Gay Sissy Caught Stories

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Masturbate Fantasy #131

by writedoctor on Sep 14, 2017
Gay Male

Journal Entry January 21st Traveling through southern New Mexico. Mid 60's. Warm enough. Staying at a campground in a rustic log cabin. No frills. I like that. Decent Mexican food nearby. Community laundry and very sanitary facilities. Long hot shower sounds good. Wishing for a surprise guest. I confess journal, I have thought about him. Closing eyes. Rand...

Submitting To My Roommate... Ch. 02

by chriscili on Aug 18, 2017
Gay Male

The next morning I woke up and got out of bed. Chris had already gone to the shower so I went to my mirror to see what I looked like. I really shouldn’t have been surprised when I saw that my face was covered with dried cum. I grabbed my shower towel off a hook on the back of our door, used it to dry rub the cum off my cheeks and lips and then wrapped...

Submissive Sissy for 'Her' Man

by keptsissy on Sep 28, 2020
Gay Male

He toys with the lace ruffles on my panties. His fingers move over the ruffles and up and down the crack of my butt. I flick my tongue over the hole of his erection and then take it deeply into my mouth, holding it at the base straight up. His eyes are closed as he lays naked on the bed, his huge hard cock sticking up off of him. I start to pump, start to ma...

The Long Trip Pt. 02

by TheBlackStallion on Mar 20, 2018
Gay Male

A few weeks went by since my incident in Thailand. Everything felt like a bad dream, but the guys at work didn't bother me at all. No one mentioned a thing, the guys seemed pretty happier than normal but acted like nothing happened. When we pulled into Japan together, Rick insisted we go together. I wasn't going to, but I didn't have anyone else to go with a...

Breaking In Pt. 02

by Iamkrazy4 on Dec 24, 2019
Gay Male

After laying on the ground for a few more minutes, I got up, grabbed my phone and headed to my bedroom. I quickly unlocked my phone and watched the video of what had just transpired. My dick immediately got hard, but instead of taking care of it, I slipped two fingers into my still lubed ass and fingered myself hard for the duration of the video. I spent a...

The Birth of a Sissy Pt. 02

by sissymedic1426 on Sep 14, 2017
Gay Male

Upon my return from Orlando I was tasked with making a decision of where I would go to school in the fall. At first I was intrigued by the possibility that I could go the University of Central Florida, but quickly remembered that I had never stepped foot on the campus while in Florida. So it was a decision between the schools in little old North Carolina, at...

On No He Didn't

by felicia_rene on Sep 21, 2020
Gay Male

Description This is fiction so literary license allows for the omission of condoms, but our reality doesn't. Enjoy safely. Rick a tall well-built handsome entertainer catches the eye of his boss as he works at his night club. The man's lust consumes him and he conspires to twist him and make Rick his bottom. Despite the fact that Rick insists that he was a...

LoveLocked: WokeWired

by adamlily1972 on Dec 9, 2017
Gay Male

Dear reader: A political satire of "woke" white people, particularly woke white women. Definitely not to everyone's taste. Intended to be humorous. Skip if offended by the notion of a white gal mind-controlling her white boyfriend to service a black dude. But quaff heartily if the idea gets you hot. Adam ********* SCENE 1 [Setting: A spacious but d...

Spanked and Buttfucked Asian Male

by asianspankee on Aug 30, 2017
Gay Male

I'm an Asian male, with slim and very smooth naturally hairless body, and average height. The story happened when I was in my twenties. I hope you enjoy reading it... Ever since a teenager I've always had a very strong, repressed desire to get fucked by another man. I think one reason is because my body is quite slender, and extremely smooth devoid of any b...

The Talent Scout

by eviltwin52 on Jun 5, 2019
Gay Male

The day I first met him was like any other day. Riding the Metro to work I was suddenly jostled out of my reverie by some one bumping into me from the back. Turning I found myself looking up at a ruggedly handsome man. His steely grey/blues seemed to pierce into my very being. I wanted to look away but was unable to do so. After a few seconds that seemed to...