Crossdressers indian porn

Meeting One of the Neighbors

Tom was almost seventy. We lived on adjacent streets and his property backed on mine. I had moved in only a couple of weeks earlier. I was renting the place. I was so excited to be on my own at last, especially because I loved to crossdress. My new freedom was exhilarating. One day I’d been in my back yard in the late evening, dressed in a cute white bikini. I was lying face down on a lounger, my bikini briefs down low enough to free my cock and ass. There had been a full moon that evening...

Crossdressing

Steve the Crossdressing Cat Lover

My boyfriend, Steve, has a lot of cats. I can't tell you exactly how many because the little critters come and go out the pet door and scatter as their furry little paws please.Steve lives on a farm. Well, it's kind of a farm. I mean, he has a lot of land, but he doesn't exactly grow anything on it except cats from what I've seen. And he has a barn, too. You'd think with all that land Steve has that he'd keep a couple of horses to ride but no. The barn is filled with cats that curl up and sleep...

Crossdressing

Mother and Crossdressing Son Fantasy

Mother and Crossdressing Son FantasyThe story is about how my passion for wearing women's lingerie helped me to establish a more intimate relationship with my mother.I'm a 42-year-old man and I still live at home with my mother. My Father passed away 20 years ago. We live in a suburban bungalow and I have a nice little apartment in the basement. It's not as private as I would like. That's important because four years ago after discovering a number of chat sites where men present themselves in...

A surprise ass fucking in panties

A very curious thing happened to me the other day and I feel I need to share it with you... I have been 'mildly’ crossdressing for over a year now. I say 'mildly' because I am not into full feminization, I just love the feel and look of lace panties when they are hugging a good looking cock, not to mention the taboo. I have taken to wearing stockings too which feel amazing, it's like having your whole lower half caressed persistently. I have thought of wearing a bra but, although I can almost...

Crossdressing

Caught By My Girlfriend

Hitting puberty late in high school had its disadvantages. A slender, almost feminine body and a small dick was not something a lot of women tended to go for, however, I was lucky enough to find Adrian. We hit it off right away, shared many things in common and we couldn’t get enough of each other. She was gorgeous, standing at six feet, she was just as tall as me. Her beautiful crystal blue eyes made me weak at the knees. Things were going great, I would arrange various "date nights" for us...

Crossdressing

My Date with a Crossdresser

A couple of months ago, I was contacted by a crossdresser here at Xhamster. She has asked me not to reveal her identity.We arranged to meet one night at a motel near the Pittsburgh International Airport. I arrived at the agreed time, but when I knocked on her door she told me she wasn't ready yet and asked me to wait half an hour. I agreed.Half an hour later, I returned to her room, but she still wasn't ready. She was apologetic, and asked me if I would rather come back in another half hour, or...

still more crossdressing fantasy

hey again - franny the tranny here looking to share more wanton acts of pantyhose lust with my new foundling - a fetish friend who fufilled my oral desire with gobs of cum all over my face - he had really touched my slut side as i savored his sperm but this satsifaction was short lived as i craved morei am such a pantyhose whore constantly dressing and reaching out to other pantyhose preverts on line - i enjoy making crossdress / encasement vids for posting - a regular addict to exploring my...

Crossdressing at the cinema

I placed an advert on Craigslist as I fancied something new. I'd been crossdressing for a while and had met a few people for fun but wanted to try something a bit more exciting. My advert was looking for someone to meet in public for sex with me dressed in lingerie. A few replies came but the one that caught my eye wanted to meet in an adult cinema in London near city road. I heard of this place and fancied trying it out. We agreed to meet at 11am in a coffee shop nearby and go to the cinema...

The Sexy Secretary Gives at the Office

Working as a tranny escort is my favorite way to earn money and get lots of cock, at the same time. I love to put on sexy panties and show off my body to men, so it is a job I enjoy doing the most. The fact that lots of men really like me and call me back again and again makes me feel wonderful, as well.I have long hair that makes me look like a woman from behind and my breasts are big for a man's and they get played with and sucked on like a woman's. In fact, most of my clients tell me I'm...

Crossdressing

Vanessa s First Date

This is a memoir of my first time meeting a man. I'd been crossdressing for many years. I had many fun nights dressing up and playing with my toys but I wanted something more. I liked to get on the phone with guys and play around. I had my favorite toys to use, especially my eight inch dildo and my butt plug. I really got into my phone sessions, but I felt like I wanted to go further. There was a nice guy who I had been talking to for a while, and I got to know a little better than the average...

Crossdressing

Wife s crossdressing fantasy Part 3

This is a work of fiction. Any resemblance to any person, or incident is strictly coincidental. My Wife's Cross dressing Fantasy 3 Then my wife looked at me and said “Happy anniversary darling.” How did she know the effect this experience would have on me. I was changed forever. It was such a wonderful experience. She deserved that I come up with something just as exciting for her, but what? I thought and thought, but I couldn't think of anything to equal what she did for me on our anniversary....

Crossdressing

My Night at the XXX Video Theatre Part One

It was almost 2 AM when I pulled into the Big Town XXX video theatre in the southeast part of where I live. It was a Saturday and the parking lot was full. I had never been to this particular theatre but it was in the adult theatre chain that I had been visiting for the past two years. Each theatre is different depending usually on the part of town where it is located. Southest part of my city is rough. It is predominately African American. This theatre is in a small run-down strip shopping...

