Page 5, Stories by BillyBoy

I thought wearing my sister's underwear made me gay. I was worried about that. But it didn't. But finding someone who wasn't repulsed seeing me in her stuff was very difficult. Until now.

7.2 (6) 534 Reads 9 Min

A weird twist I'll never forget

11 Oct 2021 comments

A therapist suggests a strange clinic for me for the weekend. Somehow I get transfered into a womans body for two days. I guess you need to be carefull who you tell your fantasies to. Even your therapist!

8.1 (21) 5387 Reads 4 Min

Responding to a dominant man for the first time

10 Oct 2021 comments

Out of nowhere, I'm suddenly obeying the orders from another man. Not my usual thing. But this guy has my number.

8.9 (14) 2483 Reads 5 Min

I'm a gay sissy transgender fuck toy

9 Oct 2021 comments

When I came back from California, changed into a Caitlyn, I was surprised how many of my old schoolmates and teachers were trying to get in touch.

8.5 (22) 3479 Reads 7 Min

I married a fat girl

8 Oct 2021 comments

I only found out much later that she set me up to catch me in her undies and tricked me into becoming a sissy peg boy and later a slut for her x boyfriend who she was still fucking. I guess that is the whole story, actually!

8.3 (17) 4082 Reads 6 Min

first time caught in hers

6 Oct 2021 comments

Wife catches me the first time. Very embarassing. But not at all as bad as when she turns me over to the kinky gay guy she works with.

8.6 (24) 4525 Reads 10 Min

diapered like a helpless bitch

5 Oct 2021 comments

Joe found my personal chats and used them to blackmail and abuse me. I loved it!

7.8 (23) 10681 Reads 4 Min

An interactive fantasy game

1 Oct 2021 comments

Going to a hotel dating game is different when all the people are matched up to their kinky fetishes and fantasies.

8.1 (18) 2707 Reads 8 Min

What is a cockold? Now I think I know.

30 Sep 2021 comments

My first wife was a bitch. She put me through hell. But the second one put me through something worse. Watching her boyfriend fuck her while I was bound and gagged and tied to a chiar in the bedroom. Maybe my third wife will be nice to me.

7.5 (16) 1973 Reads 7 Min

i guess you could say she seduced me

29 Sep 2021 comments

I met her at the hotel bar. There was a crossdressing convention there that weekend. I didn't know it. But I found out soon enough.

7.9 (18) 3080 Reads 4 Min

caught crossdressing

28 Sep 2021 comments

im not very fem but i love to wear panties. A golfing partner saw my profile on a webite like this and made the most of my situation.

8.8 (26) 4456 Reads 2 Min

a secret admirrer uses me like a girl slut

15 Sep 2021 comments

Some anonymous man recognized me from my posts on this website. He orders me to meet him at a hotel but I can't see who he is. Now everyone I know is a suspect. It's really weird and scary in a kinky sort of way.

8.7 (30) 8350 Reads 3 Min

Self bondage gone right for a change

14 Sep 2021 comments

After tying myself up I invite a web chat buddy over to finish tying me, and finish me off, too.

7.1 (7) 1570 Reads 4 Min

he is a bad man

12 Sep 2021 comments

He orders me to dress in her underwear. Put on some tight restraints. I have to drive for an hour to his home. Then he treats me like his own sex toy, sex slave, and spank bitch. But I keek coming back. He is a bad man.

8.5 (17) 2221 Reads 3 Min

Caught and compromised

11 Sep 2021 comments

The guy next door was watching me dressing in my moms and x wife's old underwear for a while. He watched me playing with some self bondage for a while, too. So, this day, he bursts in and grabs me, just as I'm cumming all over. Now I'm at his mercy.

8.9 (27) 6477 Reads 11 Min

fantasy about being found out and moved up one more step

7 Sep 2021 comments

discovered by my boss and then he makes me his sissy bitch

9.1 (32) 4710 Reads 9 Min

I suppose this is how it all started for me

6 Sep 2021 comments

I remember like it was yesterday. Girls' underwear, being tied up, helpless. I guess I loved it

8.2 (12) 2959 Reads 6 Min

he noticed my panties under my jeans

5 Sep 2021 comments

caught in panties by a stranger who wanted me for sex and more sex

8.7 (30) 5056 Reads 5 Min

My brother's friend is a sissy fag

4 Sep 2021 comments

Well, I fianlly had enough and gave it to him. The little sissy fag

8.8 (30) 7086 Reads 7 Min

Tricked and treat for Halloween

3 Sep 2021 comments

Tricked into crossdressing for Halloween

8.5 (27) 5706 Reads 3 Min

I guess I was asking for it

2 Sep 2021 comments

I posted some pics of me in my sister's panties and bra. I guess I should have expected to be used like a girl slut

8.0 (14) 3461 Reads 5 Min

Tricked into being his

1 Sep 2021 comments

She got me hot, he took over from there

8.3 (33) 4691 Reads 4 Min