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The Sheriff Part 2

I had trouble sleeping that night because every time I closed my eyes I had visions of me on my knees sucking The Sheriffs cock. When my wife Sarah and I got up at around 9 am she told me that she had to go shopping items for the vacation. Sarah took measurements of my body from head to toe. I asked Sarah what she needed measurement to buy but she told me that The Sheriff told her she could not tell me what she was buying. Sarah returned from shopping at around 8 pm. I asked her where all the...

Transition FTM and my girlfriend

It was becoming more of a trouble to be free with Nisha as I began my transition. My breast started to deflate and my penis started to grow. She liked none of it, I missed taking her into my arms kissing her, making Love to her. Our only reason to stay together was becoming Sasha our daughter, whom we got into our lives through artificial insemination. I met this girl; she has brown eyes, she's strong lean beautiful hair which was wavy. She looked at me the first time as who I was growing to...

The Gang

My name is Steven, I am 5'9" 165 lbs brown hair green eyes white guy. I just turned 18 and the orphanage I lived in told me that when I graduated I had to move. I moved out without graduating and began to live on the streets. I was on the streets for about a mounth when I met Jason. Jason is a black man aobut 6'0" 200 lbs. I started hanging out with him and began doing various illegal acts. I knew Jason about a mounth when he asked if I would like to run with his crew. I of course said yes...

The best of two Worlds 1

I just can’t help myself. The heat of Australian summer and the exposed bodies around me drive me . It’s the hot wind playing with women’s skirts exposing their thighs and buttocks that make me loose my mind. I keep on looking down their blouses and up their skirts at every opportunity giving me a horn and starving my brain of blood. And it happened again. As usual I bought a bottle of Scotch and mixed it with soda and Coke in a drink container and begun consuming it to loose my inhibitions and...

New Beginning Part 1

She stood up across the bar. She stared at me. I looked at that golden blonde hair and those epic tits begging to be ripped out of that tight black dress. She licked her cherry red lips and I was sold. The drinks I had been drinking wasn't helping my impulsiveness either. I rush over to her. The music was loud in the bar so I could barely hear a word she said. She was really into me I could tell. I placed my leg on her smooth leg. She wanted me and her olive colored skinned glowed in my eyes....

Bar Close

1:30 am. The bar was almost closed and he still hadn't found her. The right one. He had been yearning for something different for so long now and he still didn't know quite what. He scanned the room once more and shoved his stool back with a moody sigh. He heard a muttered curse behind him which caused him to look back. Todd couldn't believe it. She was perfect! He apologized and offered to buy her a drink. She gave him this sly grin and took his hand. He looked at her for a moment - she was...

The best of two worlds 4

After our adventure on the beach Jacqui had a moral and physical hangover for a few days. She would do things to me that went beyond my expectation. She was absolutely fascinated with my cock, giving me head jobs the moment I walked in to the door. Upon my arrival home I would find her half naked, her pussy shaved and her body shining with a suntan lotion after lying naked in our backyard. She would tie me down in bed and rape my arse with her dildo, piss on me sitting on my face, swallow my...

Satisfied client

I still remember my blonde that came into the office of our law company one day. I knew she was an attorney of one of our clients and I thought her boss, and my friend, sent her to express gratitude for the very good deal we helped him to close. As I stood up from my chair to welcome her she pushed me down back into my chair and came around while opening her trench coat. There was nothing on underneath the trench coat but there was some equipment that I was not accustomed to, a cock! I knew her...

The best of two worlds 3

Ever since I got married my sex life has become great. My french wife Jacqui is absolutely stunning. She is in her late thirties, blond with a slim body to die for. Her only complaint is her breasts size. I can’t find anything wrong with them, but then again women know better. She is highly sexual and she admits she masturbates 2-3 times a day, any chance she gets. Our sexual relationship is very open, we can talk about anything, do anything as long as it involves only the two of us. She is...

Emily s Day

Emily sat in her beach chair. Emily was at the beach, 1 block from her house. She was an attractive girl for sure. 18, brunette, 5'2, 36 cc perky tits, green eyes, sexy ass, and long, slim legs. All the boys drooled over her and wanted her. Emily was lying in her chair, when her step-father came to her. "Honey, your mom and I have are going to go out for dinner. We will be out until about 11:00." said Paul. Paul looked at his gorgeous step-daughter. Oh how he wanted to be inside of her! "Okay,...

Sexy CD Hubby

When we were first married I found that my husband had a penchant for lesbian love to him. We started to talk like girls during our lovemaking sessions. Telling each other the kind of guys we'd like to pickup and what we would do to them in, some of the sluttiest scenarios you could imagine. AS time past we had Franny's (My Husband)dressing to a science. He could do his own make-up and nails and he developed a female voice (using a British accent). I started taking him in public slowly. First a...

