Back when I was young and single, I had a wild time, but since marrying Scott ten years ago, we ve led a tame life. Oh, we have sex, but it s nothing to write home about. At least, it wasn t, but things have changed since we started fucking our hot, young neighbors.

Layla and Andy moved to our neighborhood in May, when the weather was getting warmer which was just in time for her to laze around her backyard in a bikini, inciting lust in both of us. She knew we were checking her out, but she never seemed to mind, and one day I stopped by with a pitcher of lemonade. When she sat up to greet me, I saw that she was topless. It wasn t necessarily a come on she was merely a woman who was comfortable with her body and made me more at ease, too, even as it turned me on in unexpected ways.

We sat there talking, and soon the topic of sex came up, as it tends to do among women. I love Andy, but sometimes he s not enough. You know what I mean? she asked. Fortunately, she kept talking, because I wasn t sure how I should respond. Once in a while, we like to spice things up . . . with other people. Nothing serious just some casual sex with different partners. Have you ever done that, Erin?

Now I was really flustered. No. I mean, not yet . . . I said, hoping that comment passed for a cool response and didn t brand me as hopelessly prudish. Suddenly, I was struck with the need to impress Layla.

You mean you re interested? Because if you are, we d love to have you over sometime, she said, her voice dropping in such a way that it made me blush. I wasn t sure if she was propositioning me right then and there, but the implication was clear she wanted me.

I was flattered, because it had been a long time since anyone had hit on me. But I wasn t sure what Scott would think. Can I let you know? I have to talk to my husband, I stammered. It was one thing to miss my swinging single days, another to become an actual swinger.

Sure, just let me know if you re ever interested in finding out what it s like to fuck another man . . . or a woman, she said, then winked.

I wandered back to my house and then, as if in a trance, went upstairs, stripped and got in bed. There I let my imagination run free, picturing myself kissing Andy while Scott undressed Layla and lavished her with the oral attention I know he s always eager to deliver. Maybe this could work, I thought to myself as I came. I wasn t totally sure, but it was a great fantasy.

When Scott got home, I waited until after he d settled in with a drink to let him know about the conversation. She s interested in us? he asked incredulously.

What do you mean? Why wouldn t she be? I asked, a little offended.

We re at least a decade older than them you d think they d want to hook up with people their own age, not boring folks like us. We hardly even go out any more, Erin! he said, laughing.

I walked over to him and began stroking his cock. But we have fun when we stay in, don t we? His dick stiffened in my hand as I spoke. I m not saying we have to do it, but if they re offering, why not? I bet you d have a lot of fun with Layla. I unzipped his pants and gave him a handjob, my fist wrapped around him as I pumped his shaft. I bet she d really like it if you bent her over their bed and fucked her really hard, and maybe pulled her hair a little.

Did she tell you she likes her hair pulled? he asked, starting to breathe heavier.

No, but I have a hunch, I said as my thumb massaged the tip of his cock, smearing his pre come over the head.

And what about you? What would you do? From the way he asked, I knew he wanted to hear about me getting it on with Andy.

Maybe I d take his cock between my breasts and try to suck him off as he thrust between them. Or maybe I d have him fuck me in the shower while we re both all slippery. Though I d like to be in the same room as you and Layla so I can watch and listen to you. We were each getting turned on, and soon Scott reached into my jeans and began stroking my pussy. We got each other off as visions of a foursome danced in our heads.

I called Layla the next morning, still nervous. Remember what we talked about yesterday? I asked her.

How could I forget? she said, using that same flirtatious tone.

Well, we re both interested. Very interested, I said as Scott stepped behind me and rubbed his cock against my ass as he held my breasts in his hands. He started playing with my nipples in a way that made it challenging to concentrate fully on talking to Layla.

That s good, because I told Andy, and he sounded like he couldn t wait to get you naked, Erin. We re free right now, if you are, she said.

It was only eleven, and the idea of fucking in midday, with the sun shining brightly through the windows, added to the naughtiness factor. Yes, I think we re free, I said as Scott pulled my tits from my bra.

Should we come over? asked Layla, as eager as I was.

Sure, I said, and when we hung up, I was torn between batting Scott s hands away and letting him continue to molest me. We were having company, but company we were going to get naked with. I d never had this kind of hostessing dilemma before!

I let him fondle my breasts until the doorbell rang, and then I put them back in my bra when I went to let Layla and Andy in. We both probably looked a bit disheveled, and Layla looked at me as if she could tell what we d been doing. Hi, neighbors! she boomed, entering and giving me a big hug before moving on to my husband. Hey, handsome, she said, running her hands up his shirt. She didn t waste any time, and suddenly I was totally hungry for Andy s mouth and his cock.

I pressed him up against the door and ran my fingers through his hair. I ve been wanting to get my hands on you, he said, as he cupped my buttocks while I got acquainted with the back of his neck.

Shall we take this upstairs? Scott asked, then took Layla in his arms and carried her up. We followed, with Andy s hand snaking down my skirt to grip my asscheek. This felt so right, and I was no longer concerned about our age difference. We went into our bedroom, the one that up until now only Scott and I had slept or fucked in.

