as I raised my head to better suck him into my mouth, and he worked with me, slowly sliding his hardness inch by inch down my throat. The deeper he went, the more my pussy churned with arousal, wanting to feel the powerful sensation of his perfect cock sliding into that wet hole. I could feel the metal pressing against my skin, and every time the cold steel connected with my delicate flesh, the effect seemed to echo throughout my entire body. I was increasingly grateful to Doug because his actions gave me no choice but to focus on the task in front of me—sucking his cock. And I did, my eyes trapped behind the blindfold and my limbs resting against the comfort of the headboard. I pulled his dick with my fast-moving tongue and cheeks all the way down my throat.

  I felt each stroke that his cockhead made against the roof of my mouth, bumping against the ridges of my skin as I tried to make my blowjob as wet and juicy as possible, pooling the saliva as he slowly seared into me again and again. He was completely in charge, pushing his cock all the way into my throat and removing it as he desired. When he pulled all the way out, my mouth hung open, awaiting his dick’s return. If the blindfold had been off, I’d have looked up at him with my best begging, puppy-dog look, but instead, I simply fashioned my mouth into a pursed plea. By now, though, Doug had another place he wanted to put his cock. He moved slowly, his legs braced along either side of my torso as he left a wet trail with his cock from my neck down between my breasts and along my stomach.

  My pussy tightened with anticipation as I realized he was about to fuck me. I moaned and rattled the cuffs once again, trying to lift myself up and succeeding in making my ass rise slightly. “Stay still, sweetie, or I’m going to have to fasten your legs to the bed, too,” he said. By then, I was so frantically aroused I had no idea what I wanted, but when he pushed into me in one swift, solid thrust, his cock invading my pussy like it belonged there (which I was more than happy to agree that it did), I knew that this was exactly what I wanted. I let my head fall back against the pillow, my arms raised above me, still shackled to the wooden head-board, as he plunged into me again and again. After such a long buildup, his dick felt amazing, filling my tight cunt with his hardness.

  We’d already gone through the slow, tender teasing of my mouth, and now he was ready to speed things along. I didn’t mind not being able to see his cock enter me because I could feel everything perfectly, my sense of touch heightened by the loss of sight as I felt him stretch my pussy walls with his quick-moving dick. His hips slammed against mine, and eager to move the section of my body that I could, I wrapped my legs around Doug’s waist. “That’s it, you feel so good, baby, and you look so sexy bound and blindfolded. Looking at you is going to make me come very soon,” he continued, reaching down to stroke my clit so that I’d join him. His wiggling fingers had the desired effect, and soon I was shuddering, my climax racing through my body as the volcanic sensation of my orgasm boomeranged from my pussy up through the top of my body and back down. When Doug unleashed his own load inside me, emptying what felt like a fountain of come into my pussy, I shuddered again, another smaller but still powerful orgasm overtaking me.

  I thought he’d untie me after he slid his cock out, but Doug had one more special gift. He disappeared, but was back shortly, and then I heard a click and sensed a flash going off. When he finally unlocked the cuffs and sweetly rubbed my wrists, then lifted the blindfold, I saw a Polaroid of me, strung up naked, my pussy wet, my eyes covered by a black blindfold. “I’m going to keep this in my desk drawer to look at when I’m horny,” he told me, sprinkling kisses across my face. I smiled as we cuddled, already looking forward to our next bondage session.

  —Ms. Sherry O., Burlington, Vermont

  Turning Forty-five Means Blowjobs, Pussy Licking, and Dildo Play for the Birthday Boy

  My wife, Samantha, and I had fooled around with female dominance in the past, but our scenes were never as intense as I had hoped they would be. Happily, that all changed on my forty-fifth birthday.

  It was a Saturday, and Samantha had made an appointment to take the car in for a tune-up. She told me to bring it in and wait at the garage until the work was complete, so I wasted most of the afternoon—and a good chunk of my birthday—sitting around in a service station.

