I went to my makeup and took out my brightest red lipstick. “Now purse your lips like this,” I told him, and this time he followed my command without a whimper of protest. I smoothed the color onto his lips, exaggerating slightly for effect. I nodded toward the white heels and he put those on as well. I almost wanted to fuck him right then and there, but he needed to learn his lesson. I’d hidden the pièce de résistance and told him to close his eyes while I took out an elegant brunette wig. I had him sit on the bed while I fastened it on his head, and when I was done, he did indeed look quite pretty. “Now put your arms behind you,” I told him. I was going to see if we could make him look exactly like my favorite photo from the ones he’d been perusing. He moaned in arousal, louder and louder as I posed him, and kept thrashing about until he wound up on his side. His eyes pleaded with me to touch his cock, but I was determined to make him wait.
All it took was one quick slap on his ass to make my bondage-loving husband see that if he knew what was good for him, he’d start posing for me like a good girl. I snapped the handcuffs around his wrists, noting with satisfaction the loud snap they made when they shut. I didn’t actually intend to use the ball gag unless I absolutely had to, plus I liked hearing the sounds of his moans. I took the rope and shook it out, watching his eyes watch mine with a combination of excitement and fascination. “Don’t worry, Jane, I’m going to take good care of you,” I said sweetly, as I tied his ankles together. I was enjoying this spectacle much more than I could have predicted, and each time I cemented my dominance over my quivering husband/wife, I felt my body respond, so by the time I was done my cunt was aching. I placed my hand over his hard cock, rubbing it against the lacy fabric. “This turns you on just as much as it does me, isn’t that right?” I asked.
Then I squeezed his cock tightly before moving down and doing the same to his balls. I dangled the end of the rope against his dick, toying with the idea of some cock-and-ball play, watching him squirm in response. Then I took the rope and whapped it against his cock—not too hard, but enough to let him understand my feelings. Jerry let out a load groan, and I promptly got up and dangled the gag in front of his eyes, which bulged as I shoved the ball against his lips. “Don’t force me to use this!” I yelled, and then dropped it back on the bed.
As it turned out, this was the best kind of foreplay we could’ve indulged in, because his cock was as hard as it had ever been when I climbed onto the bed with him. I undid the handcuffs, laying him down on his back and hoisting his arms above his head, then replacing the cuffs. He squirmed happily, and I teased him. “You look so pretty, my darling—you’re bringing out all these lesbian urges in me. But you have what I really need the most—a big, hard cock,” I said, content to totally objectify him because I knew he was loving every minute of it. I quickly undressed and straddled him, rubbing my pussy against his white bulge. I toyed with the garters and snapped the elastic of his panties. I squeezed his feet through the edges of the heels, doing everything I could to play up his feminine attire before my own arousal got the best of me and I simply had to mount him.
I pulled his panties down just enough to unveil his dick, which stood right up. I never would have guessed that my sweet Jerry would actually be so turned on by my “transforming” him into Jane, but here was irrefutable proof. I quickly sank down onto his cock, gasping as he stretched my pussy lips while I got used to the feel of him inside me. Somehow, no matter how much we fuck, that first moment of entry is a revelation, and my naughty husband, bound, lipsticked, and wearing a white slip, was certainly a sight to behold. I took full advantage of his immobile state, squeezing his cock with my inner muscles, teasing him by sliding off and then rubbing my cunt up and down his length and playing with my lips, before thrusting down onto him once more.
But Jerry was actually the one to make me come, both with upward thrusts of his hips and with the way he jiggled against his cuffs. Even though he knew he wouldn’t actually escape, some small part of him simply couldn’t resist pretending. His mock struggle most accurately mimicked what we’d both seen on those alluring Web sites, and it made my pussy spasm in response. I came, my juices gushing onto him and soaking the slip. To be nice, I slid off him and promptly took his hard cock into my mouth, savoring my own taste mixed with his as I sucked him until he spurted into my mouth. When I’d swallowed every last drop, I reluctantly untied him, but he was the one who asked if he could sleep in the slip. “Of course, Jane,” I said, emphasizing his female name and making both of us smile. I had a feeling there’d be a second chance to use some of my kinky accoutrements when we got up in the morning.
