When rappers achieve such a status level that they have their very own scruffy, Caucasiansinger on retainer just to sing the hooks on their songs.
At the recent award show, Kanye West's Trophy Hook Singer, Bon Iver, really hit it off with Chance the Rapper's new Trophy Hook Singer, Francis and the Lights.
Someone who when taking sexual pictures of their cock, holds it like a trophy. Usually used as an insult to say someone is a pervert who sends a lot of nudes to people.