Prostate Milking Stories

30,157 results
Orientation
Length
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Infinite Scroll

Diane Milking Sean Ch. 02

by stacey_lynne on Sep 25, 2017
Fetish

Needless to say Diane's panties became my most prized possession. Working all day, very successfully now, if I may brag, I looked forward every evening to come home, take our her panties, and masturbate. No matter what I did, how I did it, nor where I did it, the pleasure was never as intense as it had been when Diane had milked me. The few girls I dated w...

A New Journey Ch. 04

by johnemerson30 on Sep 25, 2017
BDSM

The next few days went on as normal. From the outside their life together seemed as normal as everybody else's, and it was, except for their sexual relationship. She controlled every aspect of what happened in the bedroom, and for that matter, his cock as well. Their relationship had blossomed into something very different than what it was when they first...

Waiting Leads to Fantasy

by lovingspouse on Sep 17, 2017
BDSM

My first submitted story... ______________________________ You were out with the girls for Happy Hour and i find a note which reads "My loyal knight, Shower, shave, and be kneeling when I return. Dress like the slut you are. I want your ass, nipples, and cock stimulated. Don't disappoint Me. your, Queen" So, Black crotch-less tights Black slip, held up...

Family Chastity Story Ch. 02

by antares34 on Jul 3, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** Having grown bored with how things were progressing with my sissy son, I have recently ventured into a new and fun project –filming and distribu...

Conquring Jules Pt. 04

by Longe on Nov 13, 2017
Mature

Jules 2nd Fantasy We turned Mr. Galvin's lake side house into our own sex palace. Both Jules and I spent each night at the house. It was my first experience of having sex with Jules and not rushing out to head home. On Monday night, after fucking on the beach, we walked back to the house naked. We showered together, making sure every inch of our bodies w...

Mommy's Caged Boy Toy

by milkydreaming51 on Sep 18, 2018
BDSM

This may be the best story I've ever written yet. Please comment and rate. I want to know what was good about it and what I can improve. Thank you now enjoy! ***** It's been 4 months since I fell in love with my new domme, Miesha. I was at the time a horny, broke, 18 year old college student and she was a 41 year old divorced woman with no kids. We natural...

My Journey to Becoming a Mistress Ch. 02

by intofdom on Sep 17, 2017
BDSM

On the second anniversary of the day we met. He asked me for a large sum of money since I manage his dollars now. He told me it was a secret and I would definitely be surprised. I impatiently waited till that night. He arrived with a big bag. He sat next to me in bed and pulled out sluttiest dress that I had ever seen. He requested me to wear it. It was so...

Milking the Bull

by lucifers_muse on Mar 11, 2019
Fetish

Now students we are all adults here. Depending on your final field of study you may be required to do this from time to time. Now I want you to get into your teams. 2 female and 1 male to each team. One of the females is to come up her and gets the specimen cup and the other female gets the other supplies. The male is to remove their cloths and get on the ta...

Hotel Panty Slave Pt. 01

by hotelpantyslave on Sep 16, 2017
Fetish

As a traveling consultant, I have found fun ways to indulge my fetishes while on the road. Because I stay at the same hotel for 12-18 months at a time I can leave a bag there with my favorite clothes and toys which means I don't have to take them through airport security every week or risk my wife finding them. Although my fetishes are not that wild, she has...

Stallion Treatment Ch. 03

by Buffwriter on Sep 25, 2017
Sci-Fi & Fantasy

Teased and milked "Mara Tisdale is an excellent milker of men." So I came to think after watching her torture Nate, and I told Nate that after the fifteenth denied orgasm. Nathan was panting and sweating, unable to achieve the breakthrough to orgasm that every man craves with his very being. He was still restrained, his penis bulging with veins, begging for...