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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 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...

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...

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 &...

Dresses

Dresses: This young blonde woman started working across the street from me last week. She wore skirts that were so short they barely covered her ass. In fact she was forever pulling her skirt down to make sure it covered her ass whenever I walked past her. I felt she was a bit of a bimbo. The girls who worked for me wore longer skirts. She had a team of boys working for her, all just out of college like the girls who worked for me. I had been married before and as I just said...

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 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 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...

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...

Dress up fun for TV bride

I had Ben on a contact site and we live surprisingly close together in Manchester. Ben is a 6’2” black man who has a large sex drive and likes women and girly trannys.I am a slim white guy who likes to dress like a smart woman, not a slut. I haven’t worn a wig for over 6 years and my hair is cut in a very female bob. But I like domain top men, especially those with large a cock who know what to do with it.We had some fun chats on line and eventually met which developed into me sucking him off...

Teaching Tara Part III The T shirt

I spent all evening thinking about my afternoon with Mr Tanner. I would close my eyes and relive his kiss, warm and so sexy. And what came after, how he’d undone my shirt and exposed my breasts, kissing and licking them. It felt somehow wrong, to be almost naked with a man so much older. My dad had always told me that only my husband should see me naked, but it had felt so good to have Mr Tanner’s mouth and hands touching my breasts. I could feel myself getting excited at the thought of a...

Dress Shop

The shop sells fancy dresses. Wedding dresses. Bridesmaid dresses. Party dresses. Formals. I never planned to open a dress shop. My ex-wife started it. As it grew, I became involved in the business end, then gradually became very involved in the fashion side and customer service. About 25 years ago, my at-that-time wife decided she wanted more excitement in her life, including a more exciting partner. She divorced me and moved to New York City. (I'm not going to tell you where...

My T shirt

My T-shirt Melissa came in holding one of my T-shirts. She said, “I can’t wear this thing. I need something longer. Don’t you have any longer T-shirts?” I looked up from my computer and asked, “What are you doing with my T-shirt in the first place?” Frantic she said, “I need a longer one. Where do you keep them?” I asked, “First you are going to tell me why you need one.” Reluctantly Melissa said, “I’m joining a club for girls and I need to wear one of my father’s T-shirts...

Dress With An Effect

“Jenn, I want to see you in my office before you leave,” commanded ICU nurse manager Jack Murphy. Nursing was Jack’s second career after retiring from the Marines, and sometimes he forget that he wasn’t commanding troops anymore.My first thought was, “Oh great, what did I do now?”I walked to his office and found him sitting behind his desk with a rather stern look on his face.“Close the door behind you and sit,” he ordered, pointing at the chair in front of his desk.After what seemed like an...

Dressing Phase 1 A Holiday in Venice

DRESSING: PHASE 1 - A HOLIDAY IN VENICE Barry Robbins and I have been best friends since we were three years old and met in the Reception Class at Nursery School. Naturally as two active, competitive little boys we had our moments and our spats, but it soon became clear to our parents and teachers that we functioned better together than apart. As we grew up it was apparent that our talents and personalities complemented each other. Barry was the imaginative one; I could come up with...

Dress Code Part Three

The Dress code: Part Three: I looked at him standing there helplessly in his shiny black wet look pvc panties holding a pair of black opaque tights in his hand, my self- made man's man of a Dad. "Here, let me help you," I replied taking his tights from him, showing my Dad I was a different kind of man from him, by showing that I was a man who knew my way round hosiery but also that I was a man (or was it really a woman?) wouldn't leave someone in need to fend for themselves in...

Dressing Room

"Honey, how does this skirt look on me?" Dee asked as she swung open the door to the dressing room and stepped out of the dressing area. She spun around in the waiting area, causing the dress lift off her legs, revealing her bare legs and ass. Dee rarely wore underwear and never missed a chance to "accidentally" expose herself in public, particularly when I was watching. "I like this one better than the green one" I said as I stood from the small couch in the waiting area and approached...

