When I decided to marry the love of my life, Amelia, I knew things would change, but I had no idea that it would also lead to the most exciting sexual encounter I’d ever had and it was one that didn’t even involve my fianc e!

Once Amelia and I announced our engagement, my buddies decided to throw me a bachelor party, and there was nothing I could do to stop them. I didn’t want to, either, since Amelia was heading to Vegas for her own girlie bacchanal.

We decided to host the party at my house, but I left the planning up to my friends. That night, I found myself in only my undies, tied to a chair while two red hot strippers danced naked and teased me almost to the point of orgasm. I was so aroused I thought I’d do damage to myself if I didn’t climax. In the end, all I got from each of the sinewy brunettes was a lusty kiss, which did nothing to sate my general horniness, but it did make my dick harder. I needed to relieve the sexual tension, but there was no opportunity to jerk off with my closest friends all around me. When the party eventually cleared out, I was left with a huge mess and my two best friends, Hal and Andre.

They said they’d stay and help me clean up . . . but first they wanted to show me a video. It turned out to be an x rated movie about a wild, all girl bachelorette party, where the women wound up going down on each other and fucking their friends. Basically, they had a crazy time that never seemed to stop. The girls were screaming and coming and kissing and eating pussy for more than two hours. I had to jerk off, and I figured that with all that they’d seen, my pals wouldn’t mind if I took out my dick. Well, not only didn’t they mind, Hal had an even dirtier idea: He wanted us to engage in an all male version of the movie we’d just watched. In other words, he wanted to suck my dick.

Hal actually came right out and said it. “Abe, let me suck your cock. Just this one time, since the girls aren’t around. It’ll be fun, a last hurrah kind of thing. What do you say?”

Well, when you’re that horny and worked up, and you’ve just had real, live strippers in front of you and then hot naked girls doing each other onscreen while your sexy fianc e is away, it’s hard to say no to a blowjob no matter who’s making the offer. I’d never had my dick sucked by a guy, but suddenly I was curious, and my friend, who I’d known for years, seemed so earnest. “Sure, why not?” I said, and then I sat back on the couch, put my arms behind my head and shut my eyes.

Within moments, there was a tongue licking the tip of my dick. I realized it didn’t matter whether the tongue belonged to a man or a woman it still felt incredible. As Hal took the head of my dick into his mouth, Andre moved closer to us. I turned to him, and our eyes locked. Sure, he was still my friend, and he had an enormous erection pressing against the front of his boxers (he’d already taken off his pants), but the sexual energy between us was exactly like what I’ve had with women. As Hal deep throated my cock, I leaned toward Andre and we kissed.

I’d never had a threesome before, though of course I’d fantasized about them! In my mind, though, it had always been me as the hot stud sandwiched between two girls, but there I was with two dudes I’d known for years, and I was incredibly aroused. I reached up and caressed Andre’s jaw, moaning into his mouth as I stroked the light stubble on his face. I wanted Hal’s blowjob to continue all night, and he must have, too, because instead of quickly bobbing up and down, he took his time. He eventually withdrew his lips from around my shaft, only to lave my balls, making them juicy and wet.

Andre and I broke our lip lock and looked down at Hal, watching for a few moments as he licked my balls like he’d been doing it all his life. I was curious about his experience, because he was so good at it.

“I want you to suck my dick, too,” Andre announced, grabbing Hal by the scruff of his neck. Seeing this display of dominance from my normally mild mannered friend not only showed me a new side of him, it turned me on as well. Amelia and I aren’t into kink, though once in a while I will give her a light spanking. But watching Andre guiding Hal’s mouth along his stiff cock showing and telling him what to do was exciting.

I watched them, jerking myself off a little, knowing that I’d get my turn. I’d expected my bachelor party to be fun, but not like this! Our threesome took sexual experimentation to a whole new level. Soon Hal was really going to town on Andre’s fat cock, swallowing it effortlessly. I wanted to see Hal’s dick, but I figured there’d be time for that later, so I just watched the show, in awe of how enjoyable it was to be with men in this way.

“Let’s go upstairs,” said Andre as Hal eased up on his cock. We went into the bedroom and all got naked. Suddenly, I was overcome with the urge to have a dick in my mouth.

Turning to Hal, I said, “Let me taste you now.” I got on all fours on the bed, and he proffered his dick. It was longer than mine but thinner, and to my surprise, he’d shaved off all his pubic hair. I wondered whether he always kept it shorn or had done it especially for that night in the hopes that he might get laid.

As I started to give my first blowjob, I felt Andre’s hands on my ass. At first, they only squeezed my butt, but then they went further in their intimate exploration, pulling apart my cheeks and then gently touching my hole. Not even my fianc e had dared to touch me there I wasn’t sure if she’d be into it or not, and to be honest, it had never occurred to me that I might like my ass touched. But I did very much, especially combined with the sensation of a hard dick in my mouth.

