Prostate Milking Stories

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Dominating my Husband!!

by johnemerson30 on Sep 18, 2017
BDSM

I dominate my husband with prostate milkings and strap-on discipline!!!!!! Now that that's out of the way, a little background information on how we got to this point in our lives. I am not your typical leather-clad dominatrix that you see on TV. As far as I'm concerned, all that leather is just for show! I am your typical normal, unassuming housewife tha...

Conquring Jules Pt. 05

by Longe on Nov 1, 2017
Mature

My mind was still replaying Jules milking my prostate when I woke the following morning. Since I came harder than I ever remember, I decided she could do it anytime she wanted. I needed to make sure she knew the only thing going in my ass would be her well lubed finger. I dressed and prepared to head out to the gym. When I stepped into our kitchen, I was su...

Mistress Milks My Prostate

by cainuseeme1980 on Sep 14, 2017
BDSM

We arrived at dinner for some relaxation time. Mistress has enjoyed a good week and was looking forward to a nice glass of wine. I should explain that my mistress enjoys tease and deny, being her favorite games. She usually enjoys 10-12 hours of it and then finds great pleasure watching the huge load my cock releases for her, but this week she enjoyed the...

How Tantra Cured My Prostate

by axxeman on Sep 13, 2017
Erotic Couplings

Oh no! I came too quickly! And for the third time in a row ... something wasn't right. Sex between me and Tammy was wonderful, up till last week, that is, when I started prematurely ejaculating. I was starting to panic so I went to visit my doctor and he told me that it was normal. It could be the result of many different factors; some kind of mild prostat...

A New Journey Ch. 03

by johnemerson30 on Sep 12, 2017
BDSM

Several days had passed since his milking and he was still having a hard time processing everything that was happening. He was immensely excited by their new relationship, but not at all comfortable yet with all of it. He had gotten used to and enjoyed the teasing and denial aspect of their relationship, but didn't really enjoy the prostate milking that...

Fucking Machine Letters: Sandra

by rthnck on Sep 11, 2017
Toys & Masturbation

My girlfriend is always willing to try new things when it comes to our bedroom activities and while she is normally not inclined to suggest an idea she is more than happy to entertain my wishes and fantasies. I'm sure that part of the reason for her enthusiasm is that my fantasies are almost exclusively about giving her bigger, better and more frequent orgas...

The Answer

by needteachin on Sep 12, 2017
Erotic Couplings

I'm not quite sure how to answer that question you asked me during our tryst in the shower. But it got me thinking, dreaming, fantasizing. I know just what I want to do next time I'm in the shower with you. I want to suck your cock. I roll your silky ball sac between my fingers, my other hand reaches along your asscrack searching for your asshole. Finding i...

Six Month Anniversary

by slutslave201 on Sep 17, 2017
BDSM

It was 6 months ago today that Domina Kathryn accepted me as a personal slave in training. This had come after months of serving She who MUST BE OBEYED & WORSHIPPED. At the time She told me that there were many possible roles I could assume in the future ranging from a vanilla appearing husband to a fully transformed woman. I was told that it would take at l...

Teased and Denied Ch. 03

by bighouselover on Sep 25, 2017
BDSM

For the next three days life went on. We swam, talked; I cooked and cleaned, not to mention bringing my wife to orgasm with my mouth several times a day whenever she wanted. Sunday morning dawned clear and bright. After breakfast we showered together and I soaped and washed her beautiful body, then dried her off. We retired to the bedroom where she handed me...

WhiteBoy FuckToy for Ebony femdom

by flawlessgsmkt on Sep 12, 2017
BDSM

It's dark. I'm kneeling in a locked wardrobe. My hands are cuffed behind my back and secured to a ring in the wall. I pull at them a little where the cuffs are squeezed against my wrists. Not that there's any point. On previous occasions I've struggled against these cuffs in a desperate fury to escape. They held when I was trying my hardest to break free. Th...