Letters to Penthouse XXXII

by Penthouse International

  Just as I felt him reach the tipping point, he pulled out. Without saying a word, he got on the couch, then untied my wrists and shifted me so I was lying on my back. Then he refastened his makeshift panty bondage, with my arms above my head, and shoved his cock inside my dripping cunt. The surprise of his action along with the force of his first thrust was enough to bring me halfway to orgasm, and when he reached down and pinched my clit, hard, that catapulted me all the way, and I shuddered, giving a strangled cry as I climaxed, clamping down around his dick. Kyle lifted his hips so his cock entered me at an angle, and then he gave a few final pumps before unleashing his hot load inside me. We lay on the couch together, panting, for several minutes.

  “So I hope you’ve learned your lesson, Jody,” he said calmly. I nodded, but crossed my bound fingers. With a “punishment” like that, I had a feeling I’d be disobeying again in no time.

  —Ms. Jody H., Duluth, Minnesota

  A Kinky Munch and Her First Play Party Are Exactly What a Curious Newbie Needs

  I’ve always considered myself pretty uninhibited, but I’d been feeling like something was missing from my life—namely sex. I have a busy job as an interior decorator, fabulous friends, and the occasional date, but my sex life was nothing like the sizzling bedroom scenarios I cooked up in my head. Then, like a sign, I saw a listing in my local paper for a BDSM munch, an event where people get together and chat about life and kink, and make plans for play parties. It sounded right up my alley—I’m a very social person, but had yet to meet up with like-minded lovers.

  I agonized over what to wear, not wanting to look uptight, but not wanting to show up practically naked. I settled for a low-cut white tank top and a black and white skirt, along with black stockings and heels. When I got to the restaurant, the group that greeted me was friendly and welcoming—and I soon realized I needn’t have worried about what to wear. Most of the people were wearing jeans, although one daring woman had on leather pants. A dozen friendly faces turned toward me, and we went around the circle and introduced ourselves, saying how we’d heard about the munch and what we were hoping to get out of it. Some people were regulars and totally into “the scene,” as they referred to the BDSM community, while a few were new like me. When it was my turn, I gave my name and said, “I read about this in the paper, and I’m hoping this will be the start of my sex life reflecting my fantasies.” I left it general, because the truth was, I wasn’t really sure what I wanted.

  Most of our talk centered on totally innocuous topics like sports, the weather, and the current round of movies in theaters. At the end, as we were settling the tab, the guy sitting next to me, Andy—who was there with his girlfriend, Holly—asked if I was interested in checking out a party the next night. Normally, I might have been uncertain, but after getting to know these very normal folks, I felt not only comfortable, but intrigued. Andy gave me the address and assured me that I was allowed to simply watch, but would surely have many opportunities to participate, if I wanted.

  I left and went home, pondering all the deliciously kinky possibilities. I was finally ready to unleash that hidden side of myself. Having seen the way Andy and Holly interacted, with her collar signaling that she was in his charge, made me curious and horny. For my party outfit, I settled on a corset top I’d bought and worn only once, on Halloween years ago, that made my breasts practically spill out over it, along with a miniskirt and tall heels. I skipped panties, figuring that if anyone got that far with me, they’d be impressed with my daring.

  I drove over to the local dungeon they’d rented for the night, signed a release form listing the rules of the evening, and went inside. I found a table filled with chips, sodas, and water in the front room, while the remainder of the establishment was filled with a smorgasbord of kinky paraphernalia. One room was set up like a doctor’s office, complete with an examination table and stirrups. Another had coils of rope stacked all over, and I saw a man using lengths of red rope to immobilize his female submissive. Her breasts stuck out from between her bindings, and the look on her face was one of pure bliss as her partner continued to wrap the rope around her body.

  I recognized a few faces from the munch, but everyone seemed classier and sexier in this setting. One woman, Anne, was wearing a shimmering turquoise dress that accented every one of her voluptuous curves. My heart beat a little faster when I noticed Chad, the hottest guy from the munch, checking me out. He whistled softly when I walked past him in the hallway, and instead of moving away, he stayed in place so I had to brush against him. When I did, I felt his hard cock through his black pants. He deliberately touched my hip for a brief moment and sent shivers through me. I kept walking, but turned to flash him a smile that I hoped he’d interpret as an invitation to come look for me later.