Hidden surprise

Midori slowly made her way around the sumptuously appointed living room before stopping by the window to take in the breath taking view of Central Park. "I just love your place," the cute twenty something Japanese American called out, "but the rent must cost you a fortune!" A voice from the bedroom down the hall shouted back, "I'm sorry, hon, I didn't catch that!" Midori gave the park one last look before heading down the long hall to the rear of the apartment where Angela kept her bedroom....

Rene and Martine

I would like to tell you about the most exciting experience of my life. Recently, I visited a local bar. I went with the express intention of being totally and completely fucked. I was dressed to the nine's ? from the outside in: black strapless evening gown, floor length with a revealing slit on the left side and extremely low cut (in fact the nipples on my 40D tits were just slightly exposed), black patent 5" heels, sheer nylon stockings with a sexy seam down the back, a black garter belt,...

Dana Becomes a Woman

All her life, Dana had felt different. Born a boy, she always preferred dressing in girl clothes and playing girl games. She was mistaken for a girl from the time she was toddling - her feminine face and manner always convinced people. By the time she graduated high school, Dana discovered her main sexual interests were in . She didn't care for gay men, and acted as a lesbian when she was with women sexually. She had no interest in taking the male part and thrusting her cock inside of them....

Cheri

My name is Cheri, I live my life in lace and satin. I have always loved the way those materials feel against my soft skin. I have shoulder length red hair and bright green eyes. My friends used to call me Charles but about 18 years ago i had this epiphany that i felt out of place as a man and one night while I was out at a club with some friends, I realized that being a woman felt... I don't know, right, to me I guess. It's been a long road but I'm so much happier now. The first time anyone...

Dance Contest

My name's Dan and I own The Glass Cat. The Glass Cat is a Female Impersonator club, although lately we're getting a lot of transsexuals, too. The club is pretty well-know, and and sometimes we get some big-name shemale porn stars in to do a show. Our biggest draw is Tuesday nights. Tuesday night is dance content night. Sheboys come in from all over and dance and strip for cash prizes and exposure. We get a lot of different folks in the audience, so it works out well for the contestants and the...

The hermaphrodite

Casandara Wilcox stepped out of the shower and stared at her image being reflected back to her in the full length mirror on the back of the bathroom door. Most women would kill to possess the feminine attributes Cassie took for granted, large heavy breasts, a flat wash board stomach, long lean legs, a tight but full bottom, a lovely face framed by medium length brown hair, and of course a large lipped succulent vagina! After twenty three years, however, Cassie still sometimes broke down crying...

The bridge party redux

"It's your bid, Kimberly," Marion said, "we don't have all day, you know!!!" "Keep your shirt on," Kimberly replied good naturedly, "I'm thinking, I'm thinking!!!" "About what," Barb chimed in, "it certainly mustn't be about bridge, you've been half a step slow all day!!!" "Oh give her a break," Billie offered, "when you've gone without for as long as she has you get a little antsy!!!" As the other three women cracked up, Kim replied snippily, "I bid two hearts, and I got some last night if...

A Discovery

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...

One Night Stander

11th Feb 2003, I stepped into a private college "I" as I was intended to look for a course with my friends. There was a guy (CC), a course consultant of the private college, he saw me coming in, and smiled at me. Gosh, his gorgeous smile really capture my heart and that's it! Is this what you considered as "Love at first sight?". Too bad, CC was too busy attending the phones and never got the chance to serve me. And, his colleagues, juniors, never really know about the courses, therefore, asked...

T Girl at the Bus Stop

The radio was loud and the top was down when I first saw her. She looked so beautiful sitting there at the bus stop.I remember her legs, they were long and tan and clad in silky smooth thigh highs. Her skirt shifted when she crossed her legs and I could see the garters clinging to her tan skin. She turned her head and smiled at me while I waited for the light. Her eyes were so bright. I think they were green, maybe blue. Every movement she made seemed to beckon me. As if she was calling me to...

Trans secretary

"Monica Barnes smoothed her skirt before entering the office of her boss, Cord Drake, the CEO of the company his father had founded thirty eight years ago! Like every other morning for the past two years, she brought along his coffee, her memo pad, and of course his copy of the morning paper! "Good morning, Mr. Drake," she said in an upbeat voice, "anything special on the agenda for today!?!" Cord Drake took the coffee from her out stretched hand and replied, "Nothing on the horizon, Monica,...

Where Am I pt 1

I was at the bar on a Saturday night drinking as usual. I was scoping out the girls and hoping I could find something to spend the night with. I found absolutely nothing. I continued to drink and drink and drink until I blacked out for the most part and cant really tell u anything after that. When I came too I was in what appeared to be a womans room, there was a fish aquarium in the room and it appeared to be early morning outside. I had morning wood and I was wearing some males bikini cut . I...