I liked being a giver and receiver at the same time. It reminded me of doing a sixty nine with Amelia, but at the same time, I was very aware of the testosterone fueled sexfest we were engaging in. The energy was more manic than it is with Amelia, more urgent, and I wanted to do my best to make my friend come. Imagining him spurting into my mouth had my saliva flowing, making it easier to deep throat him. Then it got even better as Andre started licking my asshole!

At first, his tongue tenderly touched my backdoor, only grazing the puckered opening, but then he got more aggressive. Clearly, Andre was eager to get inside my hole. As his tongue worked its way into my entrance, I relaxed and let him burrow in deep. No one had ever licked me there before, so I was experiencing many new sexual sensations all at once. I focused on Hal’s cock as it plunged into my throat, and then I eased back. At that point, he was content to let me go at my own pace, which I was grateful to him for. I opened my eyes at one point and watched his bulging dick glide in and out of my mouth. I could tell we didn’t have long before he came, and I thought about asking if the guys wanted to shift positions, but then Hal grabbed me by the back of my neck and pressed me down on his dick, urging me to keep sucking him.

Meanwhile, Andre’s tongue had gone as deep as it could go. I loved what he was doing, and even though I was ready to have his fingers or his cock there, I still had a job to do. As Hal grunted in delight, I swallowed his meat and gave the best blowjob I could possibly give. I didn’t want him to feel that my cocksucking skills were any less talented than a woman’s. “I’m gonna come, man,” he announced, and then he eased me off him enough so that when he spurted, his jism landed all over my face and neck.

Then we did shift around, only this time I was the one leaning back and getting blown by Hal while Andre ate his ass. I guess Andre is into anilingus because the noises he was making were intense. It was a great soundtrack to go along with Hal’s expert sword swallowing. I came soon thereafter, with a sexual slide show going off in my head the strippers, the porn, fucking Amelia, Hal’s cock in my mouth as I pumped my load down Hal’s throat.

For our encore, Hal and I gave Andre a joint blowjob, having already gotten rid of any potential awkwardness. We vied for who would get to capture his come, though Andre wound up shooting so much we got to share it. We passed out afterward, and in the morning we smiled awkwardly at each other, uncertain of what to say. They finally helped me clean up my place and then left, and when Amelia got home, I debated how much to share with her. I listened while she told me about her own wild weekend, in which some of her bridesmaids got carried away with the male strippers. For now, I haven’t told her about me and the guys, but I do plan to so she’ll know how adventurous I am. And who knows, maybe if she goes out of town, the three of us can do it again!

Mr. Abe N., Pocatello, Idaho

When I decided to fulfill my ambition to be a woman’s sex slave, I went online and researched all the dommes in my area, but the one who stood out the most to me had a very striking web site. All of the dommes I checked out offered similar services, but Mistress Sapphire was the only lady whose presence inspired me to bow down and worship her. She had long, black hair, hazel eyes and an intense look. In her photo, she was dressed in head to toe latex and had on shiny, black high heeled boots. But it wasn’t only her appearance that impressed me it was what she said about herself on her site. She wrote that she was into the psychological as well as the physical aspects of domination and liked to test her subs, pushing their limits.

Mistress Sapphire didn’t elaborate on that part of her interests, but I let my mind wander. I wondered if she’d make me go out wearing a skirt with nothing on underneath, or if she’d make me get my nipples pierced or wear a butt plug in public. My imagination ran wild, and so did my cock. I came many times while staring at her photo, trying to figure out what to say to her to prove my worthiness. She definitely wasn’t a woman who accepted any old submissive she even said so on her site: “My dungeon is a special, sacred place, and only those who know how to properly worship every part of a woman her mind, body and soul dare enter. Only a small fraction of applicants will be accepted. I encounter too many arrogant men who think they are special because of their looks or wealth, but they soon learn their place.”

The harshness of her words made me shiver. Would I pass muster? I examined myself in the mirror. I have thick brown hair, bushy eyebrows and full lips. I’ve had a few girlfriends, but I’m not exactly movie star handsome. I figured, though, that I could make up for what I might lack in looks or physique with my sheer devotion. But would she agree with that assessment?

I decided to be straightforward and tell her that she seemed like a perfect match for me or rather, I for her. I wasn’t completely inexperienced in the world of submission, but I had never given myself to a woman in the way I wanted to give myself to her. “I will do anything you ask of me, any time. I would be honored to help you with anything that will better your brilliant, beautiful life whether that involves running errands, providing sexual services or any other assistance you may require. My body is yours if you choose to accept me as your new slave. I longingly wish to be at the service of a truly dominant woman.” I gave her all my contact information and hoped for the best.

