Gay Feminine Stories

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Curious First Cottaging

by Intercontinental on Sep 14, 2017
Gay Male

I always had a fascination with feminine things, dresses, shoes and handbags. Underwear was particularly exciting. I liked the silkiness of them. I loved the delicate straps. And I understood what it was to feel girly, as I wanked. As I passed my eighteenth birthday, I was still pretty. I had long hair. My hips were snake like, my body smooth. And I was sen...

Daddy's New Pussyboy

by Pussyboy4Daddy on Sep 25, 2017
Gay Male

Note: story contains rough sex, dominance, and violent themes. * I've always been the type of man into really feminine boys. I like skinny little twinks who want to be fucked and roughed up by a real man. Nothing makes me harder than a pussyboy begging to ride my hard cock and moaning "Daddy" as I slide in and out of his tight hole. I'm 6'-2", solid muscl...

Arabian Bromance Ch. 02

by bjmichaels on Sep 14, 2017
Gay Male

I was forced to confront my masculinity laying back in a bathtub full of lilac-scented bubbles...my previous experiences with girls and young women flashing before my eyes as my olfactory senses were assaulted with the feminine aroma of my second-ever bubble bath, and the images of a man's hard penis seared into my hands, mouth and mind. My entire belief sy...

Young passion: Forbidden Pleasure

by cutexd on Sep 1, 2017
Gay Male

This happened just the day I turned 20. I had started to explore my feminine side. My partner in crime was my friend. We were roughly the same age. It had been some time since my friend and I were involved. We started out exploring each other's bodies as would anyone else. He also knew my inclination towards getting dressed. Times alone with each other wer...

Macks R Us

by Troubadour on Aug 18, 2017
Gay Male

Mike and I have been messing about for almost a year now He lives next door and at eighteen is a few months younger than me. He is more delicately built than me and with longish fair hair has a slightly feminine look about him. What we do started off as normal boyish behaviour. We began as many boys do by groping each other which quickly developed into exte...

Golden Lust Ch. 01

by cplshippers on Aug 18, 2017
Gay Male

A soft sigh escaped his parted lips as golden eyes watched the smoke drift lazily across the breeze. Such eyes were framed with almost feminine lashes, but the expression set on these features flashed through pain and disgust as time passed. A single turn of the head let the light shine of his face, his eyes standing out beneath auburn tresses, a likeness on...

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...

You are a Sissy Pt. 06: Slave

by Roland15Rollin on Dec 25, 2019
Gay Male

Hello again, princess. Welcome back. Welcome back yet again to our journey through your mind. Our journey through your feminine girlie mind. We are almost there, princess. We are almost to the end of our journey together. I know that makes you sad but it's okay. It's okay, my sweet sissy. It's okay because we have more to cover and I will always be with you...

My Gay Roomie

by AnotherDay on Sep 25, 2017
Gay Male

In the early 1990's, I was living in Los Angeles with a friend of mine from high school. We didn't travel in the same circles in high school, but we were friendly. I was a jock and John played the clarinet in the band. We had a few classes together along the way. I always thought he was a little feminine, so it wasn't much a surprise when I heard that he was...

Turned into a Sissy Slut Ch. 01

by i_like_it_like_that on Sep 14, 2017
Gay Male

My name is Mark. I'm 18, and am around 140 lbs, thin, with a kind of girly ass. I began to fully embrace my love of dicks by watching hours of gay porn and at the same time embraced my feminine side by buying and hiding a lot of women's clothes. Still, by the time I was 18 and going off to college, I had not done anything with a man. It's not that I didn't w...