Dressing room

It was a month after my first sexual encounter with Manisha – a lot has happened. We had the kingdom to ourselves cause we shared a dorm room, she was my roommate, my lover, my sex toy, my everything at that moment. We had sex almost every day, and today was not going to be any different. I don’t know why, but that day I was extremely horny. The kind of horniness I was experiencing was the kind you don’t experience often in your life. It’s the kind you just need to satisfy as soon as possible,...

Dressing Room

It was a month after my first sexual encounter with Sarah - a lot has happened. We had the kingdom to ourselves cause we shared a dorm room, she was my roommate, my lover, my sex toy, my everything at that moment. We had sex almost every day, and today was not going to be any different. I don't know why, but that day I was extremely horny. The kind of horniness I was experiencing was the kind you don't experience often in your life. It's the kind you just need to satisfy as soon as possible,...

Dress With An Effect Chapter 4 A Family Affair

“Hi, Allie,” Jenn said, answering the phone. “What’s up?“Jenn, can I come over? We need to talk,” Allie said nervously.“Of course, Allie. I always have time for you,” Jenn replied. “You sound upset. Is something wrong?” Jenn inquired.After a pause, Allie said, “No I’m not upset. I’ll explain when I get there. See you in a bit.”Opening the door, Jenn saw that Allie was not her usual smiling, bubbly self. She appeared nervous. Brushing by Jenn without saying a word, Allie sat on the couch....

Dressing room encounter

‘Babe, can you come here and help me with this?’ I walk back into the dressing room as your open the door. I’m greeted by your long bare legs as my eyes begin to travel up your body. As you giggle you say, ‘here sweetie…my eyes are here.’ My eyes finally meet yours and you can’t help but notice that wickedness that you’ve seen before. After a brief moment, you lightly grasp my cock through my shorts and give it a quick squeeze. ‘Behave,’ you lightly whisper so the other customers don’t hear...

Dressing room encounter

"Babe, can you come here and help me with this?" I walk back into the dressing room as your open the door. I'm greeted by your long bare legs as my eyes begin to travel up your body. As you giggle you say, "here sweetie...my eyes are here." My eyes finally meet yours and you can't help but notice that wickedness that you've seen before. After a brief moment, you lightly grasp my cock through my shorts and give it a quick squeeze. "Behave," you lightly whisper so the other customers don't hear...

Dressing Room Curtain

I walked a few paces behind my wife as we strolled through clothing store after clothing store. She wasn't looking for anything in particular like I would have if I had gone shopping. If I needed a pair of black pants, I'd go to my usual store, grab one in my size, sometimes even try it on, and buy it. I'd do anything to get it over with as quickly as possible. But for her, the search was the fun part. So I tagged along. The only saving grace, other than making my wife happy, was that she...

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...

Crossdressers Bully

CHAPTER 1 Summer vacation was over already. And it was the start of my senior year. My alarm rang and I was filled with anxiousness. I don’t want to go. “John! Get up and get ready for school! Don’t want to be late on your first day.” My mom yells from downstairs. Fine. I get up and head over to the bathroom. My morning erection trying to poke out from my boxers. I say trying because it so small I couldn’t even grip it properly. I’m all washed and ready for the day. “John I really wish you...

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 in a bisexual sex bar gang bang

I'm sitting in a crossdresser's sex bar – it’s dark. My companion Fifi is wearing only a pair of sheer silk panties in light blue, stocking and suspenders, and a pale blue matching corset that pinches his waist. His balls peak out of the tight panties. I’m wearing silk patterned stay-up stockings in black and a scarlet and black thong. The string of the thong rubs against my sensitive asshole and the soft skin of my ball sack: it’s a turn-on every time I move.A group of men and women approach...

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...

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...

