Letters to Penthouse XXXII Read online

  When I could tell she was on the brink of climax, I pulled back. “Dennis,” she wailed, trying to draw me back in. I stood up, making like I was about to leave, though I could never leave her when she looked so tempting. Instead, I did a slow striptease, making sure my dick hovered very close to her.

  “See something you like?” I asked as I took off my shirt and pants, then finally removed my boxers. She whimpered, licking her lips and spreading her legs wide open. I covered her body with mine, threading my fingers through hers as the boa tickled my wrists as well. I let my hard cock rub against her pussy lips, teasing her, while the weight of my body effectively pinned her to the bed. She curled her fingers against mine, while trying to force me inside, but I spent a few delicious minutes savoring the feeling of her sleek slit as it welcomed my hard shaft, before I simply couldn’t resist. I shoved my cock inside her cunt, kissing Helen’s soft lips as I did. I rubbed her wrist with one of my thumbs, sliding it beneath the ticklish boa. She wiggled her hips incessantly, forcing my cock even deeper inside her as she writhed.

  I relished the power I had over Helen, slamming my cock deep inside her as I teased her bound breasts with the ends of the boas. I lifted my head, moving it so I could suck on one nipple while pinching the other through a layer of feathers. Then I rose so I could survey my sexy girlfriend in all her feathered, immobilized glory. “You could have gotten me to tie you up much sooner if you’d showed me your boa stash,” I told her, taunting her with the feathers as I brushed them against her neck.

  She arched her head back, thrusting her hips as she did, which sent my cock burrowing deep inside her. I stopped talking and started fucking her as hard as I could, feeling my cockhead meeting her cervix with each thrust while her head and bound arms flopped back against the bed. I looked on as she curled and opened her fingers, vainly tugging against her bonds. “From now on, every time you wear any of these boas, you’re going to think about my cock and about the way you feel right now. In fact, I predict these boas aren’t going to have much of a life outside of our bedroom,” I told her as I crashed down against her, spurting my load into her hole as I imagined her walking down the street, her cheeks blushing a furious red as a boa tickled her neck and made her pussy tingle. I pulled out, then shoved three fingers into her cunt. She came with only a few thrusts of my fingers, crying out in ecstasy as her orgasm overtook her.

  I discovered another plus to using her feathered accessories for bondage—they didn’t leave any marks. Our boa bondage would be our little secret, but one that ensured that the mere mention of a feather would be enough to send us scurrying to the bedroom. I plan to investigate what else is lurking in Helen’s closet very soon. Who needs fancy sex toys when you can have kinky fun without spending a penny?

  —Mr. Dennis L., Detroit, Michigan

  Naughty Hubby Gets What’s Coming to Him When His Wife and Mistress Tag-Team Top Him!

  “Mistress Megan, I’ll do anything you want me to. I’m at your service and want to worship you with my tongue—and my cock. I will clean your house naked and let you order me around. I will let you shackle me to the bed and have your way with me. Anything to please you. Your slave, Jeff.”

  I sent the email to my mistress, then looked at the time and realized I was running late. I closed my laptop, then scrambled to get dressed before kissing my wife, Vivian, good-bye as I hurriedly left the house. On my drive in to work, my cock hardened as I thought about all the devilish things I’d promised my mistress I’d do for her when we finally met in person. I love my wife, don’t get me wrong, and we have great sex, but I couldn’t really picture her doing the things my online dominant told me she wanted to do to me.

  I liked having each of them in my life, each fulfilling a different purpose, and I have to admit that having a naughty little secret also filled me with some glee. My e-mail exchanges with my mistress had opened my mind to the possibilities of submission, which I was eager to explore in real life. After a month of steamy chatting, in which I told her all the ways I wanted to pleasure her, I was eager to meet her in person. I thought it would be too uppity of me to ask for all the things I wanted, like her shackling me to the bed, spanking me with her bare hand, and telling me precisely when and how I could jerk off, but from her bossy written tone, I knew she shared my fantasies. We arranged to meet at a local bar, and in the days leading up to our encounter, I was so horny I could barely contain myself. I masturbated in the shower, picturing Mistress Megan pinching my nipples, tying up my cock, and controlling me in every way.