Andy undressed me piece by piece, while Scott and Layla went at it pretty much with their clothes on, removing just enough to allow him to get on top of her and slide his dick inside her. Andy and I moved at a more leisurely pace, and he kissed every part of me sensually, licking and teasing me until I was clutching the sheets, eager to feel his tongue right on my clit. He took his time, which was maddening on one hand, but arousing on the other. I got wetter and wetter, especially when I heard Layla tell my husband to fuck her hard. I looked over and found them screwing doggy style, and the look on her face as Scott s cock drilled into her was priceless.

Where do you want my mouth, Erin? Andy asked as he flicked his tongue into my belly button.

There, I said, pointing between my legs.

Where? he asked with a grin.

My pussy, I said, the word setting off another wave of arousal.

Then Andy proceeded to give me the best head of my life no offense to my husband, who knows his pussy eating, but Andy was amazing. His mouth seemed to be everywhere at once, and his tongue was extra long, delving inside my pussy and making me shudder with delight. I came in about two minutes, as a result of the buildup and his talent at eating cunt.

I glanced over and smiled at Scott. He was fucking Layla as hard as he could. Andy stayed between my legs until I had three orgasms, and only then did he let me suck his cock. I did so while Scott came inside Layla, then finger fucked her while sucking on her nipples to make her come. After Andy spurted in my mouth, I swallowed most of his seed, but I saved some of it for his wife, who I tongue kissed, sharing his cream.

We lounged around in our bed after that arms and legs tangled together not caring who was with who. That was the start of our life as dedicated swingers. Usually we only play with Andy and Layla, but sometimes they invite friends over and we all get together for some wild orgies. I m so glad to know that you re never too old to swap partners, because it s made my marriage super hot!

Ms. Erin F., San Diego, California

Though I m only five foot two, I ve always loved tall women. And by tall, I mean six feet or more. There s something so regal about women who tower over me. They are beautiful in a way that shorter women simply cannot be. Don t get me wrong I can find most any woman at least somewhat attractive, but when it comes to picking my bed partners, I like women who can give me that special spark that tall women provide.

It doesn t really matter to me what they wear tall women look great in jeans as well as dresses, though I am partial to miniskirts that allow me to glimpse their ultra long legs. Something about seeing them makes me feel aroused and a little powerless. I don t necessarily want them to dominate me, but I like that they stride with purpose down the street. I ve read studies that say tall people tend to succeed more in the business arena, and I understand exactly why. I certainly would work harder for a tall female boss than a shorter one in the office or the bedroom.

Since I want to date women who are almost a foot taller than me, I m at a bit of a disadvantage in the mainstream dating world, where height is a prized commodity amongst men. But for every fetish, there is someone to fill it, and when I heard about a speed dating event for tall women and their admirers, I signed right up. I knew that even if I didn t wind up making any matches, the event would provide masturbation fodder for weeks possibly months.

Unlike women, there s little I can do to add to my height, but that s okay I figured that women attending such an event might have more of an open mind when it came to the height of their partners. I have plenty of other things going for me I ve been told I m attractive, I run my own law firm, I work out every day, and I m a great cook. Plus, I can t wait to lavish all my attention on a gorgeous, tall woman.

The night of the event, I was nervous, but also excited. I was glad we d be sitting down, because I knew my cock would get hard immediately. Upon walking in the door and giving my name to the pretty girl at the registration table, I caught a glimpse of statuesque women walking around in business suits and skirts and dresses. They were towering over the men who stared at them adoringly, and I got an instant hard on. One brunette turned toward me and caught my eye. She winked, and I dropped my pen. Sorry, I said, coughing to try to cover up my nervous state.

It s okay, relax, the hostess told me. She smiled reassuringly, and while she was pretty enough, I didn t spend long checking her out because I could tell even from her seated position that she was under five six, nowhere near what I require to truly be interested in a woman.

Once I got inside, it was a feast for the eyes. Tall women mingled at the bar and chatted with men. I felt like I d stumbled upon the land of Hot Tall Babes.

As the first speed dating round was set to begin, I grabbed a seat. A woman named Heather, wearing a white blouse that opened enough to reveal her large breasts, sat across from me. She was so tall that she had to shift and sit with her crossed legs turned sideways, allowing me to ogle them. I m not sure if she knew how gorgeous she was, but I made sure to compliment her. I find that once women see how appreciative of their looks I am, they often reconsider their height standards. I try to convey how much I want to please them subtly, without being crass. I was just getting to know Heather when the bell rang, signaling that our time was up.

I was disappointed, but knew there were plenty of other leggy ladies for me to meet. The next woman, Alyssa, was a blonde Southern belle. She was wearing white shoes with ribbon ties that wrapped around her ankles, and she was bubbly and flirtatious. I detected a slight hint of submissiveness to her, and surprisingly, that made my cock hard. While most tall women I ve encountered are naturally on the other end of the BDSM spectrum, tall, masochistic women are a study in contrasts and as rare as they are lovely. When she blushed as I held her hand and pretended to read her palm, I had a feeling that she might be a lot of fun in bed.

The rest of the hour was a blur of names and faces, and while it was still exciting, I had my sights set on Alyssa. Thankfully she chose me, too, and at the end of the evening, she strode up to me. Knowing that I might get the chance to conquer her made me bold. Meet me at my place tomorrow night. Wear whatever you want, but no panties, I said to her. I knew that at most speed dating events, you waited until you got home to contact the person you were interested in, but there was an urgency to our sexual chemistry that wouldn t let me wait.

