Page 4, Stories by BillyBoy

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) 2300 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 (83) 13605 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) 2592 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) 3124 Reads 8 Min

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) 2808 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) 6396 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) 1162 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) 13246 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.

8.7 (39) 5512 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.

8.8 (68) 7357 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) 5642 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) 11253 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) 5260 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) 2042 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 (28) 3477 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) 4427 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) 2586 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) 939 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) 1641 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) 4181 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) 2723 Reads 7 Min

Now I'm a crossdressing Domme?

20 Nov 2021 comments

A shy, submissive guy hits me up to dress like his wife and Domme him. I actually liked it more than I thought I would!

8.7 (11) 1688 Reads 4 Min

wrong place, wrong time

19 Nov 2021 comments

After drinking with some seedy guys in a dive bar, I get lost and end up at their front door.

9.2 (30) 5448 Reads 6 Min

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.

8.3 (25) 2728 Reads 6 Min

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.

8.2 (43) 7886 Reads 6 Min

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!

9.2 (37) 3090 Reads 6 Min