1st Sexual Experience With Shemale.
For a long time me and my girlfriend had fantasized about a threesome with a shemale. We even brought in her didlo for fun one time and i found myself very excited by it. After that, thats all i thought and fantasized about. Soon it was to a point that I wanted to experience a sheamale alone.
My girlfriend was very understanding and she sent me on my way one night. I had met a transexual online and we had agreed to meet up at a local sports bar. We started drinking and conversating, getting to know each other. By the end of the night we were more closer than at first. She rested her hand on my thigh as she talked to me. She was so sexy, wearing a tight red dress, long blonde and brown hair. She had c cup breast perking up through the top.
She said she had to freshen up and as she got up to go to the ladies room I caught a good glimpse of her magnificant ass. She must have sensed me looking cause she turned around and smiled. When she returned she told me she was ready ... - see more -
2 Girls Out For A Night On The Town
Some of my best friends are transvestites. I met them at a nightclub in L.A. It was pretty famous back in the day. They had a drag and dinner show. Some very talented people worked there. Some actually lived their lives as women, but a lot didn't.
I used to hang around with Daniel. He was a very attractive man who also did a great Dionne Warwick. He also did the grand finale of the show - the woman to man transformation. I always loved that part - where he cleans off his makeup, takes off his wig, and becomes a very very handsome young latin man. It always brought down the house.
Anyway, sometimes he was also a pretty girl named Brittany. Brittany and I used to go to an exotic drag nightclub where the performers, pretty chicks with dicks, got naked to music. We also went shopping and dancing. We had a lot of fun. Some of us used to tease Daniel about Brittany, because while most of the TV's that worked with him wore exotic and sexy clothes when they went out as women... - see more -
The booze and caffiene had turned from a warm buzz into a slightly annoying headache in Miles' psyche. He watched as his live-in girlfriend Mary danced and ground against a tall blonde that could have been her younger sister.
Club Inferno was at the point of orgasmic rush when the standing room only crowd began to pump to the beat of a bass heavy industrial rhythm. Miles watched Mary sliding her slender hips in and out of motion with this blonde vixen that was beginning to show off her tight stomach. Mary was sweating..dancing..touching the ribs of this woman that they had just met upon the falling night.
But you see, even in his druken stupor, Miles was leaning against the south wall of the dance floor hoping..dreaming that Mary would coax the woman she danced with to come back to their apartment for a while. Club Inferno was the premiere goth/fetish club in Hollywood, and it was not uncommon for adventurous couples to drink, dance and prey upon the wild community of ... - see more -
A Good Fit
I didn’t want to be there. Trying on clothes in a department store doesn’t rate high on my list of entertaining activities but I needed a few more sport coats so I bit the bullet and went to the upscale store at the mall. At least I had the freedom to go on a Monday afternoon when there would be few people and abundant parking.
So here I was, in the deserted men’s department looking at jackets. Being Monday there were not any sales people on the floor that I could see. So, I piled up a few jackets and headed to the fitting rooms.
About halfway through trying on the jackets I heard someone enter the area and turned to greet an attractive brunette. She looked much like the typical department store cosmetics counter hottie and was dressed in a charcoal gray skirt reaching to just above the knee, silk white blouse and blazer. Frankly she was all-American-girl good looking and her shoulder length chestnut hair shined under the halogen lights.
Smiling as she caught my att... - see more -
A Sexy Surprise
I was sitting in the bar after a hard day’s work at the conference looking forward to a couple of drinks then a good night’s sleep and a late start tomorrow when she caught my eye. She walked in and took a seat on the other side of the bar, sliding her curvy figure onto the barstool. She was absolutely gorgeous, tall (almost as tall as me), with olive skin and shoulder length dark hair.
Her make-up and jewellery were understated but classy, adding further to her allure. She was dressed in a tight black cocktail dress, accentuating the curves of her ass and breasts. Her legs were encased in black fishnet stockings and ended in a pair of sexy black heels. I was idly thinking about whether I should make a move when the issue was decided for me – she looked in my direction and flashed me a brilliant smile. With such encouragement, I couldn’t get out of my chair fast enough! I was over in a flash offering her a drink. We exchanged small talk and the attraction was obvious. She was turned... - see more -
Alabama Nan: On The Road
On the way home from work, I thought about the stuff Karen and I had packed. I wanted to be sure I had packed everything I needed for the week long stay. By the time I reached my apartment, I was certain that I had everything. I opened the door and yelled "Get our bags Karen. It's time to go."
