Chastity Prostate Stories

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Orientation
Length
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Infinite Scroll

Jaime and Mike Pt. 03

by LadyMelodyDarkheart on Nov 27, 2018
Transgender & Crossdressers

The wedding date was set. We decided since we met near Halloween, we would get married on it. It had been mid July when I asked Jaime to marry me, and we had lots of planning to do, plus get the restaurant open. We divided up the tasks, I would do most of the restaurant work and she would plan the wedding. Of course Jaime had input in what she would need for...

Pegging You-We Both Cum

by TrotskysGirl on Oct 9, 2018
Fetish

I definitely noticed your affectionate mood when I got home tonight. You've been reaching out for more hugs and kisses than usual. I ask you curiously what was up, and you give a mischievous little grin. "I just missed you today," you purr, planting kisses on my cheek as you wrap your arms around me from behind. Hmmm...you want something...that is obvious!...

A Long Cool Woman in a Black Skirt

by DreadWriter6969 on Mar 26, 2019
Transgender & Crossdressers

I first saw her in the lobby of the hotel in which I was staying for my conference. I'm the national sales manager for a large manufacturing company. We hold a national sales meeting every year to which all of the regional managers are gathered for education on new products, sales techniques, etc. She was a tall woman, actually taller than I, but I noticed...

Wife Controls My First Bi Experience

by Judge60 on Mar 26, 2019
Fetish

First, let me thank "HeyAll" who functioned as my "volunteer editor" on this story. His assistance was invaluable to the process and to the content itself. I thank you, sir! BACKGROUND: Approximately two weeks ago I placed a notice in the Literotica Personals. My "Profile" read as follows: "Introduction I am a 65-year-old man and have been straight my en...

Royal Rumble Of Sex

by sixgun8 on Mar 30, 2020
Group Sex

I wish that this story was true... But it's just a fantasy at this point. I'm not a great writer, but I'll do my best here and hope that the story gets y'all attention. * This scenario is to be called the Royal Rumble. I've always wanted to see my wife in a gang bang, but I don't want her to be overwhelmed with too many things happening to her at one time....

Bill Meets Jessica Ch. 06

by lateknew on Mar 18, 2020
Fetish

After the initial mind control Jessica put me through, she further convinced or coerced me to move in. Most of my stuff ended in a warehouse excepting for some of my clothing. She is taking me deeper into submission, I'm losing the knowledge of who I am or was, her obsessive control over me makes me dependent of her and a willing subject to her whim. My like...

Meeting Katya

by durritticolumn on Dec 31, 2019
Erotic Couplings

Paris had been great, seeing old friends, hanging out on the rive gauche, re-visiting favourite restaurants and delights of delights going to English language movies. But I was glad to be leaving, the meeting that was the excuse for the trip had gone well, I’d won the contract I was after and had six months work to tide me over the summer, but I missed the S...

Finding Their Kinks Ch. 01

by SexyAdventures on Mar 2, 2020
Fetish

Subtlety wasn't Jack's specialty. As hard as he tried, Stacy either had no clue what he was talking about or he was so coarse that it almost ruined the moments. Luckily, she loved him and enjoyed most of what he asked for. And when she didn't particularly enjoy what he liked, she didn't hate it. She was open to almost anything and at least enjoyed watching h...

A Place to Call Home Pt. 02

by JackandJilldo on Mar 2, 2020
Erotic Couplings

I was a little taken aback by Jill's sudden change in demeanor, to say the least, and stared at her for a few seconds in shock and disbelief. "Oh my god!" she exclaimed. "Where did that come from?" She looked really confused, as she dismounted me and sat on the edge of the bed. "I have no idea why I started acting like that." she said quietly, as I sat up...

Candy Land Ch. 02

by gamerxbox41 on Mar 2, 2020
Fetish

Emil's eyes blinked open and he slowly sat up. He felt so tired and dizzy. He looked around and saw that he was laying down in a field. Was he in the fields near his home? Did he just dream everything? Emil rubbed his eyes and his vision focused. He then realized that he did not dream his encounter with Herta. Everything he saw was made from candy. From the...