Gay Cherry Stories

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My First Guy: Cherry Busting!

by switchhitter1966 on Aug 18, 2017
Gay Male

This is a true story of the first time I had sex with another man. I have had sex many times since then but it stands out as one of the most erotic times I have ever had. When I was 18 years old, I had heard a rumor that a bar on the other side of town was gay. I had always had "urges" to have sex with a man but was always scared of trying. After thinking...

My First Time

by iwant2692001 on Sep 16, 2017
Gay Male

I was encouraged to write a bit about some of my experiences a while ago and didn't act on it until now. I've decided to write based on my early sexual experiences with a dear friend that I will call 'Joe.' I was confused by my sexuality most of my teen years and remained inexperienced until I was 18. That's when Joe and I started experimenting. I'll go ahe...

Cherry's Graduation Party

by CherryWood on Aug 30, 2017
Gay Male

I finish applying my lipstick and take one last look at myself in the mirror. I'm almost stunned at the reflection that stares back at me. After months of training and feminization I look like the perfect slutty fuck toy. I feel my little cock begin to get hard and strain against my chastity device as I look over my changed body. The strict exercise regimen...

Philippe's First Year Being Gay Ch. 01

by walterio on Oct 15, 2017
Gay Male

Author's note: This story is also based on a request that I received via e-mail. The person making the request stated that he is French and that he enjoyed the gay life in France before moving to the U.S. He provided the fundamental story line and asked me to embellish it as the story developed. He said that he did attend college and work at a salon in Paris...

A New Job

by LthrBndBy on Jun 1, 2020
Gay Male

I was 23, fresh out of college and a great job opportunity opened up for me across the country in Seattle. It was sure going to be a big change from down in South Carolina, but I was ready. I packed my bags, loaded the car my parents bought for me as a graduation/new job gift and promised to pay insurance and payment for me as long as I was working. Le...

The Boy with Dragon Face Mask

by Jaxondr on Jul 13, 2020
Gay Male

The day was hot and sticky. And Jack could not be more excited. The Isolation order had been lifted and businesses were back open, the city was springing to life. Sure it was muggy but at this point, Jack felt alive. And it was a day off. Bonus. He was heading to the gym for the first time in almost 4 months, which was pry the major part of his excitement. N...

Home to Fire Island Ch. 05

by sr71plt on Aug 30, 2017
Gay Male

Danny locked the door to his room on Sunday morning after he was finally alone and wouldn't come out even for the offer of lunch upstairs. Then when it was dark he slipped out to find something to eat somewhere where no one would know him. The bar wasn't open on Sundays, so there was no requirement for him to work. He was thinking increasingly of what he wa...

Would I Have Liked It Ch. 02

by trubrit on Aug 18, 2017
Gay Male

Continuing the search to find an answer to my curiosity about bisexuality, and myself! After I left the Navy all thoughts about my bi romp in New York were pushed to the back of my mind. I married a lovely girl; we had two adorable children and settled into a life of married bliss. Some years later I was working in London's Soho district when I saw a guy wh...

In The Park, In The Dark

by luv2getnaked on Apr 21, 2020
Gay Male

I was feeling rather horny the other night and decided to check out this little park that I visit from time to time hoping to find a little man to man action. There is one very attractive and smallish built man that I see there on occasion, and he was there lurking in the shadows when I arrived. He is a small, but finely built man with a very beautiful body...

The New Kid Next Door Pt. 05

by koksocker333 on Jun 15, 2020
Gay Male

Ryan woke before me, he simply laid there watching me sleep. I woke to his smiling face. "Good morning Tom." Ryan said getting on top of me. He leaned in and kissed me, a soft gentle good morning kind of kiss, his cock rock hard how was I not surprised. "Feed me Ryan." I suggested to him. "What do you mean Tom?" Ryan asked me. "Get on top of me and put...