"I'm way ahead of you sis," replied Karen. I looked by the couch and saw that all the bags were lined up and ready to go. Karen came out of the bathroom and her attire got me hard instantly. She was wearing a blouse that had been cut off at the midsection and was now tied in a knot between her breasts. From the way her cleavage bulged out, I knew she had no bra on. "You like?", Karen asked. All I could do was nod my head. She then turned around. As she turned, I noticed that she was wearing wood heeled flip-flops. But, her shorts quickly got my attention. She was wearing a pair of tight cutoff shorts. They were so tight, that it was obvious she had no panties on and a bit of butt ch... - see more -
Alabama Nan: Round 1
It had been three years since I had last seen my family for the holidays. I don't go see them often because none of them understand me, except for my older sister Karen. This year I got brave again and decided to go see them for Thanksgiving. Knowing how much coming home bothered me, Karen was coming up to Atlanta from Mobile to get me. As I waited on Karen, I began to fantasize about what Karen would or would not be wearing upon her arrival to my apartment. Thinking like that, got me horny very fast. I soon found myself pulling my T-shirt off and kneading my large 44D tits through my bra.
Once my nipples hardened, I took the bra off and began to pinch them, I purred a little, but knew I needed more. I got off the couch and removed my socks. I then gently slipped my jeans off and admired the bulge in my thong panties. I slid them off and went to look at myself in the mirror. Here was a good looking dirty-blonde haired, large breasted, chubby shemale with a nice thick 8" o... - see more -
Alabama Nan: Round 2
I looked at Karen and said "What the hell do you mean Round 1."
Karen gave me no answer. Instead, she removed her shirt and began to spread some of my cum on and between her tits. Watching her do this, quickly got me hard again. I licked my lips and purred. I knew what Karen had in mind. It was something I just loved doing, I was going to fuck her 40C's.
"Slide to me," said my bared tittie, cum covered sister.
I did as was told. I was soon back in the world of sexual bliss. Karen wrapped her tits around my now fully stiff member and began to work them up and down. It was strange yet kinky to feel my own cum lubing my cock as it passed back and forth between Karen's mountains of joy. I laid my head back and began to knead my tits. I was enjoying the feeling of her smooth, warm tits on my cock. I soon found myself twisting and pinching my nipples. "Ohh Karen, Karen. Fuck with your tits. Fuck me with your tits," I begged her.
As nipples became more sensitive, I starte... - see more -
All American Prospect
Leo's entire life has been devoted to sexual exploration and so it was with his ambition as Sasha. I was driving a taxi part-time, a job recommended by my football coach when I met Matisha. I didn't recognize her as a man, she was that good. She was coming out of a motel with a truck driver and wearing a large cowboy belt buckle and shiny black boots. Matisha's legs were bronzed brown in a wrap around red dress that hugged her sexy hips. I considered fucking her myself, so after dropping off the cowboy at his diesal, I ask Matisha for a date. She said ok, but something you may need to know? I dropped her off at home and when she emerged with my meter running, Matisha was now Tony the nurse. Wow!
I joked, "do we go have drinks as Leo and Tony, or Matisha." Our friendship was intact as Leo the All-american prospect and Matisha the part-time male nurse. I hauled her around town and discovered she sang as Matisha at this mixed bar of trannies, gays, and tollerant straights. T... - see more -
My name is Amy but my real name Anthony and I turned 21 and started my first step on becoming a woman I decided to get some breasts for my birthday since I'm becoming a woman so after the surgery I felt more like a woman I was 5'9 weight120 and had long brown hair and some perfect size tits they was some 36c's and I still had my 8 1/2inch cock but with my tits I felt more like a woman so I started dressing like a woman and one day I went looking for a job and I seen this help wanted sign someone was looking for a maid and it seemed great for me cause I would be wearing that little black and white maid uniform so apply for the job but it was a lot of people applying for the job too but little than I know it I was hired for the job it was working for some rich folks but I didn't mind so my first day at the job it was great and they was a nice couple they had only one child and she was away in college she was the same age and her name was hope cause her parents had a hard getting her bu... - see more -
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