Shy girl with a huge surprise Part 1

It started on the first day of Senior Year in highschol. I was walking down the hall to my first class, biology, when I saw her. She was walking in through the front door, looking little lost and hesitant. She was wearing a black sweat shirt that was tight over her large tits. She had an almost perfect hourglass shaped body and the most perfect face I had ever seen wit beautiful chocolate brown eyes. What little of her hair I could see was dark brown-almost black. I stand against the wall,...

First time and what great fun

My name is Jakub, or Jake as my friends call me. At the time this little adventure took place, I was 20 years old and I guess I was a pretty lonely guy. Overall, I am a pretty average dude: 6 feet tall, slim body and average looks, the only thing about me that’s a bit different than most people I know is that I am very shy. I suppose that this was the reason that made start looking for companionship over the Internet. I was just hoping that if I can impress someone with my personality, then I...

The Best of Both Worlds

Michael had left to go shoot some hoops with his brother for a few hours. When he got back, he found his wife in front of the computer. He kissed her and looked at the screen to see what interesting things she had been surfing for. He was more than a little shocked when he noticed she was looking at pictures of she-males. "What are you looking at pics of that kind of stuff for?" Michael asked, more than a little curious. Barbie laughed. "Sorry, I guessed I should have warned you. I just was...

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...

Tranny Seduction The surrender

I cannot remember what drove me to it. Cruising bars for sex had become a habit. Success can do that to you, but even steady success make you yearn for something different. I looked at her from across the bar and acknowledged her stare. She definitely looked hot and hungry, with eyes that seemed to size me up as a meal. I was about to approach her, when, surprisingly, she got up and approached me. We chatted for a while and downed a few drinks. The last one went to my head, so I turned down her...

The Tranny Shocker

Note : This story is completely fictional! Tammy, my step daughter and I had not seen each other for a while and she called me suggesting that we meet for a drink. Naturally, I agreed. She suggested a gay bar near her home and we agreed that 7pm would be good. Tammy is a lesbian who is in a relationship with a beautiful, tall, sexy blond woman. Jodi is what you would call a "butch". She is quite masculine in her manner, yet she is well built and very sexy. When I entered the dimly lit smallish...

Fifteen Minutes or Less

Late night, middle of nowhere on a deserted back road. Todd is late on delivery with a pizza and getting really tired. It has been storming pretty for more than an hour. After driving a little longer, he finally sees a place and sure enough it looks like it. It's a pretty big place with three stories and an electric fence surrounding everything. It's obvious as he looks around, that the owner, a woman by the name of Chrissie, is very wealthy. Todd gets out and rings the communication buzzer and...

The change

Hello my name was Joe until I got caught in my girl friends cloths one day. Then my life changed ,some say for the better others say its for the worse. Here is how it all began. MY girg friend was out of town for a few days and I was house sitting for her . She had a cat I had to take care of. I always loved the way she dressed , Jill always wore dresses or skirts never jeans. She always looked hot.Her cloths always smelled good and was so soft. I was sitting in her home thinking about her and...

Changing My Grade

Ms. Kelly Arnold, at the front of the class, was looking at her senior students. Her eyes rested on Katie, a gorgeous blonde hair girl with a small waist. She was wearing a very short mini-skirt that rose higher than mid-thigh when sitting down and a lacy tank-top that flaunted her huge tits. She was perfect. Her reputation as a whore preceded her and Ms. Arnold knew all the boys worshipped her. As the bell rang, the students began filing out of the classroom. Before Katie left, Ms. Arnold...

A Lucky Meet

She was beautiful, I saw her across the street, a complete bomb shell and I knew that I had to talk to her. I approached her and she tells me 500$. I was shocked! I pulled out my wallet and paid her immediately, blonde blue eyes double D’s about 57 130 pounds what more could one ask for. We walked down the street and went to her apartment. As soon as we got into my room we started to kiss. I started to pull her shirt off, she then began to kiss my neck, we continued to undress each other...

My Lesbian Shemale Adventure

My name's Kimmi and I used to be a stripper. I'm a genetic girl, and I always had a wild streak. Guys liked me 'cause of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts :) I danced at a place on Sunset Blvd in Hollywood (this is a true story, so I won't use the name). On the outside, it was a dive, but inside it was pretty nice. The stage was gorgeous, had a generous runway, and beautiful lights. I loved dancing there, and I loved working with all the fun...

First time out of the closet

I had always been more than a little interested in the world of cross dresser and she males. Since I was a teenager I had experimented with cross dressing. Usually just small stuff. As the years progressed whenever I was out of town on a business fantasy by myself. On this particular trip I had gone shopping at a mall and found a really beautiful sexy outfit that I just knew would look great. It was a black wrao around dress that was low cut was just cute girl in me began to emerge. Once I was...

First time out part 2

After having experienced being out in public dressed up for the first time it was obvious I would want more of it. After leaving the adult theater I decided to take it to the next level. I Stopped off at a local all night store and went in to make a purchase. I picked up the things that I needed and preceeded to the check out. The young man behind the counter smiled and asked it that would be all. I a soft voice I said yes and paid him for my purchases. As he handed me my change he said "thank...

