First Time Gay Stories

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Hey Diddle Diddle

by missterytome on Sep 12, 2017
Exhibitionist & Voyeur

Diddle, diddling, diddling around/about never had a sexual meaning. It meant you were bored or idle and looking for something to do. It didn't have anything to do with masturbation--certainly it was not like those male words. . . jacking, stroking, wanking. Besides ladies, or girls. or women, just didn't talk about such things, much less do them or if we did...

Desire

by CHUCKEDMOND on Sep 12, 2017
Erotic Couplings

My concentration shot directly into my panties, my damp cunt literally overflowing with juices. It was a wonder Mr. Gallagher didn't actually squirt on those erect nipples of mine. My tits bounced out of the white bra I wore with such fury, it looked like an attack on his penis. He looked at my resumé, nodding. "Come on," I thought to myself. "Look up at m...

Rita

by jimmito on Sep 14, 2017
Transsexuals & Crossdressers

I e-mailed some online gay friends asking for the name of a place someone like me, a bi-curious middle aged guy, would be comfortable in just having a beer. They e-mailed right back with the name of a place called Charlene's near downtown. Before I had the chance to wonder why the place was not in the gay part of the city they followed up with a note that s...

Yellow Polka Dot Bikini(s)

by PositiveThinker on Sep 14, 2017
Transsexuals & Crossdressers

"She was afraid to come out of the locker. She was as nervous as she could be. She was afraid to come out of the locker. She was afraid that somebody would see. Two, three, four, tell the people what she wore. It was an itsy, bitsy, teenie, weenie, yellow polka-dot bikini that she wore for the first time today. And itsy, bitsy, teenie, weenie, yellow polka-d...

Black Woman Loves Bisexual Man

by Samuelx on Sep 14, 2017
Erotic Couplings

Hey, there. My name is Abigail Shay. A six-foot-tall, curvy and big-bottomed, absolutely stunning and dark-skinned young Black woman living in the city of Boston, Massachusetts. I've got some terrific news to share with you. Drum roll please! I seduced my formerly gay best friend Robert Gory and helped him discover there's more to life than chasing guys. Yea...

Something Had To Change

by sublocked on Sep 16, 2017
Transsexuals & Crossdressers

This was not going the way Diane had thought it would or should. Basically nothing, and yet everything, had changed in their marriage in the last six months. She watched him now, sitting on the sofa, drinking a beer, unshaven, and between picking his nose and scratching his ass, she wasn't sure what his biggest pleasure was. At least he was fit. There was...

The Visitor Ch. 08

by Leanne_sissy on Sep 26, 2017
Transsexuals & Crossdressers

This is a continued story of my experience with an online master that became a reality. ***** He knelt in front of me pulling me closer to him as I whimpered through fresh tears, my fight seemingly gone out of me. Why oh why didn't I just kick him away then, why didn't I push him over, run out of the door, run, hide. I couldn't call the police, I knew I co...

Boss Me Around

by ms_girl23 on Sep 13, 2017
Romance

Charlie was not having a good day, despite the sunny nature of the weather outside, the somewhat stereotypically legless sheep resembling clouds, and the annoyingly chirpy twittering of birds. It all seemed quite at odds with the irritation that she was experiencing, and the jocular expression on her brother's face was not helping. "I refuse to believe it,...

Haitian Bisexuality Ch. 08

by Samuelx on Sep 16, 2017
Non-Erotic

There is nothing quite like the feeling I get when I accomplish something. As the valedictorian of my graduating class at Mansfield University in Mansfield, Massachusetts, I have quite a lot to be proud of. For starters, I am the first black male valedictorian the school had ever seen. Not once in its two-hundred-year history has a black person achieved what...

A White Man Who Love Black Guys

by Samuelx on Sep 16, 2017
Interracial Love

I held onto Dwayne Henderson's narrow hips as I worked my dick into his asshole. Lord I love Black male ass. Dwayne grunted as I penetrated him. I picked up the tall, good-looking young Black man while walking through the Carleton University campus in the City of Ottawa, Province of Ontario. He was a very sexy brother with an ass I just wanted to bite. So I...