Okay, she said, beaming down at me. This time, instead of looking up at her worshipfully, I did my best to glower, wanting her to know that while I may be short, I could be the dominant lover she longed for. She brushed against me, her breasts colliding with my face, and it clearly wasn t an accident. See you then, she said, then giggled, waved and left. I watched her long, nicely defined calves as she retreated.

I jerked off to the image of her spread eagle on my bed, her large body taking up most of my queen size mattress, and I couldn t wait to get her alone. The next day flew by, and all I could think about was Alyssa driving to my house without wearing panties. Though I sensed she was a submissive kind of girl, she also seemed like someone who usually followed society s rules, and those rules included wearing panties. Part of why I liked her potential submission was that she didn t have to listen to me. She was probably at least as strong as me and could defy me if she liked, but her choosing to defer to me would mean that she was allowing me to control her.

When she arrived, I had to remind myself of that, because part of me wanted to give her anything she wanted. She managed to look dainty, even though she topped out at six foot one, wearing a white dress with eyelet lace at the top that hinted at her large breasts but didn t fully display them. Knowing that she looked like such a good girl on the outside with her gleaming blonde hair and sparkling blue eyes but was such a bad girl on the inside, made me want to get down and dirty right away. Hello, Alyssa. Now lift up your skirt and show me that you did as I requested. We both knew it wasn t so much a request as an order, and as it turned out, it was one she had followed. Seeing her bare pussy, and then her ass when she spun around, drove me wild. Whereas normally I d sink to my knees and start tonguing her, I gave this Amazonian goddess a quick smack on the ass and told her to get down on the floor.

What? she stammered.

On. The. Floor. Now. You re gonna crawl to my room. She obeyed, and the more I watched her move at a snail s pace, the more horny I got. While it was difficult, I planned to reward her for her obedience.

By the time we reached my bedroom, my dick was so hard it was almost painful. You were so good, Alyssa. I think you should get a reward.

She looked up at me with eager, kittenish eyes. Her height was tempered by her innate submissiveness, but rather than being bothered, I was touched. Plus, with me standing and her kneeling, we were both at the right height for her to suck my cock. As soon as I took it out, she pounced on me, sucking my entire length down her throat handily. I let her, unable to hold back, and soon she was milking the come out of me, then swallowing every last drop.

I then positioned her as I d imagined, spread across my bed. There was no need to tie her up, because she was the kind of girl you could tell to stay still or not come, and she wouldn t until you gave her explicit permission. I proceeded to suck on her nipples, then gorge on her pussy, all the while running my hands up and down her legs. I felt taller and stronger near her, like the power I had previously conferred on tall women had been transferred over to me.

Alyssa came easily, and by the time I was done with her, I had given her four orgasms. She lay sprawled across my bed, with not a drop of energy left. When she curled up against me, I put my arms around her, now in the role of protector. We fell asleep entwined, and we have been dating ever since. On the outside, we probably look like a typical femme domme/male sub type of relationship, but that s only if you re not truly paying attention.

Alyssa helped show me that tall women are not all cut from the same cloth, and that how you feel inside is what truly matters.

Mr. Ross C., Charleston, South Carolina

There are some sexual exploits that sound better in fantasy than reality, like sex outdoors on a ski slope. There are others, however, that are even better in the flesh than they ever could be in my mind. For me, watching my wife, Marlene, get fucked in the ass by my best friend falls into the latter category. I know some guys would be way too jealous to watch that, but I know Marlene loves me and she is always horny to fuck no matter what else has been happening. We both have high sex drives and complement each other in every way. I had nothing to worry about in terms of her lusting more for Chris than for me there s plenty of her erotic excitement to go around.

Marlene has curly black hair and a trim body with big breasts. She s full of energy, and that translates into spectacular sex. We ve done just about everything under the sun, and one thing that drives her wild is anal sex. She gets off on it even more than regular intercourse. I love it, too, and I knew that she d always thought that my friend, Chris, was attractive. She perks up whenever I mention him, and if he comes over to watch a game or hang out, she always looks flustered and usually changes her outfit at least once before he arrives.

Plus, I d seen him in the locker room at the gym his cock is giant, with at least two inches on me, and it s wider as well. I knew that she would really get off on having anal sex with him, especially in front of me, and he wouldn t need any convincing to fuck my wife. When I broached the topic with her, you d have thought I d said I was arranging a date for her to screw Brad Pitt. Really? Wow . . . I think that would be out of this world, she said, before showing her appreciation by getting down on her knees and taking my cock into her mouth.

As I d predicted, Chris was more than happy to help us out as he put it, but the smirk on his face let me know that we d be fulfilling at least one fantasy of his, and possibly two at once. I didn t probe whether he d ever fantasized about my wife, but I got the impression that he had certainly noticed her fine body.

I liked being the one to arrange things. Even though my role would be that of a spectator, it made me feel like I d be the one controlling the action. I helped Marlene pick out an outfit a delicate white and pink nightie that I had a feeling Chris might rip right off of her and gave her a bubble bath beforehand. As I soaped her all over, I teased her with my finger trailing along her asshole. Are you sure you re ready for his big cock to go right here? I asked her as I pressed my thumb against her tender opening.

Yes, I m ready, she moaned as I started to enter her. Just as she seemed ready to do anything to get me to finger fuck her there, I eased off. She sighed, but we both knew the best was yet to come. I tried to make up for it by sucking on her nipples the way she likes, making them become hard peaks.

I need to come, baby, she said, begging me for release.