Trans Bookstore Adventure

I was walking near the corner of Polk and Post Streets past an adult bookstore when I noticed an attractive transgender standing on the corner. I walked up and struck up a conversation. I told her she was attractive. She asked me if I wanted a date. I smiled and I asked her if she was functional. Then I asked her if she would accompany me to the adult bookstore so I could suck her cock. She thought about it for a moment. Looked a little puzzled and then said yes. I gave her $40 plus some money...

First Time with she male

For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny. She was just gorgeous - an adult film star named Dani. I saw her at the store. She had red hair and long legs, and I recognized her from a couple movie boxes. I was nervous, but I went over to her and...

Working Like A Slave

Please note - this story is completely fictional! This story takes place in an unnamed third world country. A slave auction is going on for some very wealthy customers. "We have this stud, here. Raise your arms. He is..." "What about him?" the blonde woman points, interrupting the auctioneer. She is a wealthy older woman and owner of the area's rowdiest bar. She is also involved in many illegal operations. This woman, though voluptious, with full breasts and a plump ass, is tall at about 6 feet...

My First Shemale Encounter

I remember the first time I found myself in bed with a shemale. I had just broken up with my girlfriend. I was lonely, I was horny, and I had zero intention of finding myself in another relationship with a woman. When I told my buddy, Bob, he told me he knew just where to take me to solve this. So he took me to this club over in West Hollywood. The place was FULL of gorgeous women. My head was swimming - they were almost all slender and dressed in very sexy attire. Short skirts and sheer nylons...

Pulled Over

Kristen hurried to her car, worried that she would be late once again. She got in, slammed the door shut and turned on the engine in one smooth motion and raced off. "Damn!" she thought "the light's gonna change." She pressed her foot to the gas hoping she could make it and breezed through the intersection. A block later her stomach sank when she saw the lights behind her flash. Sighing she straightened her skirt and hair while the officer walked up to her car. "Good morning Ma'am, did you know...

Birthday Treat

It was my thirtieth birthday and my wife Alisha had a surprise planned for me, it was one surprise that I will never forget. I found myself on a plane going to Amsterdam, Alisha had planned a dirty weekend for us and what better way than to spend it in Amsterdam. We did the usual, walked round the red light district, took in the sights, strolled alone the canals, but one day my wife suggested that we visit a 17th century manor house which was on the outskirts of Amsterdam. The manor was a huge...

My Girlfriends Friend Shayla

I walk up to the door of my girlfriend’s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, who I’ve always wanted to see naked, on her knees eating my girlfriend out. Shayla’s tight ass looks so incredibly sexy with that hot pink thong on. I shut the door behind me and walk up to the couch as I get...

The orgy with a shemale

THE SPELLING IS OFF SORRY I WAS AT WORK! I had to move to Japan back in the fall of 2004 and lived in Tokyo in a 3 room apartment.I could not pay all of the rent so I lived with a female school teacher age 27 years of age and japanese.Her name was Miki.There was a one more girl who was friends with Miki ,I never seen much of her.Her name was chichi and I don't know what her job was but these two woman were not japanese women miki was around 5 feet tall and was around 108 pounds ,Long black hair...

Tranny Surprise

When I left my high school, I decided to go on a gap year and travel the world to see lots of interesting people and ways of life. My first stop was Thailand which was great and I had so much fun partying with my friends as around 5 of us went on the trip. After Thailand the next stop was in Brazil and due to the time of the year the nightlife was truly amazing. We had decided to stay in a rather swanky hotel as this was a dangerous place from what we heard from the guides and people there. The...

Shemale customer in a strip club

I am an exotic dancer, one night a couple came into the club, he was late 40's or so, handsome in shape and rich looking, she was very sexy,mid 20's, tall with a low cut top showing off her great boobs, I am bi and love dancing for women, it is not uncommon for a guy to bring in his woman and buy her some lap dances while he watches. It is a big turn on for me, I really enjoy doing it. So after they sat down I went over and introduced myself and asked if they wanted a dance. He said she would...

Matchmaking Trap Chapter 4

Donny (or “Donna” as she was now called) found her new life a tad frustrating, to say the least. She was not permitted to cum at all until the change was complete. It was agreed by her new owners that she was going to be happier and more fulfilled as a woman than as a man, so she was being gradually feminized. NO male behavior was allowed during the transition, since that would mentally reinforce the idea that she was a man instead of a woman. This included ejaculation. That was not to say that...

Jack Jill his first time with a transexual

Jack and Jill meet It was when I went to the patio to enjoy a cigar after dinner that we met. On the road for business, I found a decent bar and grill near my hotel where I was welcome to enjoy a fine smoke. I had dinner and then moved outside for a relaxing smoke in the cool weather. I lighted a Churchill-sized stick and after a few minutes of solitude, an exotic looking brunette spoke from just behind and to the side of me. “I love the smell of a fine cigar,” she said in a sultry voice that...

