Sissy Bookstore Sex Stories

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Transition from Man to Lady

by nancyvasquez on Oct 10, 2017
Erotic Couplings

I was born male, but both physically and emotionally I was more female. I went out of my way to - just barely - avoid being regarded as a sissy by my peers growing up. But after I hit puberty I never really developed the physical characteristics associated with manliness. By age 18 I had reached my full height of 5',6", and was small boned and delicately bui...

A Sissy's Lifestyle

by nancyvasquez on Sep 13, 2017
Anal

When I go out to the adult bookstore, I am always dressed as a woman. And not just as a woman, but a whore. I tease my hair up big and high, and will have either a dress, skirt, or butt baring short shorts; and, of course, high heels. It's a 15-minute walk from my apartment to the arcade, and my route runs me through an industrial area along a fairly wide av...

Sissy Keven Jeanne Bardot

by nancyvasquez on Sep 14, 2017
Erotic Couplings

After Jinky and I had been married about a year, she began to make gay references about me being gay. When I'd get mad, she'd laugh and say, "I'm only joking!" I remember she always used to squeeze my breasts, which were quite prominent, and say, "Wow, sweetie, nice development!" And then she'd laugh. My feminine breasts had been a source of embarrassment f...

The Bookstore

by aaronsandler on Sep 13, 2017
Fetish

Aaron had been showing his wife off online for a few years. It started slow, with just some bikini shots with her face blurred, or faceless nudes, but over time he began to show more and more. He found groups and chatrooms that specialized in that sort of thing; guys who liked to show off their wife. And she was worth showing off. Even now, in her 30's, she...

Down The Path Ch. 03

by gbr2004 on Sep 14, 2017
Fetish

This story involves gay sex and forced fem, not your thing, move to another story. * I haven't been able to concentrate all day, didn't get anything done. All I can think about is having to go back to the bookstore tonight. I don't know if I can do it but if I don't I'm not sure what he might do. Maybe he just won't contact me anymore and I really don't w...

Exposed as a Sissy Cuckold

by lapitup65 on Sep 18, 2017
Loving Wives

Last Friday we had a date scheduled. We were going out to dinner to meet Jay and we had a room booked at a nice hotel. Mandy and I checked in early. We relaxed for a while, sipping a glass of wine before Mandy headed off to take a bath and start getting ready. Just as Mandy settled into the tub, Jay sent her a text. I didn't read the text, I just took her ph...

Straight Guy Gets Some "Strange"

by nancyvasquez on Oct 15, 2017
Interracial Love

The Negro saw the bright lights across the street advertising the adult bookstore. He felt a stirring in his groin and he pushed down on his cock. He could use a jerk off session, he hadn't cum in a few days. It was a very warm night, and the rain had stopped, leaving the smell of wet asphalt in the air He went to the counter. "How much to go in the back?"...

A Change of Heart

by d_fantasy on Sep 14, 2017
Fetish

My girlfriend Emily and I have a good sex life, I love her very much; she was the first and only girl I have ever had sex with. She is about 5'6", nice size tits (not too large), long black hair, she's half Phillipino, half English. I'm 6'1", I have long brown hair and a dark goatee beard. We've been going out now for about 3 years, with no serious problems...

Origins of 'Rub'

by JimBob44 on Jul 31, 2019
Group Sex

*Author's Note: any and all persons engaging in any sexual activity are at least eighteen years of age. Disclaimers: This story has been edited by myself, utilizing Microsoft Spell-check. You have been forewarned; expect to find mistakes. Also, this story contains Male bisexuality. If male to male action offends you, please hit your backspace key now. *.*...

Finding Dates for My Wife Pt. 08

by MichaelsD82 on Oct 7, 2019
Loving Wives

Attention: This part of the story does contain wife sharing and sex between father-in-law/daughter-in-law. All activity is consensual and fictional. IMPORTANT: The narrator of the chapter is the character whose name is in parentheses in the chapter title. An IMPORTANT Word Regarding Story Content: This part, Part 8, of the story contains NO SCENES OF INCES...