‘prostate milking’ stories

A cheating fiancé drains her cuck with her mother's help.

An alien tests him. His body breaks. His mind won’t know.

Slut finds love in a polyamory setting.

Pete's massage has an unexpected happy ending.

Dr Gill administers Celadon's weekly milking.

The soft femdom romance between a nerd and a goth beauty.

A small gamer boy meets the goth girl of his dreams.

The tryst concludes in pegging and a surprise visitor.

Kind of pleasure and release for Richard.

Married man experiences first time anal and cum eating.

Meeting the family after a mission.

A young boy is taken prisoner by menacing orcs.

Straight father gets a massage he will never forget.

Gavin experiences the magic of the Little Red Pills himself.

Angela gets punished for fucking her sister's girlfriend.

Mistress Syn gives me a lesson in the Nursing Department.

A sub gets a surprise prostate milking from his loving Miss.

Alaska Cruise.

Barry blackmails his way into the game.

With everyone buying breast milk, what's a farmer to do?

The trouble with learning how to milk yourself in chastity.

A sissy bunny gets bred by her daddie in the woods!

Prince's treatments are now over.

Azalea helps with milking.

She had labia wings like a monarch butterfly, I was excited.

Payback to Mum’s slides husband Charles.

Jake finds himself in over his head with a Doctor Dominatrix.

Sexy nurse reveals her dominant side during a first date.

Sammy's roommates milkings begin to get more intense.

Mike inherits a home full of fuckable monster girls - Part 5.

Missy and Daddy get pampered with a fisting and milking.

Male milking and fertilization.

She wants to put her finger where? Only if I kiss her there.

Charlotte takes to riding the wooden horse for gratification.

Wife, husband explore orgasm control, strap-ons, humiliation.

Impact play, teasing, and first real prostate milking.

Daddy makes love to his gurl and milks her sissy cummies.

Sissy returns from cottage but the fun continues.

Sissy gets anal deposit from silverdaddy in public toilet.

After thorough physical exam, lines are crossed.

My innocent neighbor provides me with some unexpected relief.

He falls on his knees; is collared and Prostate milked...

Noah has a follow up appointment with Dr. Curtis.

Micro-scene: Our first prostate play.

Sammy gets cheap rent in exchange for anal milkings.

Piggy learns a new way to orgasm, and the party ends.

Tyler worries. Blackmail! Master Levi. Tyler learns.

Chris gets relief from a doctor visit...

Short story from the possible future.

Medical fetish.

Chris is given more training from his incubus lover.

Laura reaches new heights as a part time dominatrix.

A night out leads to a confrontation. Who will Casey choose?

Mike inherits a home full of fuckable monster girls - Part 2.

Shopping trip leads to a gooey familiar for the sorceress.

In the heat of passion a treat turned into utter depravity.

This is one of my first writings.

My girlfriend gets home from work and teases me.

Captain Fishy Fingers Sequel.

A surprise anal probing!

Oral sex pre-cum play, flaccid cock and Saggy Ball Sucking.

The joys of home help...

A daughter nurses her Dad back to health.

Craigslist Catch Reeled In.

It's time for his punishment for underperforming...

The third scene from Jaime and Amby's sexcapades.

The second scene of Jaime and Amby's femdom sexcapades.

A forest encounter with a naked man begins the chase.

Bring on the machine

Femdom prostate milking.

Three generations of men live their lives as they want.

Mistress anally trains a dominant man and makes him submit.

A mother learns more about her son and his gay male lover.

Jerry meets his 3 new neighbors for unexpected CFNM "fun."

Liam makes me masturbate, goes directly anal on first date.

Her point of view on a dominat relationship.

A straight jock gets tricked into the Milking of a lifetime.

Meghan's friend Carla joins her to humiliate Craig.

Another visit from Ashley and she brings a surprise.

Ashley is invited to the weekly milking.

The continuing domination and humiliation of rickiee.

Submissive husband experiences his first prostate milking.

A littly cucky's tale of serving his lady and her lovers.

Mistress's way of relieving stress.

The cute Asian girl living next to me asks for my help.

Man gets caught at home crossdressing and masturbating.

Goth friends become lovers.

A mundane office worker suddenly has his life changed.

Karin gives Jean-Michel an analicious treat.

A punishment for panties and proposal for pussy.

Nurses drain their subject of his essence.

The not-so-gentle path to a couple's reconciliation.

Matronly woman rescues an injured man.