A sissyboy all tied up

The girls had Eric all tied up.

Karen looked at the text message that had just arrived from her room mate Marilin and scratched her head. The message simply said:
"Package waiting for you at home. DON'T OPEN TILL I GET THERE! :-)"
She couldn't imagine what the package could be as she wasn't expecting any orders from online shopping. She tried calling Marilin but she wasn't answering her phone.
At last it was time to go home at the end of her work day and Karen was curious to see what the package was.
She opened her front door and let herself in then went into the salon where she found her boyfriend, Eric, wearing her cheerleading outfit and bound with rope from head to foot.

Pole dancing girlyboy

The girls accepted David into the pole dancing class

David was incredibly nervous as he walked up the street towards the dance center. He knew he could pass well enough just walking down the street but would he be good enough to pass a more stringent test.
Earlier in the day he had called the Pussydolls dance center to inquire about pole dancing lessons. He had always admired pole dancing and was envious of the sexy moves that the girls made as they slid up and down the pole. He had been a dedicated crossdresser for many years and often went out dressed as Debbie. But what he really wanted was to join a truly female activity and pole dancing was where his heart lay.

Saying it with panties

Buying him panties is true love

Letting him wear women's underwear is caring.
Encouraging him to wear girly undies is love.
Going out to buy him frilly pink panties is true love...

Caught crossdressing and in a pose

Bill was caught crossdressing on camera

Bill was itching for his sister to go out for the evening. She'd recently been on a shopping trip and he was eager to try on some of her purchases. At last Susan came down from her room.
"Have fun," she said as she walked out the door.
"Oh I will," Bill told himself with a sly grin.
As soon as the front door clicked shut he raced up the stairs to his room and tore off his clothes to reveal his perfectly smooth and hairless body. As an experienced crossdresser he always kept himself in top feminine form. He grabbed his favorite long-hair wig, adjusted it on his head and left the room.
He ran to Susan's room barely able to contain himself and went straight for her top drawer. He took a moment to enjoy the sight of her collection of colorful bras and then selected a blue lacy bra from the pile. Next he opened her panties drawer and couldn't help squealing with delight at the beautiful dedicates he found. He found a pair of blue cotton bikini panties with a little satin bow at the front and pulled them on. Now he was really beginning to feel like a girl. He put on some lipstick and blew himself a cheeky kiss in the mirror. He took a few minutes to parade in front of Susan's mirror swaying his hips as he moved.
But it was the new blue dress that he wanted most.

Selecting her stockings

Harry was trying on Carol's stockings

Carol stood in the doorway staring in disbelief. Her husband Harry was wearing her lacy strapless chemise and a pair of her sexiest black underwear. Her husband was a cross-dresser!

Only panties will do

There is nothing better than wearing cute panties

Fresh, soft white cotton, cute orange flower patterns, sexy orange lace waistband. Is there really any alternative to wearing girly panties?

Caught dressing in his sister's clothes

Estelle caught her brother in her clothes

Alan was thrilled when he realized he would have the whole afternoon alone at home with nothing to do but explore his sister's clothes cupboard. He started off by taking a long hot shower and then carefully waxed his legs, arms, armpits, and body. Feeling very smooth and girly he headed to Estelle's bedroom and began by reviewing her underwear drawer. He pulled out one pair of panties after another, trying on silk bikini panties, lacy thongs, and cotton midi underwear with pretty patterns that felt so cozy. After carefully selecting a pair of green silk tanga panties he found a matching lacy bra and set to work on Estelle's clothes cupboard. For hours on end he paraded around her bedroom in a dizzying display of dress and miniskirts, tight pants and leggings, soft tops and clinging bodies.

Tranny tradeshow girl

Ross enjoyed being Rosanne

Ross spent years trying to make a living at trade shows, working on a commission but he could barely break even. Even more annoying was the number of times that he would lose potential clients to the girls who had no trouble at all attracting attention with their sexy outfits. It was Ross's girlfriend Mel who suggested he go with the flow. She helped transform him into a sexy young woman and even Ross was impressed with the results. When the next trade show came along all eyes were on the brunette in red fishnet stockings and a skirt so short it didn't quite cover her butt. Ross, or Rosanne as he now was, made more sales then he had in the previous year. The only down side was the hands that kept finding their way onto his knee and then up his thigh, but if the other girls could bear it then he felt he must too....