  Just then, I heard loud smacking sounds, followed closely by moans of pleasure coming from another room, and went to check it out.

  What I found when I entered the room was a cute young woman wearing pigtails and a schoolgirl outfit, complete with knee socks, bent over a bench and getting “reprimanded,” while a ruler smacked across her ass cheeks. She was counting each stroke in between cries of excitement. The guy punishing her ass looked stern and serious, playing his role as her demanding teacher quite well. I held my breath without even knowing it, my body tingling and my pussy throbbing as I realized I wanted to be the naughty girl who got “in trouble,” especially if that meant submitting to a powerful man. As I continued to watch, I felt someone behind me and hoped it was Chad. A glance at his sexy face told me I was right. I blushed as I turned around.

  He leaned down and whispered in my ear, “Caroline, have you been a bad girl? Something tells me that you have, and you came here tonight seeking punishment for your misdeeds.” His words came out slowly, his voice sensual, and when I nodded, too aroused to speak, his hand stroked my ass cheek through my skirt. “Do you need a spanking?” he asked directly.

  “Yes, sir,” I said, the words sounding exactly right as I spoke. “I’ve been very naughty and want you to show me the error of my ways. Or, at least, show my ass,” I finished up, possibly ruining my contrite tone.

  From that moment on, Chad assumed the role of my master for the night. He turned me around, held my chin steady, and made me stare up at him. “Okay, Caroline, I will spank you, and then, maybe, if you behave the way I want you to, I’ll fuck you.” I shuddered at his arousing scenario, but didn’t say a word. “Yes, I can see that you’d like that. Your safeword will be ‘red’ for ‘stop,’ and you can always use that if something gets too intense. But I have a feeling a girl like you is going to want more and more from me,” he concluded. “Do you understand?”

  “Yes, sir,” I said again, the words reverberating through me. He led me over to a corner with a big wooden X against the wall. People could watch us, but they were mostly riveted to the schoolgirl scene on the other side of the room.

  “Stand right up against this St. Andrew’s cross. I’m going to secure you to it,” he explained. Simply doing his bidding made me tremble. “Wait a second—I think you should be naked for this,” he said. There were others walking around nude, and if you’d asked me a week before whether I’d want to be stark naked in a roomful of strangers getting spanked by a hot guy, I’d have thought you were crazy, but the minute he said it, I knew I was in. I stripped down under his watchful gaze, inspired by knowing that he wanted me bare.

  Cozying up to the wood completely naked was even more exciting. The wood caressed my wrists and ankles as Chad hovered over me, fastening me to the cross with fur-lined cuffs. His first action after I’d been securely tied was to run his fingers lightly along my spine. I was expecting him to whack me hard, but instead he teased me by skimming his hand down the length of my body, even tickling my feet.

  “Are you sure you’re ready, Caroline?” he asked. The way he kept saying my name made me totally wet, and I nodded vigorously. “Say it,” he barked.

  “Yes, sir!” I called out. I glanced b
ehind me to see a few people had gathered to check us out. Then Chad picked up a flogger, draping it over my shoulder before picking it up and striking my upper back with the suede strands. It actually felt like getting an intense backrub. The whip thudding against my muscles was arousing and soothing at the same time. Then Chad moved lower, applying his strength to my ass. Each thwack felt better than the last. The sound it made was quite different from the ruler, whose hits I could still hear being doled out across the way. I could also hear that the woman being spanked was moaning in ecstasy, which made me a little curious about what the ruler would feel like striking my bare skin.

  Then Chad paused, putting down the flogger and running his hands over my hot ass cheeks. I heard him rub his hands together, and when he pressed his palms against my cheeks, he set off a fire of sorts—on my skin! The heat was intense, and I trembled in my bonds. “Can I touch your pussy, Caroline?” he asked, his hands slipping down to massage the area where my ass meets my thighs.

  “Yes, please, sir,” I replied. He slid a lone finger into my sopping cunt, and I almost exploded right then. I was grateful for the cuffs, since I might well have collapsed on top of him from the combination of arousing sensations he was provoking.