My Supprise

Here I was in another strange town; the hotel was as usual just one of Those places you sleep in and I was bored and fed up with travelling A drink I thought I need something to relieve the boredom. An hour later I was in a bar in now what was the name of this town ?, Drinking alone in the corner of the bar I noticed a girl at the other end of the bar Younger than me on looking closer she must have been not more then 25 and while not a stunner she was very attractive and slim with small breasts...

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...

True love

Megan Filts aka “stilts” (so named for her incredible long legs) was the hottest woman I had ever known. Her tall slender body, Her jet black hair, witch she always wore down, was as soft as silk, Her skin pale, her lips full. Her eyes really stood out light blue the blue of the ocean. She has three facial piercing one on her left eye brow and two snake bites on either side of her bottom lip. Her tongue also pierced. She wears a simple chain around her neck, one I had made for her. Her clothing...

Roxy

I’ve been the president of my goys school PTA for the last two years and really enjoy doing it, so when the national conference came around, I went with my husband’s blessings. It was a four day conference in Atlanta, Georgia and as I had no one to room with, I was assigned a roommate. I checked into the hotel to find that my roommate was also checking in at the same time. She was a tall lady, about six feet, long red hair and very attractive with a fairly big chest and we were like Mutt and...

The Sin of Lust

"Forgive me, Father, for I have sinned." Father Jeremiah looked up from his paperwork to see Sarah standing in the doorway of his office. He cocked a brow at her, then returned to writing his next sermon. "I'm sorry, I can't help you," he said, without looking back up, "if you need to make a confession, Father Peter is in the confessional now." She shifted uneasily. "No, Father, I cannot tell anybody but you." He stopped again, looking back up at her. He suddenly realized he never really seen...

Rachel and Chris followup for Crissy

Rachel and Chris 3 : a follow up for Crissy, playing the part of Chris. *** Part 3, reader Crissy was the inspiration. “Crissy!” I shouted at you as you peered out of the closet door. “What in the hell are you doing spying on Rachel and me?” I asked. Before you could answer, you saw my hard cock pull out of your sister’s pussy, covered in shiny sweet juice. You knew you wanted it but were embarrassed that you’d been caught spying on us. “Get over here, stay on your knees, and suck you sister’s...

Diary of a transsexual escort

Monday: I got up late today, close to lunch, but after last night’s exertions I badly needed my beauty sleep, a look in the mirror confirms that more sleep was needed, anyway I’ve got a day with the girls getting pampered and I cannot wait. I put on my sexy black stockings and suspender belt (you really must always wear good ‘as you never know when you’re going to get hit by a bus’ as my mother used to say, she had a thing for doctors too!) a tight black dress and killer heels later and I’m...

Neighborhood Restaurant Surprise Kimi

I - The Meeting In the neighborhood restaurant I frequented weeknights after work, I had developed a friendly relationship with several of the college kids who worked as servers. Always having been attracted to the most feminine and petite of girls, dark, almond shaped eyes being a super plus, I was very pleased when Crystal introduced Kimi, a trainee who was working her first shift. Crystal was likely around 20 and cute as can be with a warm smile and the most welcome habit of touching me on...

Traci the Maid

Traci had gotten a job as a maid in a rich man's house. She looked just like any blond 26-year old woman - long legs, slender waist and high size C breasts. She had a heart-shaped face and giggled at all the right times. Only Traci had a secret that nobody at her knew job knew about - she had a 6" cock! Traci sort of liked cleaning, and they gave her a uniform to wear at work, like a french maid's uniform only less revealing. Traci liked to tease the men in the house and was always finding ways...

Fist Time With a Teacher

Jake an average senior boy got C's in most of his classes but he was failing his Creative Writing class. One day he came into class about 10 minutes late and when the teacher, Ms. Wess, asked him why he was late he responded with 'Sorry Ms. Wess, my mom was being a bitch and made me clean the dishes before I could go.' It was the first hour of the day and most people made up some really stupid excuses but Jake was being serious. "Jake don't you use that kind of language in my class," she yelled...

Asian CD came to my hotel room

While on business travel to San Diego I went on Craigslist and found an add for an Asian CD 27yrs old that needed a place to dress and play. I am 50yr, white, married but on the DL. I sent him an e-mail, and after a few back and fourths, about 30minutes later there was a knock on my hotel room door. I opened the door, and there was a young looking asian guy, small, about 5'4" 120lbs, dressed as a guy but carrying a travel bag. He came in to the room, smiled, said hi, and asked if he could use...

Pleasure Zone D

Frank stood in the middle of the room looking at all the women none of them really caught his. Eye until he looked at the lady sitting at the bar her smooth looking. Olive colored skin her twany hazel eyes the non reaviling powder blue teddi she had on. Really brought out her eyes. Her thin lips and long glossy legs and pretty heels. He justed had to approach her "hello" Frank said sitting beside the women. Peaches looked at her John his blue eyes and sandy blond low hair. Was turning her on...

