Sissy Girlfriend Stories

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Length
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Infinite Scroll

PB&J

by bbw4youngercocks1 on Sep 1, 2017
Group Sex

Jake had come home from college for the weekend, expecting it to be no different than all other times he had visited on weekends, vacations, and holidays. He'd get a few home cooked meals, his mother would do his laundry, and his stepfather, Paul--more his peer than stepfather, being Paul was seven years younger than Jake's mother, Paulina--would chill out...

Detective Spring Ch. 01

by Bloodwoman on Sep 18, 2017
NonHuman

Thank you for reading and I hope you enjoy. Warning: Unlike my usual where I have sex in every chapter there is not in this book. There is a good bit of teasing but no sex until chapter 8. Thank you, Bloodwoman ***** "Hello, I'm looking for a Detective Spring. I'm here to talk to her about a case." An older woman asked the officer at the front desk, I...

My GF the Closet Slut - Complete

by Jwrighter69 on Sep 14, 2017
Erotic Couplings

I never posted this full story, so here it is for all my fans! * Jess and I have dated for a while now. She's 21, and I'm 23. Jess is a natural redhead with an incredible set of C size tits, and an ass that's beyond words. We have a pretty good relationship but things in the bedroom are a bit complicated. I feel like she's extremely inexperienced in the b...

Lights, Camera... Action!

by Donkeepuncher on Sep 13, 2017
Anal

Mickey was suddenly woken by a couple of light knocks on his bedroom door. "Fuck man, What do you need?" "Sorry dude, I need your help," Donny answered through the door." Mickey, annoyed, rolled out of bed and cracked his door open. "Is everything okay?" "Yeah yeah everything is cool," Donny assured. "Jesus man, are you fucking naked?" "Yeah hahaha.....

Guilty by Association Pt. 01

by Frosty_Winters on Apr 10, 2018
Fetish

It was my girlfriend's birthday; to her nothing was more important. She loved the attention, she loved getting gifts, the dinners, the cake, she loved it all. In the three birthdays we have been together, I have learned each year needed to get better. The first year we went to a nice dinner, we got a steak and seafood dinner right on the river, we could see...

The Harem Tales Vol. 02 Ch. 05

by Zalminen on Dec 4, 2017
Sci-Fi & Fantasy

D'Sheyn Zalen placed the book back on the shelf, took out the next one and turned to walk back to his chair. And almost bumped into D'Sheyn. "You know, you really don't need to stand nearby all the time. I will call for you if I need something but for now I'm just going to read." D'Sheyn curtsied. "Yes, Zalen. I don't mind waiting here." Zalen sighed. It...

The Taking Pt. 01

by Shadow_chaser on Feb 6, 2018
Fetish

My friend is an escort, 5'0", 85 lbs., 34DD's Greek complexion, dark black hair. Very beautiful and makes 6 figures a year. She sees clients at my place almost daily. We don't date because she's only interested in sugar daddies. I am actively searching for a girlfriend and in being very picky about looks, I find one who is drop dead gorgeous with natural D...

The. Worst. Blowjob. Ever.

by DaddyIrishman on Jun 19, 2018
Humor & Satire

The. Worst. Blowjob. Ever. -- A Humorous Short Story This is meant to be a humorous short story, it is also told as a narrative. It's a true story from a situation that happened with my first sexual partner and girlfriend at the time. It's meant to be funny and make you laugh as well as being a cautionary tale about mixing food and sex, so take it with a gr...

My First Threesome with My Ex

by spookypaul on Jul 4, 2018
Group Sex

My first threesome with my ex girlfriend and my best mate. Many years ago i had a very hot girlfriend and we were constantly fucking, sometimes 5 times a day which was amazing but during sex we'd play with different fantasies which always got some great climaxes from both of us. One of the fantasies that we talked about a lot was a threesome with another g...

Fuck Toy

by bohemianyuppie on Jul 18, 2018
BDSM

TV Night You've left the door open, as instructed, so I let myself in. You're sitting in the corner, on your knees, naked. You don't acknowledge me when I enter, because you know your place. I take a seat in the armchair, loosen my tie, turn on the TV, and flip channels until I find something I like. When the first commercial comes on, I call you over: "O...