Letters to Penthouse XXXXV

by Penthouse International

  He resumed his work, the intimacy of the silence making me even more turned on. Being aroused helped distract me from the pain, and I imagined myself calling out his name in pleasure, or at least, pleasurable pain, as he spanked me or teased me. Before I knew it, my tattoo was complete. Tom took a photo of the finished work and smeared a clear gel over my freshly inked arm. I was relieved that he was done. “Do you want something stronger than that soda?” he asked, taking out a bottle of whiskey. I nodded, and he poured some for each of us. Then we clinked glasses and tossed back the shots.

  I moved over to the couch, and he took a seat next to me. Then I turned, and without having to say a word, he moved closer. “You’re beautiful,” he said softly. “I’ve been trying to distract myself from how hard my cock became when I was close to you. I didn’t want to mess up your ink. I’ve been dreaming about you since you came in to pick out your design.”

  Emboldened by his interest in me, I said, “And what were you dreaming about?”

  “I was thinking about tying you up. About putting a gag in your mouth and watching you struggle and scream but not be able to escape or have anyone hear you. Of shoving my fingers inside you. And my cock.” My breath hitched as he spoke. “You’d like that, wouldn’t you, Dee Dee?”

  “Yes, I would. Maybe not right this second, but I do want that.” Suddenly the atmosphere in the shop changed. We were no longer in a business transaction, but a personal one. He was about to take the submission I was desperate to give him, the submission I’d only dreamed about offering to the right man. I’d tried to make vanilla men into my doms with abysmal results in the past.

  “I can’t tie you up the way I’d like to until your tattoo heals, but I can order you to get on your knees and suck my cock. I bet that little mouth of yours is hungry for it, isn’t it?” he asked.

  “Yes, I want your cock,” I said.

  “Yes, sir,” he corrected me.

  “Yes, sir,” I dutifully replied, my pussy getting wetter by the second. He ordered me onto the floor, and I scrambled into place, the ache in my arm forgotten as the excitement of obeying this sexy, powerful man swept over me.

  “Wait a minute while I lock the door. I had a feeling you were going to be a horny slut, so I canceled the rest of my appointments.”

  Tom soon returned and sat down in front of me, taking out his cock and stroking it. When I made a move to suck it, however, he pushed me back. “I’m in charge here, Dee Dee. Remember that, or I’ll send you away and find another girl to suck my cock.” The thought made me determined to do better. “Now suck on your fingers for me first. Show me what you’re gonna do to my cock.” I shoved four fingers into my mouth, pressing them as deep down as they would go. I alternated looking at him and shutting my eyes, and I guess he liked what I was doing because he slid my hand out of my mouth and positioned me so my lips were at his cock.

  “Now don’t be too greedy. First, I want you to slowly lick the tip.” He was right—I was greedy. I wanted his entire length in my mouth, but I was patient and followed his orders. He didn’t moan, but I could tell from his cock’s reaction that he liked what I was doing. Tom allowed me to take the entire head into my mouth, and I got to know him with my tongue. My saliva welled in my mouth, and when I attempted to take a break to swallow it, he held me in place. “Breathe through your nose, greedy girl,” he instructed.

  I did, and focused on doing exactly as he ordered. My arm was still tender, but my pussy was throbbing with need, and I was hoping he’d fill me with his cock. I tried to give him the best blowjob I’d ever given, and I was rewarded by Tom allowing me to swallow even more of him—one inch at a time. He guided me with his hand on the back of my neck, gently correcting me when I took too much at once.

  “Do you want my come in your mouth, Dee Dee? I’ll give it to you, but only if you take it all. If you let any of it fall out of that pretty mouth, you’re going to be in trouble.” While part of me wanted to find out what it meant to be “in trouble,” a bigger part of me wanted to taste and swallow all of his cream. “I’m gonna come very soon, Dee Dee. Very soon!” he shouted, and then I felt the first splash of hot come hit my throat.

  He had a bigger load than I’d expected, but I could handle it. I drank it all down, and it was delicious. I was so turned on that I thought I might come spontaneously.

