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Tricked became enjoyed

A brief intro. Let’s say my name is Derek. I’m 5’8”, 122 lbs. I’m very skinny but I look toned. I’m a sophomore in High School and I live in California. This story is partly true but the actual seduction never occurred. This story involves cross-dressing and underage boys. If this is not your type of story please do not read it. If the responses are positive I will post part 2.

I’m 18 years old and for the last two years of my life I have had sexual urges toward my two best friends. It may sound weird however that I don’t consider myself Gay or even bisexual. The only two men I have ever thought about sexually have been my two friends, Tristan and Chris. I have known both of them for my entire life and I never could act on any of the urges had.

Chris is the athletic one of our group of friends. He’s 5’10 175lbs. He is a safety on the school football team and also runs track. He has a very muscular tanned body, six pack and all. He is very attractive, blond hair blue eyes. The girls used to be all over him but a rumor was spread by his ex-girlfriend that he was a porn addict. He hasn’t recovered from that yet and hasn’t had a girlfriend since.

Tristan is the idiot of our group. He’s 6’0” 195lbs. He plays baseball but isn’t very athletic and plays 3rd base. He is kind of chubby and has a body that a lot of people wouldn’t fantasize about. But he is not fat. Every year since 8th grade he has had a 2.0 GPA or worse. He is shy and has never had a girlfriend but has hooked up with girls at various parties.

We still have sleepovers and a sleepover 6 months ago is why I’m writing this story. It was the summer and Chris had invited me over to spend the night. We watched the Padres lose another one and played some Xbox. It was around midnight and I fell asleep. Chris continued to watch T.V. and fell asleep sometime after. I woke up in the middle of the night and went to the bathroom. When I walked back into the playroom I saw Chris naked on the couch. His blanket had fallen off and his muscular body was completely exposed. I had fantasized about having sex with him before that but seeing his naked body was too much. I wanted to strip and have sex with him right there. But he has always been a light sleeper and I didn’t want to risk getting caught. Instead I stood in the doorway and masturbated to the sight of his soft, smooth cock. It wasn’t hard and it looked to be 3 inches. I finished and cleaned up and went back to bed.

For the next two months I couldn’t get the image of his strong masculine body out of my head. But I was sure he wasn’t gay and I didn’t know how to address the situation. I was sitting at home watching T.V. and stumbled on the movie The Animal with Rob Schneider. It was a pretty bad movie but it did give me a brilliant idea.

The main characters brother is constantly dressing up in her clothing. He wears dresses, shoes, and lipstick. I realized my way to have sex with Chris was to dress like a women. Chris isn’t gay but he is a horny kid. It wouldn’t be too hard to seduce him I thought.

I called him up and asked him what he was doing and he said he had to go to a movie with his parents latter that night. I realized that would be the perfect time to seduce him. My parents and brother weren’t home so I had the house to myself. I ran up to my mom’s closet and began to look at everything. I knew I would have to dress conservatively but I also wanted to be sexy enough to attract Dan.

It took me about an hour but I managed to transform into a somewhat attractive girl. I wanted to feel like a girl so I picked out a white thong and a matching bra.

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