  When I returned home, I found my wife in the living room with a cake and nine of the most beautiful women I’d ever seen. She had thrown me a surprise party! Suddenly I didn’t feel so bad about the car thing. It was merely a ploy to keep me out of the house.

  After giving Samantha a hug, I realized that I only knew one of the party guests, Katie, who happens to be my wife’s best friend. The three of us often get together for cookouts and concerts. We’ve known Katie for years, and because of her flirtatious nature and striking beauty I had often fantasized about her. She is only five foot one, but has good-size breasts and a nice round ass. She almost always wears a short skirt and low-cut top when visiting, and my wife knows how much she turns me on.

  Katie and Samantha introduced me to the other girls, and we all got drinks and socialized. It was all pretty normal, other than the fact that I was the only man at the party; then it was time to open my presents, and everything changed in an instant.

  The first gift was from Katie, and it was a shiny, black thong. My wife told me to put it on and model it for everyone. I pretended to protest, but Samantha was insistent and told me I wouldn’t get another present until I complied. Her sudden forceful nature and the idea of parading around nearly nude in front of these women began to intrigue me. I went to the bedroom and put on the thong. Looking in the mirror, it was obvious that the idea not only intrigued me, it excited me as well.

  My wife came in to see what was taking me so long. She was scolding me to get back to our party guests when Katie came in. This was the most naked I had ever been in front of her. My excitement quickly grew as her eyes traveled up and down my nearly nude body. Katie and my wife each took one of my hands and led me back to the party guests.

  Standing virtually naked in front of all those ladies was stimulating and embarrassing. Samantha told me to prance and turn for them as they shouted catcalls at me. I couldn’t believe how much it turned me on.

  My embarrassment quickly wore off, and it was time for me to open my next present. It was a leather slapper about two inches wide and twenty inches long. As I stood there dumbfounded in my thong undies, my wife announced that it was time for my birthday spanking. She said that since I was forty-five and there were nine guests, I would get five whacks from each woman. She also informed me that I would receive a full forty-five from her later that evening.

  This was exactly the kind of punishment scenario I had often fantasized about, yet the reality of the situation made my heart race. I simply didn’t know how to react. Lucky for me, I didn’t need to think. My wife ordered me to get down on my hands and knees, and I, filled with nervous excitement, complied. Katie was given the first honors. “Ready, birthday boy?” she whispered breathily in my ear. I simply nodded in response.

  I heard it first—a clap like a nearby lightning strike—then I felt the heat, then the sting. I inhaled deeply in response, making Katie chuckle. I managed to keep my composure as all the ladies took their turns. Each one tried to outdo the other and, for the most part, I think they did. I was blushing with embarrassment at all of these women participating in my birthday spanking, but I don’t think my cock has ever been harder than it was at that moment. And there was still more to come.

  We all had some drinks and I was allowed to rest, so I settled my well-spanked ass onto the cool leather couch. After a while, my wife told me that I had been perfectly behaved and as a reward, I could perform oral s
ex on any guest of my choosing before opening my last gift. She explained that seeing my ass paddled had made my guests horny, and as a proper host, it was only right that I saw to their needs. When she asked which guest I would like to pleasure, I said, “Do I only get one?” The women laughed, and she answered that I could have as many as I liked, then paused for dramatic effect. What she said next caught me totally by surprise.

  “You should know,” she said with a smile, “that not all our guests are women.” I was stunned by her announcement! “You must decide now who you want, but you must bring all of your selected guests to orgasm.”

  “How many of them are men?”

  At this point, my wife and Katie gave each other devilish looks. “I will tell you this much,” my wife said. “At least two and as many as nine, but if you select a man, I expect you to swallow every drop of his come. So, who do you choose?”

  Now, if you had seen these women, you would have said there was no chance that any of them could be men. The only truly safe thing for me to do would have been to choose Katie. Although I had never seen Katie naked, I was reasonably sure about her sex.

