Prostate Orgasm Stories

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Infinite Scroll

Melissa's Ordinary Day

by Floydman1 on Sep 12, 2017
Transsexuals & Crossdressers

Melissa woke up, her head feeling fuzzy. She felt the sexy sensation of the sheets rubbing against her stocking-clad legs. The cord from the headphones was tangled around her neck, threatening to get involved with her blonde hair. She resolved the mess with some mildly irritated sounds, finally breaking her hair free from the tangle of her headphone cord. W...

His First Fingering

by missveronica on Mar 18, 2020
Anal

**After receiving some lovely responses over the years to my other anal story, "She Fingers Him," I wanted to write another that includes some prostate love. Although these stories are not connected, you may notice some similarities. I hope you enjoy both.** ***** She can't help the sigh that escapes her as his tongue circles her clit. His mouth is perfect...

Mistress Jones Ch. 02

by TF2123 on Sep 25, 2017
Fetish

Tuesday went by way too slowly. I was really looking forward to my exam at the nurse's office. Miss Jones wasn't only a science teacher, but she was also the head nurse of the school. The four school nurses were three very attractive young teachers and the school's receptionist, who was a plump woman in her mid-40's, yet still very pretty. I had only been to...

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...

Dungeon of Pleasure Pt. 01

by SFischer on Jun 1, 2020
NonHuman

I awoke cold to a dark and humid place. I blinked and tried opening my eyes. There was no light, just pitch black nothingness. There was no sound other than a slight hum of the air conditioning. I was standing with my legs spread wide. I tried to rub my eyes but my arm wouldn't budge. I realized I was chained. Both of my arms and legs were chained, spread...

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...

A Veteran's Day Exam (Pt. 03)

by Moonraker_Bond007 on Sep 14, 2017
Erotic Couplings

THIS IS PART THREE OF AN ONGOING STORY It was Veteran’s Day. That meant my week ended early, since Veteran’s Day fell on a Thursday that year, and I have no Friday classes. So, I was sitting at home, by myself (as an R.A., I get an entire dorm room to myself!), watching Spaceballs for the umpteen-millionth time (it’s still damn funny!), when my phone rang....

Wife Buys A Toy!

by mugs101 on Sep 19, 2017
Fetish

This is a story about some foot worship and wife using a prostate toy on me. If it's not you thing please move on. ***** The day my wife asked me about her using a strap on kind of got my attention and not really in a great way. Like most guys the thought of something like that just never entered my head. I asked her where she got the idea thinking it was...

Two Days with Ulrike Ch. 02

by boyish_and_obedient on Sep 18, 2017
BDSM

Ulrike's playroom was a lot different from what I was expecting. The floor was made of concrete and the walls were cinderblocks and mortar. There were also a number of iron rings set into the floor walls and ceiling. In addition to that there were a number of vertical poles that I originally thought of as whipping posts; however Ulrike preferred to use them...

Satisfaction

by Houstonrn on Sep 13, 2017
Anal

I winced as the tip of the very realistic dildoe pressed against the opening of my ass. Twelve inches long and almost two inches in diameter this was the largest object I had ever attempted to experience anally. Even though the fake cock was greased, and I had already used my fingers to stretch the anal opening, its entry was difficult. Inward then back out;...