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Gay Stories
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Straight Male / 45
A Year Being Gay
I spent a year of my life in a gay relationship. Before then, and after, I have never been attracted to any other guys. This happened in 2008 when I was 30 years old. I live in a small college town. I needed some spare cash for a project so i decided to rent out my 2nd bedroom to a college kid. I was careful to find someone who was not a party person. I found the perfect person, his name was Michael. He was kind of nerdy, quiet and kept to himself.
A month into having my room mate I made a discovery. I had planned a weekend trip but plans changed and I came home unexpectedly. To my surprise I caught Michael dressed in heels, stockings, panties and makeup. He freaked out and ran into his room. Not only was I surprised I couldn't help but notice that Michael was pretty damn hot. When he finally came out he had changed and removed the makeup. He was crying as he tried to explain. I told him it was OK and none of my business. I offered to go grab some takeout and we would just relax for the evening. As I was leaving I blurted something out that started everything. I told Michael that I liked the outfit and it wouldn't hurt my feelings if he were dressed when I got back. I couldn't believe I said it and I was pretty nervous when I walked back into the house. And yes, Michael was again dressed. This time I got the full show, not a brief glimpse. I realized just how fem Michael really was. Great legs with a cute little ass. As we divided up the food I couldn't help myself and gave his ass a little squeeze.
For the next year Michael slept in my room and basically was my girlfriend. And he was the perfect girlfriend. He never said no and was constantly horny. Every single day he made sure I got a blow job before I left the house. Michael dressed like a girl at all times when he was home. It worked out perfect. I was sorry to see him graduate and return home.
A month into having my room mate I made a discovery. I had planned a weekend trip but plans changed and I came home unexpectedly. To my surprise I caught Michael dressed in heels, stockings, panties and makeup. He freaked out and ran into his room. Not only was I surprised I couldn't help but notice that Michael was pretty damn hot. When he finally came out he had changed and removed the makeup. He was crying as he tried to explain. I told him it was OK and none of my business. I offered to go grab some takeout and we would just relax for the evening. As I was leaving I blurted something out that started everything. I told Michael that I liked the outfit and it wouldn't hurt my feelings if he were dressed when I got back. I couldn't believe I said it and I was pretty nervous when I walked back into the house. And yes, Michael was again dressed. This time I got the full show, not a brief glimpse. I realized just how fem Michael really was. Great legs with a cute little ass. As we divided up the food I couldn't help myself and gave his ass a little squeeze.
For the next year Michael slept in my room and basically was my girlfriend. And he was the perfect girlfriend. He never said no and was constantly horny. Every single day he made sure I got a blow job before I left the house. Michael dressed like a girl at all times when he was home. It worked out perfect. I was sorry to see him graduate and return home.
- That's Juicy! 21
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