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A James Charles 

To pursue sexual activity with a person because they are of a different sexuality.
Jeffrey really pulled off a James Charles last night with my cousin who's a lesbian!

Pull a James Charles

To date a straight man. Used by bi and gay guys.
Oop girl I'mma have to pull a James Charles because he is cuteeeee.
Pull a James Charles by issaurbankid December 15, 2018

Send a James Charles Booty Pic Day

Every December 24th to celebrate Christmas Eve it is tradition to send a James Charles Booty Pic to at least one group chat. If you don’t then Santa fucks your mom.
Guy 1: Yo it’s December 24th, you know what that means right?
Guy 2: Yeah it’s send a James Charles Booty Pic Day
Guy 1: Tf?! It’s Christmas Eve you sick fuck