Letters to Penthouse XXXXV

by Penthouse International

  So it was no surprise that I wound up in the backseat of her car, with her on top of me, her knee wedged against my panty-covered pussy. I wasn’t naked, but from the way Maya was staring at me, I might as well have been. But when she said, “Turn over,” I had no idea what was going to happen. Was she going to whip out a cock from underneath her jeans and fuck me from behind?

  But what she actually did shocked me even more than that would have. Right there in the car in the middle of the day, Maya pushed up my skirt and gave each of my ass cheeks a sound smack. I was already sticking to the seat, but I sank a little lower into it, feeling some drool slip out of my mouth. “I had a feeling you needed to be spanked,” she said as she kept delivering those harsh smacks that I craved. I had no idea what had given me away; I was wearing a cute black-and-white print top and a black skirt that fell to my knees. I’d been aiming for casual but cute and attractive. My appearance didn’t say “bad girl.” My top wasn’t cut low, my lipstick was pink rather than red, and I didn’t recall revealing anything that would have hinted at my submissive nature. Maybe some people can simply sense a fellow spanking fan when they’re in her presence.

  Another thing Maya seemed to know was how much I was enjoying her spanking. “I bet you’re getting nice and wet for me, aren’t you?” she asked. I almost laughed because that’s what one of my old boyfriends had said to me, too. Maya wasn’t nearly the size of the men who’d spanked me, but her smacks still felt as strong as anything my boyfriends had delivered. But Maya was all woman, and that got me even hotter. My ass was tingling in a wonderful way, and I knew that if anyone walked by, they would easily see what was happening inside the car. I was seriously getting into her spanking when she stopped and pressed her palms against my butt cheeks. “You’re so warm already. I can see my handprints on your ass, Tina,” she said dreamily.

  “Really?” I asked. My eyes had been closed since she started spanking me, because I wanted to savor the experience. I turned my head and tried to see what she was talking about, but I couldn’t really tell from my angle. I looked up at her and felt my heart beat faster. Maya looked even prettier now; she’d worked up a little sweat, and her cheeks were flushed with color.

  “I want to take you home with me and really spank you,” she told me. “You can pretend I’m your teacher, and you’ve been caught making out with someone while you should be in class. Is that something you used to do?”

  It wasn’t, but I wanted to play along. “Maybe,” I said, sitting up and sticking my tongue out at her. Maya thrust her hand into my hair and tugged my head back, causing me to whimper. At that moment, I knew I wanted another spanking and that I had been waiting all my life to meet the kind of woman who could deliver one properly—and Maya was that woman.

  “Just maybe? Because if you’re not sure, Tina, maybe you don’t deserve to be spanked with my ruler. I don’t just spank any girl. She has to be seriously naughty.”

  Maya was teasing me with her words, taunting me into admitting that I was truly a bad girl. “Yes, you’re right. I cut class and spent the whole time letting Jimmy feel me up. I even let him suck on my nipples in the hallway,” I confessed breathlessly, getting caught up in our role-playing.

  “Jimmy, is it? A guy, no less. Well, well, well, missy. I think that ass of yours is going to get a serious spanking.” She pulled me in for a kiss as she pinched my bottom. “Don’t you agree?”

  “Yes, Maya. I mean, ma’am. I’m so very sorry. I need to learn how to behave and obey the rules, and I want you to teach me.”

  She chuckled at that, and then she told me to buckle my seatbelt. Having me stay in the backseat while she drove to her place cemented my role as the submissive in our relationship—a role I was finding extremely arousing. After the spanking she’d delivered, my ass was sensitive and I felt every bump in the road, but when we arrived at her apartment, I was still ready for more. I’d never been spanked with anything other than a hand, and I was curious about the difference between that and a ruler.

  “Now, Tina, what do you have to say for yourself?” Maya asked once we were in her home.

  I had already told her I was sorry, hadn’t I? But I soon realized that was part of her game. I had to keep groveling if I was to get what I really wanted—a serious spanking. “I feel awful about what I did, and I want to prove to you that I’m sorry. Punish me however you see fit.”