  Finally, the day I would meet my own personal goddess arrived. My cock was hard all day from thinking about serving her. But when I got to the bar, I got the surprise of my life—not only was the gorgeous Mistress Megan waiting for me, but so was Vivian! I stood there with my jaw hanging open. While I panicked over being caught, part of me was turned on by seeing the two hottest women in my life in the same room. Both stood when I entered, crossing their arms in front of their chests. Mistress Megan was even taller and more imposing than I had expected her to be. She was more than a head taller than Vivian, and clad all in black, with pointy, tall heels, bright red lipstick, and long, black hair. She looked much like the photo I’d seen of her, but managed to make me even more nervous and aroused than she ever had in our online game playing.

  “What’s going on?” I asked, since neither of them seemed inclined to say a word.

  “Why don’t you tell us?” Vivian asked, stepping closer. I couldn’t decipher the look on her face—she might have been angry, or amused, or aroused—or perhaps all three.

  “I… well… I guess you’ve met Megan,” I said to Vivian, trying to look contrite even as my cock started tenting my pants.

  “So, submitting to a woman turns you on?” she said, her eyes traveling down to my erection, before she stepped closer and lightly ran her fingers over my cock. I didn’t care about all the people who might be watching; my only concern was what the two women in front of me thought. “Yes, you’re right. I’ve not only met Megan, but I’ve read all your correspondence. In fact, she and I have figured out just what you need to do to repent for straying from me.”

  Her fingers ran up from my crotch to my neck and under my chin. Her touch electrified me and made me look at my beloved wife in a completely new way—maybe she wasn’t so far in temperament from my mistress, after all! She turned me so I was facing away from her, then grabbed me by my shirt collar. I heard the clack of heels on the floor and then Mistress Megan was behind me, too, grabbing my ass as the two imposing women pushed me forward. I was about to get the kind of treatment all submissive men long for.

  They led me the three blocks to Mistress Megan’s car like that, with my face blushing and my cock rock-hard. I had no idea what they were going to do to me—I had only imagined being “punished” by my mistress, not two women at once! “Lie down and don’t get up until the car stops,” Mistress Megan barked at me as Vivian opened the door and put me in the backseat. I wouldn’t have dreamed of disobeying them, so I lay there with my cock throbbing and my senses on high alert. The two women kept up a steady banter during the ride, as if I hardly even existed. Somehow, being ignored also turned me on no end—the thrill of having these powerful women bonding and knowing they’d already crafted a punishment regimen for me made me so horny I almost came in my pants.

  But instead, I waited patiently, not saying a word. When Mistress Megan pulled into a parking space, they both got out. Vivian was the one who opened the door nearest my head. I looked up at her, awed by how tall and imposing she appeared from that angle. I opened my mouth to say something, but she stopped me. “No talking, Jeff, or we’ll have to gag you,” she declared before leading me out of the car.

  They marched me inside, where I was led down the stairs to a dungeon. Mistress Megan had alluded to her well-stocked dungeon in our chats, but the sight of it took my breath away. The walls were full of implements ranging from floggers, to handcuffs, to knives and coils of rope. The wo
men led me over to a bench, but before bending me over, they made me strip. “Take your clothes off—now!” Mistress Megan commanded. I must have moved too slowly as I unzipped my pants because Vivian stepped forward.

  “I’ll do it, since you’re such a slowpoke,” she said, roughly removing my clothes. Then my mistress tied my ankles and wrists to the bench’s legs, while Vivian wrapped a blindfold around my eyes. I couldn’t see, but I could certainly feel as they took turns slapping my ass. Their blows got progressively harder as the spanking continued. “You thought you were so sly, didn’t you, Jeff? Well, I was on to you from the first letter you wrote. Megan knew you were married, so she wasn’t shocked to hear from me. In fact, I’ve been feeding her some ideas about ways to deal with you,” my wife said, her words shocking me. “Vivian’s not the dominant type?” my wife continued mockingly, quoting my own words back to me as she slapped my ass with a stiff, hard object that felt like a ruler, delivering one whack to punctuate each harshly spoken word.