Shouldn t you be saving that for Chris? I asked, teasing her as I slid my fingers along her slit while lightly pinching one nipple.

I ll come again with him, I promise. I ll come with you watching me, she said, clearly on edge. I relented and allowed her to come, feeling her pussy tighten around my fingers as the now cool water swirled around her. Yes, yes, yes! she cried out as she shuddered.

She looked at me with pure lust in her eyes and said, Now I m ready. I toweled her off and she primped a little, wearing just the nightie, no panties, as we waited for my friend to arrive. I was a little nervous, too, not because I didn t think I d enjoy it, but because there s still something a bit unusual about preparing to have your best friend fuck your wife in the ass.

When the doorbell rang, she looked at me, bit her lip, then grinned. I gave her a little pat on the ass, and she went to open the door. The look on Chris s face when he saw Marlene was priceless. He d seen her scantily clad on plenty of occasions, from vacations to just hanging out we tended to treat him as if he lived with us, because he was over so often. But this time, his gaze roved over her like she was a supermodel.

Hey, sexy, he greeted her, lifting her up in the air. Marlene squealed as she wrapped her arms around his neck. He proceeded to kiss her passionately, carrying her further inside as he closed the door. About a minute later, they came up for air. He waved to me, but it was clear that that night, we weren t best friends so much as fellow lovers of the same woman.

I asked Chris if he wanted a drink, and then got him and Marlene sodas. I was too excited to drink anything myself. I followed them into the bedroom, which we d equipped with lube and Marlene s favorite vibrator. Chris picked up the pink toy and turned it on, then turned to her. Lift up your nightgown, he said, and Marlene did, showing off her shaved, sleek pussy. You re wet already, he said, teasing her as he pressed the toy against her clit for a moment before sliding it into her cunt.

I ve been thinking about you all day, she said, and I knew it was true. She d been distracted that afternoon, making me repeat myself, then blushed and got a sheepish look on her face when I d called her on it.

What have you been thinking about, Marlene? he asked as he pushed the vibrator all the way inside while her hands went over her head in a submissive posture.

You fucking my ass, she said.

Hold this, he said to her, passing off the vibrator as he removed his jeans, revealing his impressive dick. Are you sure you can handle this much cock in this tiny hole? he asked, pressing his thumb where I had pressed mine earlier.

Yes, I m sure, Chris. I want you to fuck me hard, she said, trembling as he rubbed his cock. He picked up the bottle of lube, opened it and drizzled some onto his cock. Usually, I warm her asshole up with my fingers, but I guess Chris figured the vibrator rotating inside her cunt would do the trick. This was his night, really, so I didn t say anything. He poured a little of the lube onto her hole, then placed his cock at the entrance to her backdoor.

Here I go, he said, and started to press himself inside her. Marlene gripped the headboard with one hand and moved the vibrator so it was pressed against her clit. I watched my friend s dick penetrate my wife s asshole, sliding between her cheeks. My cock was rock hard by that point, and I began stroking myself lightly through my pants, trying to be inconspicuous. They both knew I was watching, but they were so caught up in enjoying each other that I didn t distract them.

You re so tight, Chris said as he slid all the way inside her. She raised her legs to rest them on his shoulders, and he groaned. I had pictured him fucking her doggy style, but with her on her back, I could see everything the vibrator whirring against her cunt and Chris s dick moving in and out of her back hole.

Then Marlene said, Come here, baby, beckoning me over. I want to watch you, too.

She smiled at me, and I obliged, taking out my cock and showing it to her. She got this look on her face like she wanted to suck it, but I told her there d be time for that later. I walked closer, though, to tease her, alternating between staring at her gorgeous face and watching her get pounded by my friend. Paul, you are one lucky man, said Chris, as he leaned forward slightly, his movements getting slower as he approached climax.

You can say that again, I said. I was jerking myself off even faster, seriously needing to come regardless of what stage they were at.

Come for me, Marlene, Chris coaxed her. Come on my dick I want to feel your ass get even tighter. He had rammed himself all the way inside her hole, balls deep, and knowing how he was stretching her there made me spurt a huge load all over my hand. Seeing my come must have set Marlene off she s as visual as I am because she began letting out yelps of excitement and turned the vibrator to a higher speed. As she climaxed, she started to push Chris s dick out of her ass, but he held on to her hip and drove back in. He kept at it until he was right on the brink, then pulled out and covered my wife s chest and stomach with his jizz.

She beamed at him, then reached for me, and I leaned down to kiss her. How do you feel, baby? I asked her, gently stroking her sweaty brow.

Fabulous, she said, all thanks to you and you, she continued, encompassing both of us with her gaze. We finished up with a group shower, then got dressed, ordered pizza and vegged out in front of the TV, like we often do. But all of us were hyperaware of what had just happened, and I have a feeling this won t be the last time I get to see my wife and my pal perform for me.

Mr. Paul W., Santa Fe, New Mexico

I d always known that I liked women s clothes as much as I do men s, but my cross dressing had been a secret, a strictly solo experience until I met Damon. Or should I say, Diana? We were both browsing the women s lingerie section at our local department store, and there was something about the way he picked up and scrutinized each plus sized garment that clued me in that he might not be shopping for a girlfriend. I continued browsing, picking up a pair of magenta panties with lace trim, followed by a black and white, polka dotted nightie that I knew would end at my thighs and emphasize my ass. Even though I was the only one likely to see me dressed as Marla, I still wanted to look as hot and womanly as possible.

