Sissy Doctor Stories

36,636 results
Orientation
Length
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Infinite Scroll

Black Sissy for White Couple

by Samuelx on Sep 12, 2017
Fetish

Watching Robert Wiles sucking my husband Daryl's cock totally turned me on. I donned my strap-on dildo and began fucking the tall, muscular Black stud with it. Robert groaned as I penetrated his ass with my eight-inch strap-on dildo but didn't stop sucking Daryl's dick. Robert Wiles is a bisexual Black stud from Jamaica who goes crazy for White cock, and Whi...

Wendy The Haitian Sadist

by Samuelx on Sep 16, 2017
Transsexuals & Crossdressers

Salutations, dear readers. It has most definitely been a while, hasn't it? The name is Wendy Stefania Polydor, and I'm a young Haitian-American woman living in the City of Boston, Massachusetts. Mother of two, divorcee, college graduate and nurse, I am all of these things and more. I have been delving into the world of BDSM, and more fun things like swinging...

The Making of a Mistress Pt. 03

by EiryCGar on Jul 6, 2020
BDSM

Author's note: This fictional series about a character first introduced in my "Coming Home; Coming Out" serial continues with Marie, now engaged, is going to meet Charles's parents. She also takes Charles to meet her mentor, Dr Sara Walters and her sissy cuckold, Paula. As in all of my work, every character is over 18 years of age, and all sexual practices a...

Walk-In Clinic

by ColinGraham on Sep 26, 2017
Transsexuals & Crossdressers

I don't know why I forgot to wear men's briefs that day, perhaps I was just so used to the comfortable feel of silk and lace that I didn't even think about it when I dressed. Or maybe I had an unconscious desire to be caught; to finally have my little secret uncovered. So here I sat at the walk-in clinic, debating whether to leave, or to risk the off chanc...

Wife Turns Slut For Husband Ch. 02

by Dirty Slut on Sep 26, 2017
Group Sex

The Worm Turns Intro: As you remember in the last saga my husband had begged me to turn him into a cuckold. As things turned out I found out that he wanted to see me fucking other men, and not just any men, but black men with big black cocks. It was a torturous decision for me, but as I loved Billy so much I finally made contact with a black man on Billy’s...

Reluctant Submission Ch. 12

by xlilkittenx on Sep 14, 2017
BDSM

The whole mansion was a hive of activity. The slaves were rushing about, preparing food, serving drinks for the guests. Fern was serving drinks in the main lounge. They had put her and the other slaves serving in maid outfits. Fern felt quite uncomfortable every time she had to bend over as she was fully aware that her ass was on display. Isobel walked int...

Abducted and Turned Out Ch. 05

by dawnib66 on Sep 19, 2017
Transsexuals & Crossdressers

.... I lapped at her pussy as she intermittently moaned and derided me. "Eat that cunt, you sissy whore. I know you prefer cock, don't you? Answer me slut!" she said as she forced my face deeper into her pussy. "Yes, mistress," I said into her cunt. As I did, she moaned loudly and her pussy spasmed as she gushed into my face. "You are a good little bitch,...

More Domme Club: The Appointment

by NancyPan on Sep 26, 2017
Loving Wives

For this sequel to The Domme Club, I am switching the category from BDSM to Loving Wives. Seems that many of the stories in the BDSM category are more hard-core. And this story is about Loving Female Authority. As it is a sequel, the story is best read AFTER reading The Domme Club. Once again, all respectful feedback, as well as voting, is very much appr...

The Sexy Cuckold Couple Pt. 03

by cuckcpl4play on Sep 19, 2017
Fetish

Initial Fucking of My Wife part 3 It was 2:00 when we arrived home and suddenly Jen received a text from Master. Excited we are moving forward my owned little slut. I would like you both to arrive just after the sun goes down. The reason for the change is that I want you both to walk to my place and will do so in the same under garments you wore to my offic...

Life according to Lizzie

by Lizziewannabe43 on Sep 16, 2017
Transsexuals & Crossdressers

As a word of warning this is more of like a pilot to see how this story goes if it is liked and good feedback is given then I will right more. Everyone mention in this story is above 18 years old and are not based upon real life characters. Please any criticism is accepted and highly encouraged thank you for reading my little tale...enjoy. ***** Luke began...