  I stepped back and looked at all the ladies. I tried to think back to which ones gave me the hardest whacks. I do like to eat pussy and I am a bit of a gambler, so I really wanted to make sure I ate every real woman who was present.

  Nicole was by far the tallest lady there. She was at least six feet tall—a real Amazon—but, God, was she hot looking! What was I to do? I had to suspect her to not be all she appeared to be.

  I decided to pick five out of the nine. I knew I might leave some women on the table, but it would make it more likely that I would only be eating pussy. I eliminated Nicole based solely on her height. Then I selected the five who gave me no indicators that they could be men. I even considered that my wife might just be playing mind games with me.

  Of course, Katie was first. As suspected, she was a lady, and I licked her every bit as good as I had in my fantasies. She has a beautiful body and seemed to enjoy having her pussy eaten as much as I enjoyed doing it. As I lapped at her sex, I looked over at my wife, who gave me an approving grin and also seemed to be enjoying my performance.

  My next choice was also a woman. Rebecca was extremely vocal and bucked her hips up and down, basically fucking my mouth. By the time I finished with her, my cock was aching for relief, but I knew that would not happen for a while.

  I took a short break for a drink. I was feeling quite confident in my selections and was soon ready to move on to woman number three.

  Micki sat down and spread her legs. I lifted up her dress and—oh, my God! There it was: a big fat cock! I looked up to see my wife and Katie smiling at me. “Start sucking, and don’t forget to swallow,” Samantha said. I was nervous, but at the same time I was really excited, so I lowered my head to get my first taste of cock.

  At first, I cautiously licked the tip. His dick twitched and began to grow even stiffer. I licked up and down his swelling shaft, and someone shouted, “Come on, suck it!” The thought of all the women watching me deep-throating a guy created a thrill inside me that I never could have imagined.

  I opened my mouth and enveloped the head. Micki moaned as I slowly slid my lips over his length. Katie told me to take him as deep as I could, then swallow as if I were eating. Amazingly, I took his whole shaft down my throat without gagging. I continued to suck him, carefully deep-throating him on each downward plunge. Soon his cock pulsed on my tongue and a salty taste filled my mouth. At the same time, I heard a gasp overhead and gobs of come threatened to overflow my lips. Remembering my wife’s orders, I swallowed each blast as quickly as I could, careful not to spill a drop.

  My audience cheered and I moved on to the next guest. As it turned out, my last two choices were also men. They both had even larger cocks than my first, but with the technique I learned from Katie, I was able to swallow their entire lengths. I wasn’t self-conscious at all and put on a major performance for the crowd. And, yes, I swallowed every drop.

  When I finished, I realized I’d had a hard-on for about five hours. My wife looked down at the bulge in my thong and said, “You still have one present left, but why don’t you relieve your cock first?” I really did need to come. My thong was soaked in the front from all the excitement. She pulled it down and ordered me to jerk off. I was to squirt it onto the coffee table and then lick it up. At this point, her order didn’t even make me blink. With everyone’s eyes glued to my crotch, I stroked my throbbing cock a few times before I spurted all over the table. I was still shivering with the aftershocks of the most intense orgasm of my life as I lapped up my load to thunderous applause.

  That task completed, it was on to the last present, which was a strap-on dildo. Samantha announced that each of the female guests was to strap it on and have a turn at my ass.

  Nicole was first. She was somewhat miffed that I thought she was a man and wanted to make me pay for it. The women gave me plenty of lubrication and fingered my ass good before starting, which was a good thing because Nicole rammed all the way in on the first stroke. She stayed motionless for a minute to allow me to adapt to the dildo stretching my tight back hole. Surprisingly, it didn’t hurt; it felt rather good. She slowly withdrew it and slammed it in again, then she started fucking my ass with authority for a good ten or fifteen minutes. When she was done, my cock was standing at attention again. Samantha pointed that out to everyone, telling them I must really like getting ass-fucked, and that maybe at the next get-together she would let the men ride me, too. The very thought filled me with excitement, and I hoped that she would follow through on her sexy threat.