My Clipped Cock

Technically, right now I am an "It." A few weeks ago I was a "He." In another few weeks I will be a "She." The adventure is a celebration for me. I am doing everything right, and sensually documenting and sharing the adventure with my very-supportive and very-erotic friends. This is the invitation to my special party back in April: Summer Ball of Balls LeMensa Jette Maison requests the honor of your presence as she is beautifully sent off to be gelded with her wonderful friends to witness the...

Seduced Willingly

Finally, I moved to a city that was exciting, Miami. I moved to Miami looking for something new and adventurous. I grew up in very conservative town where nothing exciting went on. In Miami I found different languages, gay people, different ethnic persons, art, and culture. However, my job keeps me too busy to have any kind of social life. After about a month, I went out to a bar on Washington Avenue, a little hole in the wall, but it was backed. I really didn't have any no-work friends. I...

Shemale Surprise

I'm a country boy. About a year ago I left my small town and moved to the city so I could attend university. Initially, I had nowhere to stay so I was going to move into my cousin Mike's flat for a few days with him and his room mate, Sandy till I found somewhere of my own. Mike and Sandy worked together at a law firm in the city. Mike had a fiancee` but he didn't live with her because he didn't want to upset her parents who were very traditional and devoutly religious. Actually, I found it...

How I became a Transexual

I was driving a different way home after work and noticed a kind of sleazy looking sex shop. Not really wanting to go home yet, I decided to stop, it had been awhile since I'd had sex and was horny. I went in and was browsing around the movies section when I noticed there were doors in the back. I went in and opened one up and saw that there was a screen on the back wall and small seat. I went up to the front counter and asked the older gentleman behind the counter how it worked. I paid him and...

Leila My Hermaphrodite Lover

I'm an ordinary guy, nothing special about me at all. Well, maybe my choice in women could set me apart from most. It all started one rainy afternoon in Northern California as I was driving home after a party I'd attended alone the day before. I'd stayed over at a friend's house and after a nice leisurely breakfast I headed home so that I would be back home before dark. I had to be at work the next day and wanted plenty of rest. I was driving along Highway 1 when I first saw her. And boy, was...

Rachel and Chris

Part 1 : Rachel and the Ring Yesterday was clear with a light but chilling winter wind present to remind all that the bit of warmth in the sun would only last a couple of hours at best. I struggled between sweating and freezing as I worked to remove the winter street grime from my roadster. Top up and windows closed may have some keep the roadster in the garage all winter but not me. Unless it is icy, I want to drive the corner hugging, light and fast two seat roadster in all seasons. The...

From Top to Bottom Part One

I have had many encounters with shemales over the last eight years. I first discovery that such beautiful creatures existed was when I lived in Tucson, Arizona. I had gone to a adult bookstore and was in a booth watching a little porn when I came across my first shemale porn movie. I sat back stroking my cock watching this buxom blond suck this guy off. Then of course he bent her over and fucked her hard in the ass. I still rememember seeing those bounce and her cock swing back and forth as he...

The gang Part 2

I start to run to my car from his house hoping that no on will see me with Rods’ cum all over my face. I hurry and get in my car and drive to my apartment complex. Before I can drive off Rod comes to my car door and tells me to open the package immediately after the picture is taken. As I am driving down the highway I can feel his cum running down my face. As I finally arrive at my apartment complex I hurry and get out of my car and try to get to my apartment before anyone sees me. All the...

My first but not last encounter with a tranny

My Wife and I have been married for about 3 years now and have since recently, been looking to have our first experience with a she male. I met a girl online name Judy and after chatting for a while and exchanging pictures we agreed to a meet and greet. Judy proved to be a very sexy transgender with feminine features. Her highlighted hair was long and she had size B cup breast with a thick firm ass and long pretty legs. She was very beautiful and had an awesome personality. We sat down and...

Jasmine fucks my wife

Hello, my name is Tim. I am a 30 year-old married man. I have been married for five years to my wife Danielle. She is an absolute beauty of a woman. I remember when we were married, I felt like I was the luckiest man in the world. Since I am no hunk myself, standing at just five foot six and extremely lanky, I felt like I didn’t deserve such a nice, gorgeous wonderful woman. Let me describe my wife to you. Danielle is five foot seven, fair with blonde hair. Her bright blue eyes and charming...

Carmen s Experience

I had crossdressed for as long as I could remember, but know one knew my secret. I was as careful as possible. I began buying female clothes for myself at local stores, mostly womens Lingerie that I could wear under my regular clothes. By the time I moved out of my parents house I began taking hormone pills, and soon enough I was developing into a beutiful lady. I wore a size C bra and filled it perfectly, my ripe ass fit into the nice tight jeans that I had always dreamed of wearing. I owened...

