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Crossdress Sex 8211 Mami Fucks Using Strapon

Hi my name is Sunil(although I call myself Sunita). I 29 and I am a beautiful crossdresser with very nice body. I own three beauty parlor in Delhi, and I am always dressed as a girl. I go out wearing woman clothing and no one can say that I am a boy. Now coming to the story, it happened 10 years ago. I was 19 then. I was bottom crossdresser then also and had sex with many top guys until then. I was fair and my body was very girly. I had a round bubbly ass although my boobs weren’t developed...

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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...

Crossdress swaps clothes and gets assfucked in pub

A few years ago I was on a weekend trip to Brussels and Amsterdam with some friends, and found out a girl I knew from Ukraine was now living in Lille, not so far away, so I decided to make a quick trip to see her the evening before we were due to fly home. I caught the train from Brussels to Lille and she and her boyfriend picked me up at the station. She was a short, curvy blonde, with equally large breasts and ass. She loved wearing sexy outfits which showed them off. This evening she was...

Crossdress Rendevous

I had to be out of town for a few of days for a demonstration an I knew there was a alternate lifestyle club located there and so I decided to take along with me a white silk dress, bra and panties and white hose and a pair of white stiletto heels. I didn't tell Carmen that I was hoping to connect with another man for sex, me dressed as a crossdresser in my outfit. I had finished early with the demonstration and went back to my motel and quietly changed into my white outfit. I left the motel...

Crossdress Sex With My Driver

Hi my name is Sunil(although I preferred to be called as Sunita). I 29 and I am a beautiful cross dresser with very nice body. I own three beauty parlor in Delhi, and most of the times I am dressed as a girl. I go out wearing woman clothing and no one can say that I am a boy. Now coming to the story, one day my old driver called me saying he is sick and so he is sending his son to do the duty for a couple of days. That day I was dressed in a pink tight salwar kamiz, when the door bell rang. I...

Gay Male

Crossdress fuck

One day while at university I went to the toilet. There was some one in the next cubicle. I could see a shadow under the partition. It was moving back and fort very fast. Was he wanking? I started to feel horny thinking about it. As a cross-dresser i was wearing a satin night-dress under my clothes. I decided to get brave. I stood on the toilet and looked over the thin wall. Oh god ya, he was masturbating hard. I pleasured my self as I witness something new & exiting. Then I let out an...

Crossdress

Things had changed greatly since the children had grown. She had become more accustomed to his peculiarities and understood him better. Things which formerly disturbed her she now accepted. He too was more understanding and patient. Thus, when she returned from shopping he did not begin by asking how much she had spent. Instead he asked what she bought and listened with genuine interest when she told him of the dress and shoes which she got and how she decided to get a hand bag to...

Crossdress Fun

We have all had those experiences of meeting someone on-line and chatting and things really get hot and exciting and then the huge let down when the person leaves you hanging with a hard-on or even worse when the time comes to meet they don’t show.Well this story is one with a happy ending.I met Paul (not his real name), on line and we chatted for ages. He was from a town about an hour away so on-line chatting was really our only safe way of communicating. When he found out I was into...

Crossdresser porn story 1

Ray Hirsch sat at a desk filling out form after form. It was amazing, the information that an employer required before you could start working at a new job: health insurance forms, Social Security, etc., and etc. He was now filling out a questionnaire on his background which would be used to conduct a security investigation, since his work might involve working on classified government projects. He stopped for a minute at the question: List any aliases you have used. “I wonder if I should...

Crossdressed in public

hi ppl i m rohit….i m 16 yrs old and i live in delhi…i love to crossdress when i m all alone. i hv been doing this sicne i was 13 yrs old.i used to wear my mom’s clothes n gaze myself at mirror. though i was not a gay but i wanted to try gay sex once by turning to a women. it was in d month of june when my parents had to go to noida for some work and i was left all alone at home for a week. one evening i thought i should try crossdressing and go out to enjoy in public n tease some ppl.i...

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Crossdressing With My Mami

Hii, mere naam ankit hai. Main mumbai ka rahnewala hoo. Yeh kahani meri or meri mami ki hai jab hum sath me crossdressing kiya karte hai. Meri mami ma naam sabita hai. Unki lambai 5ft or woh thodi moti type ki hai. Unka koi baby nhi. Lekin fashion ke mamlo me save age rahti hai. Jab mai 10std me padta tha tab meri mami or mama culcutta se mumbai aaye. Yaha aane ki unki ek hee wajah thi paisa. Mujhe pahle se hee porn video dekhna achcha lagta tha. Mujhe femdom, bdsm, bondage jaisi porn bahut...

