A Two Time
Bringing two people to the prom like you're the king of the school and the whole world revolves around you.
He brought two girls to prom. I'm not surprised. He's the most two-timing kid in school.
She brought two guys to prom. She must be the most popular person in the school.
He brought his best friend and his crush to prom. He's the most two-timing person in the world.