Gay Prostate Exam Milking Stories

55,123 results
Orientation
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Infinite Scroll

Young Female Doctor's Exam

by scentto on Sep 18, 2017
Mature

When Marsha told me there was a 58 year-old married man on the phone looking for a new doctor I hesitated only momentarily. You see, as a 34-year old female MD, the vast majority of my patients are children and women. I can count on one hand the number of male patients I have had, and most were the sons of my female patients who came through every now and ag...

Jim's Insurance Exam

by JimmyJohnson on Sep 25, 2017
Fetish

This is another work of fiction featuring Jim Johnson (my alter ego). This time, Jim has to go for an insurance physical and his wife Mandy accompanies him to the exam. Just to put a different spin on this story, I tell it from Mandy's viewpoint as she watches Jim's exam. I tried to add a lot of detail and build up the anticipation and embarrassment for Jim...

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...

Michelle's Revenge

by greywolf393 on Sep 16, 2017
Anal

Michelle laid down on the hospital bed to see if she could squeeze a few hours of sleep in before the next emergency. She was in the final hours of a double shift as the on call emergency doctor. She was in the final weeks of her residency and she felt like they were trying to kill her with sleep deprivation. Michelle awoke to one of the nurses shaking her s...

Judi Teased and Milked Me!

by Bi_Siamese on Sep 13, 2017
Fetish

My wife cock teased and milked me! My hotheaded impatient blonde wife Judi hated it when I constantly begged for sex. We actually got into a heated argument one night about our nonexistent sex life. Judi cursed back saying that it was too improper and immature for a grown man to always be horny telling me to get my mind out of the trash and stop thinking ab...

The Professor's Dildo

by Boxlicker101 on Jun 16, 2020
Toys & Masturbation

Jeremy walked down the hall to Professor Dugan's office, acting much more confident than he was feeling. He had just flunked his midterm exam and knew he had to improve his grade somehow. Besides the scarlet "F" on the paper that had been returned to him that day, the professor had written "See me about this" and Jeremy hoped he could talk her into raising t...

Neighborly Love

by glovesnap20 on Oct 6, 2020
Fetish

Though I had always thought that my neighbor, Ava, was cute, it took the loneliness of quarantine for me to finally summon the courage to ask her out. She was in her late twenties, had shoulder-length red hair and wore glasses. Though she dressed somewhat conservatively, her skirts, dresses and cardigans couldn't hide the nice curves of her petite body. In t...

A Peculiar Examination

by JAWS67 on Sep 18, 2017
Fetish

John Baker swallowed nervously, as he stood just outside the building housing his Doctor's Practice. It was time for his annual appointment and he was dreading it. Every year it was the same, but he just couldn't seem to get over the embarrassment despite the fact that his Doctor, Amanda Parker and her Nurse, Sharon Martin conducted his examination in pretty...

Doctor Top is on Vacation

by JonThomas_ on Oct 10, 2017
Toys & Masturbation

Doctor Top is on vacation is an update to the classic story, Doctor Top. In this short story about a fifteen to twenty minute visit to my doctor, I share what happened when I went in for my yearly exam, and found that Dr. Top was on vacation. ~~~ I've got to say I was disappointed when I found out Doctor Top wouldn't be doing my upcoming physical examinat...

Sexy Doctor Gives Prostate Exam

by SluttyBisexualGuy on Nov 25, 2017
BDSM

Ethan walked into his doctor's office to check in for his 2:00 PM appointment. He was nervous. He'd never actually had a prostate exam before. His girlfriend Jenna had suggested that he go and see a doctor on his 25th birthday and get a full physical to make sure that all of his parts were in working, sustainable order. He knew he was a bit young to start...