  “I see you like what I’ve been doing to you,” Chad commented. “Do you want me to continue—or are you ready to be fucked?” What a delicious dilemma! I wanted both, but I decided I wanted his dick more than anything else.

  “I want your cock inside me,” I told him, hoping that he wanted that, too.

  “Good girl,” he said, his words of praise making me beam. Even though I knew people were watching, I was so wrapped up in the pleasure Chad was giving me, I could only focus on us. He was unlocking all of my secret, long-held kinky fantasies. If my hands had been free, I’d have massaged my clit, but instead I just pressed against the wood in front of me, striving for some friction.

  Before long, his hot cock was plunging inside me, while his body ground against mine. Being mashed between him and the wood, his hips pressing against my hot ass cheeks, was arousing beyond belief. I was dripping wet, and knew he could feel how much he’d turned me on. “I had a feeling that you’d be a perfect sub,” he said to me as his cock sawed in and out. Each stroke managed to make me tremble, and I let out a cry. “Everyone out there saw what a filthy girl you are, one who needs to be punished as often as possible,” he continued. The more he talked, the wetter I got, until finally I came, my body seeming to ricochet back and forth, against him, then against the cross, while he shoved his cock all the way inside me once more. Then I felt his warm come bathing my cunt, while his head slumped forward onto my shoulder. He slid out, then undid my bonds and wrapped me in a blanket.

  We talked quietly in a corner while I sipped some water. We eventually got dressed, watched a few other scenes, then he came home with me and spent the night. Chad opened me up to a whole new world of pleasure, and now that I know it exists, there’s no way I’m going back to my vanilla lifestyle!

  —Ms. Caroline G., Memphis, Tennessee

  She Loves the Feeling of Her Well-Warmed Ass After a Good Spanking Session

  The average person wouldn’t be able to tell by looking at me, but there’s nothing I love more than taking a good, solid spanking on my bare ass. Sometimes, it’s all I think about all day. Lucky for me, my boyfriend, Brad, gets off on spanking me. On our first date, he happened to brush against my ass and I blushed. After staring at his strong, manly hands all night, I was absolutely wet. I inched closer to him, and he kept placing his hand on my ass for increasingly long amounts of time. Finally, when we walked back to my place, his hand was basically glued to my ass cheek, squeezing and fondling it.

  We didn’t talk about the fact that his hand was sending sparks from my ass to my pussy, almost making it difficult to walk, but we both knew that it was turning us on. Our conversation had ground to a stilted halt as we got caught up in the anticipation of what would happen once we were in private. Brad walked behind me as I headed up the stairs. When he pressed up against me, I felt his erection poking through his pants. We’d moved far beyond the usual getting-to-know-you conversation, so when he began kissing my neck as I opened my door, I pressed my ass back toward his hard cock.

  After what seemed like hours but was only minutes, we were finally safely ensconced in my room. I quickly shed most of my clothes, so I was only wearing a tiny undershirt, bra, and panties while Brad was in his boxers, our clothes strewn all the way from the front door to the bedroom floor. I straddled him, wiggling against his cock while teasing him with brief glimpses of my hard nipples. I pulled down my bra and shirt, then pulled them back up, then all of a sudden the light, teasing tone of the evening seemed to vanish. My heart pounded wildly as Brad took my hands, held them behind my back, and managed to flip me over so I was lying across his lap.

  Having my ass up in the air facing him like that had my pussy fluttering with desire. When he placed one hand on the small of my back and pinched each ass cheek, as if testing them, I moaned. Then he raised his hand, bringing it down sharply against my half-covered cheek. My skin smarted from the smack, but before I had time to process this delicious sensation, he hit the other ass cheek. Soon he was moving at a swift, steady rhythm, covering my entire ass with his wonderfully harsh slaps.