The next day, my phone rang, and I knew it would be Mistress Sapphire. “Is this Grant?” she asked. I found her husky voice to be very sexy. My cock immediately got hard, but I tried to ignore it and compose myself so I could properly address her.

“Yes, it is, Mistress,” I said, wondering what she was wearing.

“I received your note, and I’m interested in auditioning you tomorrow morning at ten o’clock.”

I had a meeting scheduled then, but there’s no way I was going to refuse this once in a lifetime opportunity! “That would be perfect,” I said, taking down her address and making a mental note to change my business appointment.

“Please make sure you pay me the proper respect,” she said, and I knew she was talking about reviewing the tribute options that were on her site and selecting an appropriate item.

“Yes, Mistress, of course,” I said.

“And don’t wear underwear,” she said before hanging up.

I fretted over what to wear, eventually settling on charcoal gray pants and my finest blue button down shirt. Even if I’d wind up naked, I wanted to look proper. I brushed my hair, donned freshly polished shoes and headed out. Yet without my usual boxers, my semi hard cock gave me constant reminders of its presence. I didn’t think she wanted me to arrive with an obvious hard on, but I didn’t want to be late. What to do? I only had a few minutes to spare, so I stopped at a bar to jerk off in the bathroom. Relieving my sexual tension felt great, but I was still nervous, feeling like I’d already flubbed the audition. She hadn’t explicitly said not to jerk off, but she hadn’t needed to. I knew it was wrong to do such a thing without permission.

I pushed that thought aside and marched confidently toward Mistress Sapphire’s place. A college aged guy answered her door. He was wearing only skimpy Speedo like briefs. My first thought was one of jealousy because he was allowed to serve her, but I soon recovered enough to hear him invite me inside. He led me to a chair which was situated outside what I assumed was Mistress Sapphire’s office. My head was filled with indecent sexual fantasies, but I was quickly brought back to reality by the snap of her high heels against the floor as she approached me.

“Grant?” she asked, tapping her foot, as if I’d been keeping her waiting.

Mistress Sapphire looked almost professional save for the severe spiked heels and revealing cleavage that her tight black shirt created. Our meeting was like a job interview, except with those I didn’t usually get a hard on.

After exchanging greetings, I presented Mistress Sapphire with a bottle of the perfume she’d listed on her tribute page as one of her favorites. She smiled as she took it from my hands, replacing it with a to do list containing twenty numbered items. My mouth dropped when I glanced at the list of errands that would require quite a bit of driving. There was no way I could possibly accomplish all of those tasks in one day! But I couldn’t protest that would be asking for immediate dismissal. I carefully read the list, and then my heart really started to pound! My first task was to pick up her dry cleaning, and I was to tell the woman at the counter, “I’m Mistress Sapphire’s slave, and I’m here to pick up her clothes.”

I was mortified, and my cheeks burned at the thought of embarrassing myself in front of a stranger that way. Mistress noticed the look on my face and said, “What’s the matter, Grant? Would you not be proud to have others know that you serve me?”

“No, Mistress, I’m happy to have anyone know.”

“Well then, you’d better get moving if you’re going to complete those tasks before three o’clock.” It was nearly ten thirty. She had to know that was an impossible feat. She was setting me up to fail! Swallowing my nervousness, I marched outside, determined to get off to as good a start as possible with the woman I hoped to be beholden to for a long time. After fetching her dry cleaning, I had to go to a sex toy store and pick out a giant dildo for her and tell the clerk that my penis wasn’t big enough to satisfy Mistress Sapphire. The girl who waited on me smirked when I pointed out the toy I wanted. I’d been told to get the biggest toy available.

The one I selected seemed huge. I wondered if Mistress would really try to fit the big black dildo in her pussy or if she only wanted to humiliate me. Then another thought crossed my mind: Maybe she was going to make me take in my mouth or ass!

“So, um, do people really use this?” I asked. I knew that no matter what I’d sound nervous so I gave up on trying to mask my feelings.

The clerk looked me up and down. “Some, but it’s really for size queens. Maybe you should also get a more manageable one.” I debated, because Mistress had only given me enough money to pay for the items and services that were on her list. The cost of an extra toy would have to come out of my own pocket. I decided it would be my gift to her, and if she didn’t like it, I’d be okay with that. Maybe she’d reward my creativity.

I selected a slightly smaller toy and shivered at the thought that I might get to use it on Mistress Sapphire. I had a feeling the clerk could tell that I was both inexperienced and had an erection, but she worked in a sex shop so I figured she wouldn’t be that surprised by either of those things. After she rang up my purchases, I asked for a more discreet bag than the one she’d given me, which had the store’s salacious name on it. But the woman shook her head and apologized, saying that was the only sort of bag they had. With my face blushing, I thanked her and headed out the door to my next destination: a pastry shop.

I had been instructed to purchase a specific type of croissant, and to my horror the bakery was sold out. “Can I interest you in some maca rons? Or perhaps a cupcake?”

