Gay Gay Roommate Stories

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A Load of Help Ch. 03

by Brass_ankle on Dec 9, 2017
Gay Male

Connor enjoyed the hot shower he was in. It felt cleansing, almost as if it were washing away his sins of the day. His recent money troubles meant that he couldn't pay his portion of the rent. His roommate Anthony offered to help him at a cost. He lathered up his face cloth, closed his eyes and commenced cleaning his ass. The price he paid to Anthony was a...

My Roommate's Toy Box Ch. 02

by brycemanning on Sep 14, 2020
Gay Male

A couple weeks later, I'm sitting in the first of three classes that are blocked together on my schedule for Monday, Wednesday, and Friday. An email from the professor who teaches my second class appears right as I'm about to close my laptop, announcing that the class is canceled and apologizing for the extremely short notice. I'm thrilled that I won't have...

You are a Sissy Pt. 06: Slave

by Roland15Rollin on Dec 25, 2019
Gay Male

Hello again, princess. Welcome back. Welcome back yet again to our journey through your mind. Our journey through your feminine girlie mind. We are almost there, princess. We are almost to the end of our journey together. I know that makes you sad but it's okay. It's okay, my sweet sissy. It's okay because we have more to cover and I will always be with you...

Alex and Dan Pt. 01

by collegedave on Sep 19, 2017
Gay Male

Alex Summer was close to its end and Alex was ready to move away from home and go to college. He had worked at a coffee shop and as a summer school assistant to afford the car he was packing with boxes filled with his life. Alex was never popular in high school but he was the sort of person that had a lot of friends. Everyone seemed to get along with him bu...

You are a Sissy Pt. 05: Master

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello, sissy. Welcome back, princess. Welcome back to our journey through your sissy mind. You will always come back because I am what you want. I am what you need. You need my soothing voice. You need to hear my voice telling you what a fucking faggot you are. You need my voice telling you what a faggot you have always been. That makes you so happy. You...

My Roommate's Toy Box Ch. 01

by brycemanning on Jul 27, 2020
Gay Male

Author's Note: This chapter sets up at least two more that will contain the action, the second coming in a few days. I'd skip the story if you're going to find large sex toys off-putting. The premise was way more fun with objects that wouldn't be easily explainable. *** I moved into my freshman dorm room on the very first move-in day available for the fall...

Dicks in the Dormitory

by Boxlicker101 on Aug 18, 2017
Gay Male

Lester Logan was feeling out of sorts, as he had been for a long time. He is a gay man, although mostly still in the closet, and had been missing the few close sex buddies he had gotten to know so well before beginning classes at State University. That had been over a month ago and, in that time, his needy ass remained unfucked and his mouth had not been fil...

You are a Sissy Pt. 04: Women

by Roland15Rollin on Dec 24, 2019
Gay Male

Hello again, sissy. Hello, my sissy bitch. I am so happy that you are back yet again. You love coming back to continue our sessions, sissy. You love coming back because I am helping you. You need my help. You know you need my help, sissy. You need to come out of the closet and let the world know what a gay cocksucker you are. You need to let the world know...

College Tail

by Fragman555 on Feb 6, 2009
Gay

You stumble home, drunk from another night out at the bars, another night of being ignored by the girls there. It is late, so you are not surprised to find your dorm room locked by your roommate. You fiddle with your keys, eventually finding the right one, and you stick it into the lock. You turn the lock, and then open the door. It is dark in the room, but...

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Poor Todd

by Tallywacker on Mar 7, 2019
Gay

Today was your first day of classes. You had barely settled into your college dorms exchanging little more than a hello with your roommate before he had fucked off to hang with his friends. All in all you are feeling more than a little stressed. Looking at your mirror you take in your appearance, with tanned skin and blonde hair you could almost pull off a s...

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