  When he was done with his orgasm, Tom took out a vibrator and slipped it under my dress and inside my panties, urging me to climax. Now that wasn’t a tough order to follow! I was so pumped up from the tattoo, and finding the man I’d been hoping the tattoo would attract, that I came twice for him.

  Tom gave me a present when I left: a dildo. “I want you to practice sucking on this rubber cock and think about me. I want you to also think about me using it on your ass, because that’s what’s going to happen next time I see you.” Then he gave me instructions on how to take care of my tattoo, kissed me roughly, and sent me on my way.

  That was a few weeks ago, and since then Tom’s been training me in all sorts of kinky activities. Every time I wear short sleeves and notice someone looking at my tattoo, I blush, remembering what happened after I got it, and all the filthy things Tom’s made me do since. The tattoo has done double duty. It has certainly made me less shy and more willing to claim my submissive side, and I have Tom to thank for that!

  —Ms. Dee Dee L., Portland, Oregon

  Lois’s Lust for Fetish Fun Brings Out the Secret Domme Lurking Inside Her Friend

  When my friend Lois visited New York, she didn’t want me to take her to the Statue of Liberty, the Metropolitan Museum of Art, or any other tourist attractions. Instead, she wanted to shop for sexy clothes and go to fetish parties. She lives in a small town, where she’s attending college, but during her semester breaks she likes to escape to the big city and do all sorts of wild things she either can’t do at home or wouldn’t want to do with people she knows she’ll see again.

  Lois had researched which events she wanted to attend, which meant we had at least one party scheduled per night. On her very first day in town, we headed to an underground club for a party that had a foot-fetish theme. When we first walked in, we saw many men kissing, massaging, and worshiping women’s feet. There were other kinky things happening, too, like dominants spanking and flogging their subs. One slave girl sported nipple clamps, a collar, and a ball gag, and her master would occasionally reach between her legs and stroke her pussy—all right there in the open!

  Fifteen minutes after we arrived, Lois got into the swing of things and was flogging a stranger. Apparently he liked it, judging from his moans of satisfaction. She was twirling the flogger in figure eights and verbally berating him, while he grunted and thanked her after each lash.

  When I turned my attention away from my friend, my eyes landed on a young man. This guy, who came over and introduced himself as Ryan, was only twenty-two, but he told me he’d known for years that he was kinky—specifically, that he was submissive. I’d never before played the role of domme, but my interest was piqued when he told me that he was into serving women, sexually and otherwise. When he asked if he could worship my feet, I said yes.

  The puppy-dog look on his face made my cunt clench. I sat down and slipped off my shoes. I snapped my fingers and pointed toward my feet. “What are you waiting for?”

  He immediately dropped to his knees and got to work. I enjoyed how he reverently held my foot and kissed it tenderly. His lips traveled along my entire foot, from toes to ankle, before switching to the other. Then he went back to the first and began licking and stroking it. I was so lost in his devotion that at first I didn’t realize we had an audience. When I looked up, I saw five men and two women watching us. One man was standing behind one of the women, and her tits were hanging out over the top of her corset so his fingers could tweak her nipples. As they admired us, he whispered in her ear. Her blushing face made me wonder what dirty things he was staying to her. Knowing that people were watching encouraged me to show off. I n
udged Ryan’s shoulder with my free foot, causing him to sit back. He dropped the foot he’d been holding and looked up at me expectantly.

  “That’s it? That’s all I get?” I shouted, watching his face fall but seeing his dick stiffen in his pants. “If that’s all you can do, maybe I should find another guy who will be able to pleasure me properly!” I looked around the room, as if I were searching for a replacement. Ryan’s panic was palpable, and I had to stifle a laugh.

  “No, Mistress!” he said, his words coming out in a mad rush. “I’ll do whatever it takes to please you!”

  “Then show me what that tongue of yours can do.” I pulled up my skirt and whipped off my panties. Ryan didn’t need any more instruction and dove between my thighs. He immediately started lapping at my cunt, proving himself quite adept at pussy-eating. He didn’t go too fast and paid attention to the signals I was sending him with my body. He gripped my hips to steady me and went to town, eating me with gusto. I threw my head back and moaned loudly, reveling in both his hot tongue and the even larger crowd that had gathered around us. “I want you to do that, too,” I heard a woman say as she shoved her submissive to the floor. Ryan ate me for a good fifteen minutes, giving me two orgasms before I pushed him away.