Crossdressing for sex

The act of crossdressing for sex is incredibly arousing. It gets me in the mood for the debauchery to come and allows me to come Brooke the cock loving whore. Even having been dressing for over twenty years, I still look forward to it. Adding to the experience I like to dress while my lover waits in another room. I want them to sit there thinking about what I am doing, what I’m putting on, what I will look like when I enter the room. I want their imagination to flow, and I want their cock...

Crossdresser for mature couple

I am a bi crossdresser....love some pussy or cock. I registered on an fabswingers looking for a meeting with similar people.I was actively looking for an older couple to have some fun with. To cut a long story short, I finally got talking to a guy called Bill. He and his wife could entertain a gurl like me for a fun filled evening, if I was game. We both had a list of dos and donts for the night and we went over a few ground rules etc.I was to be their maid and waitress for the evening. They...

crossdresser s 1st time

hi, im new to this. this happened about 3 years ago now.I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from this simple thought I became massively aroused and started trying on her underwear, make up, and even a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.I thought enough...

Crossdresser Got Caught By The Neighbor

Hello readers, my name is Rajesh, a 24-year-old guy who likes to dress like a girl. I am in Australia now. This story will tell you how a crossdresser got caught by a neighbor and had to do whatever the neighbor ordered. His name is Roy (name changed), he is 6’1 height with a well-built body, and he is in his late 50’s. I recently had to move to another unit as my old unit’s lease got finished. On a Friday morning, I was leaving for my office. I saw an old man (who lives in the next door unit)...

Gay Male

Crossdresser Turns Gay To Seduce His Tailor

Hi all! I am a family man with a loving wife, but she doesn’t know about my crossdressing. It just so happened that she had gone to her mother’s place during her pregnancy, and I got ample time for my crossdressing. I did all of my shopping on Myntra and bought myself some nice soft satin sarees, dresses, gowns, tops, high-heel shoes, a makeup kit, perfumes, and loads of bras. I was waiting for the delivery like a curious kid waits for their birthday gifts. Finally, the day arrived and the...

Gay Male

Crossdressing Domina gets a new slave

I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained.I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager to be trained under my heels. The first time I saw him I had brief fantasies of my hands and mouth exploring every inch of his petite and...

Crossdressing

Crossdressing Vignettes True Story

I went through a period in the '80s and '90s when I was very much into crossdressing and being a bottom. I didn't write these events down at the time, but I wish I had. As the events come to memory, I'll write and post them. Here's one such story:In the '90s, I was married, and my wife didn't (as far as I knew, anyway) know about my bi or crossdressing interests. I loved her very much, but I had these other desires I never shared with her. I kept a small bag of lingerie, condoms, and lube...

Crossdressers Rush

If you have a fixed aversion to cross-dressing sissies, you may wish to go elsewhere. However, my story isn’t about that, although it provides the protagonist vehicle. It’s about control… self-control, losing control, being controlled and everything out of control. I hope you enjoy my style ….. p.s. If my humble contribution offends or annoys any readers, I sincerely apologize. My intent was merely to provide a brief moment of stimulating entertainment. Comment and ask for the saga...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes 8

I arrived at my step dad's place and paid the cab driver, plus tips. My body was shaking with nervousness and found myself in doubt if I should do this. I got in the elevator and pressed ‘4’. I held my bottle of ‘Pink’ firmly in my hands and the elevator stopped and opened.I walked down the hallway to Steve's front door. Breathe in and breathe out. I rang the doorbell and I was just gonna tell him that ‘It is me, Brian’. But then, the thought of me sucking his cock and everything that happened...

crossdresser violation

My house is a small two-bedroom cottage with a study, lounge and combined kitchen-dining room. My bedroom has an ensuite. It is located in a quiet cul-de-sac in a quiet neighbourhood where everyone keeps to themselves. It is perfect for me. Perfect because I am single (due to a messy divorce where she got everything except the debts), perfect because I work odd hours, and prefect because I like my privacy; oh, and also perfect because I am a closet transvestite. Like most...

