Crossdressing

Matty Caff AI Comic Fantasies: 316-320

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

Matty Caff AI Comic Fantasies: 311-315

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

Matty Caff AI Comic Fantasies: 306-310

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

Matty Caff AI Comic Fantasies: 296-300

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

The Present, Part 37

Part 37

It wasn’t as simple as reluctantly admitting that he liked the large dildo.

Julia had him stroke it as if he were jerking off his boyfriend–her words–and echoed her sentiment about how this was the perfect toy for blowjob practice.

Matty Caff AI Comic Fantasies: 291-295

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

Matty Caff AI Comic Fantasies: 286-290

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

Found Family - 5 (Final)

Found Family:

Chapter 5 (Final)
by Clara
Copyright© 2025 Clara Schumann

Mary's cousin Connor came over to watch ball with
the boys, but in coming over, Connor finds out some
things about himself and
Connie emerged from her prison!

Matty Caff AI Comic Fantasies: 276-280

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

A Halloween to Remember

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A Halloween Story with a difference. No witchcraft, no magic, no ghosts, no fantasy, just a slice of life. When Nicholas was told to change his ways and get his act together, he had no idea how his life would change.

The Comfort Gurl Part 3

Dave's word was good. I spent the weekend watching TV. Football and old movies. All I normally got was cooking shows and old reruns of old soaps. For a few hours, I forgot that I was sitting watching TV in a frilly red baby doll. with matching knickers.

My first client was two guys who wanted a maid. I arrived and was told to change in the bedroom by a middle aged bald guy. When I got back downstairs, I saw the other man was younger and around 6f tall.

"Get us some beers bitch" said the tall guy.

My Courtesan Life - Chapter 9

It was yet another night of the usual. Music, laughter, and the smell of wine mixed in with the feelings of lust permeating the halls.

One by one, the pavilions' regulars piled in, their expressions betraying their hopes of a night of pleasure.

Much was the same as the previous night, except for Poppy's absence tonight. She'd been distraught for much of the day, so much so that Madam Selene had decided to let her skip the evening's responsibilities.

Found Family - 4

Found Family:

Chapter 4
by Clara
Copyright© 2025 Clara Schumann

Mary's cousin Connor came over to watch ball with
the boys, but in coming over, Connor finds out some
things about himself and
Connie emerged from her prison!

The Secret Girl, Part 2/3

I was a little worried about what was going to happen when I went off to college. But I had thought about it in advance. I had an interesting, critical choice. On my application, I could tell them I was a girl or that I was a guy, and trying to fill in that little box was what had me thinking.

Matty Caff AI Comic Fantasies: 266-270

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

My Courtesan Life - Chapter 8

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The evening started off better than most. I remember how happy Poppy looked as we sat together in the atrium while guests were being welcomed.

At risk of being too full of myself, I think she was so cheerful that evening because it was the first night we were back working together since she was moved away from the wine room.

"He doesn't look like he belongs here," I'd whispered to her while subtly gesturing to the last guest we'd welcomed with warm smiles.

Matty Caff AI Comic Fantasies: 261-265

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

The Comfort Gurl Part 2

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The Comfort Gurl Part 2

picyv_1.JPG

My case worker, Dave Collins, arrived at 3 pm. Within 10 minutes, I was on my knees in front of him.

Wayward Part-7

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Maddie.jpg
Wayward Part 7
by:
Enemyoffun


Madison used to have this great friend Charlie, they did everything together. Then Madison moved away. Now returning home, Madison seeks him out. The only drawback, Charlie didn't know Madison was a boy.
Madison didn't know Charlie had a secret too

The Princess Club

A magazine article about Greg’s princess lifestyle attracts so much attention that he and Alicia are inspired to create a Princess Club. Here, men who long to be princesses can meet women who want to adopt a male princess. Not surprisingly, the Princess Club is a smash hit and Greg can look forward to having many fellow princesses to play with.

