Hey, I'm Ted. I had a really good childhood, you know? My parents, Bob and Alice Smith, were awesome. And Cara, my sister, she was four years older and just like a goddess to me (she was super into Disney back then). Plus, we had Ria, our dog. We lived in a nice house, always had plenty of food, a warm bed, friends, school – I even had a motocross bike!
We were just a solid middle-class family, living in this suburb called Pleasantville. We were super close. Honestly, no matter what happened after high school and heading...
2025-05-22 15:51:25 +0000 UTC
View Post
OTHER CHAPTERS | ALL STORY LIST
Disclaimer: All characters depicted in this story are 18 years of age or older at the time of the events described. This work is intended for a mature audience and complies with all applicable content guidelines regarding age-appropriate material. It is purely fictional and intended for entertainment purposes only. The content is n...
2025-05-21 14:01:40 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
Before I knew it, Sheila had me back on my feet with a little help from a spotty McDonald's helper, who looked like Ronald McDonald's son. I was whisked into the ladies' toilet (another thing to add further horror to my already battered senses). Luckily, there was no one in the toilet. I think I would have died if there were. 'Sheila, let me go ho...
2025-05-19 14:06:36 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
For some reason, Mr Percy was dancing rumbas in my panties, trying to break free from its nylon prison. I could not believe that I was the same person.
'Wow.' I said with awe.
As I looked at my new self, I realized that I was the spitting image of my mother. OK, not exactly, but probably when she was a girl about my a...
2025-05-19 14:05:44 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
Tim was relieved. He couldn’t imagine what it would be like trying to live here and keep up his charade.
Patty and Nancy had better imaginations. Nancy could just picture it. Tim would go crazy here. Mrs. Brown would mother him like he was her own daughter. Mr. Brown would probably be all right with it;...
2025-05-16 15:16:21 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
'I'll have to ring them. Let them know about the mistake.
'What job were you going after, hun?' said Sheila.
I went a bit red.
'Erm, secretary.'
I hurriedly explained. 'The job didn't say anything about being male or female, and anyway, they can't discriminate anymore. There are laws agai...
2025-05-15 14:51:44 +0000 UTC
View Post
ALL STORY LIST | PARTS - PART 1 | PART 2 | PART 3 | <...
2025-05-14 13:54:01 +0000 UTC
View Post
OTHER CHAPTERS | ALL STORY LIST
Disclaimer: All characters depicted in this story are 18 years of age or older at the time of the events described. This work is intended for a mature audience and complies with all applicable content guidelines regarding age-appropriate material. It is purely fictional and intended for entertainment purposes only. The content is n...
2025-05-12 15:28:08 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
October in Florida was still very warm, and the heat rose from the pavement as they walked to Pam's car. The cool breeze, blowing through his hair as they drove with the windows down, felt wonderful.
He looked up at the small, white, puffy clouds, and his heart soared. His wildest dream was coming true. ...
2025-05-09 16:13:09 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
Please tell Mrs. Sharp that we discussed that solution and that you will do that only because of the conditions of the new contract with Mrs. Sinclair. She will be more than happy to hear that.
But you have to ask her to give you a corresponding salary increase. And she has to get you a new female driver's license and ID. Pleas...
2025-05-07 15:16:49 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
When Michelle was presentable again, she went back to Mrs. Sinclair, and both watched Mrs. Sharp being properly fucked on her desk for some time.
After a minute, Mrs. Sinclair grabbed Michael's hand and took him with her. She left the office with him in tow, closed the door, and when they reached Michael's desk, she had him sit...
2025-05-07 15:10:12 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
Due to Patreon’s rules, I had to publish Only Man In Office - Part 10 on my Blogger site instead. You can now read the first chapter there.
Link - https://urbanstoriess101.blogspot.com/2025/05/only-man-in-office-part-10.html
2025-05-07 15:03:56 +0000 UTC
View Post
OTHER CHAPTERS | ALL STORY LIST
Disclaimer: All characters depicted in this story are 18 years of age or older at the time of the events described. This work is intended for a mature audience and complies with all applicable content guidelines regarding age-appropriate material. It is purely fictional and intended for entertainment purposes only. The content is n...
2025-05-05 14:38:36 +0000 UTC
View Post
OTHER CHAPTERS | ALL STORY LIST
Due to Patreon’s rules, I had to publish He Wasn't Even A Boy! - Chapter 1 on my Blogger site instead. You can now read the first chapter there.
Link - https://urbanstoriess101.blogspot.com/2025/05/he-wasnt-even-boy-ch...
2025-05-05 14:21:06 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
Disclaimer: All characters depicted in this story are 18 years of age or older at the time of the events described. This work is intended for a mature audience and complies with all applicable content guidelines regarding age-appropriate material. It is purely fictional and intended for entertainment purpos...
2025-05-02 14:05:04 +0000 UTC
View Post
OTHER CHAPTERS | ALL STORY LIST
The revised dress code policy sat in Tommy’s inbox like a hard-won trophy, its bold, unambiguous language a stark contrast to the vague corporate-speak he’d grown used to. He read it again over his morning coffee, savoring the words: Employees are free to dress in alignment with their gender expression. No asterisks, no caveats. Just permis...