Crossdresser in Love

I woke up with my hands bound, my mouth gagged, and my ass plugged. The bed I was on was comfortable enough. This was just a reminder that these parts of my body were no longer mine to do with as I pleased. For tonight would be my wedding night. For months we had planned things out. Picking out a dress, a place for the ceremony, all the things that brides do with their future husbands. But for me, it also included a regimen of hormones to complete my becoming as feminine as can be for my man. I...

Crossdressing

Crossdresser wanting some dick on the road

I`ve been crossdressing since I was 20 years old.One of my favorite things to do is get all dressed up in womens clothes and drive around on the open road.Several years ago I was mad at my ex wife for doing some stupid shit with our checking account and we were split up for some well needed cooling off time.The more I got to thinking about her stupidity the more I got to smoking some pot and drinking a few mixed drinks to get the crap off my mind.I got pretty stoned and decided to get dolled...

Crossdresser and I at Costco

I went to Costco over the weekend with my friends girlfriend. She went off shopping, and I went off to get a few things. I walked down some random isle, and saw a girl leaning down. I snuck a peek at her butt and saw a little bit of a thong showing over the top of her shorts. She was wearing a blue hoody. I looked up and saw that she had really short brown hair. I tried to see her face, when she stood up. A box fell from her hands and onto the floor. Being the nice guy that I am, I picked it up...

Crossdressing

Crossdressing Hooker and the Creampie

I've always had a feminine body, slim but some female curves so I've been able to pull of being woman in public a few times already. I started by placing an ad in the local erotic escort guide with some of my best pictures and immediately got replies from interested men. I decided to call one of them who wanted to bring a buddy and we set a date at a local hotel for 8 pm. I wanted to look amazing for the first time so I started by shaving and making sure I had no body hair...

Crossdressing Karte Hue Pakad Liya

Hello indian sex stories dot net friends , my name is preeti(fake name) age 20. Ye baat kafi purani hai lagbhag 3 saal pehle ki . Mai ek part time crossdresser tha aur mujhe meri chachi bahut pasand thi aur hain . To mai jab vo aur ya koi b ghar pe nahi hota tha to mai unke room mai jake unke innerwear pehnta tha . Aur jaise ki mujhe bondage bahut pasand hai to chachi ke kapde pehnke self bondage karta tha jab ghar pe koi ni hota tha . Isi tarah ek din ghar pe koi ni tha aur mai chachi k room...

Crossdressing Charlie Episode 11 Under His Thumb

CROSSDRESSING CHARLIE Episode 11 UNDER HIS THUMB Prue watched him get into the car from the top of the steps. Dave, who was still standing outside of his car, stared at Prue maliciously. She returned the gesture, glaring intently with apprehension before watching him swing into the car. Dave was quieter than usual as he settled himself at the wheel. He looked unnerved, doubtful, and even a little irritated. He turned the key in the ignition and the engine revved up like a vicious...

Crossdresser and I at Costco

I went to Costco over the weekend with my friends girlfriend. She went off shopping, and I went off to get a few things. I walked down some random isle, and saw a girl leaning down. I snuck a peek at her butt and saw a little bit of a thong showing over the top of her shorts. She was wearing a blue hoody. I looked up and saw that she had really short brown hair. I tried to see her face, when she stood up. A box fell from her hands and onto the floor. Being the nice guy that I am, I picked it up...

Crossdresser to Trans Escort Part 3

This is a continuation of my Crossdresser to Trans Escort series.After my first fuck for money with the restaurant owner, things escalated. I arrived at work the next morning wearing a pair of black trousers, black blouse and flat ballet shoes. The owner called me into the back office before we opened up for the customers. He was sitting behind his desk wearing a tight black t-shirt which showed off his tanned skin and bulging muscles. 'I really enjoyed our transaction last night' he grinned,...

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

crossdressers first time with a guy

hi, im new to this. this happened about 3 years ago now.I had started off the night being at my ex gfs house looking at her sexy underwear thinking how it would feel etc. so, having just started a new job I felt it was time to relax a little while she was out working (from 10pm til 6am). from this simple thought I became massively aroused and started trying on her underwear, make up, and even a wig that was in the apartment. soon enough, I was looking like a slutty crossdresser.I thought enough...