A Very Happy Holiday To Me

I don't know if it was a dream or just something that happened but it was Christmas and I felt sore and achy all over but with a wonderful feeling none the less. I am a crossdresser who is trying now to discover and explore his female personality and can now happily tell of who I was in the past, who I am today and perhaps who I will be in the near future. I began my life as a normal child until the age of 18 years old when I went into my parents' bedroom to look around. It was a typical...

Booty and the Blue Pill

This is my account of the first time I took a Viagra. At 40 years old I have thankfully never had to go that route but you know curiosity killed the cat. Or in this case opened up my ass! After telling the guys at work how I planned on staying in while my wife was out of town visiting her sister, Mike, the resident office whore monger suggested that I try one of his blue pills. I jokingly took the pill and put it in my pocket with no intentions of taking it. However, later that night I found...

Pippa s Story

*** A Story Of Feminisation. I was just entering my prearranged destination. It was 11 pm and just before I paid the admittance fee, I stopped to look at myself in the mirrored walls. Reflected before me was a sexy, if a little sluttish looking woman in her thirties. The only discrepancy being that I was actually a 37-year-old man, happily married and, here at the precise instruction of the woman I loved and was married to. She had returned home a day early, from a trip to her sister's place,...

Dressing at work

Having been crossdressing for sometime now I love the feeling of having fem things on when ever possible. I have started wearing things like garter belts, nylons and bras under my regular clothing. About a year ago I began to take some supplements to help grow breast and they are now a nice 36b and fill a bra nicely. As time has gone on I have even began to buy some clothes that even though they are womens they seem to go nicely with my regular clothes. As I have gotten braver I have also found...

Tranny Part 2

We were lying on the floor, Jeff and me. It was sometime like three in the morning. I rolled over and gave Jeff a big kiss on the lips. His eyes fluttered open, and he reached down and rubbed our penis's together. "Jeff, did you like me?" I asked him. "You, are an amazing crossdresser." He rolled on top of me, and he started to grope around my genitals. "So, if I became a crossdresser full time, would you like that?" I asked. "Like, have sex changing surgery? I could do that for you. I know a...

Webmeets Diary Chapter 04

Note to the reader: The content of these diary entries is as varied as my sexuality - if you don't like this one, you might like others, and vice versa. Read also chapter 1, chapter 2 and chapter 3 of this story. As I neared the end of my university course I had less and less time for playing around on adult personals sites, and spent most of my free time planning my journey I would be going on once I'd finished. Exams out of the way though, I suddenly had a few weeks of free browsing time, but...

First Time Out

I am a 21 year old straight male and have had fantacies about wearing womens clothing. I have never acted on them and surpressed my desires to dress as a woman. One day I was one the internet and came across a website with crossdressres on it and my desires came back. Well as I kept looking through the website I noticed a place to buy clothing. As I was looking I decided I would buy something, it was black corset, with a black bra, black panties, black garter belt, and black stockings. When the...

Shemale Part 1

My name is Rick. I'm thirty-seven. I anyone anyone who comes my way. Tonight though, it was with a guy and a tranny. I guess I should describe myself. I'm 6"7 and strong. My cock is large and thick as a bat. I was driving to the town when my phone rang. It was the shemale, Kathy. "Hello Kathy." "Hey, listen, I'm sorry, but I can't make it tonight." "Oh, I'll have to tell Jeff." "Yeah. I'm sorry. We could reschedule or something." She offered. "No, it's fine. We'll do it alone." "Okay. Bye."...

Night 2

So after my first event, which you might've read about I tried to brush it off. I have a lovely girlfriend, I come from a Catholic family, I didn't want to rock the boat. I kept the jumpsuit my friend loaned my in the trunk of my car in a plastic bag under the spare tire hood and I tried to forget it. It was a one time incident, I was drunk, it was a crap story. I felt horrible about what happened. I went down to a local testing place 3 times and got tested for aids. I didn't want to give it to...

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...

Floor Crossdressing Whore

Hey i'm 6'0" 160 and it was my first year in college and I turned 19 over the summer.I am living in an all guy dorm, and I was very nervous to be in a new place, but i knew how i could relax. I set up my computer and went to my favorite website. The site had big men. Watching this got me extremely turned on, so when i was close to cumming i flipped over with my cock in my face. just then i realized that i didn't lock my dorm door and someone came through the door. As he entered I came right...

I never thought I was gay and I still don t

Sue Ann was the most beautiful girl in town she had won the Homecoming Queen last year and the local Watermelon Queen 2 years in a row, but she never went out with any of the local boys someone said she goes with college men. School was finally behind us and we looked forward to a great summer before going to work or college, but this summer was for having fun. Sue Ann's Mother was friends with Tommy's Mother and Tommy was my best friend all thru school I think we meet before school as I think...

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...

My First Girly Cock

It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. I don't consider myself being gay, but I always had that ardent lust to be with a transsexual woman. I just couldn't get them out of my mind. This passion started a couple of years ago, while I was...