Finally, I couldn t pretend that this other man, my likely co conspirator, wasn t there any longer. You really have to hunt for the bargains here, don t you? I asked, throwing out an innocent conversational gambit.

Yeah, you do, he said, looking up as if ready to dismiss me, but then pausing for a longer glance. His eyes took in my body in my jeans and t shirt. It was a guessing game, and one I hoped I d guessed right.

I love the sales, but finding something that ll fit us girls is always challenging, isn t it? I asked, taking things one step further.

Indeed, he said, then reached out and handed me a purple padded bra.

You think? I asked, holding it up to my chest. And that is how Diana and I became cross dressing buddies. We loaded up our baskets and then added a man s shirt apiece to cover up the female attire before stepping into the men s changing area. Thankfully, no one was around, so we shared a dressing room at the back and modeled for each other. Even though I m usually sexually interested in women, not men, there was a definite erotic charge in the air as we tucked our penises into girdles and slithered into dresses and heels. Diana s a bigger girl than I am my figure is boyishly slim so fortunately we weren t competing over favorite frocks.

We twirled around and giggled, applauding when we were both fully dressed. We bumped hips as if we were on a dance floor, and I noticed that Diana s dick was engorged in a way that made my own stiffen. I wasn t sure if I wanted to have sex with her or if simply being in such close proximity to another cross dresser was making me aroused. We continued playing dress up for about an hour, trying on outfit after outfit, flashing glimpses of breasts stuffed into padded bras, derrieres in lace panties, and high heels more suitable for a runway model than an average gal.

Finally, we staggered out of the store with our purchases, and I m sure it was obvious that we hadn t been simply shopping for girlfriends! While we had returned to our male attire, I know my face was flushed and the hint of a grin couldn t be kept from Damon s face. I invited him over for another fashion show, because I was hoping he had some makeup tips of his own to impart. I had never imagined that I d bare my secret to another person, except in the throes of masturbation, when I d dream of finding a woman open minded enough to embrace my fetish.

Damon agreed to join me, and we chatted on the way to my place. As it turned out, he was married to just such a woman, and usually she came with him to shop and give him pointers, but that day she had been busy. He was a bit shy about shopping solo and had been grateful to find me aside from his wife, Heather, he had never told anyone about his private predilection.

A bonus to having a wife who supports his female side is that she has shown Diana how to put on makeup, sit like a lady, and dress in a flattering way, lessons that my new friend proceeded to share with me over the course of the afternoon. I had never had the courage to get a makeover at a department store, so being treated to someone hovering over me with brushes and wands, intent on prettifying my face, was a new and welcome treat.

Relax, Diana said in a soothing, feminine voice, placing her hand on my shoulder. I hadn t realized I was tensing up until she said this. I relaxed, and that was when I realized how turned on I was from her close proximity and attention. Being allowed to be truly myself, a newly made up woman with a throbbing cock, was exciting, and I wondered if Diana felt it, too. When she told me to pucker my lips, I playfully kissed the air to test her out. She didn t respond with a kiss right away, but instead she painted my lips with a brush, then smeared on some lip gloss.

By the time she was done, I looked better than I ever had. I was wearing a girdle and thigh high black stockings, along with a formfitting black and red dress, a silver necklace and dangly clip on earrings, as well as a wig and glamorous makeup. My feet slid easily into the silver studded black pumps I d been practicing wearing. I spun around, then stared once more at my reflection. How do I look? I asked.

Good enough to eat, said Diana before approaching me and pulling me close for a kiss. I felt like a lesbian, because I wasn t attracted to Damon as a man, only as Diana. We kissed and kissed until my lipstick wore off onto Diana s face. I was reluctant to take my clothes off, since I felt so sensual in them, and Diana sensed this.

Come with me, she said, leading me into my bedroom. There, we lay down side by side on the bed and, mindful not to ruin my new clothes, Diana made love to me. Yes, that is the most accurate term she didn t fuck me silly but tenderly lifted my skirt and began stroking me through my panties and playing with my pussy, as she called my cock. She wiped off her lipstick and delicately kissed my inner thighs. Even though by then my dick was rock hard, I still felt like a woman, especially with my feet encased in high heels, a wig on my head and makeup on my face. It helped that Diana kept telling me how pretty I was. Even though she was as much of a woman as I was, she gave me hope that someday a true woman would find me as gorgeous as she did.

Soon Diana was licking my dick through my pink satin panties. She wasn t aggressive, but instead licked me gently until I was almost ready to come in my undies. When Diana finally unveiled my dick, she was breathing so heavily that I knew she was aroused as well. Do you like it? I couldn t help asking.

Yes, it s beautiful, she said, and something about the way she said it made me believe her. I hadn t planned on taking my new friend to bed, but when she opened her lips and placed the head of my cock inside her mouth, I wasn t going to object. I felt sexually freer than I ever had, because Diana now knew both sides of me, the female and the male, and apparently she lusted after both of them. As she sucked my cock, I reached under the various layers of clothing to pinch my nipples, wishing I had breasts big enough to completely fill out the bra. Regardless, though, my nipples are as sensitive as any woman s, and the combination of getting a lusty blowjob, tweaking my nubs and being all glammed up had me coming in no time.

Then I wanted to return the favor. Are you sure? Diana asked, suddenly shy.