—Ms. Elaine B., Toronto, Ontario
A Wooden Ruler Brings Spanking Lovers Hours of Fun
Recently my wife, Jeanne, decided to become a full-time homemaker. She’d been at her job as an architect for five years, so our home was soon filled with box after box of her office detritus. After nagging her to go through it time and again, I finally decided to start unpacking things myself. Most of what I found were humdrum office supplies—Post-its, pens, and legal pads—but there was one item in particular that intrigued me.
It was a plain wooden ruler, the kind I hadn’t seen in ages, since I don’t have a need for one in my law practice. But holding it in my hand as I tried to figure out where it should go in our house, an image flashed in my mind of Jeanne bent over with her ass bared, waiting for me to smack the ruler across her cheeks. I gave it a whack across my palm, feeling its sting, as well as a rush of pleasure centering in my cock. As I tested the ruler, I could practically hear Jeanne exclaiming in pleasure as I slapped her ass.
She’s always been fond of being spanked, but we’d never done anything heavier than her lying across my lap while I made her luscious bottom a lovely shade of pink with my bare hand. She has very sensitive skin and even one slap can color her. I love to watch the rosy marks fade, then spank them back into her skin. But what I really love is how wet and horny spanking makes her; she gives the best blowjobs right after she’s been spanked, especially if I promise to fuck her afterward.
I decided to hide the ruler in our bedside table and take it out when the right moment struck. I got my chance later that night. I’d retired to bed to finish my mystery novel while Jeanne caught up with her best friend on the phone. She entered the bedroom still wearing a dress, stockings, and heels—her hair was even up. As my hot wife undressed, my cock began to stiffen and my mystery novel was soon forgotten. I indulged in the peep show she was inadvertently giving me as she bent over her lingerie drawer, her almost-bare ass sticking out, covered only by a tiny thong. She selected a black lace nightie and was about to put it on when I said, “Wait, leave it off. Get over here and come see your poor, neglected husband.” I was only teasing—I see her plenty—but I hadn’t seen enough of her that day.
Jeanne turned to me with a surprised look on her face, but that immediately changed to a naughty grin when she saw the tent my cock was making of the covers. She scampered onto the bed and looked up at me with her big, brown eyes as her sexy brown curls tumbled around her shoulders. Then she straddled me, kicking the covers aside so her thong-covered pussy lips were directly atop my naked cock. “I have a surprise for you. Well, it’s not really a gift because it’s yours, but what I’m going to do with it is your gift,” I said.
“Show me!” she said exuberantly.
“Actually, I think you should have your eyes closed for this,” I said, picking up the sleep mask she uses to block her eyes from the morning sun. She let me slip it over her head, and my dick pulsed against her pussy when she was completely blindfolded. She tried to reach down and rub my cock more directly against her cunt, but I took her hands and moved her so she was lying across my lap.
“Now Jeanne, I found something in those boxes you still haven’t unpacked that I think is going to be very useful to both of us. Do you have any idea what it is?” I taunted her as I squeezed her ass cheeks, pinching them and then grabbing whole handfuls of flesh, sm
iling as she squirmed happily against me. I pulled her thong up more tightly against her lips, then eased it off to reveal her pink pussy, which looked so inviting beneath the curves of her cheeks. I tossed her thong on the floor and went back to playing with her ass, pulling her cheeks apart to get a better peek at her cunt.
“No, what?” she asked in a shaky, aroused voice.
I lifted my hand and gave her a solid smack on one cheek, then slowly, silently opened the drawer to remove my prize. I then spanked the other cheek, watching my handprints bloom on her flesh. I trailed a finger lightly along her slit, knowing that when I did finally fuck her, she’d be nice and wet.
“Do you have a clue yet, Jeanne?” I asked, punctuating each word with a hard smack. I knew she was starting to lose the ability to answer in anything other than single-word responses.
