Prostate%20milking Stories

9,406 results
Orientation
Length
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Infinite Scroll

Enter the Nurses

by Niceguy8851 on Mar 10, 2020
Anal

I'm a lucky man. I found and fell in love with a girl who didn't just tolerate, but shared my own sexual proclivities and fetishes and I ardently believe that our sexual compatibility has contributed to our having a sound and happy marriage for more than a few years. She has always accepted me the way I am and, until recently, she never asked about my sexu...

Physiotherapy

by GforGraham on Jun 1, 2020
Mature

Warning: I'm told I use too many words, so don't expect a short jerkoff story, just a short story by my normal standards. I tried being brief and lost the plot, so will stick to my own style and letting the story tell itself and be as brief or as long as it needs to be. You have been warned. Chapter 1 "Mr Waterman, from all the information here I'm sorr...

Jefferson's Therapy Ch. 02

by EmeraldSolitaire on Aug 31, 2017
Fetish

"Wake up sleepyhead," Dr. Benoit said. Jefferson awoke, groggy. "How does it feel knowing that I can put you to sleep with the smell of my worn high heels?" Dr. Benoit asked her restrained patient. "Well I've always been turned on by this Candy." "And that turns me on Jefferson. Jefferson I want to gag you and I want you to choose what you are gagged w...

My Prostate & Me: Alone Together

by lord_jefe on Sep 18, 2017
Toys & Masturbation

For my fans: You'll notice no number on this story, and that it's in the Toys & Masturbation category. The reason for this is that it's just me & my prostate right now, not in the past. The general tone of the story is pretty sad, but it improves, much like life. Times have changed. I'm 40, unemployed, and living with a family member since the wife left....

Empty Nest Escapades Ch. 03

by smithbill1970 on Mar 6, 2018
Loving Wives

This story is focused on the male on male piece of the encounter, if this is a bother for you do not continue, if not then enjoy. Thank you, LarryinSeattle for his efforts in making this much more readable. ***** Doug finished his shower, dried himself, and went to check on the two lovers. Seeing them still cuddled up in each other's arms asleep, he starte...

Julia Milks Her Colleague Ch. 02

by JohntheRapturist on Apr 23, 2018
Fetish

Julia pulled out her toolbox, grinning as it rattled across the floor. It was a huge, heavy thing, bound in faux black leather with satin nickel struts and latches. She fished out a small, heart-shaped key. The lock came open with a snicking sound. Julia was all legs and curves, a red headed and green-eyed vision of Amazonian paradise. Tommy, if he'd known...

The Phone Call

by KarinDiSeduzione on Sep 13, 2017
Erotic Couplings

Both Karin and Jean-Michel have very busy schedules—work, kids, etc . If they are lucky, they get to have lunch once a week. So, their "together" times are rare, and because of that rarity so much more precious to them. Sometimes, though, that in between time gets really difficult, and they have to supplement with an occasional explicitly hot phone call. E...

Naughty Nurse Prostate Exam

by PantyRaiderX on May 13, 2020
Interracial Love

It was a warm spring afternoon and the medical offices were soon to close. I arrived on time for my annual check-up. I checked in with the front desk staff and I was told to go to adult medicine on the second floor. I went upstairs to adult medicine and took a seat. It was about 4:45 and I was the last patient scheduled for my particular doctor on that day....

The Man in the Pod Ch. 02

by Dracthyus on Sep 15, 2017
Sci-Fi & Fantasy

Fred Smith was sure he was in Hell. It wasn't bad enough that he'd wiped out on his very expensive hover bike at around two hundred miles an hour. It wasn't bad enough that the crash had reduced his less-than-fit twenty-one-year-old body to a pile of ruined meat but an intact brain. It wasn't bad enough that the prosthetic body they'd put the bio-pod contai...

The Pissed Off Nurse

by movieye on Sep 13, 2017
Fetish

"We're going to be late!" My mom screamed as she raced the car around the corner. It was almost 4pm, and I was due for my shots as I was traveling to Brazil for school. My mom had left everything until last minute. "Damn!" She hissed, as we got caught by a stop sign. I really wanted to get the shots myself, but the doctor's office had said that the typhoid...