“No!” I practically shouted in horror. “It has to be the chocolate lemon croissant. Do you know anywhere else I could get one?”

“No, sir,” the young woman said regretfully. “That’s our specialty.” At a loss, I purchased thirty dollars’ worth of baked goods, hoping she’d be pleased with a substitute. My smile from earlier was gone. I had failed in my quest. I did the best I could with the other errands, buying her condoms and lube at the drugstore and then lacy pink underwear at the mall. Despite feeling pleased at the tasks I was able to complete, I was mortified knowing that I was unable to fetch the croissant she wanted and accomplish all of the tasks on her list.

Yet when I returned to her home at three o’clock, she smiled as she opened the pastry shop’s bag. “Well, well . . . let me guess. You weren’t able to get the croissant.”

“No, Mistress,” I said sorrowfully. “I’m so sorry. I will go there tomorrow and buy all of them for you . . . if you so desire,” I concluded, not wanting to sound presumptuous. After all, I wasn’t officially in her service. “And I can come back tomorrow and complete all of your other errands,” I offered hopefully

“That won’t be necessary. But I’m going to give you a chance to make it up to me. Now, let me see your cock,” she said, and I started to unzip my pants but heard a noise from behind her. I looked up, hesitating, and she clapped her hands in front of my face, startling me. “Understand, Grant, that if you are to be my slave, you are to pay attention only to me. Is that clear?”

“Yes, Mistress,” I said, sure that I’d totally blown my chance of being her servant.

“Good. Now show me that cock of yours.” I unzipped my pants and my hard dick sprang toward her. She reached out and rolled it between her fingers, examining me. “Very nice,” she said appraisingly. “Isn’t it?” she called out, and the young man who’d answered the door that morning came over and looked at my erection. He didn’t speak he simply nodded in agreement and then she sent him away.

“I will allow you to polish my boots with your tongue. You have great potential, but you will need to improve if you are to be a part of my household. You have twenty minutes,” she said, and then deposited the boots in front of me and left.

Let me tell you, I dropped to the floor and licked those boots for all I was worth. I licked them until my mouth tasted like leather and they gleamed. When Mistress Sapphire returned to inspect my work, I was rewarded with a smile. “Good work, Grant,” she said, ruffling my hair. “Maybe next time you’ll be allowed to lick my pussy since you like using our tongue. You may go now.”

I rushed home to jerk off. I came within a few minutes, imagining myself licking her sacred sex. I silently vowed to be the best slave I could be and hoped she’d honor me with a taste of her nectar.

I’ve been Mistress Sapphire’s devoted servant for six months now, and I’m still working my hardest. The next time I saw her, she spanked me thoroughly, but she did allow me to lick her pussy afterward. Being able to service her so personally, when she permits me that honor, is worth every “punishment” I must endure.

Mr. Grant L., Seattle, Washington

The bar was crowded, even for a Saturday night, but no one was paying any attention to Marissa and I, or at least we didn’t notice them if they were. We were too busy dancing with each other, our movements becoming more sensual and sultry as the night wore on.

It was one o’clock in the morning when our friends started to leave, but we were having too much fun and weren’t ready to go home, so we ordered a couple of drinks and kept dancing. We were grinding on each other at that point, and I felt everyone’s eyes boring into us. The guys were, of course, ogling us like pieces of meat, but even the other girls in the bar couldn’t look away. Leaning into Marissa, I whispered in her ear, “Why don’t we give them a show?” and she giggled. Then, before I could tell her my idea, she grabbed me and kissed me hard on the mouth. I didn’t even think about what I was doing, I just reacted and returned the kiss. In seconds we were making out, and I forgot about our audience. All I could think about was keeping our lip lock going.

When things started to get heated, we moved to a dark corner in the back of the bar, our lips and hands never leaving each other. Marissa knew all about the sweet spot on my neck, and she suckled it expertly, turning me on immensely. Meanwhile, I couldn’t keep my hands off her ass. I love a girl with a good ass, and I kept squeezing hers, using it to pull our bodies closer together. Every moment was hotter than the previous one, and Marissa and I got completely lost in one another.

It wasn’t until the music stopped and the bartender shouted for last call that we realized where we were and that we weren’t alone. Neither of us said a word as we left the shadows and walked out of the bar, agreeing to go back to my place, which was a full five minutes closer by cab. We hailed the first taxi we saw and made out in the backseat during the trip, our hands wandering more freely in the semi privacy of the car. I even managed to work my hand up my girlfriend’s skirt to rub her through her panty crotch. I felt how wet she was through the thin cotton of her undies. It turned me on to know that I was the most likely cause, and I kissed her with more intensity.

After we reached my house and paid the driver, we wasted no more time. We hurried through the door, trying not to wake my roommates, and raced for my bedroom. We had no restraint, and once the door was slammed shut, we attacked each other, pulling off clothing and tossing it haphazardly around the room. We were like animals in heat, unable to wait for satisfaction.

