Gay Diaper Boy Stories

117,338 results
Orientation
Length
Source
Infinite Scroll

The Game Pt. 01

by vixxenFoxdragon on Sep 17, 2017
BDSM

Cadence knelt on the floor under the table, waiting for a signal. Brad didn't normally eat slowly but today he was taking his time with breakfast. The only thing different about today that she knew of was that it was poker night. It was only once a month, but it was regular enough that he shouldn't behave differently. His friend Kelly hosted, and it was the...

Royal Treatment Ch. 2

by latinstud on Sep 16, 2017
Group Sex

We awake still buzzing on cloud nine, floating in our incredible high. Our bed is littered with hundreds as we fucked ourselves silly on top of a fraction of our winnings. I find my wife's eyes and we could not hold back the giddy giggling, relishing in our good fortune. We own Vegas right now and today will be lived as such! I caress the hair off her exqui...

Extra Credit: 1st Experience Ch. 02

by bluegasoverredart on Sep 17, 2017
First Time

Author's Note: This story is a continuation of Extra Credit: The Tease Ch. 1. All characters in this story are eighteen years old or older. This story is of course a work of complete fiction. * Mrs. Kelser looked at the name on the student seating chart for Mr. Gardel's last hour. The name sounded familiar, and as it turned out, she too had this girl in he...

New Widower Charlie Creek

by Egmont Grigor on Sep 14, 2017
Mature

CHAPTER 1 At last new widower Charlie Creek was left sole occupant of his home. His two daughters had returned respectively to Rome and Los Angeles to their families after coming for the funeral and had cleared the house of most of Beth's things but had left the photographs of her undisturbed. Now his only company where his thoughts. At least a half dozen...

Smoke

by fisherman on Sep 16, 2017
Romance

“I have your lab test back and everything seems normal. But...” Doctor Williams said giving that look while sitting behind his desk. You know the look, it’s the one every doctor gives a patient when they want to get their point across. Arms folded on the table, eyeglasses slipped low on their nose, giving that look of parent to child, as scores of sheepskin...

Woman Cross Dresses for Power & Sex

by SusanJillParker on Sep 16, 2017
Transsexuals & Crossdressers

Tucked in the far corner of a dark, dancehall parking lot, Sarah, also known as Robert, was having sex in a car with Joseph, also known as Josephine. Having sex in a car was no big deal. A lot of couples have sex in cars. Yet, if a passerby could see through the steamy windows, a sight to behold, even at a Halloween Masquerade party, which this wasn't, they'...

Whitewash High: Rising Sun Ch. 08

by EnglishTeacher on Apr 18, 2018
Interracial Love

A month passed since the torture. As promised, Musashi had language books delivered for Nik to study. Revenge consumed each waking thought. If studying to be a natural at the Japanese language was a road to vengeance, he'd pour heart and soul into it. Each day he'd practice words and phrases with the nurses that'd bring food and check on his condition. Othe...

Coaching the "Dom"

by bawdybloke on Sep 16, 2017
BDSM

She was strong when she needed to be: my initial impressions of Katherine was that she was brutishly powerful and yet at times as gentle as a butterfly. She was clever too: sharper than an axe with a wit that could cut through pathetic ripostes like a tropical storm would decimated sandcastles. She lived with my aunt because she worked on the farm; I lived...

Sissy Dust Pt. 02

by Sissyhalo on Jun 4, 2018
Transsexuals & Crossdressers

*Before... "Spencer you don't have to pay me now I got off like four times, that's never happened to me." "I do, we had a deal and you missed fares and tips." He actually smiled at me. "Okay but under protest." I stepped up and kissed him my first kiss with anyone ever and Steven kissed me back and it became really passionate. We actually kiss walked to...

Amy's Coming Out Party

by Cyndi44 on Sep 16, 2017
Transsexuals & Crossdressers

"What are you going to be for my Halloween party?" A simple question, really, but one I had been avoiding. My friend and co-worker, Jackie stared at me as she waited for the answer. "You know, when I was a kid, I loved dressing up for Halloween. Free candy and all that. Now. I am a 35-year-old man. Who wants to see me dressed up as Superman or Batman. No...