Crossdressers On Third Base

I haven't mentioned this before but as a younger person I was bullied. Quite relentlessly at times by a couple of older k**s in the neighborhood, Gabriel and Tom. Tom went on to do something quite successful with his life but last I heard, Gabriel was on the unemployment benefit and selling weed. I'm OK now looking back they did have an effect on me. I'm pretty sure a lot of my social awkwardness came as a result of the months of concentrated attention by these 2 arseholes. Tim and I made a...

Crossdressers On Third Base 2

I was quite shocked with myself after mine and Tims extremely hot escalation the other night. (I had to finish up early due to becoming extremely horny remembering that tale. - Author) Let me finish the story.I sat up between Tims legs and released the grip of my lips. Just enough to let some of his cum gloss them. Tim watched my face closely as i sat there wondering what to do next. I'd already swallowed a portion, I'm sure. Tim giggled a bit at my facial expressions which made me grin and...

Dress up and go out

Yesterday (20 September 2018), I did something that I've been nervous to do for the better part of 5 years. I've been crossdressing for a while now.. Maybe since 2011.. Not always as extreme. Its been a fun and topsy-turvy journey till now. Yesterday, yesterday i took a big step forward, in my opinion.So my campus is on a mid-semester break for the week 17/09 to 23/09. During this break, i was required to go to campus to collect some test scores. I was all set in the morning of the 21/09 to...

Dress up and going out

Yesterday (20 September 2018), I did something that I've been nervous to do for the better part of 5 years. I've been crossdressing for a while now.. Maybe since 2011.. Not always as extreme. Its been a fun and topsy-turvy journey till now. Yesterday, yesterday i took a big step forward, in my opinion.So my campus is on a mid-semester break for the week 17/09 to 23/09. During this break, i was required to go to campus to collect some test scores. I was all set in the morning of the 21/09 to...

Dress Up

I don’t know how to explain it. I am not gay although I may be passive bi. I have had sex with men, but not a lot and I have always been the one receiving, you know once a friend showed me a pack of pictures of his wife from fully dressed in conservative suit to complete nude with some action photos, her sucking his dick and fucking her self with a rubber dildo. I thumbed thru them while he suck my cock. Later I fucked his wife while he took pictures, but that another story. What I want to tell...

Dress Up

I don't know how to explain it. I am not gay although I may be passive bi. I have had sex with men, but not a lot and I have always been the one receiving, you know once a friend showed me a pack of pictures of his wife from fully dressed in conservative suit to complete nude with some action photos, her sucking his dick and fucking her self with a rubber dildo. I thumbed thru them while he suck my cock. Later I fucked his wife while he took pictures, but that another story. What I want to tell...

Dressing For Melissa

DRESSING FOR MELISSA - by: Cissy Gale It was the early 1970's, the height of the glam-rock era, when I let a girl named Kim dress me up in drag. The events of that evening spiraled hopelessly out of my control when I was publicly humiliated by Kim, then locked out of her house still in drag. This led to her friend Angela seeing me in my ridiculous outfit, an event Angela confessed she hoped to see repeated. Kim had already promised to dress me up again to surprise and amuse...

Losing My Shirt

Summary: A bored young man, home from college, plays a game ofstrip poker with his tipsy sixteen year old sister and three ofher tipsy friends.LOSING MY SHIRTI had just lost my shirt to a bunch of teenage girls. Literally."Hand it over, buddy!" Jenna laughed.- - - - -I had only been home from school for five days. My sophomore yearat college had just ended, and I was back home, taking a breakbefore starting my summer job as an intern/gofer in a law officedowntown. One of the partners was a...

Dress Off 2 Erica vs Kimberly Part 2

Kimberly Reed silently raged against her own stupidity as the voice in her earpiece finished breaking the news of Erica’s first success. She’d probably walked past the book fifteen times already, as she completed circuit after circuit of the floor, futilely waiting for some inspiration to strike. And now that damn bitch was back on level terms with her. As the buttons quietly dropped from Kimberly’s blouse, her blue brassiere and sumptuous cleavage hovered into view for the benefit of anyone...

