Sissy Surgery Stories

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Orientation
Length
Source
Infinite Scroll

Obey Thy Neighbor Ch. 06

by jealouscuck on Nov 6, 2018
Transgender & Crossdressers

When Chelsea returned from her out of town assignment she was excited above all expectations. She kissed me hungrily and thanked me profusely for letting her experience sex with a well hung man. She questioned whether I had any regrets. I did not. When she heard this, she expressed to me that the only second thoughts she had about it was if it somehow began...

Rose Ch. 25-27

by partwolf on Dec 31, 2017
NonHuman

Everything hurt. I couldn't open my eyes, it was like I was in a mental fog. I could hear things, feel things, but they weren't real to me. It was like I was listening to a radio in the next room, only able to pick up words and phrases. The rest was all noise as I drifted in and out. "Stay with me, Rose," a voice said. I could feel movement, my head was in...

Mom's Best Friend

by DDDDave on Feb 6, 2018
Erotic Couplings

"Big Tits, Big Dicks and Fantasy Fucking" "Emily's coming over. She's had a rough time ever since Harry left her. And I don't think she's handled it well. I think she's made some bad life choices. But she's my best friend! So be nice! Don't stare, Dick!" I was just back home from my first year of college. Emily had been my Mom's best friend since forever....

Let's Be Twins

by manditv on Sep 19, 2017
Transsexuals & Crossdressers

"oh..baby..I'm cumming!! ah!" I pulled out of her nice round ass quickly, so my hot cum would squirt on the pearly white skin of her back and if I shot just right I might get it into her beautiful blond hair. "You asshole! Now I'm going to have to take a shower!" Success, my cum was now pooled in nice white blobs from her ass all the way up to her hair....

Hotel Hot Tub

by chilleywilley on Sep 14, 2017
Loving Wives

This is complete fiction, describing the relationship between two flawed, but basically good characters. If you liked my story the Elevator Ride, you'll probably like this one. * I've been married twice; the first time for three years to a woman who it turned out had no interest in sex. Not in me, not herself, the guy or the girl next door, none! There we...

The Marine & The Beauty Queen Ch. 03

by OldSarge69 on Sep 13, 2017
Romance

Very slowly, mainly because of my knee, we walked through the house to her bedroom, which thankfully -- as it turned out -- was on the opposite side of the house from John's. I left my crutches in the living room, and leaned some -- okay, more than some -- on Susan as we walked down the hallway. Once inside, Susan closed -- and locked -- the door. She lit a...

Life: It Only Gets Better Pt. 03: Night Out

by Shadowforce1 on Sep 19, 2017
Interracial Love

"You're so lucky," one of Brian's friends said to him as they sat drinking a beer at their local bar. "Well I don't feel lucky," Brian said taking another sip of his beer. He had just gotten fired. He knew it was coming. After all the things that had been happening in his life, he was aware that it was in the cards. "Yeah, about that," the friend said. "...

A Rose By Any Another Name Ch. 05

by DMV_05 on Sep 16, 2017
BDSM

Two hours later, Mike parked his car in the basement garage and led me into a large mirrored elevator. As soon as the doors closed he lost whatever patience and self-control he had left and pushed me up against the button panel, accidentally pressing several floor buttons with my ass, while kissing my neck vigorously. "I want you so bad," he murmured betwe...

Nana Cotton's Secret

by atkins on Sep 17, 2017
Mature

Nana Cotton was soft and pretty as her name with a round, friendly face that Richard loved from the time he was eight and a half years old. Now he was thirty-five and Nancy "Nana" Cotton was sixty-eight, but she was still soft-faced and lovely. She looked like she'd cry for you if you asked her. But long ago, when he was eight and she lived two doors away,...

Bicycle Ride

by mdcouple987 on Sep 13, 2017
Loving Wives

The weekend was all set. After what had seemed to be months of working we had managed to schedule a weekend away just the two of us. With our motto of "Life is too short to stay in cheap hotels" we had reserved a room at an inn off in the country. The hotel was advertised as having a gorgeous swimming pool, in room Jacuzzi's and nice porches for relaxing on....