Gay Straight To Sissy Stories

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Party Pizzazz Ch. 02

by bjmichaels on Oct 6, 2020
Gay Male

Party Pizzazz Ch. 02 by BJ Michaels If Tommy hadn't kept such a close eye on me all night at the party I would've ended up as a boy-toy for one of those rich men. That's what he told me afterwards in the car on the drive to his apartment. "Lucky for you I happened to overhear those five assholes bidding on you or you'd belong to one of them now," he said...

Chubby Sissy Meets His Daddy

by vulpinechub on Sep 19, 2017
Gay Male

The following story is a work of gay fiction. It contains sexual acts between males. This story focuses on: Humiliation, diapers, sissy play, domination. Copyright 2014 -- Feedback is appreciated. * My university decided to cancel classes for the day, but it was too late: I was stuck in the worst traffic of the decade. Mainly due to the incompetence of b...

Sissy Veronica

by slavegurl_veronica on Sep 16, 2017
Gay Male

Hi. My name is Veronica. I am a 21 year old, 135 pound, pale white sissy boy with dark brown eyes and hair. My master is Derek. He is 6 ft 5 in, 175 pounds of beautiful black stud. I have a sissy playmate named Alex who is also Derek's pet. As I already described in an earlier story, Alex's sister Cecilia is responsible for hooking us up with Derek and intro...

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...

Sissy Slave Toy

by slavegurl_veronica on Sep 16, 2017
Gay Male

Where it all began was at gym class in my freshman year of college. Gym was a course requirement for freshmen and I couldn't wait for it be over. I was skinny and weighed only about 130 pounds. I was not at all athletic and one of the smaller guys in the class. Fortunately though there was another guy named Alex, who like me, was also decidedly not jock mate...

The Backpacking Trip Ch. 01

by lockedinsteel on Nov 21, 2017
Gay Male

"It's what I want for you baby," said Jamie. Her husband, Daniel, was still a little uneasy with the idea. "I know you've wanted to explore that for years and I think that if you get the opportunity you should. In fact, I'm giving you an order. Do it if you get the chance. Promise me!" she told him. "Okay, Okay I get it. I promise, my love," he replied....

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...

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...

Outed and Married

by keptsissy on Sep 26, 2017
Gay Male

He always threatened me with being exposed to my coworkers, to the world as the sissy I am to him. Usually it was part of what I thought was his dirty talk, sex talk. He'd tease me with it. He'd be deep inside of me, slow fucking me, talking dirty into my ear. Or he'd have me restrained and be masturbating me as part of 'my reward', as he called it, and woul...

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...