Found Family - 3

Found Family:

Chapter 3
by Clara
Copyright© 2025 Clara Schumann

Mary's cousin Connor came over to watch ball with
the boys, but in coming over, Connor finds out some
things about himself and
Connie emerged from her prison!

The Secret Girl, Part 1/3

I was raised as a boy. The first time I figured out something was wrong with that was when I was 5.

From Taylor to Tay-Tay, Chapter 6

Chapter Six

Once Taylor was sure that Sarah was gone, he made short work of removing the dress he had been wearing for hours at this point. Unfortunately, he couldn’t do the same with the panties. He was going to have to keep those on all night, as going commando made him even more nervous because of his size down there. For the next few days, he was going to have to be extra careful at school and at home, as the slightest glimpse of the waistband could be enough to sink him.

Matty Caff AI Comic Fantasies: 251-255

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

Found Family - 2

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Found Family:

Chapter 2
by Clara
Copyright© 2025 Clara Schumann

Mary's cousin Connor came over to watch ball with
the boys, but in coming over, Connor finds out some
things about himself and
Connie emerged from her prison!

Matty Caff AI Comic Fantasies: 246-250

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

Found Family - 1

Found Family:

Chapter 1
by Clara
Copyright© 2025 Clara Schumann

Mary's cousin Connor came over to watch ball with
the boys, but in coming over, Connor finds out some
things about himself and
Connie emerged from her prison!

Matty Caff AI Comic Fantasies: 241-245

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

The Comfort Gurl

The traffic was still awful in London, even with half the population gone. I swore as I tried to change lanes to turn off the dual carriageway. The asshole who shot into the gap from behind put his hand out the window and mimed the wanker sign. Then, when he saw my face and my long blond hair, he almost crashed into the car in front. He gaped at me. Seeing a woman was so rare nowadays, it often had that effect on men.

Matty Caff AI Comic Fantasies: 236-240

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

Matty Caff AI Comic Fantasies: 231-235

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

Matty Caff AI Comic Fantasies: 226-230

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

February Fantasy Fridays - 1

February Fantasy Fridays: 1

by Clara
Copyright©2021,2025 Clara Schumann

 

Coworkers William, an accountant, and Kateri, a video game artist, are dating. The
company believes in lots of team building activities including February Fantasy
Fridays to ward off the winter doldrums. These days involve costumes and team
building activities on each of the four Fridays in February. Kat is excited to
participate as a couple, William is less enthusiastic, but might eventually come
around.

My Courtesan Life - Chapter 7

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I held onto him so tightly, burying my head in his chest. After spending the last few months desperate for a way to find him, there he was, showing up out of nowhere.

I thought back to the last time I'd seen him at the hands of the slavers and only held on tighter.

So imagine my surprise when I felt resistance. He was pulling away from me.

Matty Caff AI Comic Fantasies: 221-225

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

The Flower Boy, Chapter 2

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Chapter Two

Sophie gave him ten seconds at best, interpreting her step-brother’s response in a more figurative manner. Why give him a full minute, when it was much more fun to surprise him? Either Sam was already wearing the dress, or still in the process of putting it on. If it was the former, amazing; otherwise, Sophie could double down about how he needed help.

Prom Surprise

Mary, Phyllis, Dave and I were having burgers in the secluded both in Big Al’s burger joint. We always went there after Dave had dragged us to the latest Anne Aragon movie. Dave had it bad. The rest of us humored him. Oh, we liked Anne Aragon but we weren’t fanatic fans like him.

We were a strange group. High school boys and girls are not supposed to be friends without romantic entanglements. We were. We had not been friends since kindergarten, only since third grade. To be honest my friendship with them had at times been vital to me and I’m not exaggerating. They had been a firm rock and a port in storm, to mix metaphors, when my life had been too crazy, which it had been all too often the last six years.

Matty Caff AI Comic Fantasies: 216-220

Matty Caff AI Comic Fantasies: These are independent stand alone AI and Face Swap created comics of fantasy and some personal experience. I use my face in every comic.

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