Penis Milking Machine Stories

115,062 results
Orientation
Length
Source
Infinite Scroll

The Conference

by motorcyclemaniac on Sep 13, 2017
Erotic Couplings

This is a fictional story told in the eyes of a man between the thoughts of a woman he encounters. Read and you will soon catch on to the rhythm of thoughts they have. None of this is true but does brush closely to some fantasies that the author has had in his life... * Him....I was at an engineering conference in Florida and had just gotten back to my roo...

Crash

by gordo12 on Nov 20, 2018
Loving Wives

Author's notes: -Written for: "In a Sunburned Country event" for stories set in Australia. -All characters are at least 18. -Writing is Canadian English so colour vs color and neighbour vs neighbor are normal. -I would like to thank ElectricBlue for offering to translate some of the Australian character's sentences into Australian slang. In the end I de...

Compromised Pt. 03

by HorribleHenry on Oct 5, 2020
Transgender & Crossdressers

COMPROMISED PART THREE CHAPTER EIGHT Park Green Private Hospital specialised, and probably still does, in mending wealthy people, particularly those with kinks. There was nothing that people did to themselves, or each other, that fazed the dedicated staff of the hospital. A patient with a torn arsehole caused by anal sex was very low down on their list of...

St.Trinians' Gardener's Sex Lessons

by Richard963 on Sep 12, 2017
Fetish

I was lucky to get the job really. I had received minimal schooling as I was an orphan. I left school when I was 14 when I was put into the care of the Council. They started me to work in the Council Parks Department. I had stayed there until I was 18 and then left and had done odd gardening jobs since then. I liked to work outdoors and with my hands, so whe...

Caught On Camera Ch. 02

by Don Grampa on Sep 16, 2017
Novels and Novellas

When Aaron returned home after dropping off Emily and Christina, he was surprised to find his mom home and packing up a suitcase. "Aaron, honey, I got a call at the store that my dad is in the hospital in Jacksonville. I've made arrangements for us both to fly down there. We have to leave within the hour. OK?" "Sure mom. How many days should I pack for?"...

Mistake

by magmaman on Sep 13, 2017
Loving Wives

{This story has sex outside of marriage in it, so if you will be outraged, then be forewarned.} +++ Sissy lay there in the soft bed, her mind in a whirl. She could hear the soft snores of the man who lay beside her. The room kept blinking to a reddish hue, right outside were the motel's large neon lights. She remembered seeing those, the red portion was...

Fascination! Ch. 01

by bess_armstrong on Nov 18, 2019
Exhibitionist & Voyeur

Belton, Texas, 1989 Cactus Sports Bar was the busiest place on a Sunday and owner of the hottest wings west of the Mississippi. It was pregame, the sounds of Ton Loc's 'Funky Cold Medina' rocking the bar. "Hey Parker, we call this the 'Dwight Clark shelf.' You have to reach up way high," Randy the bartender teased. "Oh that is so cruel," Linda sympath...

The Island Ch. 01

by Nouh_Bdee on Oct 9, 2018
Group Sex

*************************** Thank you to Lovefreely1993 for editing this story. *************************** I struggled to open my eyes, so for a few moments I just listened. I could hear the wind and surf, and occasionally I could feel the warm seawater tickle my toes as the waves climbed across the sand. I raised my eyelids as much as I could manage, wh...

Cop Town Girl Ch. 03

by MicheleNylons on May 7, 2019
Transgender & Crossdressers

Chapter Three - Tunnel Penelope awoke on Saturday morning and after she had showered and recovered enough from her hangover she sent Brin Longmire a text to which she got no response. She had a busy day packing up and moving into her new apartment so she didn't really care that he didn't respond. She moved her stuff into her pokey little apartment which was...

My Daring Self-Bondage Public Walk

by Gagged1 on Sep 25, 2017
BDSM

The lower floors of the parking garage are completely full, but I find an empty parking space on the third floor in front of a concrete wall and thankfully head into it. It is late Saturday morning so I surmise there are a lot of people shopping. I turn the engine off and try to relax; the journey has been quite interesting. Driving for the first time in my...