Boardroom boredom

Crossdressing at work is a thrill

Danny ran his hands up and down  his perfectly smooth legs as up as the short tight mini-skirt he was wearing. He looked down at the high heels he was wearing and giggled then walked around his large office swinging his hips just like the young women who worked in the office outside. As the head of a large company his office was sacred and no one would enter without knocking first. The privacy enabled him to enjoy his feminine side by wearing skirt, pantyhose and heels in the office. He sat on the edge of his desk and crossed his legs enjoying the feeling of his silky skin. Wearing women's clothes at work gave him a thrill that took the boredom out of board meetings. He picked up the newspaper and browsed the business news. Just then his intercom rang, it was Lisa, his secretary letting him know she had a cup of coffee for him. Danny shivered with delight and sat down at his large desk. From the other side no one could see him from the waist down. He told Lisa to come in and smiled as she place the coffee on his desk, watching the way she walked as she left to learn exactly how to do it As the door closed Danny sat back and stroked his legs again. If only she knew, he giggled to himself...

A first taste as a woman

TG Captions: His first kiss was memorable

It all happened in a flash. Ben had been at the club all night dressed as his alter ego Beth. He danced and flirted and seduced, enjoying every delicious moment of being the sexiest-looking woman in the room. One moment he had been the queen of the floor, driving men wild with desire and women wild with envy and then he felt hands hold his head and tilt his face up. The next moment his lips were crushed under a kiss, passionate and overwhelming, smudging his lipstick, then it was gone. Ben staggered back to the side of the dance floor, his mind spinning and his emotions racing. He reached up to wipe his mouth but even as he did so he had to admit that it felt good, better than he could have imagined. Ben ran his fingers over his lips and he knew he wanted more...

Christmas elf

TG Captions: Jim found work crossdressing as an elf

Jim shifted his position and tried to get comfortable. Outside the display window in the street a few shoppers were looking in on him and smiling. He felt ridiculous dressed as he was in a sexy little greeen elf outfit complete with hat and stockings. Some tourists took photographs of him. He tried to shift again. His skirt was so short that it barely covered his bottom and he could feel some of the fake snow from the display digging into his cheeks. This was all Sarah's fault.
When he couldn't play the rent again his room mate Sarah had threatened to throw him out. Jim was desperate but he just couldn't seem to find work.
"It's easy for you to tell me to find a job," he complained to Sarah, " if a girl wants a job she just has to put on something sexy and look pretty."
For a moment Sarah said nothing then a wicked grin came over her face.
"The big department store in town is looking for staff to be in their holiday displays," she said. "My friend Michelle is in charge of the displays and we can get you a job there."
"I'm not sitting in some shop window dressed as Santa," Jim snorted.
"Oh, don't worry, they aren't looking for Santas," Sarah said as she reached went to her room to call Michelle.

Happy with his panties

Stanley loved his presents

Stanley sighed contentedly as he lay on the bed. Just a few short weeks ago he had confessed to his wife Becky his desire to experience being a woman. She had told him she would think about it and he for days he had no clue as to what she would decide. Then Christmas morning came and he opened the presence Becky had bought him; a set of razors to shave his body with, several pairs of girls' underwear, a chemise, pink socks, and very cute and lacy bra. Stanley lay on the bed enjoying the sensation of the pink socks on his feet and the delicate lacy pink panties he was wearing that were riding up his bottom. He reached down and gently tugged the soft material from his behind and let them snap back into place. Yes, he thought to himself, this was going to be a good year...

Another good thing about being a woman

George found it easier to stop a cab as Georgina

George hurried down the stairs to the street. He was running late for work and would have to take a taxi. He tried for ten minutes to stop a cab but each time other people pushed in front of him or hailed the taxi first. He was getting desperate. Then he had a cunning idea. He quickly returned home and changed into Georgina his female persona. He ditched his business suit and put in a large bag and then slipped on a pair of tight shorts and a white blouse. A touch of make up and a wig and he was now she.  As he came out of the building he pulled out his phone and made a call to his work telling them he would be a little late.  He stood in the street as the busy traffic swirled by and raised his arm. Within in seconds three taxis had screeched to a halt nearly colliding with each other in their eagerness to collect this beautiful young woman. George smiled to himself as he climbed into the cab. It was just another good thing about being a woman.