“No,” she said, her body shuddering with pleasure. I finally revealed her surprise, slapping the wooden stick across both ass cheeks at once. It left a pale red mark, and I pulled tight the cheek farthest from me, then gave it another firm swat with the ruler. “Oooh,” she groaned, wiggling her butt and raising it upward, as if asking for more.
“Does that mean you like being hit with the ruler, Jeanne?”
“Yes,” she said, trembling against me. “I like the way you spank me—with your hand and the ruler. It’s making me so horny,” she said. The raw need in her voice was lust at its purest. It almost made me start fucking her, but I wanted to spank the rest of her behind first.
“Don’t worry, I’ll slide my cock inside you—but not until I’m finished spanking you,” I said. I kept going with the ruler, trying out different angles to see what got the most response from her. The whistling sound as it flew through the air added to the scene of spanking my wife like she was a naughty schoolgirl and I, her stern principal. I realized that I really did have a legitimate reason to “punish” her. “You’re such a spanking slut that I don’t really need an excuse to take this ruler to your ass,” I said, decorating the inner quadrant where her butt cheeks met with sweet red stripes.
“But you ignored my requests that you unpack those boxes, and I tripped over them several times!” I said, creating a fast staccato ruler rhythm against her ass. I paused to feel her heated skin, pinching her cheeks while she cooed.
“Everything feels so good—the more you spank me, the more I want it,” she said as she moaned.
I shoved two fingers deep into her hole, feeling her wet pussy tighten around them. “Is that all you want? Do you want to get fucked now?” I asked as I slammed my fingers in and out, mimicking what I was going to do to her with my cock. “If you ask nicely, maybe I’ll even spank you while I fuck you,” I said.
Her pussy quivered as I said that, becoming so snug I almost couldn’t get my fingers out of her. When I did, they were gleaming with her juices. I moved her off my lap and stood up, placing myself between her legs with my cockhead nestled against her folds. I gave her one big smack on her ass, then pulled her hips close and pushed my dick inside. She was just as wet and warm as I’d expected, and she immediately started thrusting back against my hips. Her hot ass rose in the air, her pink cheeks radiating warmth against my skin. I could see the faint marks from the ruler, which seemed to last longer than my handprints.
I like doggy-style sex because it allows me to see Jeanne’s big, round ass in all its glory. I held on to her butt cheeks, pulling them apart then pushing them together as I plunged inside her. Then I pinched her clit, feeling her instantaneous response as I rubbed her hard nub and buried my cock to the hilt. Soon we were both grunting and yelling as she came, then I did, too, the pressure of her spasming pussy causing me to erupt inside her cunt.
I made sure to give her a few final hand smacks to let the spanking sensation linger even after we were done fucking. I pulled out, lifted off her blindfold, then got into bed and spooned her. My hands rested lightly on her stomach while her warm butt cheeks pressed against me. “You know,” she said, turning to give me that naughty grin again, “I think there’s a metal ruler packed away somewhere, too. I promise to finish unpacking as long as you promise to spank me with it when I find it.” Of course, I heartily agreed, and while I write this she’s busy unpacking the rest of her boxes, looking for the buried treasure inside.
—Mr. Jim P., Austin, Texas
When He Fails to Follow His Mistress’s Rules, He Gets What’s Coming to Him
My wife, Catherine, is one tough woman. She always has a slightly stern, forbiding look about her, and while she likes to have fun, she never lets me forget who’s in charge. Before we met, I’d had hints that I might be submissive, but with her my true nature has blossomed. Even when she’s not explicitly ordering me around, there’s an underlying dynamic to our relationship. We each know our place, and these roles serve us both perfectly. When I fail to meet her standards, she makes sure to let me know and has devised some ingenious ways to get even with me when I’ve been a bad boy.
Sometimes I deliberately disobey her, just waiting to see what she’ll do in response. I never do anything too outrageous, but I’ll just flout her rules slightly, enough to put a little sizzle into her ire. Last week, I knew she wanted to leave at noon for lunch, and I really didn’t intend to be late, but I was so busy getting my outfit perfect that I was fifteen minutes late, according to my watch. When I finally headed downstairs, she was sitting there tapping her foot, her anger visible by the frown on her face.
