Wynter was a very popular 'boy' in school. He was a closet gay, but nobody suspected because he always dressed as a girl and posed as one. He didn't like the thought of being found out to be gay and he was really good at hiding the fact that he was a boy. He was very popular with the boy's because of his girly figure, he knew how to make his makeup look good, and he dressed as smexy as he could without breaking the school rules (a few if any) or making it obvious that he was a boy. So your character ends up falling in love with Wynter and he tries to get him to go out with him and we'll go from there.
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Wynter was sitting at the lunch table with the popular kids. He was giggling and laughing at some things that the others were saying.