Prostate Milking Stories

30,157 results
Orientation
Length
Source
Infinite Scroll

Madame's (Milked) Dry Bar

by dashielldash on Sep 25, 2017
Fetish

One or two of the women gasped but there was mostly appreciative laughter as they entered the room. "WELLLL NOW..." exclaimed Andrea with her thin eyebrows cocked, "Haha, oh my god..." Rebecca managed, as one of the more shocked onlookers "As you all know, when I want to try something, I do it," Madame explained, very matter-of-factly. A large couch gave...

My Massage

by LynnGKS on Sep 17, 2017
Loving Wives

Growing old is not for sissies. I lay on my belly on the urologist's table with the nurse's strong index finger up my ass massaging my prostate and my useless pecker hanging down and swinging over an emesis basin put there to catch the juice. It was Wednesday afternoon and like every Wednesday afternoon my boggy prostate was taking punishment it didn't deser...

Check-Up

by curtainsup on Sep 26, 2017
Fetish

"The doctor's ready to see you now, sir," the receptionist said, waving him through to the doctor's office. It was like any other doctor's surgery - magazines in the waiting room, a clean, professional doctor's office with an examination table in the centre. The difference being that Dr. Litt only attended to a very specific clientele. Timothy stood, thanki...

The Cock Ch. 01

by robertjones on Sep 16, 2017
Interracial Love

Based on actual events. "Are you a Cock?" The words caught me off guard and totally by surprise. First off, who knows me at Asparagus (a nice fusion restaurant attracting a lot of very interesting people during the daytime)? I just stopped and looked up to see a pair of very amazingly attractive african american women standing next to me at my table. I kn...

Loaned Out

by Valsslut on Sep 16, 2017
Fetish

Yesterday Lady Valerie loaned me out to her friend. Terrified beyond belief, I drove to a large hotel, rode the elevator up to a large suite and ordered to undo my pants and prove I was wearing panties at the door. I was scared about being scene in the hall worse the humiliation was turning me on so much my clit got hard. Lady Valerie had taken my chastity o...

Cooperation

by boo56 on Dec 24, 2019
Anal

Cooperation Ann, in her sundress, breezed in from her lunch with direction. Her greeting to me bordered on the brusque. The next words she spoke were, "Go disrobe and meet me in the bathroom." I walked back to the bedroom to disrobe. Did that sound strange? Perhaps some explanation is in order. I would never claim that Ann dominates me. I would not claim...

Doctor's Hands

by LookingGlassLicker on Jan 22, 2018
Fetish

This story contains a female dominating a male, and male anal penetration. If either of those things are liable to offend your sensibilities, please do not feel compelled to read any further. Thank you. If you're still here, I hope you enjoy it. * "Mister Jones?" I looked up from my book and found the locum standing expectantly, gazing around the waiting...

S-E-B Sexualized Education for Boys

by charmingcharles2896 on Oct 14, 2017
Toys & Masturbation

---------- ALL CHARACTERS ARE OVER THE AGE OF 18 ---------- Authors Note: Hello everyone, I'm back! I've been having trouble getting inspired enough to continue "My Trip to the Doctor" I'll be honest. I wrote this story months ago and just recently revised it to a point where I think it is of good enough quality to share with you. ***** Ms. Rubenkoch walk...

She-Male Pimp Daddy

by Anal Slave on Sep 16, 2017
Transsexuals & Crossdressers

I've been working the streets for a long time and I know all the ends and outs of the flesh market. I have six she-males that work for me and I get 50% of everything they make plus all the sex I want, any time I want it. I make them work seven days a week rain or shine. I buy their clothes and tell them what to wear and when to wear it. I have a little blac...

Nurses Julia and Cindy: Semen Study

by JohntheRapturist on Apr 17, 2018
Fetish

Julia twisted her grip with a flourish, pulling the last few droplets of pearly syrup from her patient's sputtering penis. Groaning weakly, he pulled up his pants and staggered out of the exam room. Julia smirked and strutted back to the waiting room, hips swaying hypnotically. The door latched shut behind her with a forbidding click. "Next?" Four men loo...