Anal Doctor Stories

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My Willing Transformation Surgery

by TammyPanty on May 13, 2020
Transgender & Crossdressers

Growing up the only child of a single mother I was born with male sex organs. But ever other physical characteristic I had was female. My penis was very tiny. I had sloped shoulders, not squared. My lips were naturally larger, just like a female. I had no scrotum "sack" just a round mound under my little penis that had even smaller testicles inside. I had tr...

Take Your Medicine

by Sapphire_Mail on Sep 16, 2017
Letters & Transcripts

Sapphire: I sit patiently in the private office wearing my best tight jeans and low-cut t-shirt, waiting for the doctor to finally come in... Doctor: The secretary calls out your name, the office being typically empty for this time of night. She directs you to the first door on the left, where I sit in my doctor's coat, typing away on my computer. Sapphire...

The Doctor Diaries Ch. 08

by The Big Bopper on Sep 16, 2017
Group Sex

Dr James Martin is your everyday dedicated general practitioner … the family doctor who has devoted a 25 year career to curing patients when they are sick. His only problem is that in the past two years, the good doctor has embarked upon his mid-life crisis, becoming very free with his hands and cock when treating his female patients. In spite of one...

Navy Nurse Ch. 01

by Bodington on Jul 15, 2020
Novels and Novellas

Diana Van Buren grew up in Grosse Pointe Farms, MI, an upscale community, being an affluent suburb of Detroit. Her lifelong self-esteem was hindered by having two sisters, two years and four years respectively older, who were astonishingly good looking females, seemingly from birth. In addition to her sisters, her mother was a stunning beauty, who had won...

A Guide to Great Anal Sex Pt. 02

by celesteandjim on Sep 26, 2017
How To

II. Training for anal intercourse How many times have you heard of this scenario played itself out. Perhaps it's an experience you have had. A man pleads with a woman to try anal sex. With some misgivings, she consents because he wants it so much. Excited, he tries to thrust his penis into her ass, causing pain when her inner sphincter is forced open and th...

An Anal Awakening Ch. 01

by ambiguousanallove on Sep 14, 2017
Anal

(An author's note. As you all know, this is a work of pure fantasy, imagination, and how I'd want something to feel- although it may not actually feel that way in real life. I don't have experience with some of the things written, they are purely fiction. If you dislike anal-related things,medical fetishes, or dominant and submissive relationships, I suggest...

Hall Pass

by Niceguy8851 on Mar 18, 2020
Anal

I taught Communications in a large, state university for 25 years and my wife taught in the School of Nursing for 20. A couple of years ago we retired in our 50's with comfortable pensions. Upon retiring, we moved to a community that was occupied, for the most part, with folks, many retired and most about our age, close enough to the university that I can...

Sexual Medicine

by sevenoneeighth on Sep 1, 2017
Group Sex

Edited by Cute Vixen After pressing the intercom button, I said, "Julie! Please come in and bring the file on Ms. Sellers." A moment later, Julie entered the office with a file folder in hand. I smiled at my beautiful, full breasted secretary. Although we had a working relationship, we truly shared some intimate times in our work. Bending over my...

Husband's Anal Adventure Ch. 16

by Anal Slave on Sep 19, 2017
Fetish

Well it's been about a week since me and the wife has done some kinky things and I was getting horny thinking about this secretary I had met at the doctor's office yesterday. I walked in to the office and there was this beautiful secretary sitting at her desk, I could see under her desk and I could tell she didn't have any panties on. I know she saw me looki...

Doctor Top

by JonThomas_ on Sep 14, 2017
Anal

I've been in a state of almost constant arousal in anticipation of my upcoming physical examination. It may sound odd to hear that someone is happily looking forward to visiting their doctor, but I am. For the last fifteen years my doctors have shared my secret with me. It started when I was 40 years old. I was about to have my first prostate exam and I wa...