We were naked and on the bed within minutes, and then we were unstoppable. We kissed passionately for all of a minute before flipping around into a sixty nine position to hungrily eat each other’s cunt. I dove in first, and my actions clearly distracted Marissa, who licked me once before stopping to cry out with pleasure. I didn’t care I was too aroused by her taste and the feel of her flesh under my tongue to worry about what she was or wasn’t doing to me. My tongue traced figure eights around her cunt, going from top to bottom without once grazing her erect clit. I knew it was driving her crazy, but every time she moaned or cried out or begged for more, her hot breath hit my pussy, teasing me relentlessly, and I didn’t want to be the only one who was so completely turned on.

When I finally gave in to her pleas and gave her clit some attention, Marissa went wild. Her body thrashed violently under mine, and she yelped, not expecting me to do as she wanted after all that time. Then I added my fingers. That sent her over the edge, and she started to scream in ecstasy as her juices flowed freely over my fingers. I’d never had another girl respond so quickly to my ministrations, and I felt a surge of power and a deeper arousal than ever before. I kept at it, my fingers plunging in and out of her slit and my tongue twirling this way and that on her clit, wanting to keep her in the throes of her orgasm as long as I could.

Once Marissa came back to earth after a second ear splitting climax it was finally my turn. She really threw herself into getting me off, and she worked me over like no one else ever had. She licked between my pussy lips, drinking in my copious juices, and used the pad of one finger to tease my clit, which was also slick with my fluids. Whenever I started to get closer to my own orgasm, Marissa stopped what she was doing and used more gentle touches and lighter licks, tracing her tongue softly along my pussy lips and tickling my ass and inner thighs with her fingers. The second the heat dissipated, she would start up at full force again. Over and over she did this, bringing me to the edge of climax before slowing things down and forcing me to wait for my release. It was the most frustrating and arousing game.

It felt like she teased me for hours, but in reality it was only minutes I was so turned on, so eager to come, that I didn’t know the difference. Then, finally, she allowed me my release. I felt my body quake and my pussy gush as I came, and I screamed so loud that I was sure I’d wake my roommates maybe even the neighbors. It was impossible to control myself, I was so overwhelmed by the erotic sensations coursing through my body.

It was over all too soon, and I simply rolled over and fell asleep, too exhausted to do anything else. When I woke that afternoon, Marissa was already gone. There was a note written in lipstick on my mirror, however, which was signed with an imprint of my friend’s lips. I knew then I wouldn’t have to wait long to experience Marissa’s talented fingers and tongue again. I’ll let you know when I do.

Ms. Justine R., Berkeley, California

I’m not your typical cross dresser, namely because I don’t have a closetful of women’s clothes or drawers full of makeup, but I do have two shoe racks full of sexy high heels that I love to wear any chance I get. So from the ankle up, I’m all man, but when I slip into a pair of sky high heels, I indulge my womanly side at least where my feet are concerned.

It all started with an old girlfriend, who fortunately wore the same size shoes that I did. Clara had a huge selection of gorgeous heels. One day she went on and on about how glamorous she found a certain pair. She described them in such lavish detail that she nearly sounded orgasmic. When she e mailed me a photo of her wearing them, I was intrigued. They were beautiful: black patent leather with five inch heels and silver studs running along the sides. Something happened to me when I saw those shoes my heart skipped a beat and my dick went wild. And it wasn’t because I wanted to see Clara in them I wanted to try them on!

I’ve always been good about following my passions, letting my heart and my dick guide me, so I wasn’t embarrassed about letting Clara know how I felt. Plus, she had an adventurous streak and was up for trying anything, so she came right over and we took turns tottering around my apartment in those heavenly shoes. The moment I slid my feet into them, I was amazed at my transformation. I’m on the short side for a guy, at five foot seven, but these shoes completely changed my look. From this new perspective, I felt oddly tougher and more powerful, and definitely more sensual. Clara said that she thought I looked sexy, too. She licked her lips in her excitement as she watched me walking around in the heels. “Work it!” she yelled, encouraging my flamboyant side.

I strutted for her as if I were walking on a runway, and I found that it wasn’t just the additional height I craved, but the way the shoes shaped my feet and strained my calf muscles. The sensations were so erotic to me, and the shock of looking down and seeing my male feet molded into this new, more feminine shape turned me on. I grabbed Clara, and she knew immediately what I wanted: to fuck her from behind while I wore the shoes! Conveniently, I had a mirror right near my bed so we faced it while I plunged my cock in and out of her slick pussy. “Yeah, fuck me hard!” she called out. “You look so hot in those shoes!” Knowing that Clara was turned on by seeing me in heels made me come so intensely that my voluminous load leaked out of her pussy and down her thighs. I was so enamored of the shoes that I even wore them to bed that evening!