Crossdressing

Motel Fun for College Crossdresser

Before I start the story I want to describe the setting so you get a better idea: it's a highway side motel, very rundown and not very cleanly, not a dump either but not the best place to have a family sleep that's for sure. The layout of the motel is a rectangle. The rooms surround the rectangle's perimeter, in the center there is a pool, a park area, and a parking lot. There is a walkway around the entire inside perimeter of the rectangle and every room has two doors, one facing the exit and...

Crossdressing

Telling Mom I m A Cross Dresser part 18 Missy s Halloween Party

I had enjoyed my week of sex with Thomas and Lemar but in the end it left me sore and used but not like I was complaining. It was now getting close to Halloween and mom and I were making plans to go to a Halloween party a few city blocks away from us. Yeah, sounds kind of boring I know but it was no ordinary party with costumes and drinking alone. It was an orgy for bisexual people. It was only a few days away and Mom and I decided to go costume shopping both online and in the local stores to...

Crossdressing

Wife s Crossdressing Fantasy Part 2

This is a work of fiction. Any resemblance to any person, or incident is strictly coincidental. Since my wife shared her fantasy with me and made me her bitch, our love life has changed. Now I always have something cute and satiny on, whether it is panties under my boy's clothes, or a silk nighty at night in bed. I love being my wife's bitch and I can never go back to who I was before. When our anniversary came around, a month or so after my initiation to dressing up, my wife announced to me...

Crossdressing

Wife s Crossdressing Fantasy

This is a work of fiction. Any resemblance to persons or incidents is coincidental. My adventure began while I was a senior in high school. My mother took me to the dentist. It was late afternoon and shortly after I was called into the examination room the receptionist and assistant went home. The dentist then closed the door of the room we were in. He walked over to me and started making small talk... I guess to make me feel at ease. We talked about many things. He told me I was cute and that...

Crossdressing

First Crossdressing Sex After Marriage With A Mature Guy

Before I bare the details of the night that took me back in time, I should tell you a bit about my past, and my present. Before marriage, I used to cross-dress quite often for tops who enjoyed my slutty alter-ego. I enjoyed being the dressed up slut, begging and hogging on cock. I had shoulder-long hair, pretty slim body, and I used to keep it hairless. Despite all that, in normal life, I looked pretty much like any straight guy. But with the right dresses on, a bit of makeup and lipstick, I...

Gay Male

crossdress in tight flared jeans went out in publi

well i have always crossdress and dressed up in my house but that recently has turned boring. i figure do something more thrilling and excited. i desided to put my tight junior size 9 flared jeans and go in public. I know that if someone saw me i probably ganna get laught at. so i started practicing by wearing the jeans and going outside my house like in the back when it was night. it really felt so good. the tightness on my hips and ass and seeing the sexy flare of the jeans made me feel so...

Crossdressing internet ad part 1

I have been crossdressing for several years mostly at home going to the theaters some and to local bars. I was on my way to the Theater one night and stop at a service station and was being hit on by a couple different guys. I flirted back a little then one guy came up to me at the gas pump and said I would love to eat that pussy. I smiled and said maybe next time. When I got home it got me thinking that maybe I should go on a CD date. I looked on a couple dating and personal sites and one...

crossdresser ashley this my story

hi my name is ashley,I'm 48,and have been crossdrssing since I was 14.its about the time I discover masturbation.when ever I would take a bath or a shower I would take out of the hamper my sister panties and bra sit the and stroke my cock thru the material.often I'd find a pair of pantyhose,and would slip them on.felt so hot wearing them,I even wore them to school.lot times if no one was home I would sneek down to our shop that we had out back where you could not see it.inside I would strech...

Kissing Crossdressing Cousins

For as long as I can remember, I have always been drawn to wearing women's clothing. When I was 4 years old, my mother would take me shopping and I would throw tantrums if my she didn't take me to look at the girls clothes too. I would try on pants but only on one condition: I got to look at the dresses when we were done!When I was 5 years old, I wanted to be Princess Leia for Halloween. My mother thought it was adorable and was more than happy to buy me the costume. The following year, I...

A Tale Of Crossdresser

Hey, this is my first story that I am writing but not definite new to the glorious crossdressing field, Kindly forgive me if there are any mistakes, suggestions are welcomed people who are moving to Bangalore or in Bangalore if they want to my friends or a hook up we a cross dresser can contact me at m First, I don’t have a perfect girl figure but I wanted to be dressed as a girl, do a girl activity from a long time but it didn’t come true. I always used to wear my mom’s clothes like bra &...

Gay Male

olderman and mature crossdresser part 1

It was just a normal friday day so I went to the store to buy some food for the week.I wore a jean mini skirt and pink t-shirt and tan pantyhose with my 3"heels and make up and all. As I made my way down thru the ailse I notice a older tall gray haired slim man following me.Well I gave him a couple bending over shots and eye contact.I made my way to the check out an seen him in other line.I finshed checking out when I got outside to load my bags in my car he was parked next to me.He spoke to me...

Telling Mom I m A Crossdresser Part 17 Seven Days Of Sex Days 1 2

This is a fairly long story but I broke it into two parts so that you can read the first half in one sitting and find your place easier if you want to come back and read some more. Also, I would like to say that this will be the start of a seven day sexcapade for Missy involving two of her past flings. Please enjoy and rate and comment at the bottom. Happy reading!! It was now Monday and mom had to work. I was left home alone and I had already began a 10 day holiday with about 8 days remaining....

Crossdressing

Mom made me a Fluffer

For most of my life I never knew exactly what my mom had done for work, neither did I know who my dad was. As such I just continued with life and thought to myself that I would find out what she did in time.My curiosity first peaked when I was 16, I was looking for my moms purse so I could exchange some of the money I got mowing lawns for people around my neighborhood for different bills. My search eventually leads to her underwear drawer where I do find her stash of extra money so I can change...