  “Very good,” she said quite primly, and I could almost picture her in a long skirt and buttoned-up blouse, rather than the short skirt and low-cut black and silver top she wore. “Now come over here,” she said, sitting down on the couch. I had pictured my spanking taking place in her bedroom. Even though her blinds were closed, doing it in the living room felt more exhibitionistic, like someone, somewhere, might be able to see what we were doing and know how naughty I’d been.

  As I approached Maya, I noticed a ruler on the side table. Had it been there all along? Had she planned to spank me, or had she put it there while I’d been taking off my coat? I had no idea, but I had no time to contemplate the possibilities as she instructed me to hike up my skirt and drop my panties. I did, and then I spread myself across her lap, balancing my weight evenly and touching my fingers to the floor. “You have such a perfect ass. I couldn’t fully appreciate it in the car, but now with it in front of me, I’m even more glad that you’re so naughty,” she said as she ran the ruler over my cheeks.

  Without warning, Maya gave me a firm swat, landing the smack in the center of my ass. The sweet sting shot straight to my pussy. “You missed twenty minutes of your class, so I’m going to give you twenty. That one was just a warm-up,” she explained. “You’re going to count, and say thank you after each one.”

  I gulped. Was this more than I’d bargained for? The ruler delivered an intense sting, one that was harder and more powerful than any delivered by a hand. But it also showed me that I could not only take the heat, but enjoy it, too. Before long, I was anticipating each harsh smack. I knew she was swatting me longer and harder with the ruler than she would have with her hand because this spanking didn’t sting her palm. I counted out each stroke as she spanked and lectured me, and by the end, I almost believed that I had been caught cutting class and fooling around in the hallway! That was the power of the scene she’d created.

  But what I liked was that afterward, instead of simply diving for my pussy the way the guys had done, she made sure to kiss and caress my ass, soothing me and making me feel even more special.

  “You’ve been so good, Tina, and I know you’ve learned your lesson. So in return, I’m going to let you eat my pussy, and maybe, if you do a good job, you can give me a spanking. What do you say?”

  Once again, being with a woman had proved surprising. I’d always been so greedy to get spanked that the pleasures of giving spankings in return had never occurred to me—until that moment.

  With Maya, anything is possible, and I plan to explore all the possibilities—from both sides.

  —Ms. Tina B., Seattle, Washington

  Woman Finally Meets Her Match in Self-Proclaimed “Sole” Man

  Finding a man with an interest in anything other than beer, sports, and hanging out with his friends is special. But finding one who not only shares your interests but who is even more passionate about them than you are—that is downright priceless.

  I guess you could say that my interest in shoes is compulsive; some might even call it a fetish. I’ve never been able keep track of how many I own because whenever I encounter a store that sells them, I’m compelled to go in and try on a few pairs. And, more often than not, I leave with some brand-new footwear as well as a damp spot in the crotch of my panties from the feeling of unworn leather encasing my feet.

  It never occurred to me that a man might share my proclivity until I met Kirk. I was at a club with a friend and noticed a tall, handsome man checking me out from a few yards away. My pussy tingled when his eyes lingered at my feet, which sported a pair of red patent open-toed pumps. I’
d bought the four-inch high-heeled shoes a day earlier, and I wondered if the dark-haired stranger thought they were as sexy as I did.

  Eventually, he walked over and introduced himself, and though we had a nice chat, his gaze kept dropping to my feet. Then a slow song came on and he invited me to dance, which was when my friend conveniently departed. As I swayed in his embrace, he pressed his lips to my ear to whisper, “You’re so fucking hot, especially in those beautiful shoes.”

  If I hadn’t already been turned on, that would have done the trick. My cunt, which had throbbed relentlessly ever since he took me in his arms, flowed like a waterfall, and my nipples crinkled against the cups of my bra. The only response I mustered was a small moan, so my partner pressed his erection against me to convey how aroused he also was. I ground into it, and we dry-humped for a moment before I suggested going to my place.

  Kirk hailed a taxi, and I stretched my legs across his lap as we sat in the backseat. The ride lasted fifteen minutes, and he spent all of them lazily running his fingertips over my shiny shoes. I had to shift in my seat when he slipped into the opening at the tip of one, because the way he stroked the space between two of my toes was the most erotic thing I’d ever seen or felt. My clitoris pulsed with excitement, and I grew more excited and curious about his intense interest in women’s shoes.

