I had developed a strong desire to be with a hot looking shemale for a long time. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our firm in Las Vegas had experienced a server failure, and I was to leave that afternoon on a flight to Vegas to rebuild the server on an emergency basis. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few ... Read More»

Animated conversation, lots of affection and laughter – he was chatting to some of the guests at the reception, just waiting for her to get changed before they left their party. He stood to move to another table and as he turned he saw her walk in the door...tall, elegant, beautiful, curvy...and all his. She was wearing a long gown in a deep blue, neckline showing a hint of cleavage, fabric hugging her shape. A smile crept across his face, returned when she looked his way. The reception was likely to carry on for another couple of hours knowing their friends and family, but they were due to leave...the MC called for quiet and wished them well on behalf of the guests. They kissed once again for the crowd to catcalls and wolf whistles, waved, turned and left the ... Read More»

It all started a few weeks ago, I watched as she layed on the beach tanning her sweet body. She looked so hot wearing that pink bikini. Damn i wish i knew her name, or where she lived, maybe shes here on vaction. I don't think i've seen her before, but she does look familiar. Finally getting the courage i adjusted myself and walk over to her. "Excuse me ma'am, but I own that cottage over there. It has a great tanning area, if you want you can use it for tanning." She looked up at me with the sweetest smile, I thought I would burst when I saw it. "Really! I have this nice body here, you can use it if you'd like then" "Really" "No, not really. now do you want to fuck off" What a bitch, I was being nice and ... Read More»

I recently had a fantastic time with a beautiful crossdressing friend of mine. Before our date, I had no idea that he was. I did know that he was gay and that him and I were going to get together for some fun... Wow! I didn't know how much fun I was going to have with "her." It had been a number of years since I was last with a man, close to 30 years to be exact, and I have been getting to the point where I really wanted to experiment and find someone to play with. I was introduced to a guy; I’ll call Danni for this true story, about a year ago. I knew Danni was gay because he was very open about it and I respected him for being true to himself. Now Danni was a very good looking feminine guy, standing only about 5’7”, with straight dark hair and a ... Read More»

The weekend started off the same as any other for Simon. He threw off his drab male work clothes with alacrity and stepped into the shower. He shaved his face, legs and pubic area as was his custom, then, after turning off the tap, moisturised his legs, stepped into a pair of lacy pink panties and hooked on a matching bra. The feel of the light, soft, feminine fabric had always been a thrill to Simon, ever since that fateful day when, aged fourteen, he found himself alone in the house all day. He put on ladies clothes for the first time -- his older sister's panties and slip -- and had felt so aroused he had masturbated almost continuously until he went to bed. He then inserted into his bra a pair of expensive breast forms that gave him that reassuring ... Read More»

From when I was as young as 9, smooth and long blonde hair, I was always dressing in my older sister's panties and bra, panty hose. My breasts were kinda girlish and i had long nipples that would get hard when I played with them. I was older now, but still only had a small 4 inch cock when it was hard. At least I could cum when I played with myself like this. We lived on a lake in the country in Texas and one day, I was playing with myself in the bathroom, in her pantyhose and bra one day when I thought no one was home and Linda, my mother's college roomate, who was visiting, walked in on me. I was so embarrassed. Instead of yelling at me, she calmed me down, saying it was alright, just fun, and held me and stroked me and fondled me. Told me I was so pretty. I ... Read More»

The weekend finally arrived, and Lucy was starting to settle into her new role as a wife, but there was so much more for her to learn and experience. She wore a simple button through dress, court shoes with kitten heels, and black bra and panties. Everyday wear, what thousands of women wear, what thousands of wives wear. She had applied a little lipstick. She liked lipstick. She had read that in Ancient Egypt women wore bright lipstick to signal their desire to suck cock. She liked that idea and always thought of it when she applied it. Thinking that on the one hand it made her lips look more attractive, but on the other it was destined to be smeared down the stiff shaft of a throbbing cock or to swim in a mixture of saliva and cum around a pulsing helmet. It ... Read More»

Boarding school fucking sucks. I'm 16 and the Captain of the Rugby team, build like a real man. Short cropped Blonde Hair and Blue eyes. Could get any woman I wanted.Locked away at an all boys school constantly. My parents live a long way out of the city so its not really practical to even go home on the weekends. It was a pretty posh school and so I just spent most of my time either studying or messing around in the gym. I was privileged in that I only had to deal with a dual room with only one other boy. He was 16 as well but very different from me.Reasonably intellectually minded and not at all sporty he was a fair bit smaller than me, his head only came up to my chin. He wore his brown hair at the maximum length that was allowed at the school, just down to ... Read More»