Crossdressing

Seduction of Piper

I want to thank Farmgal who's sexiness inspired this erotic and steamy tale. Thank you Farmgal, I enjoyed writing my sexy fantasy of seducing you.Stephanie was attending the check out register at Victoria’s Secrete when an extremely sexy woman strolled into the store. Stephanie’s heart beat faster and her eyes locked on this sexy woman as she sauntered towards the display of the new line of sexy panties and bras. The woman’s eyes locked with Stephanie’s for more than a few seconds. Stephanie’s...

Crossdressing

Telling Mom I m A Crossdresser Part 15 2 Kinky Girls

It had been a week since Mom and I spent the 4 days at the spa and hung out with my old babysitter Laci and for a while it was back into our old routine of working and coming home. Day after day I kept thinking about how her warm wet pussy felt wrapped around my cock while the feel of a sexy thong rubbed against my asshole.I came home one day to find my mom was packing a bag. I asked her what she was doing and she told me that she was going out for the weekend to visit an old friend from high...

Crossdressing

Telling Mom I m A Crossdresser Part 14 Back to the spa and a familiar face

Part 14: Back to the spaI'm sorry this story is a fair bit longer then my usual ones however I didnt want to separate thes and have another story with almost no sex in the first one so soon. Having said that I hope you enjoy my story and please read the whole thing. I promise you will not be dissappointed. I woke up the next morning lying next to mom in her bed. I was wearing a pair of white stockings and a corset and mom had her bra on. After Thomas had left Mom and I spent the night licking...

Crossdressing

Telling Mom I m A Crossdresser part 13 5 Missy Brings Home A Stud

I told Thomas all the details of why I was out this night and he loved the idea. He took one of his Viagra and he led me out of the bar. I felt a little embarrassed at all the cum leaking down but some of the cross dressers were just smiling at me like they were saying “you go gurl!” which made me a little proud.Thomas followed me in his car until we got to my place and I took him by the hand until we got in the door. When I walked in I heard a thumping upstairs and asked Thomas if he would...

Crossdressing

Telling Mom I m A Crossdresser part 13 Missy s Turn

Sorry not much sex in this one but its a lead up to 13.5 and I hope you enjoy both of them. Once mom and I had gotten our car back, we took it out for a spin and I have to say it worked and looked like new. It had everything from a new paint job to new parts in the engine. Now in all honesty, I did have to go back a few times and give Ray a few blowjobs to help pay for them but it was definitely worth it and I didn’t mind sucking his huge cock anyway. Mom helped as well by going over to “visit”...

Crossdressing

Telling Mom I m A Crossdresser Part 12 Tow Truck Driver s Big Score

Sorry it has been so long since my last story. I have been busy with alot of things and I thank you for your patience.Lately, I’ve been working part time at a restaurant to make a little extra cash on the side along with my nights as Missy. I was saving up for a cruise I wanted to go on that I heard was for like minded people such as Missy. When people ask me about what I want to do with the money I am saving I just tell them I am thinking of getting a new car or something, but that’s not the...

Crossdressing

Telling Mom I m A Crossdresser Part 11 Girl time

Part 11It had been a while since my last time as Missy. I had been doing some jobs for people, nothing special mostly working on decks and mowing lawns for neighbors to not only keep up appearances so as to not give to much suspicion of where my money was coming from. This continued for what seemed like 2 weeks before and started to wonder if my fun as Missy had ended.I walked in the door to find mom on the phone. I decided to go to get a drink before I got in the shower to cool off so I got...

Crossdressing

Mike s new girlfriend

It started as a typical Monday really; I waved my wife off to work and then went upstairs for a long bubble bath and shave, as I stood drying myself and rubbing baby lotion into my body my cock started to grow as I got excited about the morning ahead. I quickly put on sweat pants and then raced to the outbuilding at the back of the garden to fulfil my cross-dressing desires. I opened the door to the outbuilding and pulled down the dressing up trunk from the roof rafters, my heart was beating...

Crossdressing

Making Scents of Crossdressing

Making Scents of Crossdressing By Ricky I am a hi-tech person. I work and play with some of the latest computers and electronic equipment, have stereo speakers in every room of the house, and can bore you for hours with torrents of jargon on just about any subject you care to name. When I don my feminine attire I have a fondness for synthetics, those modern wonders of the laboratories of some multinational chemical giant. Who else but those hi-tech wizards could turn a barrel...

Humor

Crossdressing with my Girlfriend and Boyfriend Part 3

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 3 At the rehearsal on Friday night Mrs Cartwright asked me how my mother was getting on with the dresses for the show. "She has just about finished two dresses for me, including the wedding dress," I said. "I'm sure they will be very pretty, she did so well with your costume for Dorothy last time I can't wait to see them," replied Mrs Cartwright. I...

Crossdressing with my Girlfriend and Boyfriend Part 4

Crossdressing with my Girlfriend and Boyfriend By Cindybelle Part 4 Oh no, I thought, I sensed that dizzy feeling coming over me again, there was so much going on in my life I didn't understand, with my mom, with Jason and with Aubrey as well and now Janette was going to tell me about mom and dad and being brave. I sat with my own thoughts for a while and then I noticed we were not driving home. "Where are we...