In Just A Man s Dress Shirt

In Just A Man's Dress Shirt She looked outstanding in just a man’s dress shirt. Only two buttons had been attached, just under her breasts. It was new, it was white, and it was stiff as if it had been starched. The collar had been turned up in the back, the tail in the front was open just slightly, and I could see a hint of her pink panties. Julie said, “Please come in.” I said, “Your husband wanted to discuss my business proposal.” Julie said, “And just what business...

Dressing Room Show

Scarlett Johansson walks into the dressing room with several dresses. She chooses the last dressing booth and closes the door behind her after checking to make sure the sales people haven't followed her. She smiles when she gets into the booth, knowing she's going to have fun. She looks at herself in the mirror, turning side-on with her hands on her ass, admiring her profile. Her big breasts fill out her tight T-shirt nicely, her firm round ass is proudly displayed in cut-off jean shorts. You...

Dressing Room Creampie

While no one was looking, she grabbed my hand and pulled me into the dressing room with her. We were at one of the more upscale clothing stores at the mall, where the dressing rooms are down a little hallway and have full-length doors. We weren't exactly isolated, but no one could see us, and if we were quiet, probably no one would bother us. I had been following her around the mall all morning and getting pretty bored. But as she pushed me against the wall and kissed me, I realized that she...

Dress Off 2 Erica vs Kimberly Part 1

[A direct sequel to ‘Dress Off: Sasha vs. Tara’, as we learn more about the new career of Stacey Shackleton.] The black Volvo had now been parked outside the main administration building of the community college for a solid hour and a half, the steady rain outside seeming to go from vertical to horizontal as the wind worked its way along the spectrum from playful zephyr to pre-cursor for a gale. Inside the waiting car, a man and a woman were also speeding along their own spectrum. They’d...

Dressing slutty

To set the scene: I love looking at daringly dressed women and I love when my wife Paula will do it for me. The more daring the better. This is really one of my prurient interests I guess you could say. I can't count the number of times I've pressed Paula to wear something sexy when we are going out or to "Lose her undies" while we are out. Most of the time she'll gently turn me down, or tease me but not deliver, but sometimes when she is feeling sexy she'll go for it. It virtually guarantees a...

Dress Rehearsal

Amber Hall sat in the back booth of the small diner, her eyes lost in the black cup of coffee she had been staring at for the last half-hour. The twenty-three year old had a big problem and felt she had to get out of her apartment to think about it. "Well how's my favorite television star doing today?" the tall black waitress asked as she walked back to the short-haired blond with a fresh pot of coffee in her hand. The dark-skinned twenty-one-year-old looked down at the untouched cup of...

Dressing Room in Mall

DRESSING ROOM IN MALL Master told me this morning during breakfast that W/we will be doing some clothes shopping. I got all excited. Master told me to wear what He had laid out on the bed. After cleaning up the kitchen from O/our breakfast I head into the bedroom to get dressed. I found laying on the bed a sundress, that laced up in front, with a full skirt on it, but there were no panties or a bra. Oh dear I guess Master will make this an adventure for U/us today I see. I head into...

Dress Conservatively

“You’ll have a great time! With a presentation and two poster sessions your visibility is going to sky rocket and you should have no problem swinging a postdoc at a good lab.” Sarah sat on Chloe’s bed, chatting as Chloe packed for the conference. “You’re the star of the lab and everyone keeps saying that your latest results will get into Science, so you’ve got it made. You should be able to get time to relax - you’ve had your nose to the grind stone for four years.” Sarah continued to babble...

Dressing

Dressing Synopsis Many people see me as a girl when in girl mode, But I am not. No, I am a guy blessed with an androgynous body. [-][+][-] I am Robin Lee Anderson and due to my small size, can successfully dress as a boy or a girl, which pleases my wife Maryanne Lee as she has both a loving husband and girl friend rolled into one. Growing up, my parents had fun dressing me and my twin sister Roberta Lynn in identical outfits as well as outfits of the opposite gender to confuse their...

