Movie about a class reunion
The main character is a guy who goes to his class reunion with an other male friend. The movie start with them parking there car outside of the school gymnasium where the party is taking in and walking in reluctantly. The main character is scared of being bullied and seen as a loser. I believe the movie is early to mid 2000s.
The most memorable thing for me is a female character that becomes the love interest for the main character defends him from a Jock bully by beating him up. No one recognizes the female character from school and the audience learns that she had transitioned from a male student right after kissing the main character in the end scene. I believe we find out because she has a tattoo that was also on the missing male student and we see it on a camera pan.
I have been looking for this movie for years, it is very obscure. It is based in the US, or Canada, so not foreign. The main character I always though was Justin Long but I don't see the movie in his IMDB. The movie only takes place at night in the gymnasium or just outside, and on the roof .