Of course, I said.

Well, the thing is, when I m dressed as Diana, I like to get fucked, she said. That idea hadn t occurred to me, but I was game. But not with a cock with dildo, she continued. Ah, I got it! She wanted us to pretend we were a real lesbian couple, and she even had a toy with her. I keep it on me because you never know, she said.

I had a feeling Damon/Diana had a much more interesting sex life than she d let on, but I was too intrigued to inquire further. I had watched an ex use a vibrator on herself, but I d never been the one in charge of getting a woman off with a sex toy. Fuck my pussy, Diana crooned, and I quickly got her into position, her panties pulled down and her skirt hiked up. While she played with her cock, I prepped the silicone dildo she d given me, lubing it up and then inserting it into her ass.

Rub your clit for me, you naughty slut, I said, which prompted Diana s ass to clench tightly and pull the toy deeper inside. I bet you pick up strangers every day and spend your lunch hour getting fucked, I continued, getting into our role playing. I watched in fascination as Diana s hand moved rapidly along her shaft while I inserted and removed the fat pink dildo. It wasn t like fucking another guy at all, in part because of our clothes, but mainly because of our attitudes. When Diana was ready to come, I leaned down and opened my mouth so I could taste her cream. Delicious, I pronounced it, then kissed my new lover while we tried to keep our clothes out of the way of the traces of sticky white liquid.

Afterward, I set out tea and cookies, and Damon showed me photos of his hot wife, and even hinted at the possibility of a threesome in the future. Since then, I ve gotten many more lessons from Diana, and we are finally going to have an all girl threesome that I m sure will make my head explode with passion. You never know who you re going to meet on a shopping trip, and if you re a cross dresser like me, that goes double!

Mr. Marc V., Seattle, Washington

Shockingly, I have friends who ve never played with a vibrator, nor do they want to. I d thought that in 2008, every woman had at least one vibrator, and not just for special occasions. Vibrators and other special friends are a part of many women s daily lives, including mine, and that s not dependent on whether I have a hot man sharing my bed or not.

I actually have a wide range of sex toys that I make good use of. They help me relax after a long, stressful day and perk me up in the morning when I m fresh from a dirty dream. They also make sex that much hotter, because a man s hands and cock can only be at so many places at once.

Because I m so open about my love of sex toys, my friends and even their friends often ask my advice before they make their purchases. I ve taken nervous newbies to the local sex toy store and shown them what they needed to get started you d be surprised by how many women are embarrassed to walk into a store filled with green, purple, pink and white buzzing objects!

Not me I ve never been shy about my sexual proclivities, and I think that adventurous men appreciate this about me. My latest boy toy, Charles, is more than happy when I break out my toy box and let him choose what item we ll use to spice up the always hot sex we have. See, it s not a matter of going from bad sex to good sex, or not coming to coming. Sex toys add a whole new dimension to playtime in the bedroom, and they can teach even the most jaded cocksman a few tricks.

Charles, for example, likes to tease me with my favorite vibrator. He ll tell me to put my hands at my sides and spread my legs, then take the black vibrator and rub it against my clit. Even though this is the exact same thing I do, when Charles is the one in control, it heightens the sensation. Whereas I might back off if I m by myself, he doesn t let me escape, holding the toy tight against my hard bud before sliding it deep into my hole.

The other day, he surprised me with a new toy: a G spot vibrator. It s bright blue and curved so it will hit the area that can make me gush. He loves to see me ejaculate, and while sometimes we can achieve that by fucking doggy style, Charles likes sex toys as much as I do, so when a coworker told him about her amazing new vibrator, he knew he had to get one for me. Yes, I m a lucky girl. He d also gotten me a set of nipple clamps, and he wasted no time using them on me.

On the day of my surprise, I had barely said hello before he was kissing me, his hands grabbing my ass and then peeling down my underwear. I was bottomless, and my growing arousal was right there for him to see. I was dripping wet already that s the kind of effect he has on me.

That s what I like to see, and I m going to make you even wetter with this new toy I got you, he said, fishing in a brown bag and pulling out the curved blue vibrator. Just as I was admiring its shape, he presented me with the tweezer clamps, their shiny silver glinting in the light.

Oh, I can t wait, I said. But when I saw the bulge in his crotch and went to undo his pants, he stopped me. No, Sheila, not yet. Now it s all about you. I want to watch you come. Hotter words had never been spoken. Charles isn t a sadist, but he does know how to take control, and I m more than willing to surrender, especially when he treats me to such sensual delights. Go upstairs. I ll be right behind you, checking out your cute ass, he said.

I started walking, making sure to sway my butt, totally aware that he was watching my every move. Before he d even used the toys on me, I was soaking wet. I walked slowly, rubbing my legs against each other for maximum effect as I climbed. My nipples had hardened in anticipation of the cool metal of the clamps he d so briefly dangled in front of me.

When I finally got up the stairs, my inner thighs were moist. While I was excited about the toys, of course, part of me wished he d throw me down on the bed and fuck me. By denying me his cock, he made me want it all the more. Charles had me lie on my back with my head propped up on a few pillows. Then he had me play with my nipples, twisting and tweaking them until they were as hard as could be, before he opened each clamp and slid them into place. I watched as he adjusted the metal fasteners around each of my pink nubs, and I felt the arousing heat course through my breasts.