Girlfriend Ne Crossdresser Bana Diya 8211 Part I

I’m ricky sharma frm delhi and now i am 25 year old. ye meri pelhi story hai agar galti hui ho to plz maaf karna aur mail bejh kar suggetion jarur dena. ye mera real life experience hai… lets start the storyMeri famly me papa-mummy chota bhai aur 2 sal badi sister hai. So story start karta hu apni cd life se. Ye stry aj se 4 sal pelhe se start hui ki kaise mein cd bana. Jab mein 21 ka tha tab meri neha naam ki gf thi. Us ka kadh lagh bagh mere jitna hi hai 5’6. Figure 34 30 32 tha ek dam...

Crossdressing Charlie Episode 2 High Waisted Skirt

CROSSDRESSING CHARLIE Episode 2 HIGH WAISTED SKIRT "Oh Charlie, you're burning up!" said Mom. She took her hand off of his forehead and read the thermometer. She then left the room to get some medicine. Charlie took the thermometer out of his mouth, held it up against the lamp on the bedside locker, grabbed his hot water bottle and placed it on his face. He left it there for a few seconds before he heard approaching footsteps echoing from the hallway. He slipped the hot water...

Crossdressing Charlie Episode 3 Relinquishment

CROSSDRESSING CHARLIE Episode 3 RELINQUISHMENT Charlie stared at the door as if it were a wave of fire rapidly heading toward him. His eyes watered and his hands trembled with shock. His could hear his mother's heels clicking against the shiny wooden floor getting louder and louder as she approached her bedroom door. Then, something electric shocked Charlie's brain which broke him free from his frozen state as adrenaline pumped through his body. He jumped to his feet and turned for...

Crossdressing Charlie Episode 4 Lust

CROSSDRESSING CHARLIE Episode 4 Lust The sky was blue. Yes, just blue, not a cloud to be seen. Every so often a light sliver jet could be seen, trailing white smoke behind it. The sun hung over the city like a warm light bulb, belting its warm rays unto the necks of people within the hustle and bustle of the packed streets. People wore shorts, t-shirts, sunglasses and sun cream, making the most of the rarely seen good weather. The sounds of construction workers banging and drilling...

Crossdressing Charlie Episode 5 Rachel s Date

CROSSDRESSING CHARLIE Episode 5 RACHEL'S DATE Rachel sat in front of her makeup station brushing her hair whilst humming a soft happy tune. She had just dried her hair after getting out of the shower. She was dressed only her in bathrobe as she wasn't in the least bit cold because outside the sun was splitting the rocks and melting the tar on the roads. As soon as she was done brushing her hair into a silky shiny doo she walked over to her chest of drawers and began to put on her...

Crossdressing Charlie Episode 6 The Tennis Uniform

CROSSDRESSING CHARLIE Episode 6 THE TENNIS UNIFORM Since Charlie and Rachel's day of sorrow three weeks ago, much has been altered in their lives. For a brief time they became closer than ever as they shared their feelings with each other. Emotions of pain, jealousy, hurt; anger and betrayal were common occurrences of feeling in their deep immersive conversations. Despite the fact that their mother felt alienated and that she was alone in the universe she still felt a glimmer...

Crossdressing Charlie Episode 8 Family and Nightmares

CROSSDRESSING CHARLIE Episode 8 FAMILY AND NIGHTMARES His eyes opened quickly. The first thing that came into view was his bedroom door. His heart slowed down as he exhaled into his pillow. It was just a dream. He thought. Well of course it was! His eye's swirled about in their sockets like a startled animals as he rolled over onto his back and licked the inside of his mouth. That usual morning taste was in his mouth and he couldn't wait to get his hands on his toothbrush. He...

Crossdressing Charlie Episode 9 Everybody s Crazy

CROSSDRESSING CHARLIE Episode 9 EVERYBODY'S CRAZY "What are we going to do now?" Charlie yelled over the loud rush of passing cars. "I don't know!" cried Rachel, tears streaming down her face. "Well we can't just hang around the streets all night!" shouted Charlie. Rachel didn't say anything back. She continued to walk briskly ahead of Charlie as if she knew where she was going. Dusk was rapidly descending into night and the skyline of the distant city buildings was...

Crossdressing Charlie Episode 10 Prudence Svahnstrom

CROSSDRESSING CHARLIE Episode 10 PRUDENCE SVAHNSTROM The moment that Charlie was told that he would be moving out of his current home he could not help but feel a little sad at first. However, the more he thought about the prospect the more it made him feel hopeful for a brighter future. For so long he had been stuck in a never-ending chasm of darkness and now there was a light at the end of the tunnel. It was something to look forward to, something to root for and above all else a...

Crossdressing Charlie Episode 12 Seventeen

CROSSDRESSING CHARLIE Episode 12 SEVENTEEN It is the 12th June, ten days after the shopping/cinema date and Charlie has not heard from Dave. He sits in the back garden on his deck chair, staring out into the dusk sky as the sun slowly sank down behind the distant housing estate. It is a warm mid-Junes evening and the sky is painted with pinks, reds and oranges across the dark blue canvas. Even the stars were beginning to protrude through the blackest parts of the sky. It is truly...

Telling Mom I m A Crossdresser Part 8 5 Cops and Prostitutes

When morning came, I told mom what had happened the previous night. She had a surprised look on her face and I could tell she was feeling uneasy at the thought of me getting arrested while dressed as Missy as well. We talked for a while and she was glad as well that the police officer was a Missy fan.“We can definitely let him have a free night in exchange for not getting a criminal record.” Mom said as she gave a sigh of relief.We started to talk about the sybian that mom had bought and some...

Crossdressing

Crossdressing Charlie Episode 13 Hide and Seek

CROSSDRESSING CHARLIE Episode 13 HIDE AND SEEK TWO YEARS AGO... Dave watched the raindrops roll down the windowpane and morph into one another before they dripped away. Outside, it was pelting down so hard that it looked like the rain was coming up from beneath. He watched people scurry down the street with umbrellas, newspapers, and briefcases over their heads to protect their precious haircuts. It was dreadful weather. However, he was safely inside a nice warm caf? with a cup of t...

