Gay Chastity School Stories

7,745 results
Orientation
Length
Source
Infinite Scroll

Amy Cuckold Brian Ch. 05

by CuckoldGuy on Sep 19, 2017
Gay Male

"Honey, while I was upstairs changing, I went into our bathroom and I saw your douche bag hanging there. Are you having any kind of a problem?" Asked Brian. Setting the dinner table, Amy replied, "No I'm not but let's talk about it later. Will you tell the kids that dinner is ready?" "Sure thing", replied Brian. Later that evening after the children were...

First Meeting Ch. 02

by cutewht26mtoplsyou on Sep 14, 2017
Gay Male

*all references to characters, locations and events are fictional. Any similarities between this story and real life are purely coincidental* With my mouth and tongue occupied with your dripping cock, my mind begins to take in the details of my predicament. Here I am on my knees in front of you, my lips spread into a large O by the ring gag fastened around...

Bobby Ch. 02

by skinnysailor on Jun 5, 2019
Gay Male

It had been several weeks since twenty six year old Bobby came to live with Mommy, Daddy and Kitten. He was fitting into the family. He and Kitten helped the servants. Unless dining with Mommy and Daddy they ate with the servants. Usually he and Kitten chose their own cloths, but today Mommy chose what she wanted them to wear. Kitten wore a long sleeve hig...

Guys' Retreat Pt. 06

by Cyanlot on Sep 14, 2020
Gay Male

Part 6: Brianna, Used and Abused The humiliating show I'd been forced to put on for Kent and Vince with the two dildos had had an effect. I suspected that it had aroused Kent but I was vividly aware of its effect on Vince. His cock was hard even before I'd gotten it in my mouth. When I'd freed it from his pants, it sprang up, eager to fill my mouth. Now, as...

Top Becomes a Daddy Bear's Boy Pt. 03

by DaddyBearChaser on Jul 6, 2020
Gay Male

Just as I opened the bathroom door, I heard Mike say, "Boy, make sure you sit down to take a piss. The last thing I need is you making a mess in there" before he began laughing to himself. "Fuck, I have to sit down like a girl to pee. At least Mike won't be watching the humiliating act," I thought to myself as I made my way to the toilet, bladder full of mo...

I Wanna Be Degraded Ch. 03

by 1077ad on Dec 25, 2019
Gay Male

Author's note: After a near-fatal hard-drive incident I was backing up some old files when I came across this. Somewhat to my surprise, this was abandoned in a nearly-finished state and then forgotten about. I mostly just had to spruce it up a little and give it an edit. I'm not sure that at this point, eight years (!) later, there's anyone looking for a con...

Summer’s End at Spirit Lake

by sr71plt on Aug 18, 2017
Gay Male

The next-to-the-last weekend had now descended for the gang at Spirit Lake before summer ended and we scattered again to our respective colleges and "whatever" activities. Giddiness was high, which is saying something for the group of friends from the affluent Atlanta uptown district of Buckhead, but we'd been on the other edge of giddy every weekend we'd co...

His Plaything Pt. 02

by Cumpup39 on May 22, 2019
Gay Male

I felt his saliva in my mouth, both fueling my humiliation and the desire to serve him completely! I was utterly his and had no desire to be anything else! Five minutes ago, he entered my hotel room as we had arranged. I was naked and kneeling, waiting for this stranger to take ownership of my body and "force" me to serve him. Now here I was, handcuffed a...

A Fantasy of Mine Ch. 02

by ima_milkwood on Nov 12, 2019
Gay Male

I say yes, and widen my stance to bend over in these heels. The weight of the tits pull me down and the counterbalance of the ass levels me out, I have never felt so sexy. So desirable. Basically on my toes, with my ass pushed out snorting up the first line of whore fuel. I tilt my head back and take a huge snort to make sure I got every grain as far back in...

Genetic Excellence Scholarship

by snovise on Sep 13, 2020
Gay

"'Mr. Green, Thank you for applying to the Genetic Excellence Scholarship program. Your DNA satisfied 26/74 parameters. We regret to inform you that you have not met the requirements to receive GES funding,'" read Caleb, the third of the group to read his Genetic Excellence Scholarship application results, "I guess my jizz isn't up to par, eit...

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