Gay Virgin Stories

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Orientation
Length
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Infinite Scroll

A Virgin of Sorts

by Flame666 on Aug 18, 2017
Fetish

It was an early spring day; I was away from home on business and very horny. I am no virgin and when away from home, I enjoy sex with other men. This day on line, I was not able to find any suitable company. I am in my 50s, in very good shape, not much body hair and with smooth and soft skin. I enjoy the submissive and feminine role in gay sex and also enjoy...

Carla & Jerry: A Girl Story Ch. 02

by Marlene on Sep 14, 2017
Group Sex

I got so worked up writing about my new Carla creation and her boy Jerry that I just had to do another story about them. They're very wicked. If you like it I'll do more. After Jerry and mine's little slutty interlude at the party neither one of us said anything about it for a few days. Finally, one night we were watching TV and kind of kissing around—just...

Desiree and Big John

by desireethtttv on Sep 12, 2017
Transsexuals & Crossdressers

It had been only a week since I'd introduced "Desiree, the Hot to Trot Transvestite" to my girlfriend Suzie, leaving me not a bit surprised that she chose not to spend the very next weekend at my place. While she hadn't freaked out, she was concerned I was gay since I was so convincing but I assured her I was not. I planned on revealing the truth I'd been wi...

The Barracks

by Maricopaman on Sep 15, 2017
Group Sex

I want to thank Nick Bella for his great work editing this for me. * The Commander, his Adjutant, the platoon commander and several other officers are at a barracks for an inspection. "Sir we have 50 men who meet the highest standards, they have passed all of the genetic, physical stamina and intelligence tests and they are among the best looking men in...

Becumming Lisa

by Sweetlisatv on Sep 16, 2017
Transsexuals & Crossdressers

I have always known deep down that I am a transgender person, born a guy but never felt happy in my body and because of this I knew something was not right, this is my story of how I have got to the stage of my life. This is all true and edited for Literotica's readers, I pull no punches at all and have experienced a interesting life so far. I hope you en...

Sexual Disorientation

by GrampyWriter on Sep 13, 2017
Romance

Tim and Susan had both made it to college with virginity intact. Neither planned it that way, it just happened. Tim dated the same girl throughout high school, a young lady determined to hang on to her maidenhead until marriage. Tim, being a true gentleman respected her wishes. But she chose a college on the other side of the country, and they drifted apar...

Night of the Red Serpent

by Krystal0690 on Sep 17, 2017
Loving Wives

~ Chapter 1 ~ My wife, Kristen, has long been trying to get me to have a bisexual experience. She actively dates other women and she's determined that I explore that part of my sexuality. "There's a club downtown that I go to sometimes, where I'm sure I can find some amazingly hot men that you'd want to have sex with," she told me one Friday evening. "It's...

Easter Trip

by windwriter on Sep 12, 2017
Group Sex

Over Easter my boyfriend and I were both off work so we decided to drive to Chicago over the long four-day weekend. Unbeknownst to him I made contact with a bi-sexual man and woman via the internet, several months earlier. The trip to Chicago was my idea since they live there. I was not sure how he would react but he has always been pretty kinky so I thought...

Black Muslim Cuckoldress 02

by Samuelx on Sep 12, 2017
Romance

As Salam Alaikum, people. The name is Farah Hussein and I'm a young Black Muslim woman of Somali descent living in the City of Ottawa, Ontario. I was born in the City of Mogadishu, Somalia, and raised in provincial Ontario. These days, I'm studying police foundations at Algonquin College, and life simply couldn't be better. I recently got out of a bad relati...

Butch Black Women Ch. 04

by Samuelx on Sep 12, 2017
Group Sex

Firmly tied up to a wooden post, Mary Adewale screamed as Kristi Rand whipped her hard with the Black leather belt. Deep down in the basement of the Orleans townhouse they shared in suburban Ottawa, Canada, they really got into it. The big and tall young Black woman's screams filled the house. Short, slim and blonde-haired Englishwoman Kristi Rand laughed he...