I found him out. But then he found me out!
12 Nov 2021 comments
My cousin has been single forever. I always wondered how he manages it. I've been with girls. I even got a little gay for a while. But that is me. Mike is a whole different story.
BillyBoy
Below you can find the complete collection of stories by BillyBoy.
Doctors are human too
11 Nov 2021 comments
I forgot and wore some panties to my check-up. The doc was surprised. But he responded differently than I expected.
blow and go buddy gets kinky
10 Nov 2021 comments
Joe was always pretty much a Dom. But he seemed to figure out I'd do pretty much anything to suck him off. So he just keeps pushing. Now I have to go out and buy some items he requested. And that is a whole other story!
Nanny cam gone bad
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.
My first time being dom'ed
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.
My first real gay encounter
3 Nov 2021 comments
I reluctantly go to a party with my girlfriend. She gets drunk and I get gay.
Crossdressing
2 Nov 2021 comments
Envious of the girls always getting to wear those cute little bras and panties.
Seduced by the 'girl next door'
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.
A Halloween story
28 Oct 2021 comments
Dressed up for Halloween and nowhere to go. Until I get invited to a last-minute party.
Married Couple looking for Submissive playmate
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.
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Macy's gay parade
23 Oct 2021 comments
The clerk at Macy's gave me a strange look as he checked out the lingerie I was buying.
Cockold. What is that?
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.
bound to please
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.
Prom night for a sissy crossdresser
19 Oct 2021 comments
I meet a cute sissy out for prom night. But he needs a date.
My boss brings me into his kinky BDSM world
17 Oct 2021 comments
The title says it all
The crossdresser
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.
working my way up to a complete sissy tramp
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.
scary trying to be yourself
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.
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!
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.
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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.
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!
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.
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!
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.
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.
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.
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.
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.
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.