Prostate%20milking Stories

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Crossdresser's First Anal Orgasm

by ksha on Sep 16, 2017
Anal

A young man still experimenting with his body, found a new fetish he enjoyed quite a lot. He found the joys of anal masturbation. He had heard rumours of an orgasm so wonderful it would leave you shaking afterwards. He was in search of his very first prostate orgasm. This is the story of the first time this young man would discover the joys of prostate pleas...

Massage What?

by MightyCasey on Sep 19, 2017
How To

How to initiate prostate massage into your relationship. This is what worked for me without a large amount of ass-pain, pardon my pun. I'm not obsessed with my prostate or anything, but it's nice to have a wife doesn't mind giving me an occasional prostate massage. My wife of twenty five years Gwendolyn is a real cutie, she has always been a great lover...

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...

Doctor Top

by JonThomas_ on Sep 14, 2017
Anal

I've been in a state of almost constant arousal in anticipation of my upcoming physical examination. It may sound odd to hear that someone is happily looking forward to visiting their doctor, but I am. For the last fifteen years my doctors have shared my secret with me. It started when I was 40 years old. I was about to have my first prostate exam and I wa...

When Sara Met Bob Ch. 02

by yellowfrog on Sep 14, 2017
Fetish

PART II: Bob learns to sip Sara's pee and Sara explores his prostate. * Our first night together was one of unblemished bliss. Spooning Bob all night, I felt his breathing and his heartbeat. With the first rays of morning I knew we both had to rise and shine for the day ahead of us. Neither wanted to get up, especially not me. On the other hand, my bladder...

Life after the Lottery: Interlude

by drmac100 on Sep 14, 2017
Novels and Novellas

Where did I go? I want to thank everyone that has contacted me and asked when the next story would be out or where I went. I made some inferences to health problems in the last chapter, so I better explain. In April (2015) I was diagnosed with prostate cancer. The first week of June I had a prostatectomy. I had told my doctor that I thought I was a little...

Special Massage

by Doctor O on Sep 25, 2017
Erotic Couplings

"Hey, Missy, this is Steve." "Hi, Steve. Need to schedule an appointment?" "Yeah, I'm really tied up in knots," was the reply. "Any chance you can see me this afternoon?" "Yeah, I have an opening at 3:30, will that work for you?" "No, sorry. I've got a client coming in then. O...K...well, maybe I can catch you next week. I'm pretty busy. Tell you what; I...

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...

My Massage

by LynnGKS on Sep 17, 2017
Loving Wives

Growing old is not for sissies. I lay on my belly on the urologist's table with the nurse's strong index finger up my ass massaging my prostate and my useless pecker hanging down and swinging over an emesis basin put there to catch the juice. It was Wednesday afternoon and like every Wednesday afternoon my boggy prostate was taking punishment it didn't deser...

My Aggressively Horny Buttocks!

by Ashesh9 on Sep 14, 2017
How To

This is an esoteric yogic technique: centuries old. * I jackknife my ass into my sub's vagina and thrust into her yoni/pussy repeatedly as the two-petalled Mooladhara chakra or male prostate gland blossoms at the impact of my horny buttocks into willing feminine warmth, vulnerability and submissiveness. I get the same excitement in this action that a horn...