Prostate Milking Machine Stories

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How to Ejaculate Like a Young Man

by Whispor on Nov 26, 2019
How To

I've always been self-conscious about the size of my penis and testicles. I'm on the small-to-average size, but always been able to sexually satisfy all of my lovers. One aspect of my sexual function that I've always been personally proud of has been the volume and force of my ejaculations. The amount of semen I would produce can only be described as "copiou...

The Most Intense Orgasm

by thinking on Sep 26, 2017
BDSM

"Well here it is the weekend already. Since we don't have to work tomorrow, how about we spend some "quality time" trying to give one another the most INTENSE single orgasm we possibly can," I said. It didn't take long for me to convince my wife to partake in my little orgasm challenge. We decided that the other would treat the winner of our little contest t...

The Y-Virus Ch. 02

by ElvenSlaveboy on Sep 12, 2017
Novels and Novellas

The following story is entirely fictitious. Any similarity to any persons living or dead is entirely coincidental and unintentional. All characters depicted in sexual acts and scenarios are at least eighteen years of age or older. The following story contains aspects of BDSM, CBT (cock and ball torture), femdom, forced orgasms, tease and denial, prostate sti...

My First Milking

by Bakeboss on Sep 13, 2017
Fetish

When Mistress first put me into chastity, she said it was for a trail period. She soon found out it not only keeps me from abusing my worm while she is out it also keeps me more attentive to her needs. Another plus was that now I had to sit to pee, I have always had to relieve myself this way while Mistress was around, but she suspected when she was away I d...

Stallion Treatment Ch. 02

by Buffwriter on Sep 14, 2017
Sci-Fi & Fantasy

Examination Nate stood up slowly. While naked around each other with ease, most men in our habitat of the city were a little awkward about getting nude in front of new women. It was a social quirk of the georegion going back to the B.E. era. "Oh, go on, she won't bite," I said. Nate smiled sheepishly, then unfastened his pants and let them down, exposing...

Aficionado Gets in Trouble Ch. 02

by His_fag_wife on Jun 12, 2019
Transgender & Crossdressers

Mark cleared the clothes from the table, he wanted a truly clear picture of Pete being used in the stockade, knowing he'd get some great footage for his website selling the stockade frames, it would help sell some more without giving away Pete's identity from the side view. But he'd also get some head on footage for posting on the internet should Pete fail t...

Me And My Online Master

by ftpmike1980 on Sep 16, 2017
Letters & Transcripts

This was a chat with my master. Online Master: Hello, lad. Hope you are being a good boy, Michael. Michael: I am doing well. Hope you are doing well. Online Master: Glad to hear you are doing well, Michael. I am also. Let me know when you are ready to play again on cam, lad Michael: ok. sorry we haven't been able to meet up online. i've been busy with...

Wife Re-Trains Her Husband!

by Freakboy80 on Sep 12, 2017
Loving Wives

Tim and Nancy had been married for over ten years. Tim was a construction worker and Nancy was a nurse. For the first few years of marriage everything was great, but as time went on Tim became more and more unhappy in their relationship, and started becoming aggressive towards Nancy. On a few occasions Tim, in a fit of rage hit Nancy! Tim was a "mans man" ki...

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...

Tom's Appointment

by Dracthyus on Sep 16, 2017
Transsexuals & Crossdressers

Tom should have known better. It was something between a bet and a dare; something he'd been goaded into by his half-drunken buddies on a particularly boring night. The four of them were halfway through splitting a case of cheap beer when Sam had brought out one of those cheap "XXX" newspapers from a vending machine a few blocks from the airport. They'd chu...