Gay Shemale Chastity Stories

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A Night at the Movie turned me Gay Pt. 02

by jamtby on Oct 12, 2020
Gay Male

Entering the room immediately caused my stomach to churn with excitement. Something about entering a place where strangers are in control and you anticipate being involved with sexual activities. The what, why, and how remained a mystery. This only added to the combination of nervousness and excitement. The woman with a strangely deep voice said, "Welcome...

Becoming a bitch

by Testytesterton on Nov 28, 2019
Gay

(Skip this if you don't like boring behind the scenes stuff. Wow! Over 3000 likes and story of the week for my first story here! Thanks to everyone who has liked, bookmarked or commented. The feedback lets me know what works and what might need work. I would love for this to be the most popular story in its category, so if you like the story, "like&quot...

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Fixing the straights

by cdbaby on Dec 28, 2016
Gay

You wake up and prepare for your day, unaware that this would be the last day you would be considered straight. You shower as you did every morning and felt the water's warm touch as it cascaded over your skin. You could stay here forever if you could. But you need to start your day and the hot water would run out before long. You wash your hair, then the re...

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A Night at the Movie turned me Gay

by jamtby on Oct 6, 2020
Gay Male

During my senior year in college I was a busy, serious student. I had a girl friend and we enjoyed time together and an active sex life. All in all I was a typical 20 year old male. Then an unexpected movie changed everything. My girl was out of town on a field trip for a psychology course she was taking. It was Friday night and I was horny. I made the dec...

First Cock Came From Old Friend

by Trinni69 on Aug 31, 2017
Gay Male

It was Saturday and I had nothing to do so I decided to go for a drive. I got into my car and headed out of the city in no particular direction. After driving for a while I realized I was close to Jim's house. We have been great friends for years but have not seen each other for a long time. I decided to surprise him by dropping by unannounced and see if he...

Third Trip to the Dream Boutique

by toddmac781 on Apr 17, 2019
Gay Male

I happened to have a rare afternoon free in the middle of the week. With no one to bother me, I could enjoy some fun for myself. So, naturally, I decided to go to the local theater and enjoy the day there. I've described the theater's layout in my previous stories, so I won't use as much detail as usual describing them. I had already scoped out the booth...

A great night

by softcell on Sep 7, 2006
Gay

This bar was quickly becoming my favorite hangout. The booze was cheap, the atmosphere was lively, and the restrooms where clearly marked. Even though this was my first time here, I knew I'd made the right choice to come and check it out. There were lots of people in the bar and while I was checking out everyone while sipping on my vodka on the rocks, two fe...

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Teenage life

by JONASger on Jan 1, 2018
Gay

I am an eighteen years old, young man. I am 6.1" tall and a bit muscular, with a nice, big ass. I go to a school in L.A, where I live since 7 years. I really like all of the teachers, even tho I like the male ones a bit more. My math teacher, the teacher I like the most is a bit smaller than me but looks very, very fit and his bulge in his pants look re...

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Truth or Dare with the Guys

by BartyTrinky on Sep 29, 2016
Gay

Your name is Matt, and you just hit the lottery! Today, you just cashed the check - 450 MILLION dollars You immediately think of one guy to celebrate with - your friend, Brian. You have been friends with Brian ever since you moved to Las Vegas. You're both 21, and he's been Your best friend here. You've also known since you've met Brian that he's gay. At 6'1...

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Hot Ch. 02

by FantasyWorld2010 on Aug 31, 2017
Gay Male

********** It's hard to explain, but sucking his dick that night ignited something within me. There was clearly a sense of control over him, but the feel of his warm meaty flesh sliding across my lips and filling my mouth was intoxicating. It's as if I'm addicted to it now. The truth is that I have never wanted to try it, was repulsed by the thought of it,...