Gay You Are A Sissy Stories

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Gay Whore

by Bonemeal on Oct 12, 2017
Gay Male

It all began when I was hitching through rural North Carolina back in the early 1970s. I was a young, tight feminine looking man. Light brown hair and long legs. My eyelashes are naturally long and people have said I have eyes like a girl. I was in the navy and that particular day I was wearing my uniform as we did in those days while on liberty. I watched...

My Wife Hands Me Over to My Dom Ch. 03

by FantasizeAndRealize on Mar 6, 2018
Gay Male

It has been almost three months since my wife Susan found out about my gay affair. Since she found out she has been handing me over to my Dom, in person, every week for our sessions. She has gotten to know Carl, my Dom quite well. They love talking about me as if I am not even there. Susan really enjoys taking me to Carl and picking me up after our session...

Transforming Tim

by oskarwild on Sep 25, 2017
Gay Male

The Elevator Rafe could hardly wait for his lunch hour to come. But he wasn't hungry for food. He was hungry for the new elevator boy. The new boy was just the type Rafe lusted after. He was short and slim; probably five-six and maybe a hundred twenty pounds at the most. And he was young. All of the elevator boys the building employed were high school seni...

Job Evaluation -The Christmas Party

by VeryCuriousIan on Mar 18, 2020
Gay Male

It was now over a month since Ian's last disciplinary problem and he had at long last got his act together. He was now one of the best employees in the office. Even Carol, his hated line manager, had to admit he had turned over a new leaf. Although she still loved to call him a little cocksucker anytime she could to cause him maximum embarrassment. Ian's...

First BBC

by smoothbtm76 on Jul 6, 2020
Gay Male

I always thought of myself as bisexual. I had gotten my cock sucked by older men who liked twinks and I had sucked cock in turn. I had topped older men and had my ass played with and toyed and even fucked a couple times but hadn't really gotten into that too much. I had been to bookstores and theaters and played there but nothing really changed. That is, unt...

Cum on Panties

by jakladd on Aug 30, 2017
Gay Male

Cum on Panties - Our phone sex is always so hot, you egg me on in so many ways. My wife has no idea how much I wear her panties not to mention her lingerie, stockings and dresses. We talk about what I'd wear when we get together as I suck your cock. You always have me send you pictures of me dressed in panties, stockings & high heels, telling me how perfectl...

The Birth of a Sissy

by sissymedic1426 on Sep 14, 2017
Gay Male

After some careful planning and serious consideration I had made the decision that I would use my parent's birthday present to me to travel to Orlando, FL. They have a University there and tons of other things to see. For a kid from a little town in NC it felt like the biggest city that I could visit and still be safe (they have the house of mouse what's the...

House Rules Ch. 04

by EROTICbearscribe on Jul 31, 2019
Gay Male

Chapter Seven PRETTY PINK BOTTOMS The first step on my trip down that path happened one hot Sunday afternoon. I had just come out of my bedroom after spending a few hours in the pool. I was wearing a pair of loose fitting boxer shorts which hung low on my butt. I was drying my hair with a towel. Mr. Clemons was there to meet me in the hallway with that...

Cocklust

by TerriC on Oct 6, 2020
Gay Male

I was horny the moment I woke up. My cock was hard as I showered and got ready for work. I slipped into a pair of blue nylon panties, something I usually only did on the weekend, and finished dressing for work. The drive in was crappy, traffic sucked, but it wasn't so bad while in my panties. Wearing them may have been a mistake though, I was semi hard when...

Finding a Perfect First Daddy Cock

by btmboi335 on Apr 3, 2019
Gay Male

This is the true story of the time I lost my virginity to Mike, an older man I met on the internet. I will always remember my times with Mike. His cock was one of those rare, perfect cocks that you can always recall in your mind in a second, so every time we fucked was memorable. I hope you enjoy our first time as much as I did. ***** For as long as I can...