Diaper Boy Gay Stories

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Unidentified Fucking Object

by KenJames on Sep 16, 2017
Sci-Fi & Fantasy

Yes I'm ready to begin, Special Agent Strong. Oh, you're already recording. OK. To begin with, I've never believed in flying saucers. Not really. I've seen some of those "Encounter" TV programs and I just think they're silly. "The X-Files," with Mulder and Scully investigating weird shit, is more believable. Now, UFOs are different. That just means "UNIDE...

My Naughty Neighbors Ch. 7

by christo on Sep 25, 2017
Mature

After my little role-playing game with Cindy I waited for her to take her revenge. But for awhile nothing happened, nothing like that. I still had about 5 hours of tape to fill and fill it we did. We fucked in the shower, on the kitchen table, in a dressing room at the Gap. We did it 69, we did it standing up, we did it coated in canola oil. It was fucking i...

Transforming from Dan to Danni

by WendyGear on Dec 12, 2018
Transgender & Crossdressers

Hi my name is Dan and I would like you all to join with me on a journey with me as I tell you how I was transformed from Dan to Danni. It had been several years since I had seen my best friend and his sister. We were always together and because I have always had long hair and was about Rob sister size I was often teased about being her twin. I guess it shoul...

Location, Location, Location...

by DoxyTrainer on Dec 12, 2018
Anal

"This place is a shithole!" Georgia complained about the apartment like this at least once a month, mostly around when rent was due. "Georgia, that remark is an injustice to other shitholes everywhere." She wasn't wrong, it just didn't do any good to complain about it, so this became like many other things had, a game between the three of us. "You do re...

Living the Dream Ch. 01

by whome712 on Sep 10, 2018
Erotic Couplings

I had one of those dreams last night. You know, where you have sex with someone and it gets you all horny and needy, but then you can't remember the details in the morning. I knew that I had fucked someone in my dreams, but I couldn't remember. But I was worked up by morning. My cock was throbbing. I must have been fucking against the mattress because I felt...

Becoming a Woman

by oberon_52 on Aug 7, 2018
Transsexuals & Crossdressers

For the first time in my 23 years, I have my own apartment -- on my own terms. After so much denial, so much embarrassing high school locker room derision for my small penis, so many tearful arguments with my parents, four years of hormones and therapy, this boy is dressing fulltime as the woman I always knew I was. At 5-foot-6 and 123 lithe pounds with a...

Disruptive Student Ch. 03 - Art Class

by sthsth on Dec 11, 2018
Exhibitionist & Voyeur

(It's not completely necessary to read the previous two chapters, but it helps.) *** Over the next week, I had a steady stream of students coming to my "Study Sessions". Nothing went as wild as that first night, but it was still enormously erotic. By the end of the second week, I had seen every single one of my students in that original class naked at leas...

Young Woman with Older Man Ch. 16

by SusanJillParker on Sep 26, 2017
Mature

Chapter 16 Gwen and Jamie leaves. Freddie's alone with his bad self. "Yes, of course, I'd love for you to come and stay for a visit. When? Next weekend? Okay. Sure. I'd love to finally meet you. Hotel? No, don't be silly. I won't hear of it. I have plenty of room to put you two up here at my house. Oh, you're coming alone and without your husband? I'm sorr...

U is for Ursula

by BethanyJ on Sep 14, 2017
Transsexuals & Crossdressers

It was Saturday night and I was all alone in the house. My mother and sister had gone out to the cinema an hour earlier and I was happy to be by myself for a change. Literally. I was dressing, slowly and carefully, watching myself in the mirror as I did so. I slowly slid my sister's tiny black thong panties up my legs and over my thighs. I turned around and...

A Little Friendly Advice

by Thongluver69 on Sep 13, 2017
Erotic Couplings

Every guy thinks he's God's gift to women. We're raised to brag about our conquests, play off our mistakes and tell tall tales of our talents in the bed room. It's really just part of our ego. And that's what made my life on this particular fall day quite miserable. See, my name is Tom. I'm a 25-year old male who has never been in a serious relationship...