Crossdresser s Rough Sex

To start things off there is something you need to understand. I am bi sexual, but when I am with a guy I am a submissive bottom. I love to pleasure other guys. That's how this experience came about.I was out for a drink with a girlfriend, catching up on the latest gossip when a voice whispered in my ear"I can see your knickers."I spun round and saw a moun5ain of a man, he looked like a chubby lumberjack, all man and really butch. I blushed and panic as no one knew I was wearing panties or...

Crossdressed In best friends mom clothes 3

I woke up the next morning alone in bed. I didn't had a clue what time it was. But my head felt somewhat sore. I can only remember climps of what happened last night. I then realized that i was still in her lingerie, and that the door stood open to the bedroom. As i laid there, i could hear a radio going in the background. “Good Morning!. The time is now 10:30 and your listening to Radio Morning Tunes” Then Queen with bohemian rhapsody started playing. I then heard Margret started singing, and...

Crossdressed And Became A Complete Girl

Hello everyone..I’m harsh aka ayesha..I’m a regular reader of Indian sex stories and always search for stories of gay crossdressers.Before starting my first real life gay experience let me introduce myself..I’m a 24-year-old boy who wants to be treated like a teenage girl..Wants to be pampered.Wanna be treated as a wife for my man at home.His girlfriend when we are outside and as his slut when we are in bed.. I come from ranchi..I am slim, fair and height 5’8″..I m very curious about sex.I...

Crossdressing Domina gets a new slave

I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained. I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager to be trained under my heels. The first time I saw him I had brief fantasies of my hands and mouth exploring every inch of his petite and...

Crossdressing at the truck stop

Hello this is my first story I really hope you enjoy it I am a crossdressing truck driver and with my job I have a lot of time to enjoy dressing up in my truck. One night I was all dressed up in one of my sexy outfits watching some porn and thinking about trying to find a nice hard cock to suck. So I put an ad on Craigslist and got a few but none of them wanted to come to me then I got a message from a guy, he said that he was a driver and was at the truck stop. I ask him what he wanted to do...

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...

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...

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...

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...

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...

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...

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...

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...

Crossdressing Vignettes 2 True Story

This is from the early 1990s, when I was in the occasional habit of crossdressing in lingerie and bottoming. I don't do that any more for several reasons, mainly because at my age I just don't have the body for it any more. About 20 miles from where my wife and I lived, on the outskirts of one of America's largest cities, there was an unofficial red light district. It was basically a very poor little village that had opened its boundaries to adult businesses in order to attract some kind of tax...

Crossdressing in Highschool but oddly enough my friends are alright with it

Never in your life, you thought you will be entering my school walk-in crossdressing as a girl. If you told yourself this two years ago you will be laughing at your face. But here you are swallowing your guts down into your stomach and pray to God that today is the day you die. Facing the high school doors that separate you from the inevitable humiliation. You close my eyes and push the doors open, immediately multiple eyes lock onto you. Freeze Frame Record Scratch. Let's go back all the way...

Transsexual

Crossdressing at grandmas Part 1

100% fiction! My brother & i boarded the train bound for grandma's. During the 3 hour journey we had plenty of time to talk about the good old days when we would get into trouble chasing her chickens & how she would bake for us. She was very lonley these days & had asked for us to pay her a visit. After getting off the train we made the short walk to her house. Grandma was delighted to see us & as usual had baked plenty for us. She was very elegantly dressed in blue satin blouse,black skirt &...

Incest

Corvino s Defense of Homosexuality

Corvino's Defense of Homosexuality By Cal Y. Pygia Note: While it is true that not all transvestites are gay, many profess to be. In any case, this essay is likely to be of interest to many, regardless of their sexual orientation, and to members of the wider gay, lesbian, bisexual, and transgender community, many of whom have gay, lesbian, bisexual, and/or transgender friends themselves. In his essay, "Why Shouldn't Tommy and Jim Have Sex?," which appears in Contemporary Moral...