Since that fateful night, Clara and I have gone our separate ways, but she left a lasting legacy by introducing me to the idea that I could still be a hot stud and wear women’s shoes. Now I get weekly pedicures, and any time I have extra cash, I browse department stores, specialty shoe stores and web sites and buy a new pair of heels or boots to float my boat. Sometimes I spend the whole evening walking around my house while enjoying a new pair of shoes. I just bought Calvin Klein gray suede ankle boots with sexy chains that jangle when I walk. I’ve searched long and hard to find the right kind of pants that will fall just so, in order to highlight the shoes without being ostentatious.

Over the years, there have been several saleswomen who’ve caught on to my secret and are more than happy to help me. I think they appreciate a break from the overly ferocious female shoppers. When they measure my feet and slide them into heels, it’s usually way in the back of the store or in a private dressing room, so we don’t get weird looks from other customers. Even though I’ve never hooked up with one of these ladies (yet!), there’s an intimacy to those moments that I treasure.

Recently, I decided to venture out in my heels and give them a test run outdoors. Not to a party, but out on the street. Facing strangers seemed an easier task than encountering people I know. (I wasn’t ready to reveal my secret to friends and coworkers.) I put on my favorite pair of jeans, a white button down shirt and a brown sweater that goes well with my eyes. Then I added a pair of tall leopard print Stuart Weitzman heels that catapulted me from average sized to officially tall. I wanted the shoes to be the centerpiece of my outfit.

I took a few tentative steps around my house, wondering what kinds of reactions I’d get. I live in Los Angeles, not some backwater town, so I decided to go for it (I did keep a pair of running shoes in my bag in case things didn’t work out). Since most people don’t even walk around here, I had to drive somewhere where people would be on foot and notice me. I decided to walk around the gay neighborhood of West Hollywood, figuring that at least I wouldn’t stand out quite so much. Almost immediately after stepping out of my car, I got whistled at by a young guy who then asked what brand the shoes were. I smiled, answered his question and strolled off.

That guy’s reaction was cool, but I was looking for a woman who’d want to bend down and kiss my feet to me, that’s the sort of behavior a pair of beautiful shoes should inspire. However, the young man’s compliment gave me confidence, and with my head held high, I headed to a caf for some caffeine and a little break the shoes were sexy but even after walking only a short distance I noticed that they weren’t the most comfortable things I could’ve worn.

Inside the caf I smiled at the girl who waited on me at the counter, and I thought I sensed a flirtatious vibe when she said she’d bring me my coffee. I sat at a table and people watched, though I’d secretly hoped that I’d be the one being watched.

And I was, by the counterperson, whose name was Donna. She came by with my coffee and hers, along with some cookies. “I hope you don’t mind,” she said as she sat at my table, and then lowered her voice. “I couldn’t help noticing your shoes. They’re gorgeous. What size are you?” She was so nonchalant about the whole thing, like me wearing the heels and having a dick weren’t uncommon at all.

“In men’s shoes, I’m a seven, in these . . . ” I paused to check. “A nine.”

She grinned. “Me, too! Can I try them on?”

“Sure,” I said, hoping she wasn’t just using me for my heels. But I got a sweet reward for sharing my shoes because she looked hot in my heels! I realized my footwear served a dual purpose, giving me some feminine sex appeal as well as encouraging women to talk to me. Fortunately, Donna wasn’t only interested in my shoes. She stayed and chatted with me during her entire break, and I invited her to come over to my place after her shift ended. I could tell that the other patrons had been eavesdropping because I got lots of looks after she went back to the counter, but no one else was brave enough to come talk to me.

That was okay, though, because I had a date with a hot girl and was getting to show off my new footwear. I liked that if anyone noticed me from the waist up, they’d see a typical male look, but from my waist down, I could be a woman wearing smart looking jeans and killer heels. I glanced around the caf , my cock hardening as I realized that I could have the best of both worlds and the best shoes around.

I took my time heading back to my car, stopping to browse in a number of stores and making sure my designer clad feet got seen by as many people as possible. Even though nobody else tried to hit on me, I was still a convert: The heels made me feel sexy, no matter what gender I was channeling at that moment.

I had trouble doing anything else for the rest of the afternoon because I was thinking about Donna and wondering what would happen between us. Would she only want to admire my shoes and talk fashion, or would she return my sexual interest? I found out almost as soon as she entered my house. Donna dropped her sweater and then tugged me over to the couch, where she fondled my shoes, then took one and began sucking on the heel. I’d thought the sexiest thing she could do was kiss my foot, but this was even better. It was like a preview of what she was going to do to my cock! A few minutes later, I got to experience the real thing as she tore open my pants and swooped down on my dick. When Donna gazed at me with her blue eyes as she sucked my cock, I almost came on the spot.