I reached for my coat, but she stood up and stopped me. “We’re not leaving just yet. I told you to be down here at noon, and you kept me waiting. Do you think you can show such disregard and get away with it? The answer is no. Put your coat back and pull down your pants!” she barked, and I knew she meant business. A frisson of excitement traveled up my spine as I realized she was probably going to spank me. It’s one of my favorite activities, and because of that, one she rarely gives me the satisfaction of indulging. Usually I wind up mopping the floors or polishing her jewelry, but if I’m really lucky, she gives me a more physical punishment. My favorite is getting my ass smacked, and we both knew it had been awhile.
She imperiously removed her coat, making a big show of the effort, tossing it to me. I was scrambling to follow her instructions and turned just in time to catch the flying garment. I stood there awkwardly, my hard cock standing upright in front of me as I held her coat in my arms. She glared at me, and I turned around, my bare ass facing her as I hung it up. Standing in the middle of our living room with nothing on except my shirt was awkward but arousing. I could practically feel her hand on my ass already, and I accidentally dropped her coat on the floor in my combined nervousness and arousal. With that, she stood and practically ripped it out of my hands, hung it up herself, and tugged me over to the chair with her. I’m stronger than Catherine, but when she’s mad, she seems to gain superhuman strength, and just then I felt her fingers digging into my bicep. My cock was practically a flag, signaling my arousal by bobbing up and down as I followed her. She led me to her armchair, which she sank into like a queen. I knew where I was expected, and I bent across her lap, knowing she’d be able to feel my cock pressing against her leg. My wife cleared her throat, then pinched each ass cheek, tweaking my malleable flesh between her fingertips. She has pretty long nails, which she keeps polished a bright red and buffed perfectly, all the better to tease me with.
Her nails stroked my skin, and then she said, “You do know why you’re lying across my lap right now, don’t you, instead of sitting next to me in the car?”
I didn’t know if she expected a real answer or simply an acknowledgment of her question, so I settled for a simple, “Yes, ma’am.” Apparently, though, that wasn’t enough.
“Well, are you going to tell me?” she said, punctuating her demanding question with several light smacks, nowhere near the power I knew she was about to show me. This was just her way of letting me know that she was really upset with me.
“I was late meeting you, even after you
’d specifically told me to be here. I have no excuse,” I said, my voice tinged with repentance, even as my cock strained, trapped between my body and her lap. She had to know how hard I was, but I was sorry I’d been late.
“And how late were you?”
“Fifteen minutes,” I squeaked in surprise as her hands pinched and then slapped my ass, veering down to my hairy upper thighs for a moment.
“Wrong!” she said, giving me a whack stronger than I’d thought she was capable of. When another stinging slap fell upon my behind, I realized that it wasn’t just her hand that had done it; she’d used some sort of implement. I kept my head down, though, anxious for her to continue. “You were twenty minutes late, and therefore you’re going to get twenty-five smacks, one for each minute you were late and one each for your miscalculations. And I’m going to make them count so that maybe in the future you’ll remember to be punctual when you know I’m waiting for you!”
I shivered with anticipation, and she clamped her hand down on the back of my neck. She’d surely have grabbed my hair if I had enough to grab, but my buzz cut didn’t allow for such pleasures. Her fingers sank into my skin, pinning me against her—even though there was nowhere I’d have rather been than across her lap! She lightly tapped something against my ass, trailing it along the curves of my bottom, and I surmised that it was the instrument she’d used to strike me. Whatever it was, I wanted more of it, and that’s exactly what I got.
She lifted her spanking hand and then moments later I felt a rush of heat against my ass as the stinging slapper did its work. “One,” I called out, almost instinctually, as I reacted on pure adrenaline. “Two” quickly followed as she whacked the opposite cheek, and onward as I tried my best to stay still, knowing she dislikes having to pull me back into position. My cock, trapped as it was, had little room to move, but was making it known to both her and me that it wanted some attention.
Letters to Penthouse XXXII Page 21