Shemale Prostate Exam Stories

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Medical Exam

by JWalker7 on Sep 14, 2017
Transsexuals & Crossdressers

I'd just finished my second interview for a new job and now it was time for a physical. I was nervous, really nervous because I knew that I was going to have to have a prostate check. My biggest fear was what would happen if I got an erection during the exam? And what if it was a male doctor? All these thoughts where going through my head. I didn't want to e...

When Sara Met Bob Ch. 05

by yellowfrog on Sep 14, 2017
Fetish

Bob remains the love of my life, the fountain of my admiration! Handsome beyond words, virile and composed, sexually insatiable in many ways, Bob has become what every woman wants - in addition to her own husband, of course. In the intimacy of our extra-marital affairs I enjoy massaging his prostate, deeply and slowly, my fingers moving very deliberately to...

Showing Off For My Wife's Pleasure

by HotJennieh on Sep 19, 2017
Fetish

A first time effort based on real events. * There I was lying on my back, on the floor of a cheap adult bookstore. All I was wearing were 5" heels, black thighhighs, and a nipple chain. In one hand, I was jerking my throbbing shaved shaft while I was using my other hand to fuck my ass with a double headed dong. Cum was glistening on my face and chest and r...

When Sara Met Bob Ch. 04

by yellowfrog on Sep 14, 2017
Fetish

PART IV: Sara sculpts Bob's lovely penis Days turned to weeks, weeks turned to months and Sara derived ever-growing joys from milking Bob's prostate. The implanted micro-devices gave Sara the ability to massage his prostate remotely, be it from a distance in the same room, to the other end of the bar at the shemales saloon they frequented often, and even ov...

Dr. Landry and Nurse Lisa

by newfield1981 on Apr 17, 2018
Transsexuals & Crossdressers

This story is a spin-off from the "Neighbors sissy son" series. Though it stands alone, it will eventually cross over with NSS. SPOILER This series falls in the transsexual crossdresser category for the first story. There will be very little in the way of men participating in gay sex. This series will sometimes revisit this subject. After that it will be ba...

Survey Says

by nm3888nm on Aug 23, 2017
Fetish

I was short on cash and was looking for easy money. I found some ways like selling my blood etc. I was surfing online for more opportunities and found a $50 opportunity and registered for a penis size survey. I signed up online. The registration form was many pages with lots of fine print and electronic signatures required. After finishing the registration f...

Finding My Shemale Goddess Ch. 01

by TheGuyInBlack on Sep 11, 2017
Transsexuals & Crossdressers

Hi, and thanks for reading my first ever submission on this site. I want this to be a multi-part series, so if you have any suggestions I'll be happy to read them. Also, I'd be grateful for any constructive criticism you may have. Thanks again for reading and enjoy! -TheGuyInBlack ********** My hand was trembling as I knocked on her door, I've never been...

Addicted to Pream's Cream Pt. 02

by Vodka_Jim on Sep 26, 2017
Transsexuals & Crossdressers

Author's Note: I'm sorry it took me so long to complete Chapter 2 of this story. I plan to be more regularly submitting stories. I have a couple more in the works and then will probably come back to the Pream story line. I hope you all enjoy. I welcome your comments. *********************** My heart is beating so hard in my chest that I can almost hear it...

All by Myself

by perna on Sep 16, 2017
Toys & Masturbation

I had posted this to an anonymous website before but really want to know what others think of it and had no replies. If you are just looking for the juicy part to get your rocks off to, skip to the second large paragraph... First off, let me say that I consider myself straight and have never had sex with anyone but women. I'm 28 and very physically fit. I f...

Reason? Nah.

by curdles on Nov 8, 2020
Bisexual

"Oh, fuck!" she gasped as soon as my cock had slid out of her throat. She had held it there for almost a full minute, massaging my balls with her tongue all the while. We hadn't seen each other for almost a week, so our appetites rivaled those of Erysichthon of Thessaly. "I'm almost there," I said, stroking my shaft. "Open up,"...

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