Gay Chastity Chubby Stories

828 results
Orientation
Length
Source
Infinite Scroll

Clueless Camping

by TimothyM on Sep 14, 2017
Gay Male

When you're eighteen years old, about to graduate from high school, and have a long summer of relaxation and fun in front of you, the last thing you want is for your whole world to be turned upside down. And you certainly don't want it to happen the way it did to me. Loud shouting from the hall woke me around midnight, and before I'd worked out that the agit...

Dicked Down by Big Duff

by RSchwuler on Sep 14, 2020
Gay Male

CW: physical violence, bullying, SPH, spit, coerced sex, forced drinking & weed use. This one gets a little rough in the middle. Let me know if there should be a part II. Enjoy. I can't reply to anonymous messages, so if you want a question answered you need to use an email when you send a message or leave a comment here. I get a LOT of questions from anony...

Pederastic Eromenos

by RobXXX on Aug 18, 2017
Gay Male

Chapter 1 My birthday fell just before the cut off line for school, so I actually started kindergarten at age 4. Throughout my life I was always the youngest in my class by 6 months to a year. As a result I was still 17 when I graduated from high school, so I did not head off to college right away. My life up to this point had always been one of longing,...

They Are A-OK Ch. 28

by fantasyhunter2 on Sep 14, 2017
Gay Male

The next morning Adam told me that he preferred to say goodbye in the house and left me to make my own way to the helipad. One of the staff had already taken my small bag out to be loaded. Most of the things I had on the island were island clothes that I did not need to take back home. Just as I reached the front door, Alicia’s mother came running up to m...

QJ Productions

by azburglar on Sep 14, 2017
Gay Male

When my fiancé and I graduated from college, times were tough. There wasn't a single employer that was hiring. For a while I waited tables as we struggled to pay basic bills. After putting in hundreds of applications, I finally received an invitation for an interview from a company called QJ Productions. I had never heard of this company before so prior to...

Sentenced to the Church Youth Group

by timmywells on Aug 18, 2017
Gay Male

A tale about Jimmy, a teenager in West Albany, New York circa 1977... **** After barely graduating high school in 1977, I was finally beginning to learn why paying attention in school might have been a good idea, because I had been unable to gain admittance to either of the 2 local community colleges because of my poor grades. That was embarrassing, espec...

Hidden Desires

by fantasyhunter2 on Sep 14, 2017
Gay Male

Derrick Andrews sat at his desk as he had nearly every workday for the ten years he had worked at Trellis and Company. He was a systems engineer and made good money for doing work he felt a monkey could do at the business consulting firm. He made even better money for his employer. However, the work he was doing bored him to tears. In college he had been exc...

Straight to Bi, Cam to Real Life

by dlcalguy on Aug 18, 2017
Gay Male

After I finished university, I struggled for a good-paying job and money was tight. But I couldn't face living back at home. I managed to find a room to myself in a house-share with two other guys and three women. We were mostly in our early twenties and doing various entry-level jobs. One guy, Pete, was older. About 45. He was on a temporary assignment in o...

Coming Home: Davis Brothers Ch. 06

by robcub32 on Sep 25, 2017
Gay Male

Ben flexed his right arm at the elbow, glad to finally have the cast gone. He was over the moon at being able to use both of his hands now. He was finally back to work, driving a truck at Ace. Even though he was temporarily off the rotation for long hauls, that was fine with Ben. He could do the local transports just fine, and it kept him home with Benji. Al...

Hotel Room Nights Ch. 05

by WhitMan35 on Jul 15, 2020
Gay Male

Finally, gravity has pulled me back to earth, and now I'm feeling all the feelings I should have felt last night. Shame for really having sex while someone watched and masturbated, jealousy that Mark might try to take my man, anxiety because I don't think my pockets are deep enough to maintain this lifestyle, and every other negative feeling. Waking up felt...