Crossdressers first gay encounters

I had met Steve thru a gay dating site, we exchanged messages over a few weeks and then finally agreed to meet. I was very nervous on the way over to Steve's for two reasons. One was it was going to be my first gay encounter. The Second reason, and one i had only agreed to after Steve's insistence, was that i was going completely cross-dressed. I'd gotten dressed at home as Steve wanted. Putting on a satin and lace garter belt which i attached to lace top suspender stockings, then a lace bra...

crossdressers first blowjob

had been a private cd for years and along with that secret I always wanted to give head .. but always to nervous . I used to be a long distance hgv driver and park up at night it what I call , naughty laybys . we all know the sort . did see quite a few things going on in them . especially single men turning up with hard cocks wanting some fun . most nights I would get dressed up and climb out and walk up and down and seeing if anyone saw me , then quickly run back to the lorry and hide . it was...

crossdressers first time

i first started to wear tights when i was 18,i was shocked when i first realised i loved tight panties and sheer tights. i was staying with my friends mother who was 65 at the time,she wore the sexiest lingerie i had ever seen,especially on a woman that age,but i felt drawn to the sheer stockings. the next day i was taking a bath when i noticed them on the wash basket,i had an urge to wear them,i was very shocked by this desire but had to!i slipped them on taking care not to rip them,they were...

Brazilian Transsexuals

This morning, somebody sent me a link and told me it was a good place to find Brazilian transsexuals. I guess my head was still a little bit fuzzy from last night’s binge on Viagra and hookers, so I immediately wanted to know, “How many is a Brazilian?” I understood my mistake as soon as I loaded up the front page of the aptly named Brazilian-Transsexuals. Oh, right! A Brazilian!So, how many is a Brazilian? Well, the digits at the top of the landing page at Brazilian-Transsexuals.com puts the...

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Crossdresser Ke Saath Sex

Hi mera naam samir he me gujrat se hu ye meri pehli story he aur sacchi bhi Me ek simpsl sa man hu 30 saal avrege body Abme apni story par aata hu ek din ki baat he me kaam ke silsile me mumbai gaya tha kaam ek week ka tha me friday ko subha me vahan pohuncha usi din sham ko kaam khatam karke hotel me lot raha tha to mujhe tren me ek lady mili me normal hi tha jese aur log normal safar karte he Wo mujhe dekhe jarahi thi shyad wo mujhe pehchan gai thi me mumbai ka nahi hu thodi derme wo mwre...

Le Cirque du Sexe

Le Cirque du Sexe Max and Martine left the hotel in the Bastille and headed for the Metro. Max clutched the copy of Pariscope they had bought earlier to check out some things to do. Coming across a page devoted to real live sex acts Max had asked Martine if she were interested. “Yeah, why not,” she had said. "Something different.” Neither of them had been to a show like that before and they were tired of the cultural trail, Notre Dame, the Louvre, Montmartre and Sacre Coeur, les Bateaux...

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Crossdresser Stories 8211 Assfucking in panties

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 imagine how amazing it would feel, I don’t think men look...

crossdresser confession part 1

I really loved my wife; she was the most beautiful creature I have ever known. Tall, brunette and the longest legs you have ever seen. Myrtle's beautiful face is framed by her gorgeous brown hair. She was about 5'8" and had a great ass. Her curves were soft and very feminine, not a big chest but nice and perky tits I loved to play with.She would drive me crazy when she donned a pair of pantyhose and heels with a short skirt. She didn't know it, but she would not have been able to keep my hands...

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Crossdresser Business Trip to South India

Sheila Boy Mon, Jun 3, 11:09 AM to meHi All.Guess you all know i am a bisexual guy and i love to crossdress whenever i get a chance and i am alone.Well as it happened I was on a work trip to chennai and bangalore some time back. It was not a planned one and my boss told me in the night that i had to go and all arrangements have been made. I reached by the afternoon flight, took a cab and checked into the hotel booked by the office. After completing all this and...

Crossdresser gets more than she bargained for

My story is like many I have read on here and which I only fantasised about, till now. This story is all true, I thought about embellishing it to make it sexier but thought I’d let you know what happened just as it did. A short history of me and dressing up first.I have been crossdressing for as long as I can remember, from sneaking a pair of my sisters panties, to even sneaking into the gardens of my parents neighbours and pinching underwear from washing lines. In my late teens when I found...

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...

