Gay Ballet Boots Stories

2,042 results
Orientation
Length
Source
Infinite Scroll

My First Visit to a Gay Club

by girlboybootsie on Sep 14, 2017
Gay Male

One Friday night, feeling courageous I decide to do what I have long fantasized about, and go to a male sex club in San Francisco to lose my virginity. I slip on a pair of shiny pink silk bikini panties, which hug my tight buns and wrap a matching pink satin garter belt with lace trim around my waist. I then roll sheer white stockings with French backseams...

Bootblack

by JasonClearwater on Jul 31, 2018
Gay Male

Author's note: This is a very short period tale of an older gentleman discovering the previously unsampled delights of sex with a handsome young man. * Valter Landgrave stumbled over his own feet as he left the tavern, to the tittering and edification of two ladies of the night. He'd fucked them both not long since but had wearied of them and would not b...

First Experience With A Man Ch. 2

by girlboybootsie on Aug 18, 2017
Gay Male

Leading me into his bedroom, I find the sexy pink corset, panties and stockings that he bought the other day at Frederick's all laid out, on his bed. There is also a pair of silicone "boobs." "I didn't even have time to give it to Jessica, so you can have it. I'll leave you alone while you change. You will need to slip the boobs into the cups of the corset....

Diary of a Cock Sucker Ch. 28

by Bicyclist on Sep 25, 2017
Gay Male

Diary of a Cock Sucker. Chapter 28. In which our hero explores a new receptacle. I awaken early and in my usual disoriented state. It is semi-light in the room with daylight just barely evident through the curtains. I look around the room and then it all comes back to me. I am on a business trip and this is a hotel room with Paul, my assigned roommate, i...

Diary of a Cock Sucker Ch. 19

by Bicyclist on Sep 14, 2017
Gay Male

Chapter 19. In which our hero is taken in hand. Some months of social turmoil have passed since the last chapter in this diary. The mistress of chapter four has made an occasional reappearance to both my delight and disadvantage. Delight to the extent that I find it impossible to decline; such is the overwhelming rapture of the exhilarating sex. And disa...

What I Should Have Said Pt. 03

by Keirarose on Oct 3, 2018
Gay Male

Yuuri woke with a start. The unfamiliar surroundings causing a moment of confusion as he sat up in the unfamiliar bed. His muscles ached as he stretched his arms over his head. A dull throbbing radiated from his ass. He slipped out from the covers in search for his clothes that had been hastily discarded the previous night. He pulled on the pants that had b...

Getting Lost In a Store

by CowboyBootedNJ on Aug 18, 2017
Gay Male

Jerry was a normal acting male, he worked hard for a living, went home to his wife every night, they made love on occasion, etc. They had two grown children, now out and on their own, Jerry can now go back to the way he was before kids, more sexual freedom, and who he really is. When he goes to work he cannot be so liberal, he must wear his suit properly, we...

Revenge Fucking

by erectus123 on Jan 8, 2019
Gay Male

Subject-Unfaithful husband punished by wife who takes a lover. Husband finds bi-sexual lover and initiates an affair to punish wife. Yeah, I know you are right about that, I guess we got married too young. I knew Marianne had a serious relationship with Dexter Johnson, our High School Quarterback but they broke up when he went off to college. I was working...

A Bet's A Bet

by Trudes on Sep 14, 2017
Gay Male

"It's time to wake up now." With just those six words, I regained the ability to open my eyes. Regained? I guess that's not the right word. I'd only just dozed off—nothing more. "Well, how do you feel?" The hypnotist grinned at me. I didn't see why he was grinning, though. He was a friend of mine. His name was Kyle and he liked to think he was a master whe...

I Love New York Ch. 06

by PeterPanics on Aug 18, 2017
Gay Male

Hey guys! Chapter six of ILNY, cutting very, very close to the end of the series! Devon is pretty much on an emotional roller coaster between the guilt he feels with Gavin and his euphoria when he's with Kayden, and I try to make that clear in this chapter. I want to give a massive thanks to cannd, who left a SUPER inspiring comment on chapter four, parts of...