TG Captions Quickie: Men in aprons

Men in aprons should wear skirts too

Charlotte stood in the doorway to the kitchen watching Kenny wash-up. She knew that many women liked the idea of a man in a apron but how much sweeter it was to have a man in an apron who was also wearing a woman's top, a nice skirt, a floral bra and matching panties. Yes, she thought to herself, if you are going to put a man in an apron then you should go all the way...

The girls notice his whale-tail

The girls enjoyed Jeremy's whale-tail

It was just a moment, a quick flash, but that was all it took. Jeremy was hanging out with Stacy, Jill and Kate and enjoying the female company. They were trying to sort through some old boxes that Jill wanted to clear and Jeremy had offered to help. He loved spending time with the girls as it made him feel one of the crowd. Jeremy was kneeling on the floor and he leaned forward to reach into one of the boxes. A few moments later he became aware that the happy girly chatter behind him had suddenly ended. Then it started again just as quickly as the girls continued talking. Yet something was different. The conversation wasn't flowing as it had done.

Letting it all out

He regrets letting the girls in on his secret

Karl sat on the floor near his bed and held his head. He was still wearing the bar, panties, thigh-high stockings that the girls had put him in the night before. He held his head and groaned. Had he really done it? Had he really said the things he hoped he hadn't?

Modeling for his wife

Manny's

Manny was very supportive of his wife's decision to take a women-only photography course. He liked to encourage her hobby and was happy to see that she was so enthusiastic about the projects the course required. Then the final project came around to take some modeling pictures and his wife Sharon had a brilliant idea. Rather then taking pictures of a female model she would photograph her husband dressed as a woman.
When she told Manny the idea he refused outright. There was no way he was going to allow his wife to take pictures of him wearing her clothes but she nagged and flirted and seduced and teased until at least she got him to put on a bra and a pair of panties. She was careful to not go anywhere near her camera until Manny was comfortable with the undies then she coaxed him into a pair of sheer black pantyhose and one of her sexiest bodysuits.

First day crossdressing as a woman

Harold's first time out crossdressing was thrilling

Harold sat on the bench with his heart pounding in his chest. It was his first time stepping outside in broad daylight dressed as a woman. In his mind he went over everything again to calm himself that he hadn't forgotten anything. He had remembered to put on the white lacy bra and silicon breasts, and his blue cotton panties were comfortable and holding everything in place that need to be out of sight. His white pantyhose were clean and without any runs or tears in them. Beneath the soft nylon his waxed legs were smooth and hairless. He skirt was just short enough to show some knee and thigh, but not too short to attract unwanted attention. He went over again the lengthy make-up procedure he had gone through to give himself a smooth feminine face. His wig was attached, combed, and sitting comfortably on his head.

He just can't stop being a girl

Damien loved wearing her clothes more than she did

Cindy looked at her boyfriend Damien in exasperation. He was still wearing her sleeveless top and calf-length white leggings despite the late hour. They were going to visit friends soon and she had been telling him to get changed back into his own clothes but he just stood there pouting like an unhappy little girl.

Caught wearing panties in public

Brian love exposing his panties

Brian set on the wall enjoying his lunch. He usually passed as quite easily as woman even during the day and would regularly go out en femme to enjoy the pleasures of being a girl. Sometimes, just a simple top and jeans was enough to give him the thrill he needed. Today three girls had just read him. They didn't say anything but he could tell by the way they were staring at him that they were debating if he was the real thing or not. Then they passed behind him and he heard them giggling to themselves.
"Oh my," exclaimed one of them. "He's even wearing a thong!"
Brian smiled and casually leaned forward exposing as much of his underwear to the girls as he could.
You betcha, he though to himself, I'm wearing panties and loving every minute of it!