Le Cirque du Sexe

Le Cirque du Sexe Max and Martine left the hotel in the Bastille and headed for the Metro. Max clutched the copy of Pariscope they had bought earlier to check out some things to do. Coming across a page devoted to real live sex acts Max had asked Martine if she were interested. “Yeah, why not,” she had said. ‘Something different.” Neither of them had been to a show like that before and they were tired of the cultural trail, Notre Dame, the Louvre, Montmartre and Sacre Coeur, les Bateaux...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes Part

I couldn't believe that he was going to be my new neighbour. What was I going to tell Roxy? I really wanted a key for the gym, but I didn't know if I should call him? Now that I knew it was him, I sat down at the dinner table, and looked through the notebook. And sure enough, there it stood in writing...Jan Martin, is the handyman of the building. He will also provide the keys necessary for the gym and washing room. He needs to know your personal information if you need those. So give him a...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes Part

I got back to Peter's apartment, but no sign of Roxy. I sat down in the sofa, And there on the table in front of me was a folded note with 2 joints pre-rolled. I picked up the note and unfolded it. I read it...‘I’m sorry. Working late. But I have been thinking of you all day. I really enjoyed sucking that tiny clitty yesterday. I bought you a small present, it's in the bedroom. I'll be home around 22:00. Cya’I lit a joint and walked into the bedroom. The bed was neatly done with all light pink...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes 11

As I had fallen asleep - I started dreaming......I was licking Roxy’s pussy again.“You’re such a good pussy licker!” and I kept going. She stopped me and pushed me onto my back. “Now I’m gonna suck your pussy, Caroline!”I tensed up and was scared. She was sitting on my stockinged legs and grabbed my skirt and pulled it up. I only had on some pink panties. And in the dream, I had a huge cock. Her face looked shocked and was stunned.“I'm so sorry, Roxy. I meant to tell you that I’m a guy!” The...

Crossdressed In best friends mom clothes 10

I was totally exhausted after that good fucking. He passed the joint...“I can't believe I just fucked you! I never imagined that you so good-looking as a girl! Mmmm, fuck, Caroline!”I passed the joint back to him. “I'm glad you took it like that! But I guess I relaxed a bit after seeing you being so crazy about my feet. I liked the attention. He-he!”He smoked some more. “I don’t just like them...they’re the best girl’s feet I’ve seen in pantyhose ever! I love you in pantyhose, Caroline!”I...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes 9

I cleaned myself in my behind and there was still cum oozing out of my pussy. Wow, dad had cummed a lot inside of me. I soaped my whole body after I was done cleaning my hole.It was a really nice shower my dad had - all glass walls, with a huge window view over the city, and as it was in the middle of the night, it was real pretty. Even peaceful.I grabbed a towel and dried myself off, and just put the towel around over my tits, and it went down over my butt-cheeks. I walked out into the living...

Crossdressed In Best Friend rsquo s Mom rsquo s Clothes 7

I got out of bed and went to the kitchen to make a cup of coffee. And as I did that, I saw a note on the kitchen table...Good Morning, Darling. Mommy had to go early this morning. I wanted to let you know that you don't need to take those drops anymore, for now. And your father called. He asked if he could talk to you. But you were asleep. Please call him back. Cya soon. Kisses from mom.I picked up the phone and rang him up, and sat down with my coffee.“Hello, this is Steve!”“Hi Steve, it’s...

Crossdressed In best friends mom clothes 6

I woke up the next day pretty late again. My head was sore. But other then that i was fine. I walked passed Nico room and his stuff was already gone. I continued into the kitchen, were i see mom. I ran over and hugged her. “Hi sweety. How you been?” I sat down at the table. And Margret came with a cup of coffee. “Thanks. I've been a good girl mommy” “So you have? I drove my boy to the bus station this morning. But before that i see you sleeping in your own bed fully clothed as Caroline” I...

Crossdressed In best friends mom clothes 5

I heard him put the stuff back and closed the door to my bedroom. He took his clothes off and went to bed right next to me. I was still fully clothed. Course i still had my pantyhose on and the flatten corset. “Good night Brian. Again im sorry” He turned away from me and fall asleep. I think i only slept an hour, and then i woke up. I couldn't really sleep because i still was drunk and felt dizzy. But I was so fucking horny after what happened with me and Nico. He was full on snoring right...

Crossdressed In best friends mom clothes 4

The next morning i got woken by Margret Who opened my mouth and gave me my drops. “Rise and shine Caroline. I put a pair of black nylon pantyhose on the bed. Can't have you walking in dirty cum stained hose” I took my old pantyhose of. And slide my legs in some black nylon pantyhose with flower lace kinda pattern. Oh my god those pantyhose woke me up right away. The felt so good on my feet and all the way up my belly button. I was still in my fluffy dotted skirt from last night. And all the...