“I wasn’t sure if you only wanted to play with my shoes,” I said jokingly.

“Definitely not just your shoes,” she said, momentarily removing her lips from my dick and then taking my full length down her throat. She was a talented cocksucker, the best I’d ever had, and I couldn’t help but come after a few minutes, even though I’d wanted to hold out for her pussy.

Afterward, I poured her a glass of wine and we got to know each other a little better, then I showed her my shoe collection and we ordered a pizza. After we ate, she gave me a seductive striptease and showed off her red T strap heels. Then I fucked her doggy style while we both wore our fabulous shoes. She stayed over, and the next day we went shoe shopping together.

We’ve been a couple ever since, exploring our mutual love of high heels, and she’s even got me thinking about trying on a pair of her panties. One of these days, I just might do it, especially if she begs me like she did last night.

Mr. Michael G., Los Angeles, California

For our third wedding anniversary, my husband and I decided to go on a cruise. I was very busy at work, so I let Brett investigate our options. What he eventually came up with surprised me: a “kinky” cruise in the Caribbean. “But we don’t do . . . that stuff,” I said, gesturing toward the brochure photos of women and men in bondage and getting spanked.

“Well, I was thinking maybe we could learn a little more about it. Participation isn’t required, and there’ll also be some porn stars there to talk to, as well as kinky people who really know what they’re doing. Plus, there’ll be sun and good food, and all the materials say we can just watch the action if we want to. What do you think?”

The more I looked, the more intrigued I became. I would never have brought up the subject, but deep down I wanted to know what it felt like to bend over and have a firm hand connect with my bottom, and if Brett were interested, I wanted to watch him get spanked. I wasn’t sure yet if I wanted to spank him, or whether I was even up to the task of topping someone.

“Well, I think we should keep exploring our options,” I said as I walked over to him, very aware of his prominent erection. I touched his cock, but I didn’t make a move to undo his pants just yet. I asked him what he wanted to try if we went on this cruise.

“Spanking, I think,” he said, and I felt his cock jerk in my hand. I made him tell me more as I sank to my knees, and then unzipped his pants and swallowed his cock. I thought about him bending over and getting spanked by a stern looking woman, then about him taking me over his lap and giving my bottom the same treatment. When Brett came in my mouth, letting out a cry of excitement, I knew that this was the vacation for us.

When we boarded the ship, I instantly relaxed. Brett was right there was nothing to worry about. Everyone in attendance was friendly and normal looking, wearing bathing suits and flip flops, and sipping fruity drinks. The women didn’t look like scary dominatrices with whips at least, not yet!

On the first day, we mingled with our fellow vacationers, enjoying the sun, fresh air and sense of adventure. At one point, I started talking to a woman my age, Felice, and she told me that she had only recently begun to explore what she called “the scene.” She was open to all my questions and answered them honestly, telling me that she was mostly a sub, meaning she liked to get spanked, but occasionally she ordered her husband, Raymond, around.

There were lots of introductory classes being offered, on everything from rope bondage to hot wax to spanking to how to be a top or a bottom. I told Brett that I didn’t care what classes we went to as long as we could go together I was still too intimidated to fly solo, even though everyone seemed nice.

“What about the spanking demo?” he asked. From his earlier comment and the gleam in his eyes, I knew that the class wasn’t plucked randomly from the cruise’s offerings.

“Sure,” I said, then pulled him close for a kiss. I liked that we were among people who wouldn’t mind a public display of affection. After all, ladies were going topless, and there were even people being led around by leashes! Somehow, these sunny, smiley people made it seem totally normally for us to be setting sail on a beautiful day while the sounds of kissing, spanking and flogging filled the air.

We entered the spanking presentation and found that almost all the seats were taken. The only ones available were at the front. Normally, I like to sit in the back of any room or the middle if we’re at the movies. The front row is never my cup of tea, but we had no choice. It was either that or we’d have to attend another workshop. I could tell Brett would’ve been disappointed if we’d passed it up, so I bravely walked toward the front. The demo hadn’t started yet, so I hoped we could be inconspicuous.

For some reason, I had assumed there would be a woman teaching the class, but instead, there was a man and a hot one at that! I felt a tingling in my pussy when he paused to stare at me. Then he introduced himself to everyone. His name was Tom, and he said he’d been into spanking for more than twenty years! He went over some basics, including the common reasons why people like to spank and be spanked, and then he showed us some instruments. The items ranged from an average hairbrush, a ruler and a spatula, to handcrafted paddles and whips. Then he asked for a volunteer for his demo.

Brett whispered that I should raise my hand, but I wasn’t sure I wanted everyone in the room to see my virgin bottom get spanked for the first time! Plenty of other hands were raised, with lots of joking, smirking and grinning by those in attendance. Tom looked all around the room, as if making his decision very carefully, and then he pointed at me. “Would you like to come up?” he asked. His kind eyes seemed to read my excitement and uncertainty all at once, and somehow I felt I could trust him. I looked at Brett, who simply gave me a thumbs up as the crowd applauded and offered encouragement.