Unexpected Secret

My neighbor and I get together almost every day after my husband goes to work. We have become very good friends. We go shopping, watch soaps, play cards, and cook together, all kinds of stuff. Her name is Linda. She recently revealed to me that she has a secret and isn't all that she appears to be. Linda said she is a man who has been living full time as a woman for ten years now. She said she had breast implants and electrolysis. I couldn't believe it! She is feminine in every way. Her looks,...

AWOL Part One

Dappled light escaped through the cream coloured muslin curtains. In front of large bay windows, and fell across Charlotte’s cute freckled face. Her smudged rouge lipstick shone, trailing along the portion of my shiny semi- hard cock submerged down the back of her throat. Bubbles of glistening spittle slowly streaked its way down to my pubic hairs, her head moved slowly toward it twisting in a corkscrew motion. A faint groan, and her mouth widened then spluttered, she coughed, gagging. She...

One HARD night in Las Vegas

So there I was in Las Vegas thoroughly enjoying the sights and the casinos. I was staying at the Luxor and thought I’d go down and get a bite to eat and something to drink. I was also kind of horny and was thinking about going to a strip club are having a cab take me to a brothel. I was just finishing my meal and enjoying a jack and coke when a very sexy russian girl named Ludmila introduced herself to me. She had long black hair, nice DD boobs and long legs and a beautiful smile. We had a few...

A good laugh turns into a new experience

I have a friend that works in theater and makeup, one night he got tickets to a "trans" ball and invited me to go with some friends as a joke. So I figure, throw on a skirt, toss some apples in a bra throw on a wig and go party. I show up at my buddy's house around 8. I figure we're gonna pre-game. He answers the door in full drag. He pretty much could've passed for a woman. He took one look at me and said "dude you have to shave the beard". He proceeded to tell me how I was going to fuck up...

Cheating Partner

Have you ever imagined what it would feel like if you found your partner in bed with another person? Well I did, it happened to me not that long ago. I got home from work later then usual. I parked the car in the driveway as always and opened the front door of my typical urban house. I called out for my wife but to no avail. I had a quick look downstairs and found nothing so naturally I decide to look upstairs and that’s when I heard the moan. It was a low moan so low I dismissed it as part of...

LA Security Chief caught in gay sex scandal

100% fiction! While the Hollywood spies are snooping into the private lives of the Glitterati, some spies are being snooped on themselves. Artist-turned-private spy chief, , who heads a Los Angeles security network and intelligence communications firm, recently announced he was selling his collection of paintings and photographs, (his own work), and would donate the proceeds to the art security unit of his company. He was photographed recently taking in the southern California sun clad in a...

Amy Hope

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...

She was Margaret He s now Kevin

Hi. I'm Margaret. Or that's my former name when I was a girl before the SURGERY. Now my name is Kevin. I remember lying in that hospital bed right after the operation, looking up at the ceiling and just thinking. Feeling as though a crocodile had just gone down on me, I was too nervous even to shift my position for fear of intense agony. Dr. Max had been in only once since I had woken up, to explain a few things to me with the help of his beautiful Thai assistant. I might have been shaken,...

My brother s biggest surprise

This story is entirely fictional! Lilly did not like her new step-brother at all, Todd was the worst sort of punk, bad attitude, cocky, arrogant and he thought he was God's gift to women. His father had married her mother nearly a month ago, and Lilly hated it. He called her names like "teentwat","shitster" and all sort of other things, but her mother told her to be patient with him. "He can't help being the way he is, his mother raised him, not Carl." Carl was her new stepfather, and she liked...

The hermaphrodite 1

Nicole stood under the and let the needle like spray soothe her tired muscles! "What a day," she sighed while cupping her full breasts and stepping onto the bath mat to dry off! While toweling off she admired her trim athletic form in the full length mirror, smiling to herself when thinking about last night when Rick had taken her hard and fast on the kitchen table bringing on a series of orgasms that had left her limp as an old wash cloth!!! Her eyes moved from her full heavy chest and worked...

Louise Crossdresser 3

As things were going on about my living as louise the wife came home with jim and said they were getting me an apartment for my self. I looked at them and said just for me and they replied yes that they were going to live together from now on and did not want me in the way. Besides she says that i wanted to live as a woman so here was my chance. I moved out the next day it was a small apartment but it would do for now. Well things were going fine and one day the wife came by with the divorce...

Transvestite female style

Jojo Baker sat at her dressing table and using a dark eyebrow pencil, carefully outlined a mustache and goatee over her lip and on her chin!!! When she was satisfied with the result, she sprinkled a generous dab of hair creme into her hand, worked it into her scalp, and then combed her short hair in the classic male style part on the left comb to the right!!! Now for the wardrobe, which consisted of a brilliant white men's dress shirt, a charcoal gray pinstripe suit, maroon tie, and off course,...

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