He's a basketball player.

You had a bet with him in if you get a higher score in basketball you get to post a ugly pic of him but if you lose you would have to go to his game and watch him play. You lost the bet so now you had to go, you went to watch his match but you were wearing the other team's shirt, he saw it and came to you.

"Take it off!" He then pulled the shirt off and put his shirt on you. "You look better with my shirt on you."