2025-05-01 15:06:18 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
Disclaimer: This work is intended for a mature audience and complies with all applicable content guidelines regarding age-appropriate material. It is purely fictional and intended for entertainment purposes only. The content is not meant to promote or endorse any real-life actions. Reader discretion is advised. Enjoy responsibly ...
2025-04-29 13:55:01 +0000 UTC
View Post
ALL STORY LIST | Chapters - CH 1 | CH 2 | CH 3...
2025-04-25 15:25:43 +0000 UTC
View Post
OTHER CHAPTERS | ALL STORY LIST
The revised dress code policy landed in everyone’s inbox at precisely 8:03 AM on Monday, the same time corporate HR always sent out their bland, bureaucratic announcements. Tommy had been refreshing his email since six, with a mix of anticipation and dread. When the notification finally popped up, he nearly dropped his coffee.
...
2025-04-23 16:18:17 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
They watched the girls turn into the high school parking lot. The guys had been waiting for half an hour.
"You’re late." Jim bellowed as he opened the front door. "Where’s Pam? We can’t all fit in here." There were four of them and four girls.
Tim knew them all by sight. They were all jocks, and except for...
2025-04-22 14:00:10 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
Today at the opera, there was a performance of 'Aida.' A lot of people wanted to watch the show, and there was a crowd of people standing in front of the opera house.
When the limo stopped before the main entrance and the driver opened the doors and helped the ladies get out of the car, they made a little show of themselves. A ...
2025-04-17 13:30:02 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
Nancy turned to Pam. "I know who that girl is." She couldn’t believe what she saw.
"Who is she?" Why the melodramatics? Pam wondered.
Nancy started walking fast, pulling her friend along with her. "That ‘girl’ is not a girl. That ‘girl’ is Tim Hynes." She wanted to catch up to him.
"You’re kidd...
2025-04-16 13:30:03 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
The salon's usual hum of blow dryers and chatter died instantly as Alex stepped through the door, the bell's cheerful chime sounding grotesquely out of place. Hugo felt the shampoo bottle slip from his fingers, hitting the tile with a dull thud that echoed in the sudden silence. His pulse roared in his ears as Alex's polished dress s...
2025-04-14 13:30:02 +0000 UTC
View Post
ALL STORY LIST | CHAPTERS - CH 2 | CH 3
Note: This is a completely separate story and not a continuation of 'Relationship With Crossdressing - Family Matter'. It follows a different plot, setting, and characters unrelated to the previous story.
2025-04-10 14:38:55 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
When Michael talked to his wife in the evening, he told her how the day went and that Mrs. Sinclair and Mrs. Sharp were really pleased with him. Christine was really pleased to hear that too. Even when Michael asked her if she was ok with him being on duty as a waiter for Mrs. Sinclair and the company party, she agreed.
"I thin...
2025-04-09 15:15:19 +0000 UTC
View Post
OTHER PARTS | ALL STORY LIST
Tim headed for the juniors' department.
This time he would ask for help immediately when a girl showed up. He took a second to check his hair again in a mirror. He couldn't see anything wrong with it. It must have been his imagination, he decided. He skirted the department, looking for what he wante...
2025-04-08 14:31:34 +0000 UTC
View Post
ALL STORY LIST
There is nothing sexier than a pair of beautiful, shapely legs in sheer stockings under a short skirt with a little lace showing at the hem, all perched on a pair of beautiful high heels.
Well, maybe with the exception of a beautifully shiny, long, flowing mane of hair, a beautifully made-up face, and a pair of beautiful, ample breasts peeking out of a sheer top or lacy dress. These things are what I find sexy.
2025-04-04 15:15:05 +0000 UTC
View Post
OTHER CHAPTERS | ALL STORY LIST
Saturday morning, I awakened late. I wrapped myself with the only robe available in this room, a negligee left over from a previous night’s gown. Out in the hall, I discovered that the door to my bedroom, or rather, of late, Kate's was ajar. I knocked; she wasn’t here. Neither was her car in the driveway. A quick...
2025-04-04 14:34:57 +0000 UTC
View Post
OTHER CHAPTERS | ALL STORY LIST
Tuesday morning, I awakened in a disoriented state. I still wasn’t used to sleeping in filmy nylon, plus I wasn’t in my own bedroom. It only lasted a moment, then I remembered that this WAS my bedroom, after all for the duration of the week.
There was a knock at the door. That brought me fully awak...
2025-04-04 14:29:34 +0000 UTC
View Post
OTHER CHAPTERS | ALL STORY LIST
Sunday morning, I was awakened by a thumping sound. Wrapping a robe around myself, I trudged my front door and opened it. Kate said nothing; she just stood there.
It wasn’t necessary to ask why she was there, even at such an early hour; the large case resting at her side told all.
I exhaled ...
2025-04-04 14:21:52 +0000 UTC
View Post
