Page 4, Stories by BillyBoy

Carl took good care for me

15 Mar 2022 comments

After meeting Carl he agreed to fulfill my crazy fantasies. What fantasies would he fulfill for you?

8.1 (18) 2547 Reads 6 Min

My Neighbor's Wife

11 Mar 2022 comments

My neighbor's wife is crazy. She turned me into a cock loving sissy whore for her husband.

8.8 (77) 11801 Reads 7 Min

Dave and his wife are swingers of sorts. They like to bring sissy guys in for her strap-on dildo fuck while he throat fucks them. She likes to watch him suck off other guys. She likes to watch him get fucked, too. It was a crazy weekend!

8.6 (17) 3405 Reads 8 Min

3 minutes to get free

7 Mar 2022 comments

A kinky way to get me really nervous and struggling.

8.5 (30) 7469 Reads 4 Min

Internet site gone wrong, or not.

5 Mar 2022 comments

Someone recognized me from the post in GayDemon! Maybe I was hoping that would happen?

7.9 (23) 4860 Reads 4 Min

Bondage games

4 Mar 2022 comments

One of several kinky bondage games the boys like to play.

8.4 (40) 11558 Reads 5 Min

A true story about a shy, submissive man.

3 Mar 2022 comments

Late in life I finally explored the dark side. And there is no going back.

7.7 (20) 5646 Reads 3 Min

he did what I asked him to do. Why was I so nervous?

2 Mar 2022 comments

I lived my greatest fantasy. Bound gagged and penetrated. That fucker!

8.0 (17) 2685 Reads 2 Min

Be careful what you wish for

1 Mar 2022 comments

I let him dress me like a schoolgirl, tied me up and fuck me.

8.2 (29) 3444 Reads 3 Min

Needing a big cock

25 Feb 2022 comments

Needing a big cock and not finding one sucks. I've always wanted one. I've always wanted a man to take me and use me like a slut. Finally, my dreams come true!

8.2 (13) 2363 Reads 5 Min

Dad and me

24 Feb 2022 comments

dad finds me in her room wearing her panties and bra. Oh fuck!

8.8 (86) 14149 Reads 3 Min

Trying on a few new things

4 Feb 2022 comments

Another Halloween is here! Maybe this year I'll catch my first man!

9.4 (21) 2705 Reads 11 Min

Double ball gag hotel fun

28 Jan 2022 comments

A hotel get-together turns kinky with a double ball gag. Then the Master comes later.

7.8 (19) 3263 Reads 8 Min

crossdressing was a hobby

22 Jan 2022 comments

I played for a long time in her clothes. I even took some pictures of me dressed up pretty. Now I have men calling me all the time. What should I do? Does dressing make me gay? I do dream of sucking a big fat cock a lot. Maybe I'll answer one of the guys.

7.9 (17) 2900 Reads 9 Min

Caught in hers and compromised

21 Jan 2022 comments

Jim noticed I was wearing nylons and a bra. He used my embarrassment to his advantage.

8.9 (39) 6544 Reads 6 Min

Tell me you love me

19 Jan 2022 comments

He was great. He followed all my requests. A dream come true.

7.3 (9) 1215 Reads 2 Min

Becoming a sissy crossdresser for him

15 Jan 2022 comments

I started wearing moms underclothes when I was younger. They were always laying around in her bedroom and in the laundry. But later I discovered he was leaving them around for me to find. He was tricking me into becoming a sissy crossdresser for him.

8.8 (42) 14343 Reads 13 Min

Bondage dreams come true

13 Jan 2022 comments

My gay lover left me but not before he turned me over to a gay Dom Master. I guess I should have been more careful of what I asked for.

8.6 (40) 5664 Reads 4 Min

Prom going wrong

11 Jan 2022 comments

I dressed like a girl for prom. My friend Jeff and I didn't have proper girl dates. It was sort of a joke and a few of the other boys were doing it. And Jeff's dad seemed to like me a lot.

8.9 (69) 7574 Reads 4 Min

I'm his bound and gagged girlfriend

6 Jan 2022 comments

She told her friends I wanted to wear her underwear and be tied up when we had sex. It was a weak moment for me. I shouldn't have asked her. I was young and didn't know any better. She didn't appreciate my wishes at all. That was it for her, and most any other chance I may have had with a girl. But, she handed me off to someone who did appreciate my fantasy. For better or worse!

8.6 (29) 6160 Reads 5 Min

After Halloween

30 Dec 2021 comments

I wore a girl's dress as a joke to a Halloween party. It was all in fun. Wives and girlfriends were there. But after that, I got a few uncomfortable calls and texts from a few of the men who saw me.

8.9 (58) 11538 Reads 9 Min

bondage blowjob

28 Dec 2021 comments

I woke up in his bedroom, wearing his wife's wedding lingerie. I'm on my knees with his cock in my face. What now?

8.6 (23) 5542 Reads 5 Min

Shower Power

22 Dec 2021 comments

'Daddy' shaved me in the shower. While the water was pouring over us, he put me in a matching set of rubbery vintage Playtex bra and open bottom girdle panties.

8.4 (14) 2149 Reads 3 Min

I knew she was a trans

17 Dec 2021 comments

She works in advertising. She is HOT! I waited for a long time to even say hello. I've never been with a trans girl. Does she still have a dick? I don't know. But I want to find out!

8.3 (30) 3607 Reads 3 Min

Secret Sissy

10 Dec 2021 comments

I've been in the closet all my life. Finally, I have a chance to try out being a sissy girl for a real man

7.7 (10) 4626 Reads 5 Min

Dreams and Frustration

9 Dec 2021 comments

Every day I awake from a dream of being used as a girl whore. I can't stop it. I'm in trouble!

7.9 (12) 2651 Reads 5 Min

Seattle Karaoke bar experience

8 Dec 2021 comments

They told me the Karaoke bar it was in a gay part of the city. Now I go back frequently.

8.4 (15) 960 Reads 8 Min

My secret dreams

7 Dec 2021 comments

The gay date I'd love to experience. I've had a few gay experiences, but someday a man will make me his little bitch. I'd love that!

8.3 (9) 1704 Reads 2 Min

Halloween party

2 Dec 2021 comments

I finally let him seduce me. I agree to meet him. He has been flirting and making promises. Then at the last minute, he tells me I'm going to dress like a woman tonight.

8.0 (17) 4345 Reads 3 Min

Jock Fanatsy

1 Dec 2021 comments

Remembering sexy guys in sexy jockstraps got me thinking about having my first gay date.

8.3 (34) 2786 Reads 7 Min