Charles then got between my legs and licked me steadily, his tongue making me wetter than I had already been. Part of me was impatient for the toy, because I love having my G spot stroked and it s challenging to do that on my own, but he s also an expert at cunnilingus, so I simply enjoyed what he was doing. Then he paused, running his tongue from my clit on upward, over my belly, between my breasts and up to my mouth. Play with the clamps. I want you to feel them tugging on your sweet little nipples while I get you ready for your other toy, he whispered against my lips.

He placed the chain linking the clamps into my hand, then returned to his former spot. Now each lick of his tongue was enhanced by a pull on the chain. My nipples are already overly sensitive, and nipple stimulation has even made me come on certain occasions, so this double whammy was enough to have me trembling. But Charles was smart enough to know to save the best for last. He pulled away, kissing my inner thigh, and reached for the vibe. I bought some lube, too, but I don t think you ll be needing any, he said as he watched me quivering before him.

Then he turned on the vibrator, holding it in the air so I could see it shake and anticipate how it would stroke my inner walls. Charles has the art of handling my G spot down pat he knows how to curl his fingers just so, and how to angle his cock to glide over that bumpy ridge. But nothing can beat a battery operated device whose sole purpose is to give pleasure one that never gets tired and we both knew it.

Are you ready, Sheila? he asked me. Was I ever!

Yes, please, I said, showing him by making noise with the metal chain I held in my hand, shaking it and then pulling it upward as high as I could stand, so my breasts were raised and my nipples were burning with intensity. Part of me longed to take the clamps off, to feel that wild rush of sensation as the blood came back into them, but I knew that the minute they were gone, I d miss them. So I placed my hands over my buds, warming them and massaging my flattened teats as my lover inserted the blue silicone toy into my pussy. What I love about sex toys is that it really isn t their size but their shape that makes them the perfect orgasm delivery tools. I have thicker, longer vibrators, but the minute my new blue pal plunged into my cunt, I was in heaven, because it had zeroed straight in on the area I most needed it to stroke.

Charles used exactly the right amount of pressure not too much and not too little so the toy hit my G spot while I massaged my nipples, pressing against the clamps to add more sensation. Having your G spot played with is different than getting pounded hard and fast it s not so much about the force with which it s done as the rhythm. This toy was perfect, keeping up a steady pace, and Charles didn t rush me, he just held the vibrator, occasionally pushing or pulling it to heighten what I was feeling. I knew he wanted me to gush, but he didn t rush me, which I appreciated. Soon enough, I was pounding one fist on the bed and clutching the clamps in the other as my honey squirted all over onto the toy, the bed and Charles s hands.

Yeah, baby, that s it, he said, and he kept the vibrator on me until I pushed it away. G spot orgasms are so intense that afterward I need a break. Well, what I really needed then was to get Charles s cock in my mouth. Seeing how hard he was the whole time he was pleasuring me had made my mouth ache. But when I sat up, he pushed me back down. Not yet, sweetie, he said, and I realized that he was about to take off the clamps, a process that is akin to coming back into the warmth of your house after being out in the biting cold. It s welcoming, but intense.

Charles was tender with me, removing each clamp slowly, then sucking lightly on my buds to soothe them. I closed my eyes and focused on his tongue s caresses. Before I could start blowing him, though, I got another surprise Charles wanted to try the clamps! I hadn t known him to be much of a masochist, but I m game for anything, so I attempted to put them on him. Because his nipples are smaller than mine, it was a bit of a challenge, but a worthwhile one, because he had taken his clothes off, and I could see exactly how the clamps were affecting his cock.

When the clamps were properly attached to his buds, his dick had grown bigger than I d ever seen it. Since I m a size queen, I was thrilled and leaned down, opened my mouth and started sucking. I could still feel a tingling in my nipples and my pussy was pulsing as I swallowed Charles s cock, relishing the challenge it presented. Normally, I can deep throat it easily, but this time the clamps had made his dick so huge, I had to take my time. I was glad that we could share our mutual love of having our sensitive nipples squeezed, and I touched my pussy while keeping one hand wrapped snugly around the base of his cock.

Soon Charles was creaming into my mouth while letting out a powerful yell. I drank down every drop of his load and then it was my turn to apply some TLC to his nipples after I d removed the clamps. He put them away in my bedside drawer and then washed off the vibrator before nestling it into a velvet pouch he d also picked up. They re your presents, but they re for us to share, he said. When it comes to sex toys, I have no problem with that!

Ms. Sheila O., Madison, Wisconsin

When Mistress called before our session and told me she had a surprise for me, I wasn t sure what to think. She still hadn t told me if she was pleased with my service during our previous session, and I had no way of knowing if my surprise was a reward or a punishment. Still, I looked forward to it, because even a punishment from Mistress Gwen was a treat.

Kneeling on the floor in my usual position, while wearing a blindfold, I waited for Mistress to arrive. After a period of time that felt like it could have been either five minutes or an hour, I heard the door creaking open. Bowing my head, I waited patiently for Mistress Gwen to approach and give me my orders, but when she started to get closer, I noticed that something was off about the sound of her footsteps. Listening closely, I realized that I was hearing two sets of footsteps, and whoever was accompanying my mistress was wearing high heels.

