Gay Boarding School Stories

7,643 results
Orientation
Length
Source
Infinite Scroll

Indentured Pt. 01

by RalphyNJ on Aug 18, 2017
Gay Male

This story takes place in a country where tenant farming and indentured servitude are common. Although it is about servant and master, it does not involve bondage and discipline. The story will be posted in three parts. The plot unfolds more slowly than in my previous works. Chapter 1- Change of Address Owen had never before been off the farm except for...

An Italian boy in Camford Pt. 07

by WittePiet on Aug 18, 2017
Gay Male

Parts 1-6 of this story should be read first Chapter Thirty-seven: Sandro begins his second year at Camford I am not pleased with the author's portrayal of me, Sandro, during my first year as a student at Saint Boniface's College, Camford. He makes me seem a shy and naïve adolescent. So for the remainder of this story, the chapters about me will be written...

Sex on a Train

by Bigmeat_Stud on May 29, 2018
Gay Male

It was 10pm and I was waiting on the train platform. The anticipation of what was about to happened consumed me. I was boarding this train to meet, for the first time, a young man named Jordan, who I had met on a dating app, and we planned to turn our train car into our sex playground. A short while after arriving, the train pulled up, the doors opened, and...

Masculinity and College Sports

by Samuelx on Sep 1, 2017
Gay Male

My name is Steve Victor. A six-foot-three, broad-shouldered, muscular and dare I say extremely good-looking young Black man currently living in Virginia. This year has been the year of changes for me. I graduated from Castor Academy, an all-male private boarding school in Boston, Massachusetts, and got accepted into Saint Theresa College. It's a private, dee...

Spare The Rod

by danielblue on Sep 15, 2017
Gay Male

At eighteen I was the oldest boy in my boarding school. I suppose I was expected to set an example to the other boys which is why all the teachers were disappointed when I was found to be blind drunk one weekend. There were only two weeks to go until I left school for good; my exams were over and I hadn't a care in the world. However Mr. Bevan, my house mas...

DJ Pt. 36

by o2byoung on Nov 19, 2018
Gay Male

Note: All sexually involved characters in this story are Eighteen years of age or older. There is a young, gay boy, 15 year old Fernando, whose father has kicked him out (which happens way too often in real life) and CPS (Child Protective Services) have placed him with foster parents, a married straight couple. There is no direct, or implied, sexual activity...

Homeward Bound Ch. 08

by sr71plt on Aug 30, 2017
Gay Male

I was overwhelmed by my reception when I returned to Asheville. Suddenly people wanted to speak to me and associate with me who never had the time of day to give me when I lived there and worked in boarding houses. Everyone scrupulously avoided speaking of my origins in the city—especially the men, some of whom I recognized all too well. But I was invited ev...

Homeward Bound Ch. 01

by sr71plt on Aug 31, 2017
Gay Male

This eight-chapter novella, inspired by Thomas Wolfe's Look Homeward Angel, is set at inception in Asheville, North Carolina, in the second decade of the twentieth century. Posting of the work will be completed within three weeks chapter one posts. * "It won't be long now." The young man had a booming voice—a surprise coming out of his frame, which wasn't...

Boarding School Slave Ch. 02

by bonerboy95 on Dec 24, 2018
Gay Male

"Room inspection!" I hear someone say from outside my door. I open my eyes and sit up in my bed. Cody isn't here, he must have gone out while I slept in. I needed some extra sleep after staying up to work on his homework assignments all night. I pull the blanket off of myself to go open the door, but realize that I'm still naked. Whoever is outside my r...

The Spying Nun Ch. 01

by OpheliaArcher on Aug 18, 2017
Gay Male

*Author's Note: All characters in this story are over 18 years old. If you are a particularly religious and/or Catholic, I suggest that you do not read this. It involves a nun. Dana, 28, wasn't always a nun. Five years ago, she was engaged to a wonderful man named Jack and working at the local hospital. She often thought about her life before the nunne...