Crossdressed In best friends mom clothes 2

First Time“Phew that was a close one” And we both laughed, though it all felt a bit awkward. I just tasted my best friends dick. I'm sure it was a mistake, just 2 boys that got carried away. He put on some music. Then his mom called him. “Nico. Someone on the phone for you” He got up and left the room. I sat there in his little sofa. Feeling the stockings and the panties against my skin. Mmmm it felt so nice. A few minutes later he came back. “So listen up. I just got offered to come down and...

Crossdressed In best friends mom clothes 1

Since an early age i started wearing pantyhose. Remember one time when i was around 7 and it was cold outside. Then my mom gave me a pair of black opaque pantyhose on, to keep me warm under my winter clothes. Since that time i've been in love with pantyhose. I had a couple of different once hid under my bed. Some nylons some stockings and lots of pantyhose. As i grew up, i had a really good friend. His name is Nico. And we were together everyday after school listening to music and watching...

Crossdressed Pigslut Takes a Cottage Assault

my sexual deviance is based largely around the high heel... of course with the females who wear them but also the nastiness i can get up to when wearing them myself..i wont meet anybody for sex unless i'm wearing a pair of fuckme heels which are of a certain standard , the idea of wearing just stockings revolts me , as does wearing a pair of heels that i deem un-sexy. the next obvious step up from wearing heels and lingerie and little black dresses is to be presented to somebody else who...

Crossdressed In Kerala Part 8211 4

After the last session in saree the next session continued in a sexy hot black t-shirt Ahmed explored me like a deep sea researcher and found a lot of-of new things for me to enjoy and it lasted for 5days and we were very happy and we returned to our respective places , but both of us wanted each other very badly , so we were looking for the right time ,so it came as a surprise Jagan said me that he has invited Ahmed for Saturday night dinner and he asked me to look like a very beautiful woman...

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Crossdressed In Kerala Part 8211 3

As everyone knows me I was in a serious relationship with jagan who was my love and life, after the previous incident we had many hot sessions in coorg,munnar,ooty,kodaikanal etc., and bcoz of getting his hot cum inside me every time I became more fat my hip size increased from 34 to 38, so jagan started to avoid me I has gained some weight from 80 to 88kgs , so I felt very sad started to go to gym and I took personal training, there I met one of the jagans friend Ahmed who was a foreigner from...

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Crossdressed bondage

She was proud of her position. Headmistress of the Finishing School for TGirls. So many beautiful shemale girls had left her careful administration and gone on to happy lives, or sometimes porn careers. Sometimes they had been bought outright to be used as sex slaves, but always they had gone in the best possible way.She smiled as she looked down at the latest batch. The youngest were 18 and they were often brought in by rich families that didn't know what to do with their very effeminate boys...

Crossdressed and 2 salesmen come by

Imagine your expecting a salesman to drop by at noon to show you some samples of wallpaper-You start your shower at 8 AM-you finsh up by shaving your legs real smooth-you go and put on a pair of full cut thin strechy full cut skimp skamp white panties-next you pick out a lovely open girdle and pull it on and attach your suntan colored stockings-the ones with the shiney look-you pull them up real tight-then your thin see thru bra and your size dd silicon titties the ones with the big nipples...

Crossdressed In Kerala 8211 Part 2

After the first night session , i woke up and went to take bath at 4am in early morning and came out applied some body lotion and wore my favourite black colour bra and panty and wore black levis t-shirt and slowly went to him and whispered in his ear that I was ready for another session he switched on the light and looked at me and his manhood rose to its glory and he said will come back after taking bath it was raining outside and he came out and wore a shorts and jumped over me and started...

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crossdressed for a spanking

I was younger around mid 20's I was starting to feel the need to be spanked. So I put ad on a free site and waited for responses. I got several but only one that stood out. Most of the ones that responded wanted to know why I wanted to be spanked or what I did to deserve the spanking and would not take that I just wanted one as I enjoy getting spanked as a response so I knew those were not the ones for me. The one that stood out just wanted a couple more pics of me and then we arranged a time...

