Gay Punishment Stories

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Orientation
Length
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Infinite Scroll

Her Toy Ch. 1

by Alex Valentine on Sep 12, 2017
Fetish

When I was 19 my parents got upset with me over a little incident with a car. I wrecked it and they felt that I should pay for it. I said I shouldn't have to because it wasn't my fault. They said that that's not what the police said and they grounded me. Well I wanted to go to a party with my girl friend so I stole the other car and went. I got drunk wrecked...

Before It's Too Late Ch. 03

by SplendidSpunk on Apr 3, 2019
Loving Wives

The next morning I was sore all over from the activity I had experienced last night, a good couple of fucks, some time with the ladies and of course the whipping it took in the dungeon. Rick on the other hand was well rested, not as involved as I had been, especially when I was in the women only room and he could only watch. Part of our deal was that we woul...

Astrid in Love Ch. 09

by FreeTheDancingLlamas on Mar 23, 2020
Sci-Fi & Fantasy

Astrid in Love Free the Dancing Llamas Chapter 9: Guilt ———— Caius had always been the kind of man to stand by his word, If he promised he'd do something - it didn't matter to who - then he would do everything in his power to do it. Even at great personal cost. Even. At. Great. Personal. Cost. Especially when it came to his clan. The Melbourn...

The Prisoner Pt. 05

by Jamie77917 on Mar 16, 2020
BDSM

Martin has been stripped naked, photographed nude, electro-shocked, bound to a table, had his cock and balls shaved smooth and has been now placed into chastity. A woman, known only to Martin as Warden, was now heading his way with a leash! It became clear to Martin that Warden was attaching this leash to his chastity device. She was going to lead him outsi...

Sissy's Shopping Trip Pt. 02

by SissyFaye on Jul 6, 2020
Transgender & Crossdressers

Hearing my beautiful mistress say that she needs to cum before continuing gets me excited. I have an idea of what she has in mind, but I'm not sure because this trip is different than any before. Mistress walks to the back passenger door and opens it, "Get in here on your back with your head on the edge of the seat," commands Mistress. As I comply, I not...

A Naughty Singaporean Wife

by hotcouplejj on Jul 6, 2020
Loving Wives

This is a true story that happened a few years ago. I still get aroused thinking about it. What a memorable night. Something I will remember for a long time. We are a happily married Singaporean Chinese couple with kids. We are both in our forties, gym fit and love to have fun. We have always been naughty but recently I discovered how naughty my wife could...

Alice after School

by spamboyjr on Oct 8, 2019
BDSM

The old Camry she drove was one of the few things her father had not taken when he left years ago. It had served her well but now its carpet was stained and the floor was littered with fast food wrappers and school papers. While at a stop light, she rummaged through her bag and backpack looking for something to her tie her hair up with before the honks of dr...

Indoctrination of Toy

by SkyeNightshade on Oct 8, 2019
Transgender & Crossdressers

toy waited patiently kneeling on the floor. She was wearing her short girly skirt, high heels, garters and stockings. Her nipples were bare, as instructed, and the cool air teased her nipples into a hardened aroused state. toy was wearing her favorite dark haired wig, light eyeliner, and bubblegum pink lipstick. As a standing order, she was also wearing her...

Em the Nun

by Sammi_the_Seal on Mar 18, 2020
Anal

I eased my fingers out of Jane's pussy and sat on the bed cross-legged. The pains of guilt were too strong for me to ignore, and I knew God was convicting me. Jane opened her eyes and met my faraway stare with raised eyebrows. "What's wrong, Emily?" she asked. "This is the third time we start to play and God speaks to me. He doesn't want me doing this anym...

Finding Home Ch. 08-09

by SE16 on Mar 2, 2020
NonHuman

Chapter 8 Lucy gulped as she looked up the narrow ladder to the roof of the building. They were standing on a small balcony outside of the conference room. She turned to her companion, "You can't be serious. Look at what I'm wearing! Look at you!" Jackson shrugged and leaned into her, "What, afraid of getting a little dirty, little one?" She started to...