After that, I couldn’t really refuse. Besides, I was too intrigued to say no. What if I didn’t get another chance to do something like this? Tom spoke quietly to me, asking my name and whether I was a newbie. I told him I had fantasized about spanking but had never tried it, and I wasn’t even sure if I was a top, a bottom, a switch or none of the above. “That’s okay,” he said in a soothing voice, and then asked if I’d feel comfortable with him flipping up my skirt. I was nervous, sure, and blushing even, but I said yes. I wanted to know what a real spanking would feel like. Tom put me at ease by assuring me that if I didn’t like what he was doing, I could stop him at any time.

When I told him I was ready to start, Tom had me bend over a padded spanking bench. I kept my eyes shut while he exposed my panty covered ass, stroked my butt and then pointed out things to the crowd, like where my “sweet spot” was. It was a new sensation for me, being on display like that, but I couldn’t really focus on it because I was eager to finally get spanked. The more I thought about it, the more I had a feeling I might like it, especially since Tom was so sexy. Then he leaned down and asked me if I was ready to be spanked. “Yes,” I whispered, amazed at how intimate a moment it was even in front of all those people.

Then the spanking began. I shut my eyes and felt his hand connect with my right butt cheek, then my left. The sensations made me catch my breath, made my heart beat faster and caused my pussy to twinge as he swatted me over and over. He then suddenly stopped to explain to the crowd that he had been warming me up and that I could now tolerate even harder blows. Then Tom really started in, using his hand to spank my entire ass as well as my upper thighs. At first, it didn’t seem like he was doing it that hard, because the swats were spread out, but the more he slapped me, the more tender my skin became. But when his hand repeatedly landed in the same spot on already spanked skin, I finally felt the beauty of true masochism.

Tom had explained that some people process this kind of pain as erotic, and some don’t. I was one of the former, and I felt as turned on as when Brett fucks me good and hard. In fact, I hoped that after this demo my husband and I could retire to our room so he could do me doggy style.

After the hand spanking, Tom started showing the crowd how to use various implements. Some felt silly, like the spatula, but the hairbrush though small was sturdy and managed to heat up my backside really fast. When Tom got to the paddle, he teased me at first by bringing it just up to the surface of my skin, then stopping. I knew my panties were wet, but I didn’t care.

I wondered what Brett was thinking. Did he like seeing me in such a submissive posture? Did he want to spank me or get spanked himself? I kept my eyes shut as Tom used every toy in his arsenal, finishing up by rubbing his hands together and then delivering a few final very hard, warm smacks. My bottom was tingling as Tom helped me up, and I sat down gingerly on my chair. I was in a daze for the rest of the demo.

When the class was over, several people complimented me on how well I’d taken my spanking, and a few men told Brett that if he ever wanted to share me, they were more than willing to take me over their knees. Those statements made me blush but didn’t offend me. This was a different kind of environment than our everyday life. Their words were compliments, not perverted come ons. We went back to our room right away, and Brett told me his dick had been hard the whole time I’d been on display. “Can I try it?” he asked, his voice soft, as if expecting me to say I’d already reached my spanking quota for the day.

“Yes,” I said, because even though my ass was still warm, I wanted the man I loved to spank me. He stripped down to his boxers, while I got totally naked. He played with my breasts for a few minutes, sucking my nipples, before spreading me across his lap.

“Here’s the sweet spot,” he said, and then smacked me at the center of my asscheeks. “How does that feel, Sam?”

“Good. Very good. Keep going,” I said, already starting to pant with arousal. And he did, quickly getting the hang of it as he went. There were a few errant blows that didn’t land as forcefully as he’d have liked or that were too far from the center of my ass to feel especially arousing, but most of them were spot on. When he paused, I told him how wet he’d made me. He stroked his fingers along my slit and then let out a whistle.

“Ten more,” he said in an unusually deep voice. Those ten were extra hard, harder than even Tom had spanked me. When he was finished, I really knew what being a spankee was like and that I was a convert. Then he did indeed bend me over the bed and fuck me, while fondling my warm, pink cheeks. I came soon after the first thrust, blissfully happy, and he erupted inside me shortly afterward, leaving my pussy dripping with cream. Before we took a nap, Brett insisted on spanking me with my hairbrush, then taking a photo of my ass to remember the moment. The next day, he let me spank him, and during the rest of the cruise, we found other people to spank us!

Since then, we’ve even joined a spanking club where we can further explore our fetish, and we have another kinky anniversary cruise planned for next year. Who knows what we’ll discover about ourselves!

Ms. Samantha L., Boulder, Colorado