  “You have one chance to redeem yourself,” Mistress Megan said, and I moaned. “Quiet, or we really will shove a gag in your mouth. For now, though, we’re going to stuff your mouth full of pussy. You have to get both of us off with your tongue in ten minutes, otherwise we’re going to find a new slave. And yes, that includes your pretty little wife,” she said, untying me, then slipping off my blindfold in time for me to see her grab Vivian and give my wife a lusty, tongue-filled kiss. My dick went wild at the sight of those beautiful women kissing, and my mouth watered at the mere thought of worshiping two beautiful pussies.

  They stopped kissing, and I crawled over to them. “Oh, there’s a catch,” said my mistress. She then took my wrists and bound them behind my back. “We just want your tongue—not your hands or your cock,” she said before removing her clothes to reveal a neatly trimmed bush.

  She then planted her pussy on my face, effectively smothering me with her cunt. My outstretched tongue drove inside her, and I tasted her savory juices for the very first time. I pressed upward with my tongue, wishing I could also massage her clit with my fingers, but I made do. She started rocking back and forth against me, but just as I was really getting into it, my mistress pulled away. “Don’t ignore your wife, slave,” she said. The more gruffly they treated me, the more turned on I got, and when Vivian grabbed me by the scruff of the neck and shoved my face into her shavedbare pussy, I almost spurted.

  I willed my cock to be patient, then proceeded to eat my wife’s cunt like I’d never eaten it before. I put my entire face into it, nuzzling my nose against her clit, running my tongue along her creamy slit, and sucking on her clit. She moaned when I did that, easing her grip on me, and I sucked harder. I felt Mistress Megan’s nails running up and down my back, then her fingers grabbing my ass cheeks and pulling them apart. “Oh!” I exclaimed, pulling away for a second before redoubling my efforts.

  “That’s it—I own your mouth, Jeffrey, and I am going to put it to good use,” my wife said as she writhed against my flickering tongue. I could tell that she wanted to hold out and make me “work” for as long as possible, but my oral offerings were too powerful, and Vivian came, splashing me with her juices. They ran down my chin even though I tried my best to swallow them as they gushed out of her pussy.

  Vivian’s pussy was replaced by Mistress Megan’s. There’s really no way to claim I was eating her; it was more like she was riding me, using me like a sex toy. She came when she was good and ready, while I had exactly the opposite problem—trying to enjoy the sweet taste of her pussy without spurting my load onto the floor.

  Once both women had come, they told me to wait patiently for them while they went upstairs to shower. I could’ve walked around, but my hands were still tied behind my back. I waited for them on my knees, staring at my cock and longing to touch it. It was the longest half hour of my life as I imagined Mistress Megan spanking Vivian as the water splashed against them. I was hoping they’d let me climax once they finally came downstairs, but I guess I’d been too naughty to allow even that. Vivian sent me home, telling me she was going to stay over at Mistress Megan’s and dream up more kinky torments for me. At home, I finally got to stroke my cock and came in about two seconds. When I logged on to my computer, I had a message from Mistress Megan and Mistress Vivian. “Meet us here in the morning. We have a present for you.”

  When I met them the next day, they presented me with a black collar. “Our pet” was engraved in the leather. “You’re to wear this at all times,” Mistress Vivian told me. “We’re going to train you to follow our orders. If you can’t obey, then you will soon find yourself single.” I now wear my collar proudly and answer to both my mistresses’ demands—preferably at the same time.

  —Mr. Jeffrey G., New York, New York

  Spanking Slut Celebrates Her Birthday With Some Quality Smacks From Her Guy

  Last week, my boyfriend, Ed, threw me a fabulous surprise party, complete with all the people who are important to me, and a chocolate layer cake featuring twenty-eight candles blazing on top of it. I screamed when I walked through the door. I had expected a quiet dinner, only to find a roomful of people, all there to see me. I was so overcome with happiness that I cried, then washed my face and proceeded to drink champagne, mingle, and appreciate every second of my spectacular party.