  “Nadine, you have a beautiful ass. Can you feel how hard I am? As soon as I’ve had my fill of spanking you, I’m going to fuck that pretty pussy of yours,” he crooned, and his voice further lulled me into a sexual trance. My face was flushed, surely as much as my reddened ass, and he kept telling me what a dirty girl I was for luring him with my curvy behind. He promised me I would remember the feeling of being splayed across his lap until the next time I saw him. I couldn’t wait. His fingers seemed to be all over, covering the far reaches of my cheeks, stretching to my sensitive upper thighs and finally nudging apart my legs to stroke my wet folds. When he slid two fingers into my slippery pussy, I moaned, then bit my arm to stay quiet while he stroked me just enough to almost make me come, then stopped.

  He returned to spanking me, his fingers wet with my juices, as if he hadn’t just brought my whole body whirling into a hurricane of arousal. His smacks became more intense, and I felt their impact deep within my body. He was strong enough that each smack literally made my body shake. He began to focus on that special place right above my pussy so I could feel the impact of his hands reverberating through my sex. I raised my head and turned, getting a brief glimpse of his hand connecting with my butt before I had to shut my eyes again.

  I could have lain across Brad’s lap for hours. My burning bottom made it feel as if he’d spent the entire night spanking me, rather than a mere half hour of his powerfully delivered thwacks. My pussy was on fire and more than ready to be seared with his cock. He lifted me up and placed me on my stomach, then quickly got on top of me, shoving my legs apart to make room for his cock. I liked the way he took charge, arranging my body to his liking, which became my liking as well; knowing he wanted me got me even more turned on. The minute his cock slid inside my cunt, I was in total bliss. His body glided against mine, and unlike the way his hands had firmly spanked my ass, his cock was hard but didn’t pound into me, seeming to move gracefully, as if it belonged in my cunt.

  I could still feel the glowing warmth of his smacks, especially when his stomach brushed against my ass cheeks. The combined friction of his dick pressing into my cunt and his contact with my pleasantly sore hot skin drove me wild. I thrust back against him with all my might, ratcheting things up a notch. Brad took his cue from me. His gentle thrusts became solid shoves, his cock now slamming full force into my pussy to reach my deepest point. When he took my ass cheeks in his hands, keeping me still and also applying more pressure to my tender flesh, I moaned loudly. He kept on playing with my ass while his cock overtook me, even sliding his dick out at one point to deliver a few final blows to my behind. His smacks felt even more intense coming on top of my earlier spanking.


  By now, though, my pussy simply couldn’t get enough, and when he turned me on my back and slammed his dick into me again, I convulsed in orgasm. My pussy tightened, then released a splash of my juices as I came. Brad, appreciating this added wetness, lay down so his body pressed mine into the bed and invaded my cunt with his dick a few more times before he spurted his load inside me. With his weight crashing on top of me, my tender ass got another treat as it ground against the now-warm sheets. When we finally separated, I turned over onto my stomach, then sat up on my knees and admired my reddened behind in the mirror, grateful for the cool air wafting against it. Brad leaned down and kissed my rosy bottom, adding a few pinches for good measure. He was right; I haven’t been able to stop thinking about his spankings since that first date, but lucky for me, he’s now my boyfriend and it doesn’t take much coaxing to get him to take his hand to my ass any time I desire.

  —Ms. Nadine R., Washington, D.C.

  Tied Up and Tickled by Two Gorgeous Girls

  I’ve always been interested in bondage, so when I met Beth, who on our first date confessed her fondness for being tied up—as well as tying guys up—I was immediately intrigued. We’d met through a mutual friend who’d simply told me that she was stunning, and that was true—Beth is tall and thin, with perfect skin, long blonde hair, and big boobs. The best thing about her, as I quickly found out, is her willingness to try almost anything. She confessed to all manner of sexual high jinks as we enjoyed our meal, and she got my mind racing and my cock stiffening as I wondered what kind of fun the two of us could have together.

  As she sat there in a silky tank top, playing with the shoulder strap while she ate her meal, I had a vision that I simply couldn’t get out of my mind: her tickling me while I was immobilized, making my cock hard while she made me laugh. I don’t even really know where it came from, but once it planted itself in my mind, I couldn’t get rid of it. However, with her anything-goes attitude, I had a feeling Beth would be all for my little game. That first night, we experimented with all kinds of sexual positions—missionary, reverse cowgirl, on the floor, standing up—and I kept my tickling fantasy to myself.