  The door of my apartment had barely closed behind us before we were slobbering all over each other and tearing off our clothes. When I stripped him of his boxers, I was pleased to see an extremely large, fully erect cock, though I was even more impatient to feel it pounding inside me! So, without thinking, I kicked off my crimson pumps. Kirk had been nuzzling my heavy tits and stopped suddenly to ask me to put the shoes back on. Of course, I’d thought to myself as he continued, “On second thought, perhaps you have another pair you’d like to model?”

  Grabbing his hand, I pulled him into my bedroom and flung open the doors of my walk-in closet. First, I watched him take in the clothes crammed into one small corner, and then he grinned widely as he scanned the rows of cardboard boxes filling the remainder of the sizable room. “Show me your favorite,” he suggested hoarsely, and I thought carefully for a moment before pulling down a plain white carton.

  Kirk’s stiff rod bobbed appreciatively as I pulled the unworn emerald-green high heels from a nest of tissue. I’d been saving them for a special occasion, and if this wasn’t it, I didn’t know what was. I placed them on the carpet and slid into them, noticing that I once again saw eye-to-eye with my admirer, because they added four inches to my height. “Walk for me,” he murmured, and I felt a surge of emotion as I took a few tentative steps forward. “Beautiful,” I heard from behind me when I grew bolder and began strutting across the room in my stilettos. I felt his gaze burning into me as I reached the wall, spun around, and returned to him, one super-pointy toe in front of the other.

  I stopped in front of him and struck a sexy pose: hands on my hips, which jutted forward, and my left foot pointed out. My thighs were splayed to relieve some of the pressure on my incessantly pulsating cunt, which was dripping the juices that streaked my long, slender legs. I was also panting slightly, from arousal more than my stroll, and my breasts heaved with each labored breath. Finally, Kirk, who’d been idly stroking his prick as he’d watched me, gave each of my hardened nipples a little kiss, and then dropped to his knees.

  He bent forward, as though kowtowing to me, and placed small kisses on the tops of both feet before moving his mouth to my shoes. I heard him draw a deep breath through his nostrils, capturing the heady scent of the barely worn leather, and then he ran his lips lightly over the sleek green hide. Finally, he sat back on his haunches, and I began to tremble when he picked up my right foot and cradled it reverently. I had to grab the closet door for support as he placed my toes at the seam where his thighs met, the sharp tip of my shoe just barely grazing his scrotum.

  I sucked in my lower lip as he closed his eyes while letting his dick come to rest on my shod foot. A vein ran along one side of his shaft, and I’m certain that I saw it throbbing as he delighted in the feeling of having my high heel in his lap. Slowly, a droplet of precome oozed from the tiny slit in his crown, and I watched it drip onto the cleavage between my toes to glisten on my bare flesh. The profluence of fluids that followed formed a sticky connection between us for another minute or so.

  My breasts, clitoris, and labia swelled with lust as I held still, while Kirk worshiped my foot and shoe. His erection never flagged as he stroked me reverently, and I won the struggle to remain patient even though my cunt begged to be penetrated. I was finally rewarded when Kirk rose to his knees and pressed his face to my steaming center. My foot slipped to the floor as he sucked at my sopping-wet sex, and he blindly located my ped and placed it back in his lap. This time, he was careful not to let go, running one unsoiled sole over the sensitive flesh of his trunklike shaft as he expertly wrapped his lips around my throbbing clit.

  My mouth watered as I looked at his turgid appendage, which gave me a dirty idea. Although Kirk looked disappointed when I wrenched myself from his viselike grip, his eyes brightened considerably when I joined him on the floor. Pushing him back, I turned to face his feet and swung one leg across his midsection. I lowered my sex to his mouth while sliding my lips over his prick. As his tongue resumed furrowing in my innermost folds, I felt him grab my ankles before walking his fingers upward to grasp my feet.