Telling Mom I m A Crossdresser Part 8 Bus Driver s and Cops

My mom and I spent the next few days practicing and exercising with the stripper pole until we felt confident and extremely sexy while doing it, which I have to admit did not take long.One night I came home late from my part time job I had at a local restaurant and took the bus home. I didn't have a car because I hadn’t decided on what car I wanted to get yet and what I could afford. I was sitting at the back of the bus and saw how there wasn’t any other person on the bus besides me and the bus...

Crossdressing

Telling Mom I m A Crossdresser Part 7 5 Amateur Pole Dancers

After our time at the spa, I spent a lot of time in my room trying out all the new sex toys we got from Richard and Monica. They were all exciting in their own ways and I came so much with each one. Some vibrated, some went deep and some felt good stretching my ass wide. The feeling of all the sensations I could get from my new plastic and electric friends were amazing and found myself spending long hours with them. Once I was finished, I had to stop to rest as they had left me completely...

Crossdressing

Telling Mom I m A Crossdresser Part 7 The Spa

I could barely sit for days after Mistress Keri thoroughly tanned my hide and I had to take almost a week off so that I could heal. My mom knew this to and said we should go on a “girls” weekend to a spa for cross dressers and women, she also said that since it was for others like me then I could spend the entire trip as Missy.I loved that idea and hurried upstairs to pack Missy’s bag. I packed the essentials including a mini dress, a few different pairs of bras and panties, a very sexy and...

Crossdressing

Telling Mom I m A Crossdresser Part 6 Missy and Mistress Keri

Up until now, I have enjoyed my time as Missy. My mom had kept me busy with clients and we pulled in a lot of extra income and I was able to experience a lot of different fantasies, However I had not had the chance to try anything involving BDSM, or not yet at least.One day I came home from mowing the lawn for an elderly woman when I walked in the door to find my mother smiling deviously at the kitchen table. I instantly knew that Missy had been hired for another job.I sat down next to my...

Crossdressing

Crossdressing Charlie Vol 1 Episode 1 The School Uniform

CROSSDRESSING CHARLIE Volume One Episode 1 THE SCHOOL UNIFORM The thump of the car door made Charlie open his eyes. The sound of a second door slamming made him sit upright in the bed like a startled squirrel. He listened carefully. The ignition jerked several times before the engine started up. He was still as a statue as he listened to the low rumble of the car reversing out of the driveway. He scurried across the blankets, jumped off the side of the bed and stumbled over a pile...

Telling Mom I m A Crossdresser Part 5 Movie Night and Gangbangs

I had decided to take a few days off from being Missy after Stan and Roger had left and my mom and I were finished with our little girl time. I spent the next few days just continuing with life as normal except for the throbbing pain in my asshole and my cock from the 3 days of constant sex. I couldn’t stop thinking about all the things I had done as Missy and all the kinky fetishes I had experienced since I came out to my mother, but I guess I have her to thank for all my new wonderful clothes...

Crossdressing

Telling Mom I m A Crossdresser Part 4 Repeat Business and Roleplays

When my mom and I had gotten home, I immediately ran into the house to take a shower and change as quick as I could. I re-shaved my entire body and removed my makeup so that I could start from scratch and apply it again.Once I was finished with my makeup, I see a new outfit laid out on my bed. This was a cute nurse outfit with a short tight skirt that barely covered my ass. It was also pink with white stockings and long lace gloves that went up to my shoulders. Finally the top was like satin...

Crossdressing

Telling Mom I m A Crossdresser Part 3 Missy s Weekend

One day while watching T.V, my mother had come in and told me Missy’s services had been requested for the entire weekend and we needed to go shopping. I smiled as we got into the car and went to the store to buy lots more sexy clothing for me to play in.After we had bought all the clothes and makeup needed for the weekend, my mother and I went home so that she could give me the details of what was to happen. She told me that I was to live with a couple this weekend and do everything they say....

Crossdressing

Crossdressing Charlie Vol 1 Episode 15 Crime and Punishment

CROSSDRESSING CHARLIE Episode 15 CRIME AND PUNISHMENT Dave's long, golden hair hung gloriously down over his bosom, and down his back like an unrolled curtain of soft velvet. Covered with an explosive overdose of fake tan, his skin looked radiantly false yet hotly sensual. His face was painted like a dolls and his makeup was over the top and trampy. Like two fluttery butterfly wings, his lashes were thick, dark, and long. His lips appeared plumper as they were coated with neon-pink...

My Girly Fantasy

I wake up and smile, remembering where I am and who I'm with. I'm warm and comfortable, wrapped in your arms as you sleep. I think back to last night, finally showing you my girly side. We've been best friends for ages but I always had a crush on you. Finally, drunk on wine, I decided to do something about it. I came into the living room we share and straddled you; taking off my robe to reveal my soft, smooth and feminine body. Giving myself to you like a present all wrapped up in lingerie. I'm...

Crossdressing

Gang banged at a private club

After yet another hot weekend at my friend Heberto’s house, I was packing up and getting ready to go home when he told me he had something “special" in mind for us next weekend. I begged him to tell me what he had in mind but he refused. So I left. My curiosity was peaked. The week dragged on thinking about all of the possibilities. The anticipation was killing me. Finally Friday arrived and that day at work could not have been any longer. I rushed home and followed my Friday routine of...