I am 38 years old, married (for 13 years), and my job in sales takes me on a monthly business trip to various cities in the eastern US. I can’t say I have never been tempted on these trips away, but until last month just some friendly flirting at a bar was probably my biggest offense. That changed when I was recently spending a week in Baltimore, Md. I had spent a long day in meetings and was at the hotel bar having a drink, when my radar detected a very leggy lady at the other end of the bar. The tall striking blonde was perched on a stool, legs crossed and her tight short black skirt had slid up higher than one usually is lucky enough to see in public. She was chatting with an older guy but seemed to be quite bored with the conversation. I tried not to look, ... Read More»

I’ll start out by telling about myself. I am a good-looking guy, athletic body, and only an average penis at 5.5”. I am heterosexual. I like to shave my testicles region as well as keep my ass and ass crack shaved. When alone I like to watch porn and cross dress. I wear panties and a 34b bra. I use fake silicone breasts, the one women use to add a cup size as breasts to give me a ‘b’ size chest. I also love to wear garters and stockings and skirts or dresses and tight tops. When I get excited I like to experiment with my 8” vibrating dildo and fuck my ass with it. I also use cucumbers some times; it is exciting to see how much cock I can take in my ass. I have slid an entire 9.5” cucumber with a 7.5” girth up my ass, it filled me like I never imagined. Now that ... Read More»

The ad says Femdom looking for malesub. Must be willing to follow all my instructions. Call xxx-xxx-xxxx for consideration. Well I answer the ad and am told to show up at the femdom’s home at 7:00. I arrive at the front door and am greeted by a beautiful woman. She’s wearing a low cut blouse that shows her rather small but nice tits, and a short black skirt that shows off her beautiful legs and ass. She says from this point forward you will not speak. Do you understand? I shake my head yes. She leads me down to her basement where there are various types of chairs, poles and devices. She leads me to the center of the room where there is a chair that has the legs removed and is attached to a frame that has it tilted at about a thirty degree angle. On the back ... Read More»

A fantasy of mine is to be the model for a Camera Club of older men. I would love to be the centre of attention as their point their stills and video cameras in my direction. I would first pose for some fully clothed pics and video - see through blouse, tiny mini skirt, stockings & suspenders and high slutty heels, lots of tarty make-up and trashy jewellery. Giving a flash of seamed stocking top, bending over and wiggling my arse, putting my finger in my mouth as I pull up my skirt to reveal tart red and black lacey panties bulging with my stiffening tranny dick. The sight of five or six older men snapping away, telling me how to pose and what a dirty little bitch I am turns me on so much as I start to do a striptease for them. I can see the front of their ... Read More»

I met Andrea out side a bar on the west end, she was outside smoking a cigarette, I started a coversation with something stupid like "you come here often?" she laughed and we started talking had a couple of drinks and exchanged numbers. Andrea is about 5"10", shoulder lenght dark red hair, nice green eyes, and full red lips.....our first date we met at her favorite resturant and she was dressed casual geans high heals and a tigh t-shirt, showing me her great ass, long legs and big round tits. we had a good date nothing happened but a small kiss out side her cab........Date number to we met at a theater and saw a movie, then coffe afterward where we talked the good part of the night in a all night diner...........Our third was dinner date date ... Read More»

As I came around the corner, I didn't see her having coffee outside the tat shop so I stopped and backed the bike into a parking space across the street. I lit a butt and while letting out a stream of smoke, got off and headed over to see how she was doing. I saw her as soon as I walked in, still stretched out on the table as Chaz worked on her bum. "Hey baby," she giggled, "Chaz is having too much fun playin' with my arse, shouldn't be much...you're wearing leathers, you got the bike fixed!" "Bloody hell! Lay still Tracy!" yelled Chaz as he swatted her sharply. "Hey, that's no way to treat the boss," she cried, "Jaaaack." "How are you doing Chaz?" I asked as I looked over his artistry. "Good mate and yourself?" he replied as he kept working on the tat of a ... Read More»

A warm spring south Florida sun poured through the darkened windows of Marla Holton's corner office, brightening the firm surface of the sky blue carpet and even revealing "fribbles," her description of the tiny bits of whatever that a good vacuuming by the cleaning crew would clear away tonight. Marla Holton had a PowerPoint slide presentation that she needed to prepare for a seminar on Monday, a task that she despised regardless of how enjoyable the group would be to whom she would speak. She had no interest whatever in committing "death by PowerPoint," a phrase her beloved husband Carl used often. Carl had been dead now for slightly more than five years; the circumstances of his death would never depart her memory. He was a diplomat with "other" ... Read More»