Gay Rubber Sissy Stories

2,274 results
Orientation
Length
Source
Infinite Scroll

Meeting Ian Ch. 01

by evolvingslowly on Sep 19, 2017
Gay Male

A/N: Well. How do I explain this story? This is really me and what is currently happening in my love life. It sounds like the plot to a really amateur porno but I, Artie, am actually having sex with my Fraternity brother and I'm going to tell it exactly how it happened. And where we are as I am writing it. The last words were literally the last ones I spoke...

Clark's Story Ch. 03

by robcub32 on Sep 25, 2017
Gay Male

Chapter 03: Homecoming I dropped my boss's dry cleaning off and hopped on the 'L'. God, I was so happy to be getting off work early, and on a Monday at that. When my boss told me to take off early, I was shocked. I was not so shocked when he told me to drop his dry cleaning off on the way. It's hard to believe that I've been working for him for two years....

Jono's Journey Home Ch. 08

by Shy_Bottom69 on Sep 19, 2017
Gay Male

Chapter 8 - To The Hospital When I woke up I had been returned to the master bedroom. I do not understand how this man can be so sneaky. I was surprised to see him walking into the bathroom. Clearly Tam wanted me to sleep in, and enjoy the morning off. I just enjoyed watching him walk away. Sleeping in was not in the cards, the phone rang. Tamam turned an...

Spill The Milk Pt. 02

by Trahi on Sep 19, 2017
Gay Male

When Seth pulled up in front of my house, I realized, exactly, how loud his truck really was. And how quiet my neighborhood was. He got out of his truck, and I cringed at the noise his door made. "That thing is really loud," I told him as he approached me standing in the middle of my front yard. He grimaced. "I know. I'm sorry. It needs help." I glanced a...

Uncle David Fucks Adam Ch. 05

by Bundy5 on Sep 14, 2017
Gay Male

Sam put his phone back down on his bedside table and tried to wipe the giddy smile off his bearded face. David had just called to make plans for their fourth date, and Sam could not wait to see him again. Their infatuation was quickly developing into something more. It had been nearly two weeks since their first date, and he didn't know how David managed to...

Aquata Cove Ch. 39

by Feare909 on Sep 14, 2017
Gay Male

Ok, so I got tired of waiting, and reposted the chapter. There is NO sex scenes in this chapter. Just a couple of innocent, clean flashbacks reflecting upon a tender romance. ***** Chapter 39: Reunion Adam zipped up his leather jacket while his shoes crunched on the gravel. Merrick follows closely, before playfully groping Adam's jean rump. He smirked and...

Saving Grace Pt. 02

by bhart1 on Apr 10, 2018
Gay Male

Tyler awoke first the next morning, backed up to Clarence's front with the man's meaty cock head burrowed into his cleft. He rolled over to face him and then, as gently as he could, wriggled under the covers to wake him with another blow job. Tasting himself on Clarence's fat knob was better than any breakfast he could imagine. He heard the big man sigh and...

Avery's Desire Pt. 15

by Chancem77 on Jul 2, 2018
Gay Male

The room was spinning. So many faces crowded around him, voices buzzed and his head was pounding. It was all so much but he didn't complain, he couldn't, his throat was so raw it hurt to talk, hell it hurt to breathe. The nurse had come in and with the help of Rick, had raised the head of the bed and propped him up against the pillows. They were trying to m...

Shooting Matt Ch. 20

by Turbidus on Sep 14, 2017
Gay Male

Randy and Kent make it back to Cleveland. Liam rejoins Matt. Thanks to LarryInSeattle. Enjoy (I hope). ======= As we got closer and closer to home, the idea of sleeping on a bed shoved into the middle of the room and surrounded by other furniture had become progressively agonizing. I'm beat. Kent looks exhausted, too and we still have the ordeal of the e...

Tom and Luke's Final Year Pt. 01

by WittePiet on Aug 18, 2017
Gay Male

[John Cleveland (1613-1658) was one of the most popular metaphysical poets in the seventeenth century, but later fell into obscurity until his work was rediscovered in the twentieth century. Abraham Cowley (1618-1667) was a contemporary. Both men were on the King's side in the English civil war. Cleveland was put in jail by Cromwell, Cowley went into exile...