  As the last guest finally headed out, I thought we might slip into bed, but Ed had other plans for me. “Where do you think you’re going?” he asked in a low voice as I started to creep upstairs, ignoring the smattering of cups, glasses, and other detritus from our revelry.

  I turned toward him, confused for a moment, until I saw the decidedly lecherous look on his face. That could only mean one thing—he wanted to spank me. And since it was my birthday, I was in for an extra-special treat, or at least my ass was. We have a longstanding ritual whereby on my birthday, our normally light spanking play takes a turn for the intense, with the kind of smacks that send shudders of excitement racing through my body and seem to make any thoughts in my brain simply evaporate.

  When he spanks me like that, we both go to another place. I feel like I’m floating, then I’m brought back to earth by the feel and sound of his hand slamming against my waiting flesh, as my upturned cheeks throb with the need for his touch. My birthday is always an excuse for us to channel this energy into a combination of spanking and sex that’s the most exhilarating erotic activity I know of, but one that we have to save for special occasions.

  If my ass could blush, it would’ve right then, as I backed down the stairs and looked directly at him. “Where do you want me?” I asked, my voice hushed.

  He didn’t speak, but stepped forward, then picked me up in a fireman’s carry and brought me over to the couch. Pushing aside the stray pillows, he splayed me across his lap. Something about being in this position makes me feel the most vulnerable—and the most aroused. I’m granting him permission to have his way with my ass, to strike me however he pleases, and to celebrate my turning one year older by seeing if I can take more than I did the last time. I know couples who playfully swat each other as a form of light foreplay, but for Ed and me, spanking is a transcendent act. “Are you ready?” he asked as he lifted up my skirt to reveal the pale pink panties I’d donned that morning—and creamed just moments before when he’d given me that look.

  I murmured my assent, but Ed was already reaching to find out for himself. Peeling down my panties just enough to reveal the round, lush curves of my ass, he said, “Hmm,” as he saw the evidence of my arousal. His finger dipped between my pussy lips, making me shudder. “I think you’re more than ready, Serena. But I want to hear you say it—beg me for your birthday spanking.”

  He knows how much I love to get spanked by him, so this was just a way to prolong my anticipation. “Please spank me,” I said, my pussy flushed with desire as I turned my head to look up at him. “One for every year. I need it,” I said, getting straight to the point. We don’t bother playing games where I pretend to misbehave
to get “punished” and instead just acknowledge that we both get off on our spanking give and take.

  “Okay, Serena, you asked for it,” he said before raising his hand and bringing it crashing down onto my ass. I squirmed in his grasp, even though I didn’t want him to stop. I shifted so I could lean my head against his leg, feeling the warmth of his skin through the light fabric of his pants as he again brought his strength to bear on the other cheek. “We won’t know how many I’ve given you unless you count,” he said, and part of me was tempted to let him go for as long as he wanted, but I knew that part of the game was to pack as much pleasure into a given number of strokes as possible.

  “Two,” I called out, my voice sure and steady. The next blow landed smack on the center of my ass, covering both cheeks, as if my asscrack were the bull’seye. I kept counting as he tried different techniques, such as opening his fingers, then cupping them. With each blow, I pressed a little closer to him, huddling in my position and slowly raising my ass higher. By the time we got to “twenty,” I was well on my way to climaxing.

  “Serena, you weren’t thinking of coming already, were you? You know I want you to wait for me to join you,” he reprimanded, giving the next whack extra emphasis in conjunction with his words. I moaned, the only response I could muster as the sensation traveled from my ass up through my cunt and into my chest, arms, and head, making me shake with pleasure. “I didn’t hear you count, Serena,” he said, and the way he spoke my name, so deep and husky, made me melt.

  “Twenty-one,” I said, sad to have almost reached the end of our session, but excited about the prospect of him sinking his hard, fat cock—which I could feel jerking underneath me—into my pussy. For the second time, he pressed his fingers into my sopping-wet tunnel, which had gotten even juicier with his carefully placed blows. He knows just where to strike to make me cream, and as he plunged his fingers inside me, I nuzzled against his thigh and squeezed my pussy tightly around his digits. “Yes,” I said, not even sure what I wanted by that point—more spanking or his cock.