  After Nicole, each female guest fucked me, and I soon became a horny ass-slut, wanting more and more. When the last woman finished drilling me, I was permitted to squirt on the coffee table again and lick it up. It was a long, exciting day—definitely one I will never forget.

  That evening when the party was over, Samantha did deliver her forty-five whacks and took her turn with the strap-on. She then told me how much she liked watching me suck cock, and that she hoped I liked it because from now on I would have to suck at least four cocks a month. That was five months ago, and I have sucked many a handsome man’s cock with the audience of her choice. Her birthday is coming up, and she told me not to plan anything because she has handled the party arrangements. I can’t wait!

  —Mr. Patrick H., Jackson, Mississippi

  “Nice Guy” Finds the Perfect Domme to Show Him the Joy of Submission

  I’ve always been considered a nice guy. I hold the door for people, don’t go over the speed limit, remember all my friends’ birthdays, and like to do favors for people. I’m the kind of guy people call when they need help moving or painting, rides to the airport, and the like. Up until last night, my girlfriends had all been sweet, simple, wholesome girls; the kind who play tennis and wear minimal makeup, who wear sensible shoes and go to bed at the same time every night.

  My sex life was good, and I had no complaints, but all those relationships eventually ended. That’s when I met Colleen at a local coffee shop. She was nothing like any of the girls I’d previously dated, with her powdered face, severely styled black hair, and red lipstick. While the rest of the crowd sported a more hippie vibe, with long hair and long, flowing skirts, she seemed like a serious businesswoman, sipping her iced coffee while typing away furiously on her laptop. Her cell phone rang, and I watched as she checked who was calling, then snapped it up and whispered furiously to the person on the other end.

  I was intrigued by her because she was so different from most of the women I knew or saw around town. She seemed like the kind of woman who knows what she wants and goes after it. I felt this urge to approach her, something I rarely do with strangers. When she was done with her phone call, I walked over to introduce myself and asked if the seat across from her was taken. She looked up at me as if I had interrupted her.

  “You can sit there,” she said, neither friendly nor unfriendly. �
�I’m Colleen,” was her only other statement before she went back to typing, her mouth tight as her eyes skimmed the words on her screen. She wasn’t angry, exactly, just focused, and all of a sudden I wondered what she’d be like naked, in bed—whether she brought that same level of intensity when she had sex. I blushed, even though she couldn’t have known what I was thinking. I took a sip of my almost-gone coffee as my cock began to harden. “Matt, get me another coffee. An iced mocha,” Colleen said more than asked, thrusting her empty cup at me. From anyone else, I might have found this behavior bordering on rudeness, but given my newfound infatuation with her demanding nature, I let it go.

  I had to walk slowly, willing my erection to go down as I approached the counter. The barista winked at me. “Are you with that chick over there? She’s a knockout,” he said as he refreshed our beverages.

  “She sure is. I’m not with her yet,” I replied, “but I sure hope to be soon.”

  He handed back the coffees and said, “It’s on the house—as long as you promise to tell me what you two get up to after you leave.” I assured him I would, then walked steadily back to our table, not spilling a drop.

  Colleen gave me a quick smile before returning to her work, so I reluctantly pulled a book out of my bag and pretended to read, all the while letting fantasies about her fill my mind. Then she abruptly snapped her laptop shut and said, “So, Matt, what do you like to do for fun?” The question sounded innocent enough, except for the way she said “fun”—she might as well have been saying “sex” from the way her voice dipped low on those three little letters.

  “Well…” I paused, not sure how to respond to her question. I wanted to convey my complete attraction to her, but did not want to come on too strong in case I was reading too much into her innocent words.