The day that Lisa loosened her shirt

When Lisa opened her shirt Hopefully you’ll like this story - a true story from just a very few years ago and reposted for your enjoyment …. Please comment as you see appropriate ……… I have known my wife now for the best part of 20 years. She is a school teacher and even now is a very attractive lady. I guess the closest look-a-like I can think of is that she looks very much like an English version of the gorgeous Kim Delaney from NYPD.The thing that attracted me to her at he time we met was a...

Dressing Room Rendezvous

Dennis walked into the small lingerie boutique in an upscale shopping center to buy his girlfriend some new sexy lingerie for her birthday. He was tired of seeing her wearing those plain colored, no-frills panties and bras. She had the misconception that she did not have the body to pull off sexy underwear but he was going to show her differently. To him, nothing was sexier than a curvy woman with big tits and junk in her trunk in sexy lingerie.“Welcome to Monique’s Lingerie Boutique,” said a...

Dressing

Dressing Janet L. Stickney The inability to express oneself is one of the worst things I can think of. Myself, I didn't know that boys were not supposed to wear dresses until I showed up at the dinner table completely dressed as a girl. I was about 5 or 6 I guess. I can remember my dad going ballistic, and right after dinner mom had me change back into my own clothes while she told me it was wrong for boys to dress as girls. After that I was always careful so as not to get...

Dress to Kill

The fancy dress party was in full swing as the Hunchback walked through the door of the night club, none of the other people seem to noted him as there more famous monsters in there five and sixes vampires all with chalk white faces and gelled back hair, ghosts of many shapes and colours and many other creations from angles to nylon wearing nuns each dancing, swinging and at the bar drinking, added to the waiters and other bar staff dressed in the same way it was easy of the Hunchback to go...

dressing up

have been ‘dressing’ from a young age, the usual situation occurring, finding an aunties pink satin brassiere, a long line one which just hung on me, but that didn’t matter and also the matching corset also too large, but it felt so natural to wear these items, it gradually developed into wanting to dress more and more frequently, then it was dressing from there on.My final transformation started about 7 years ago my wife had arranged to go away for a weekend with friends, a sort of girls...

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...

Crossdresser surprise

In my early twenties I met a lovely guy who was very dominant. We lived together for quite a while and he got me into cross dressing for him. He liked me to be fully shaved and bought me various wigs and outfits to wear. I was very shy and lacked confidence before I met him but he brought a whole new me out!! While he he was at work he would phone me and tell me what to wear that evening for him. I used to get really excited waiting for the call. One call in particular led to an amazing night...

Crossdresser dominated by woman Part 1

In the gym one day a curvy lady passed me by. ‘Nice t-shirt’ I said to her casually. ‘Thank you sweetie’ she replied and kept going. I went to the water fountain and took a drink, watching as her ass moved in her tight yoga pants as she walked away. I continued with my workout and then around 20 minutes later I went downstairs. The swimming area had a communal changing room with individual cubicles, so both male and female users were present. I was about to grab my bag from the locker when I...

Crossdresser to Trans Escort Part 2

This is a continuation of my previous story 'Crossdress swaps clothes and gets assfucked in pub'.So after getting my asshole fucked by a horny French dude, barefoot in a park in the French town of Lille in the middle of the night, wearing only my sexy Ukrainian friend's slutty little dress, I inevitably missed my bus to the airport and subsequently my flight home.That turned out for the better. I decided to stay and with the encouragement of those around me, transition to living fully as a...

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 and driving

A little about me, I'm married, and wife doesn't have a clue I like to dress up. I would love to have her know and accept it, but I don't think she would. I do cam and love to get instructions from people that are watching on cam. Am I a sub? I think I am. I like to drive dressed. When I take a drive up to northern Wisconsin, I love to drive while dressed. It is always around 5 am when I leave a little dark but getting light. I can't get dressed at home and walk out to my vehicle. I don't have...

