Gay Sissy Cheerleader Stories

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House Rules Ch. 05

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Nine BEYOND THE PINK DOOR For the next hour I explored the sissy wonderland which Daddy had created just for me. It was a bedroom fit for a sissy princess. I guess that was me now, Kitten, Daddy's sissy princess. There was a closet of pretty clothes and shoes. The large dressers were full of so many girly things my head was spinning. There was a...

House Rules Ch. 08

by EROTICbearscribe on Aug 12, 2019
Gay Male

READERS: The story of Kitten is beginning to cross boundaries into other genres. Just as Kitten has changed and evolved, so is his story changing and evolving. ***** Chapter 14 SEDUCED AND SISSIFIED "What's this, let's see. Oh I feel sexy
. What's come over me? Oh, here it comes again. Oh I feel released. Bad times deceased
My confidence has increased. R...

House Rules Ch. 06

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Eleven WORK TO DO & BUTTERFLY KISSES I fixed breakfast the morning for the both of us. I was wearing pink hipster panties with the word SASSY across the seat and a white cami with pink trim which showed my flat belly. The material was lightweight and tight against my lean torso. You could clearly see my nipples which were as pointy as gumdrops. My...

Sissy Cuckold & The Old Bull Ch. 02

by DirtyDaddyHunter on Sep 19, 2017
Gay Male

"Now for your turn" leers the old bull, stroking the mushroomed head of his gnarled old cock. The old man starts to get hard again and grabs the husband's head. He slams his cock back in the husband's mouth, brutally facefucking him. "Is that what you want Sissy? To be Daddies pantied cocksucker? "The husband chokes and gags on this vile old man's big cock,...

Steve's First Gay Sex Ch. 01

by stevemike08066 on Dec 12, 2018
Gay Male

My name is Steve, and I recently turned homosexual, and I now serve a very tough, but fair Master who loves and let's me cum as much as needed. This is the story of how I was not only turned gay, but also submissive. I was having dinner with my girlfriend one night, and we're about to leave when I had to use the men's room. Now to describe myself, I'm 5'...

Fringe Benefits

by pantyboy4mistress on Sep 14, 2017
Gay Male

My boss, Byron Powers, was a good looking black man who had risen through the ranks of company much faster than anyone before. He ran marathons, worked out on a regular basis (he even had a portable gym in his office) and and as far as I know had his fill of all the pussy he could ever desire. I liked Mr. Powers. He had an easy going manner and his employe...

30-Days of House Arrest Ch. 02

by bjmichaels on Dec 4, 2017
Gay Male

It was hard to concentrate on washing the breakfast dishes and cleaning the kitchen. Mister G was in one of his playful moods and couldn't seem to keep his hands off me. He massaged my shoulders and back and occasionally a hand would slip beneath the waistband of my shorts and claim possession of a buttock, squeezing and pinching it. Needless to say, I wou...

That's My Good Boy

by Submissivegoodboy on Sep 21, 2020
Gay Male

Bethany and I arrived at the hotel early that morning. We spend the day talking, snuggling, kissing, giggling and getting ready. Around midday I go into the bathroom and shave my body, we want me to feel extra sexy and feminine for my first time with another man. Mmmm as I come out naked and smooth Bethany giggles and jumps up and runs over to me. After sl...

Research Pt. 02

by eviltwin52 on Aug 18, 2017
Gay Male

Please read Research part one first. ***** "So in summation I submit that although a certain portion of the male population engages in homosexual acts, they aren't homosexual at all. No, they are under-endowed males who wish they could have heterosexual relationships but whom women shun. Through aggressive parenting, peer pressure, and social activities th...

Converted to Gay

by bart_allen on Sep 14, 2017
Gay Male

This story is partly inspired by messages from fans, with slight adjustments. Thank you for reading. ***** I wanted to share with you one of my current projects. A twenty five year old male by the name of Eric. Nothing too special in the looks department, but not too shabby either. He was neither heavy or slim, perhaps a slight softness to him. His eyes we...