Crossdressing

Crossdressing Charlie Vol 1 Episode 16 The Greatest Change

CROSSDRESSING CHARLIE Episode 16 THE GREATEST CHANGE Everything in Charlie's life became slow and dreary after a period of unexpected escalation. Yes, he returned home to his family after nearly being kidnapped by a psychotic blackmailer. However, that did not mean everything would immediately return to normal. There were still a lot of unanswered questions pressing on the minds of those who loved Charlie and he knew they would start asking sooner rather than later. He had prepared...

Mistress Hannah s Pathetic Husband Part 5

I was making progress as a slave but unkown to me, one of my stories helped Mistress Hannah see an opportunity for a particularly fun afternoon and a chance to help an old friend through a rough spot in her marriage. Several months of aerobic classes and feminization had increased my stamina and made me more comfortable when we spent our Sunday evenings out for dinner and as member/patrons at the theater club where I had been displayed on my coming-out evening. The pumping of my boobs and cock...

Crossdressing

Mistress Hannah s Pathetic Husband Part 4

The third and final day of my transformative weekend started poorly. I had aches and pains all over. My neck and back and thigh muscles were sore. I had a little irritation from body hair that was growing back. And of course, my asshole felt all stretched out and very tender. I wondered if it would ever feel tight again. I also wondered what the evening would hold. I couldn't imagine that it would be anything more humiliating and degrading than the previous evenings. I wasn't wearing a buttplug...

Crossdressing

Caught by a neighbour

I've secretly been crossdressing from a young age. In my late teens, around 17, I became more adventurous. maybe because I was enjoying it more. At that age I was very slender, had long dark hair as well has having a naturally smooth and hairless body. My brother and sister were both at uni and my parents would work a lot of the time meaning I was left home alone quite a lot. I would "borrow" my sister's clothes and had actually found in the loft a bag of things she didn't wear any more. As you...

Crossdressing

A Little Crossdressing Fantasy Tale

----- A Little Crossdressing Fantasy Tale ----- It was an ordinary Saturday lunchtime for Edward, he was having lunch at a restaurant with his female friend Lisa. He was a young 24 and she a young 25, their relative closeness in age a result of both meeting at first year of Uni. Their conversation was halted somewhat when Lisa spotted two of her friends, Sarah who was a juvenile 18, and Ellie a more mature 22 year old. "Hey you two!" The two came over to the table where Ed and...

The Slut Within part 2

As I continued on my knees, I felt my little thong riding up my tight little butt. My skirt got in the way of spreading my legs and my tube top and my skin was all sticky with cum. Thankfully, I wouldn’t be wearing any of this much longer. Their watching eyes so aroused my slutty nature. I took off my tube top and skirt leaving my fishnets and six inch heels. I also wore a black thong and bra with the pink mesh that made me feel hot and sexy. I made a conscious effort to shake my hips and moan...

Crossdressing

The Slut Within

I was 22 years old at the time, and I had been crossdressing for a few years. For some reason I could never control my desire to put on women's clothes and prance around my apartment looking all sexy and slutty. Normally I can never decide what specifically to wear as I like to change it up all the time, from wearing latex lingerie to sexy roleplay outfits and beyond. I am 5'9 with a slim build, shaved body and long brown hair and eyes, with a 5 inch clitty cock. I had never had sex with a man...

Crossdressing

Old Friend New Relationship Part 1

Old Friend, New Relationship-Part 1 I met Karen in my divorce support group while I was dealing with my second divorce and she was trying to cope with her first. About the only thing that we had in common was that both our spouses had cheated with good friends of ours. She was a couple years older and very attractive. I remember that she always dressed so well for our group meetings. We both attended regularly for almost a year, in which time several of us formed a sort of loose union. Among...

Crossdressing

Teenage CD Awakening Part I

As a child I lived in a town in the North of England. It was a fairly conservative place, where boys were expected to grow up to be men, and girls to become women. Despite this my mother was a fairly liberal person, and by the time I’d reached the age of 17 the topic of sex had already been raised in our house. Sex between men and women of course, with the aim or perhaps the danger of making babies! This was in 1979. Although my skinny body was still hairless my interest in sex and my desire to...

Crossdressing

Bo Peep and the neighbor

It had been a hot summer and I had no luck finding a job. My parents did not seem to understand that there just weren't that many companies hiring that year due to the economy so they had really been pressuring me to find a job. They all wanted someone with experience but having just graduated high school I had none. I was nearly at my wits end so when I was asked to house sit for my uncle I jumped at the chance. He lived a half an hour out of town in a nice quiet neighborhood and had a nice...

Crossdressing

My Strapon Fantasy

I woke up in the middle of the day and smiled; my girlfriend had gone to work a few hours earlier and promised me a really good time when she got back. I ran upstairs to shower and make sure I was hairless before getting ready for her. I wandered into her room to dress for her arrival. I found a purple sheer thong and matching bra in her underwear draw that would be perfect. I really wanted to wear tights but I didn’t want anything to get in the way later. Luckily, after some digging I found...

Crossdressing

In Wonderland Pt 1

When I was in high school I was always very camp, which was probably why almost all of my friends were girls. This was definitely why I first ended up crossdressing. I was sixteen and round one of my 'girlfriends' house for a few drinks on Halloween before we went to a house party nearby. I never much cared for Halloween, so just came as myself. When I came in they all sighed since I wasn't in a costume, but dropped it fairly quickly. We sat having a few glasses of wine and waiting for the last...