  I sucked him hungrily while his hands ranged over my shoes, getting the most of the sleek leather. When he reached the spiked heels, I felt a tug on each, as if he were stroking them, and let out a moan that vibrated around the shaft buried deep in my throat. Pulling back my head, I suckled his knob, and then swooped back down on his length as I swallowed the salty liquids that still flowed freely. He gulped down my tangy juices as my thighs tightened around him, and then he stiffened his tongue to thrust it as hard as he could into my small opening. Immediately, my body began jerking wildly, and I almost slipped off his face.

  To keep my hold, I clutched the carpet and slapped my thighs against Kirk’s ears. My moans were coming nonstop, and they probably would have turned into wails if not for the hard cock muffling my passionate cries. This added stimulation proved too much for Kirk; I could tell he was close.

  I was ready, and I breathed through my nose as a few volleys of semen spilled over my tongue and ran down my throat. He managed to keep eating my pussy as I gulped down the entire expulsion, and I remained poised above him, albeit quivering, until he jerked his rapidly depleting cock from my parted lips. As the last few drops of his hot load spattered onto my sweat-streaked tits, he moved his head from my pussy. Then he carefully placed both of my feet on the floor so that I could slide off him.

  We lay on the carpet together a while longer, remaining head-to-foot. I watched his eyes once again rove over the rows and rows of boxes, and I smiled when I realized why his lips were moving: He was counting them one by one. “You may never get rid of me,” he said when he reached one hundred, and I knew that, like me, he was thinking about how much fun we’d have getting to know each other, as well as all of my various shoes. In fact, I was pretty certain that we were going to be a perfect pair.

  —Ms. Rebecca L., Oakland, California

  Old Ties Make for New Thrills for One Fun-Loving Couple

  My husband, Troy, and I were cleaning out our bedroom closet when he held up a bunch of his old no-longer-worn neckties and asked me what I thought he should do with them. “Give them to me,” I said, an idea forming in my head. I’d been thinking about tying him up and having my way with him for quite some time, but I had never figured out a way to broach the subject. Now seemed as good a time as any, and my pussy dampened as I thought about what to do next. Assuming a new role, my next command was for him to strip.

  “What?” he said, surprised by the tone of my voice. Then he saw the look on my face and caught on, a smile appearing at the corners of his mouth. He heeded my demand, and my nipples hardened as
I watched him peel off his clothes.

  “Now get on the bed,” I said, as I began to remove my clothes. Meanwhile, Troy stretched out on his back, totally nude. His cock pointed up at the ceiling, bobbing slightly, but as much as I was ready to fuck, I ignored it and took a silky tie from the vibrant pile. Showing off for my husband, I pulled on the paisley silk as though testing its strength, noticing how his eyes never left my hands and his erection never flagged. That made me feel certain that he was as into this moment as I was, so I reached for his right hand.

  Troy’s arm became a dead weight as I wrapped the silk tie around his wrist and recalled the Christmas I had given it to him. I finished his bond off with a tight knot and then raised his hand above his head to loop the other end of the tie around the bedpost. His cock twitched when I pulled the silk strap tight and tied another knot, and when I did the same with the other hand, a drop of precome appeared on the tip of his dick.

  There were now two ties left, and I used those to bind his feet. Now that my husband was tied up tightly, his body formed a giant X on our queen-size mattress. He was entirely at my mercy. I spent another moment observing him, noticing the expression of lust on his face and the erection that still refused to flag. He remained silent, waiting for me to make my next move, and as much as I wanted to jump right on his cock, I waited in order to let the anticipation build.

  Troy’s dick was leaking so much pearly fluid that I just had to lick it up. I crawled across the bed on my hands and knees, waving my ass to turn him on even more. When I was next to him I crouched down on my haunches, lowered my head, and stuck out my tongue. I took long licks up and down all the sides of his shaft, cleaning up the precome that had been flowing from his cockhead ever since we’d started. However, I never took him all the way down my throat, and I could tell from the way Troy was pulling on his bonds that he wanted more. The bed creaked as he tugged at the neckties that bound his hands and feet, and his nipples were extremely hard, as were mine—not to mention the fact that the juices from my aroused pussy were now dripping down my thighs.