Crossdresser teacher violates 18yo sissy schoolgir

I am a home schooling teacher, short skirt with side splits tight but stretchy over my right bum, black stockings and black lacy see thru panties wig, white sparkly heeled sandals and Lacey see through top sat opposite you on the couch. You are wearing a shirt and tight school skirt, white see thru Lacey panties and nude colour tights and black boots, tight school shirt white bra and pigtail wig. I sit opposite you on the couch occasionally opening my legs slightly giving you a glimpse of my...

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 getting TRAINed

I was home alone when i got a call from a friend that is train driver / railroad engineer. He is 40 years old and spend most time alone driving a train. He asked me if i could not come over, because he is feeling alone. I had nothing better so i visited his flat. So i put makeup wig and some tight dress with thong and heels. I wanted to put stockings but already had heels so i decided just to go with my smooth legs, it was hot that day anyway.He already had prepared some beer and drinks. We...

Crossdresser Fantasy part 2

the bar"So what's your name?" She asked taking a sip of he straw."Maxwell" he said smiling "what's yours?""Maricela" she said presenting her hand.He took her hand and kissed it. She let out a sweet giggle. They both enjoyed a few more drinks and flirting. Maricela couldn't help but stare in Maxwells green eyes."Wow" she thought, "he's so handsome he could have any girl but he wants me!" This excited her greatly and before she knew it she had reached her limit."I think I've had enough I'm...

Crossdresser gets help from a stranger

A Good Relationship - Cross-dresser gets help from stranger.I had just moved into the country to a nice little cottage that my mother owned, she left it to me when she died. I had lived there for a couple of months, and began to feel at home and took to exploring the countryside. Across the lane from my house was a footpath lined on both sides by a tall hedge, it went past a large mansion house, which was the only other building for miles. The path led to a small wood which I thought I would...

crossdresser in the woods

about 30 miles form where I live is a small wood with a layby next to it. the local gays go for a walk in the trees looking for fun , so one day I decided to do just that , although I would be dressed up as my normal office girl cd.black heels , stockings suspenders , mini skirt , blonde wig ..very similar to the photos I have posted on here .as I parked the car there were 2 cars already there , one empty one with a single guy in it.I walked into the wood . I didn't see anyone , so I just...

crossdresser and the trucker

I used to get dressed up as an office girl and get into my car and drive down the motorway exposing my sexiness to the lorry drivers . here is the idea , I overtake them slowly , if they look down and see me , they either beep or flash me in once I have overtook them . if they do I slow down and let them overtake me , then the next time I go past them I flash off , more stocking tops or even start to wank as I go past .8 out of 10 drivers don't care , then you have one who then realises its a ...

crossdresser fantasy

hi - my name is franny and i am a pantyhose addict - been that way since puberty wearing my mothers clothes - but lately, i have really indulged myself with buying spree at macys - loading up on hosiery . shapewear . dresses and heels - can never seem to satsify my fantasy of transformation to a woman - what would really put me over would be to entertain horny men and it might go something like the following wishful thoughti like meeting others on line who have the same passion i do for...

CROSSDRESSER BUSINESS TRIP PART II

PART IIWe started out looking for a place to have lunch. I finished my food and it was around 4 PM. Since we had to travel 60kms out of town and Rajesh told me it was not a full highway but a small road and it would take about 2 hours at least. We started off and just when we were exiting town I picked up a few cans of beer and a cpl of packs of smoke just in case I don’t get my brand in the small town. We got stuck in a traffic jam caused by a minor accident between a cpl of cars on the road...

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...

Crossdresser drinks cum

Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she wanted me to pop, she'd plunge her head all the way down my pole.Less than three minutes into the BJ, my cock disappeared into her face. I shot my load. Nikki froze while I unloaded. She couldn't...

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...