Crossdressersa ed and Turned Out Ch 02

So, after I blew the guy downstairs and told him to come and knock on my door and pay me to blow him again anytime, I went up and took a long hot shower and put on a nighty and went to sleep. I slept surprisingly well considering I had just spent a long night out selling my ass. I thought about how much it scared me and aroused me as I drifted off to sleep. The next day I called Jesse and talked about what happened. We talked about how turned on I was by the whole thing she told me I was nuts....

Crossdresser s Surprise

A Crossdresser' s Surprise - by: by Deborah Pinto I guess I should have seen it coming. My wife, Virginia, and I were drifting apart sexually, and I should have suspected that she was having an affair. Afterall, we had not made love in over a year except for one night she had come home a little drunk from her office Christmas party and had virtually raped me in the middle of the night. I remember her laughing and saying, "Tim, what's wrong with you tonight? You feel so tiny inside...

Crossdresser s Placement Agency

I know it's a little dated, but read it anyway. Crossdresser's Placement Agency By Ricky With apologies to those of you who weren't around to listen to radio in the sixties, I'll start this with a famous quote. In the immortal words of the Chicken Man: "They're everywhere, they're everywhere." Crossdressers, that is. In the last week everywhere I look I see a crossdresser, right out there in public. First there was the color coordinated Dennis Rodman with green hair and...

Crossdresser s Paradise

Crossdresser's Paradise By RogerGirl Charles had just returned from his summer trip with Stan and Desiree. It was a rare time of year since both his parents were home at their main mansion. Charles was feeling nervous, but felt he had to finally tell his parents about Charlene, his feminine side, and that he was bisexual. He walked into the kitchen where his parents were eating lunch. His father, Simon, came from a long line of wealthy businessmen and had expanded his family's...

Crossdresser s Spanking Scene

My roommate and I were both bi and part-time cross-dressers. We were also familiar with consensual B & D and had already worked out several code words, then went a step further and wrote scenes for each other, so that when we're in the mood, we could call up the scene rather than try to explain it or coach someone through it. Sometimes we did a scene to please each other sometimes we asked for a scene because we were in a specific mood. So it was that I got an e-mail at work, which...

Crossdressing

Crossdressing Friends

I forgot about my dvd and took the picture. It was inspiration for several orgasms. A long black haired wig hung down to his shoulders and a black leather corset was squeezing his body tightly. I only wished that the picture went down further so I could see his cock. Part of me wanted to tell him that I knew. At least then, we would both have someone to share this interest with. I figured I’d talk to him about sexual interests and fetishes, see where it led. “So…Joe. What kind...

Crossdressing Fun From A Womans Point of View

I have enjoyed reading the stories written by men to get a better understanding of what it is like to crossdress. As a woman, I find that I really enjoy and am very aroused with a feminized man. I guess I have always been a bit of a tomboy and enjoy doing athletic things, so being with a man that is the opposite seems natural to me. I used to play gender swap cross dress role play with my ex boyfriend. It started one afternoon when he came back from playing basketball. I had just finished...

Crossdressing With Walt pt2

Walt and I headed out to the living room and as i sat down, Walt went into the kitchen and came back with two beers. As he sat down next to me he handed me a beer and for the next several minutes we sat there quietly drinking our beers. Walt finished his first and after he put his empty can aside he looked over at me. "You were fuckin' great" he said as he moved his hand over and laid it on my crotch. We were both still had on our outfits and as he now started to caress my crotch, I looked at...

Crossdressing Porn Story 2

Jack let himself in the front door. It had been a long day at the store. He’d noticed Ray’s Porsche in the garage. “Honey, I’m home.” From the kitchen came a sweet “Hi Janice how was your day.” “Pretty rough.” “Well just sit down on the couch and relax. I’ll have dinner ready in jiff.” They had divided up the house chores and Jack was glad that Ray had taken over the cooking. The meals were always delicious. Ray walked in...

Crossdressers Spanking Scene

My roommate and I were both bi and part-time cross-dressers. We were also familiar with consensual B & D and had already worked out several code words, then went a step further and wrote scenes for each other, so that when we’re in the mood, we could call up the scene rather than try to explain it or coach someone through it. Sometimes we did a scene to please each other sometimes we asked for a scene because we were in a specific mood. So it was that I got an e-mail at work, which would...

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