Crossdressing

Mom s Boyfriend

Once mom and dad's divorce was final I moved back in with mom into our house. Dad had purchased a townhouse a few miles down the road. Being 17 and staying with my aunt and uncle had given me the freedom to do and act as I pleased, so I made no bones about telling mom that her son was a crossdresser and enjoyed sex with men. She really didn't say much and pretty much told me that as long as I was happy, she didn't care.One night mom went out to a bar and met a gentleman, who was about 10 years...

Crossdressing

The Ultimate Fantasy

Paul couldn’t walk fast enough. His heart was pounding and he kept checking the time on his iPhone every couple of minutes. It was only a ten minute walk to the hotel but it seemed to Paul that he would never get there. He knew that Marie has something very special planned for him and he couldn’t wait to find out! The day started normally enough. Paul was up before anyone else in the house and had left at his usual time, just after 8am, to catch the bus for work. The day had been busy but not...

Crossdressing

Confessions of a Sex Crazy Crossdresser Part 9

Hi all, hope you enjoy Sandy's adventures. Chapter 17: Viva Las Vegas Peggy and I woke up in each others arms around 5 AM and we made love again. Then at 6AM when we both had to get up we showered and made love again under the water in the shower. We were avoiding the subjects of me leaving for Las Vegas today and her having to be at work at 8:00. I drove Peg to her apartment on the Northwest section of Phoenix and we exchanged phone numbers. I told her I would call her from Las Vegas and...

Crossdressing

Confessions of a Sex Crazy Crossdresser Part 7

Chapter 13: One Hour Photo I checked in at the motel and went to my room. It was a standard motel near the freeway, two levels tall and I was on the lower level in the room farthest from the office and facing away from the freeway. I opened the door and turned on the air conditioner. It was still about 85 degrees and it was after 5:00. After a quick shower, I picked up my voice mails from home and returned a couple of calls for work and then got dressed into some nicer clothes. I knew there...

Crossdressing

Confessions of a Sex Crazy Cross Dresser

The Confessions of a Sex-Crazy Cross Dresser Book I: The incredible first few weeksChapter 1: Panties Thief and the Late Night Swim My name is Sandy. My name is Tony. I know it sounds confusing, but when you are a cross dresser life is always confusing. Just the terminology alone to describe you…crossdresser or cross dresser? Transvestite, tranny, she-male and many other names used to describe people like me can make you confused. I prefer to be called a cross dresser and yes you can call me...

Crossdressing

Becky s Video

I suppose I was the one that first mentioned porn to Nikki. We'd been chatting on a girls' night out and laughed abut how I'd never found any porn in the house. She giggled and said I was bound to find some sooner or later – all men had some, somewhere. A few days later, I'd completely forgotten our drunken conversation and so when Nikki showed up at mine after you'd gone out with your friends, I was surprised when she mentioned it. We'd both had a few glasses of wine at that point and when...

Crossdressing

An Old Friend

Jerri is a close friend whom I have known for a long time. I was on an interview board for her when she joined the volunteer fire department. I was a little skeptical about her joining, especially since her husband seemed to be rather indifferent about it, but was overridden by the rest of the board. As time went on, she proved herself to be one of the top responders and an excellent Emergency Medical Technician. Eventually we became good friends and I even requested her as my lieutenant...

Crossdressing

Webmeets Diary Ch 03

Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible.I'd been using the swingers' site for more than a year but still had not managed to fulfil any of my fantasies of bisexual threesomes. So it was a very...

Crossdressing

Webmeets Diary Ch 01

Note to the reader: In this diary I will tell the true stories of my sexual encounters that have come about thanks to the internet. Some more precise details such as names and places will be left out to protect mine and others privacy, and also because they don't matter, but otherwise I will try to be as accurate and truthful as possible.I was nineteen when I found the site. Like most male nineteen year olds, in fact like most males past the start of puberty, I had sex on the brain a lot,...

Crossdressing

Working It

I’ve needed some repairs and painting done in a bedroom for a long time and decided to get some estimates. I had a water leak in the ceiling, and there was a hole there since it was fixed a month ago. Several professional painters came in and they all wanted $700 or more to do the job. I decided to ask my friends if they knew someone who might do it for less. One of my friends told me about Jim, a young guy going to college, who also has a painting business on the side. She told me that he...

Crossdressing

Loverboy Ricky

It’s been some time since I wrote about my crazy life as a slutty crossdresser so with some free time right now I thought I might tell you about Ricky, one of my early boyfriends when I was a teenager…. Ricky moved into our neighborhood when I was 17 and he was 18 and I had a crush on him right away. He was so damn good looking with dark brown hair, brown eyes and strong athletic body and fantasizing about his cock between my lips made me dizzy every time I saw him. It...

Crossdressing

The very first time with lots more to come

I guess we all remember our “first time”, and in my case the first time I was with a man while dressed was a awesome experience that I still remember vividly, and it happened by accident. I started crossdressing when I was about 14 due to my fascination with sexy women. The first time I slipped into a bra and panties and put on mascara and lipstick I knew I was hooked. I felt all tingly and excited like never before and after that I dressed up as often as I could. My single mom...

Crossdressing

Lisa Lee Xdressing Adventures

I have been crossdressing since I was about 14 and by the time I was 18 or so I was meeting with guys I met online for sex and I loved it! I got married to a hot and sexy lady when I was 23 and I thought that might take care of my tranny urges but in reality it only made it worse. I now have to go long periods between playing dress up and it’s often all I can think of so when I do have the opportunity I tend to get pretty wild, like I did a few weeks ago…. My wife went...

