Below you can find the complete collection of stories by BillyBoy.
5 Nov 2021 comments
My wife installed one of those nanny cams. She wanted to see what the dog was doing when we were at work. She didn't tell me. She started watching me dress in her underclothes and tie myself up like a kidnap victim, jerking off. Not sure what to do, she asked a friend to watch the videos. He knew just what to do with me.
4 Nov 2021 comments
The rumors that I'd sucked off a guy from work got around. I guess I seemed like an easy mark. A boss from work took me to lunch. He had the Grilled roast beef. I got my lunch directly from him.
3 Nov 2021 comments
I reluctantly go to a party with my girlfriend. She gets drunk and I get gay.
2 Nov 2021 comments
Envious of the girls always getting to wear those cute little bras and panties.
29 Oct 2021 comments
I know she is a trans or whatever. But she is so nice. I finally agree to stop over for a drink and some pie. Later she had me sucking her straw and eating her ass like a pie.
28 Oct 2021 comments
Dressed up for Halloween and nowhere to go. Until I get invited to a last-minute party.
27 Oct 2021 comments
A Married couple posting a search for a sub-male playmate. Bob is looking for a playmate. He has no intention of sharing me with his wife.
23 Oct 2021 comments
The clerk at Macy's gave me a strange look as he checked out the lingerie I was buying.
22 Oct 2021 comments
Cockold? I guess I shouldn't have asked. But she was already into it big time. It was too late for me. And it still is.
20 Oct 2021 comments
I made a mistake and posted a photo of a guy bound and gagged on my Facebook page. Clearly a gay BDSM reference. No one knows I'm secretly submissive and dream of being topped. Well, I sent that message, and boy did it come back to me.
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19 Oct 2021 comments
I meet a cute sissy out for prom night. But he needs a date.
17 Oct 2021 comments
The title says it all
16 Oct 2021 comments
Silly me gets seduced by a pretty closet crossdresser. I help her come out, so to speak. And I have a nice time as well.
13 Oct 2021 comments
A pervert friend takes me from my first hand-job, up through the progression to where I was escorting him out to bars as a woman.
12 Oct 2021 comments
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.
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!
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.
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 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!
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.
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5 Oct 2021 comments
Joe found my personal chats and used them to blackmail and abuse me. I loved it!
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.
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.
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.
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.
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.
14 Sep 2021 comments
After tying myself up I invite a web chat buddy over to finish tying me, and finish me off, too.
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.
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.
7 Sep 2021 comments
discovered by my boss and then he makes me his sissy bitch