  He sat at my feet, gazing at me with a hopeful look on his face. “Did I please you, Mistress?” he asked.

  “Yes,” I said, “but you’re not done yet.” There was a cage in the corner of the dungeon, and I wanted to see what he’d look like inside it. “Take off your clothes and follow me.” I’ve never seen a man undress so fast! Having that kind of power turned me on all over again. I slipped back into my heels and then led the way. Ryan followed me over to the cage, and I ordered him in and secured the door. “You’ll stay in here until I come get you. In the meantime I’m going to have some fun—while you watch!”

  I walked away and almost immediately a tall, muscular guy approached me. His skin was olive-toned, and he had a beautiful smile—and was dressed only in a pair of tight briefs. “My lady,” he said, bowing, and I glanced down to see a giant erection straining against the black cotton. Domme or no, I wanted to suck his big dick, and I figured that doing it right in front of Ryan would be a delicious torment.

  “Hello,” I said. “I’m Vanessa.”

  “I’m Miguel,” he said. “I’ve been watching you, and I like what I see.”

  “I know,” I said, making sure he saw me look pointedly at his crotch.

  “Do you like what you see, Vanessa?” Miguel asked, his tone light, as if he weren’t sure which roles we were going to play.

  I stepped closer and said in a voice loud enough for Ryan to hear, “Yes, but I’d like to do more than see. I’d like to taste it, too.”

  “You want to get on your knees and suck my cock?” he asked.

  “Yes,” I said, reaching for it. And that was all it took. Within moments, Miguel’s fingers were curled in my hair as I swallowed his dick.

  My eyes were closed, but I knew Ryan was watching, and that spurred me on to give Miguel an outstanding blowjob. With my excitable cock-sucking, Miguel couldn’t hold out for long. Sooner than I’d have preferred, he groaned, “I’m gonna come!” I kept my lips locked on his shaft, and he started fucking my face as he released his load with a feral growl. He gave me a mouthful of come, which I made sure to swallow.

  “Thank you, beautiful,” he said, giving me a hug when I stood up.

  “You’re very welcome,” I said, then turned my attention back to Ryan. I opened the cage, and he crawled out. His ass was so cute; I wanted to put on a strap-on and fuck him, but that would have to wait until another time. I ordered him to sit on a couch in a far corner, and I pounced on him, riding his cock until I came. When he asked if he could touch my tits, I denied him. I didn’t let him come, either. Twice, when I felt he was close, I lifted my cunt off him, letting him calm down before I rode him again. When I was satisfied, I climbed off his hard dick and gave him my number, saying he could treat me to dinner if he wanted to see me again.

  Lois wrapped up the night by spanking two men. They were bent over a sawhorse, and she took turns, swatting one man’s butt and then the other’s. We left the club two satisfied women.

  I hope Ryan calls, because I’m eager to explore my kinky side. And I have Lois to thank. If she hadn’t wanted to go to that party, I’d have never realized how much fun I could have as a dominant woman!

  —Ms. Vanessa M., New York, New York

  A Dirty Magazine Helps a Woman Discover Her Husband’s Secret Submissive Fantasies

  One day I noticed that my husband had gotten extremely worked up from reading an issue of Penthouse Variations. I was curious, so I asked him to show me what he was enjoying so much. He sheepishly did, and I was surprised to learn he had been reading letters about female domination.

  My husband is a police officer—a real take-charge type—and the last sort of guy you’d ever think would want to give up wearing the pants, so to speak. But this is exactly what he did after I learned about his secret interests. Since that day, we have experimented with bits and pieces from many Variations letters, and one of our recent experiences was quite a surprise.

  After having my husband slip into a pair of pink panties I had purchased for him as part of our submissive/mistress fun, I asked him if he was ready to explore his feminine side further, and he eagerly agreed. I presented my husband with a shopping bag containing a pink bra, garter belt, stockings, high heels, a long blonde wig, lipstick, and makeup. I asked him again if he was still game. Again he readily agreed.