Though Mistress loves to humiliate me and I love to be humiliated by her she d never done it in front of another person, so I was shocked that she had, after all this time, brought a third person into the mix. And I still didn t know who this person was. I had to assume from the clacking heels that it was a woman, but as Mistress had made me wear high heels around the house in the past, it could have very well been another man. I was in the middle of guessing who the mystery guest was when Mistress Gwen broke me from my thoughts, her sharp command to lay down on the floor causing me to focus on what was happening.

I quickly sprawled out on my stomach, waiting for Mistress to wipe her feet on my panties. When she had first taken me on as her slave, she had told me that I was so agreeable that she bet I let people walk all over me, like a doormat. The idea stuck and she had been affectionately treating me as such ever since. Her shoes were never really dirty, and she would never actually walk all over me no matter how many times I asked her to but the idea that I was her doormat always excited me. I loved the pressure of the sole of her shoe rubbing slowly across the silk panties that covered my ass. This time it was different though, as a second pair of shoes was being wiped clean on my butt. The stranger used more pressure than Mistress did, and when I felt a sharp heel run up and down my asscrack, it took a lot of effort to keep from coming. Gwen s mystery guest sure knew how to tease a man!

The second heel that ran along my butt crack made me buck slightly, and I heard the guest a woman, I now knew tell my mistress how well behaved I seemed to be.

He just lays there without moving? she asked. My own slaves are nowhere near that level of discipline yet.

She was a domme! Now I really didn t care whether I was being punished or rewarded. I had always fantasized about Mistress Gwen lending me to another, meaner dominatrice, but I would never have suggested it to her that would be disrespectful. But now my mistress had brought home another domme to punish me. She really did know what was best for me!

Still laying on the floor my blindfold keeping me from getting a look at the new domme, and my erection straining against my silk panties at the thought of her I listened as the two women discussed my training and the finer points of their trade. No one was touching me or even acknowledging my presence, but I had never felt more like the center of attention in my life.

Finally Mistress Gwen and Mistress Shannon focused on me once again, and things started to get more exciting.

Ordering me to kneel and remove my blindfold, Mistress Gwen gave me the chance to get a look at her friend. She was strikingly different from my mistress. While Gwen is only five foot eight in heels and has short dark hair and dark eyes, Shannon was at least six feet tall and had ass length blonde hair and bright blue eyes. I made sure not to look at Mistress Shannon too long, not wanting to upset either of the dommes by being disobedient or make Mistress Gwen think I was more attracted to the new domme than I was to her.

After being allowed a glimpse of our guest, Mistress told me that I was to serve her friend for the next hour, and if I did a good job, she would give me the reward I had earned from our last session. If Mistress Shannon walked away unhappy, however, I would lose the reward and be punished twice instead. Then she patted me on the head, told me she knew I could be a good slave, and left me in the care of Mistress Shannon.

I was enthralled with Shannon s statuesque beauty and eager to serve her. I was determined to please her, making my mistress proud in the process.

The first order of business, Mistress Shannon said, was to clean her boots. The spike heeled leather boots came up past her knees, and when she told me I was to lick them clean, I got excited. I wasn t sure if I was up to the task, but I was more than happy to try, and I immediately got to work. Starting with her left boot, I laved the leather with my tongue, starting at the pointy toe, working along the body, then sucking the heel before moving on to the knee high shaft. Then I moved on to the right foot and repeated each step, leaving both boots spotless. For good measure, I went back over both one more time, focusing on the soles. I didn t want Mistress Shannon to find any fault with my boot licking skills.

When she was satisfied with my cleaning job, she took off her short skirt, slipped her G string down her legs and ordered me to lick her pussy. I was so excited by her command that I felt the pre come oozing out of my rock hard cock and staining my pink panties.

Positioning myself between Mistress Shannon s legs, I went to work on her moist cunt. I started by lapping up the juices that had seeped out and covered her mound, then I licked the dew that clung to her lips before finally pushing my tongue inside her sex and eating her with passion. She tasted different than Mistress Gwen, but she was still delicious. I treated her pussy as if it were Gwen s, fucking her with my tongue and sucking on her hot little clit the way Mistress likes me to. It seemed to work for Shannon, too, because soon she was sighing quietly and her thighs were clamped around my head. I was surprised that she would let me know she was enjoying my work, but it only egged me on, making me want to do a better job. Here I was, a lowly slave, and a sophisticated domme was experiencing pleasure because of my oral efforts. Even Mistress Gwen isn t that forthcoming with her arousal. I didn t want to do anything to make Shannon regret allowing me to eat her pussy.

I knelt between her legs for almost twenty minutes, licking and sucking her delicious cunt. When she finally came, she made no noise, but her thighs quaked and her juices flooded my mouth. I drank up every ounce that Mistress Shannon gave me, licking the final drops from my lips as Mistress Gwen came through the door.

My mistress smiled at me before asking her fellow domme for a report on my behavior. I was nervous, because even though Mistress Shannon had seemed satisfied with my performance, she could easily tell Gwen that I had been bad. Head bowed, I waited patiently for the visiting mistress to give her review. Well, it was my lucky day. Shannon told my mistress that I had been a very good slave and that I definitely deserved my reward. She even asked Mistress if she could bring one of her own slaves next time, so that he could learn from me!

After Shannon left, Mistress Gwen treated me to a fantastic handjob, even letting me come on her shoes (though, of course, I had to lick them clean afterward). And she promised me that our next date with Mistress Shannon would be as eventful as this first one had been. I can t wait!

Mr. Ben K., Via E Mail