Crossdresser gets Gangbanged

So one night i decided to be daring and go for a walk in my city dressed in my sexiest girls cloths (i'm just a 26y.o. italian 5'5" 125lbs body man). I had a skimpy pink top on the revealed my sexy pink bra and cut just above my belly button, for my piercing to show. I also had on a micro-skirt showing off my ass cheeks just enough to see standing straight up and showing off my tramp-stamp tattoo GET SOME right above my ass crack. Sexy pink thong underneath that plus knee high black leather...

Crossdresser has cinema fun

It had been a few weeks since I'd had any action as Clara and was absolutely gagging for some cock. The girlfriend was away for the weekend so I planned a nice Sunday afternoon in a local-ish sex cinema. I got partially dressed at home wearing black hold-up stockings, black bra with inserts as well as see-through black panties, and a matching vest-top. I pulled on a pair of jogging bottoms and a sweatshirt, pulled on a pair of trainers, packed the rest of my stuff in a tote bag, and left in the...

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...

Crossdresser to Fuckable Mannequin

I have been contacted to join the cross dressers pop mannequin society. Ok I have dressed for years but never been involved I such a thing. The day arrived and I was apprehensive but awoke with an unusual great hard on. After coffee I shave all over and greased my pussy. A 9 inch dildo opened me up. Slipping into my silk G-string, and matching bra I felt good. Applying glue to my chest I quickly poisoned my size D breasts in place and pulled my lovely Victoria's secret bra over them to...

Crossdresser 8217 s Open Room

My name is Seema. I’m 23 and have been cross-dressing now for. All my stories are true. The only things that might be different are the names to protect those who don’t want to be named. Unlike a lot of cross-dressers that like to be treated like ladies, I enjoy more to be treated like a porn slut. I love outdoor sex, along with semi-public/full public sex. This is the true story from a few weeks ago.I had been talking to a few guys on Squirt for a while but the major problem that I had always...

Dressing up part 3

It has been nearly two years since my sisters caught me dressing up. Since then my mother had put me on a strict diet and gave me pills to make me into a girl. I have been transitioning slowly and now have a girly figure. I love my round ass and small soft breasts.I now have my own wardrobe with many sexy clothes that I just love wearing. Mom has also made sure that my sisters look after me every once in a while, and they had all been really good to me.It was just after my eighteenth birthday...

Dressing for Bob

Dressing for Bob by Joyce Domai My adventures in women's clothing started in the usual way. Mom and Dad were out, I went exploring, got dressed up and liked it. A lot. It was my #1 fantasy through high school and college. After earning a degree and getting a job, I was able to afford an apartment on my own. I was working as an engineer and doing OK. (Yes, I was a geek.) I'd acquired a small wardrobe and would dress up in order to masturbate. That was the extent of my sex...

Dress up

Dress up I put it to you that it's just as sexy to watch a woman dress as it is to watch her undress. At least it's true for me, when it comes to watching my wife, Anne. Of course, being a smart woman, she sometimes teases me by making it a bit of a production. She'll come out of the bathroom in just a bra and panties, and take her time putting on stockings before slipping on her blouse and wiggling into her skirt. Then she'll come over to the bed and give me a long kiss...

Dressing Room Rendezvous Janelle Kelly

I'm in the mall, waiting for my friend to arrive. I've got about an hour to wait yet. I wander into a lovely little up-scale lingerie shop. They always have such pretty things.I'm looking at the shoes when I notice her. She's tall. Slender. I'm guessing late thirties or early forties. She's wearing a summery floral print knee-length dress. I can tell it is expensive just by the look. Strappy open-toe sandals. White stockings with a floral pattern woven into them. Definitely not...

Dressing up Part 2

It was a few days after fully dressing up and I knew I was hooked. I never felt more like myself or wanted to be more girly.With encouragement from my two best friends over the phone, I started wearing panties full time, I just had to make sure I didn’t change in front of my family.After a few days, I had gotten used to tucking my cock between my legs and loved feeling the tip of my cock against my ass.It was a Thursday, and as usual, my sisters were all in college until late and mom was out...

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