  I rubbed his cock while I ordered him to tell me about his cross-dressing fantasies, and I was shocked to hear him reveal that he liked to beat off as he imagined a scenario where his mistress forced him to suck another man’s cock. Upon questioning him further, I learned that he was even willing to do this in reality if I could arrange a way for both parties to be anonymous to each other. I really could not believe my ears and made him repeat it several times—noticing how much his cock swelled as he breathlessly spoke. I told him that I would be as amused as heck to see him suck off a dude, and I promised to begin his training that very night to help him become the panty-wearing cocksucker of his dreams.

  Inside the bag of makeup and lingerie I had given him, there was also a list of instructions, which told him to shave his legs and body hair, get dressed in the bra, panties, stockings, and heels, and then apply his lipstick and makeup, and don the wig. As he read the list, I continued rubbing his dick to keep him hard and horny. I knew I didn’t need to lay a hand on him; it was obvious to me from his rock-hard cock that he was enjoying every moment of his fantasies coming true.

  My husband followed my orders, and when he emerged from the bathroom, he didn’t look much like a girl, but I enjoyed the sight of my burly husband standing there dressed as a lady with a rock-hard cock.

  His eyes grew wide when he saw that I was wearing a strap-on cock. I told him he would need to practice on my toy before I would allow him to suck a real dick. I sat down on the bed and had him kneel in front of me. He was hesitant, but I could tell he was excited, and I told him to show me what a good cocksucker he was. To my surprise he did just that. I massaged his cock and balls with my foot as he sucked my dildo, and I watched in amazement as his mouth slid up and down like he had done it many times. I placed his hand under the harness and held him in place as he fingered me to orgasm while he sucked away. After I came, I had him jerk himself off, shooting his cream all over the dildo, and I then ordered him back onto his knees to lick it clean.

  I was so impressed by his cock-sucking that I told him I was going to go online right away and search for a guy with a really big dick. I can’t wait to see my husband all dolled up in lingerie and sucking a real live cock. Just thinking about it gets me really turned on.

  I have learned about many of my husband’s surprising fantasies through Penthouse Variations magazine. I only wish I had asked about his interests sooner, because doing so has b
rought us closer together. In fact, when I told him I was writing this letter his cock became instantly hard!

  —Ms. Martha W., Tampa, Florida

  Domme Rewards Her Masochistic Slave Girl with a Heavy-Handed Flogging

  The youngest submissive in my stable is a sweet girl named Anastasia. She’s only been in my service for six months, but she’s quickly become a favorite. Her penchant for heavy-handed floggings endeared her to me early on, and her fabulous tributes haven’t hurt either. My last gift from Ana was a pink and black leather flogger with a thick mop of lashes and a sturdy handle that perfectly fit my palm. The flogger was beautiful, and clearly handcrafted by someone who knew the trade well, and I couldn’t wait to test it on Ana’s creamy porcelain skin.

  All afternoon, Ana worked around the house while I attended to my other submissives, the whole time thinking about the pink and black flogger that I’d left hanging in my bedroom. I knew Ana was thinking about it, too, because every time I had to pass through the living room, I’d catch her staring longingly at the bedroom door—behind which the flogger was hidden. I’d expected Ana’s chores to suffer because of the distraction, but if anything, she worked harder, and by the time I came back to check on her progress, she’d completed more of the work than I could have if I had done it myself.

  I inspected the work she’d done and then gave her a once-over as well, checking that she still looked presentable. Satisfied that she’d done a good job, I told her it was time for her reward and asked her to meet me in the playroom at the back of the house. While Ana went to get ready for me, I ducked into the bedroom and pulled my new flogger off its hook. I held the top of the handle in one hand and the mop in the other, feeling the weight of the leather lashes. It was a heavy implement, and I knew it would pack a real punch—something that Ana and I would both enjoy. I hadn’t rewarded Ana for her work in quite a while, so she was long overdue for the treat. And rewarding Ana is always a pleasure for me as well. While my other slaves are given time off or sexual release when they’ve been good, Anastasia gets flogged, whipped, or spanked. She’s a true masochist, and the best incentive for good behavior is the promise that I’ll warm her ass at the end of the day. In the short time she’s been with me, she’s never misbehaved, because she wants her reward more than most other slaves.