Crossdressing

indian crossdresser

hiiiiiiiiii every one here's kiran from india ,punjab first of all its not a fictitous story ,it is a real part of my life my actual name is rahul and me a guy now of 20 yrs old. so lets start frm my age of 12 yrs............................... me frm starting was very likely to kiddish me always remain at home .not to go any where else than in my street. in mid of june when our holidays were going on my parents were with at home ,i asked them about there relationship .they bit were not happy...

Crossdressing

Doing the landlord Do It In Mexico 2

...........I got home from my first day gone public fully dressed as a lady. It was late in the afternoon, I filled my bathtub with warm water , put in scented bathoil in it , laid in there for an hour and 20 min. Thinking of that day in town , when I was getting fucked by FRANKLIN . Just thinking of that whole scenerio made me horny . I started slightly fingering my asshole, but that could not compare to the hard cock FRANKLIN drove inside me with such TLC. My cock was so...

Crossdressing

Friday Night Maid 1

Friday Night Maid - By: Diane Leonard I am a Friday night maid. After a week of hard work, I relax by dressing up in a sexy maids outfit and serving, pleasing and pleasuring my wife. While she is out dancing with her friends, I am dressed up as a Friday uniform waiting for my wife to return home. She doesn't like my fetish, but this agreement, once a week seems to work for us. But this last week was to be totally different. It started out like any other Friday night session. I got home from...

Crossdressing

First Time In 19 years

I met my wife in 1989 and we were married 2 years later. Since the day I met her,I gave up my sexual encounters with men and focused on her. We have a great relationship and a beautiful daughter who is on her way to college. Two weeks ago my wife went away on a business trip to San Diego and my daughter went to Arizona to spend time with the grandparents before she left for school. I never gave up my passion for lingerie and kept most of my things from early on and still bought new ones to...

Crossdressing

The Young Crossdresser Part 3

So the next night arrives and once again I find myself dressing up to head back to mom and dad's porn store to see if my lover from last night might be there. We had scheduled to be there around 8:00pm. I arrive in my car,check myself in the mirror and go inside. I see him instantly standing in the front looking at magizines and walk over to him and say hi. He smiles and looks me up and down and tells me I look hot tonight. He asks me if we could go back to my place since my folks were still...

Crossdressing

The Young Crossdresser Part 2

So after my little adventure at mom and dad's bookstore,the next couple of years were uneventful. I did have sex a couple of times with Phylis,the older lady that was part of mom and dad's swinger group. I knew that I was wanting something more,something was still missing and I kept thinking back to how the guy's cock felt as it spewed cum into my panty covered ass. Now I was 15 and one weekend my parents went away with some friends and I knew that this would be the perfect oppurtunity to...

Crossdressing

My Story

This is my story in a short form of how I became me a 22 year old black gay crossdresser. I've always had gay tendasies from as long as I can remember but at age 17 I met a guy who house I use to walk by after school and we would chat, after a while I told him about me and he said he always thought I would make a cute girl, now he was white and a bit older than me at 30. After a couple weeks he talked me into comming in his place said he had a present for me, well what it was several girl...

Crossdressing

First Time Out

This is a true story about my first time I went out dressed at a club I had been in the closet for years and up until this point only a few people had ever seen me dressed my freind Bill and some guys I went to an adult book store. I had been dressing for Bill alot in mine and his apartment but I had this erge to go out clubbing dressed I had asked Bill several times but it seemed he enjoyed just what we were doing in our apartments but I needed more so I decided to do it without him, I made...

Crossdressing

Mack and Me

I am a 36yr old black crossdresser who only came out the closet about four years ago going to cd bars and clubs to dance and so forth but this is about a dream I had reasonly about a guy I've been chatting with online, now we never have met yet but I do know its just a matter of time anyway here is my dream. I was out for a night of fun in one of my regular clubs dressed for the kill in a short red pleated skirt red top and four inch open toe shoes, I was having a drink with one of my regular...

Crossdressing

A great experience as a crossdresser

I was born and grew up for the first 27 years in England. Ever since I was 16 years old I have always had an infatuation with sexy ladies lingerie.I used to dress up in my mothers and older sisters lingerie and get very turned on and wank myself off while dressed up. I am now 53 years old and still tremendously enjoy the thrills of dressing up and wearing sexy lingerie.One of my early experiences was when I was 18 going on 19. I had been to a thrift store and purchased several items of ladies...

Crossdressing

Wet crossdressing fiesta M M

Heading back through Texas I stopped off at the same porno shop in San Antonio, only this time I made sure to get myself a hotel room, because I already knew at that time I was going to get a man that night. I was in the mind set to please. Rubbing my cock all the way there until I got to the hotel room having it set up for wet sex. This time as well I remembered to shave my legs, dick and basically my entire body that seemed manly before I went I made sure before I left my mother’s house to...

Crossdressing

Crossdress boy s ultimate romp

He was in his late 20s.. I'm in my late teens. the thought of meeting him really didn’t come across my mind. however I was won over by his passion and sincerity and he doesn’t even mind if I didn’t shave my legs! wow! we arranged to meet at the car park near my place, he asked me to wait for him and he'll reach in about 45mins. I went straight to my aunts drawer, looking for my favourite pieces of lingerie.. I chose to wear a black lace t-back panty... a black padded bra.. and a pair of...

Crossdressing

Crossdresser ke saath maza

Hello frnds.How is everybody.I recently got another hot encounter in July 2008.It happend at my sis home.Both my sis and her husband work for an MNC.They had recently employed a new maid.They were supposed to go to Pune for some seminar from their company.Since this new maid is new in town and has nowhere to go so my sis said me to stay at her at home so that maid will not face any difficulty.i said ok.I understood the problem and said ok for the proposal.So i reached her home on the day on the...

Incest

Porn Trends