Chicago charmer Anthony claims to have hooked up with nine of the eleven girls from his Are You the One? season, but this party animal isn't here just to pound beers and get laid. Anthony hopes to win the big money, move out of his parents' basement and get a bachelor pad of his own. He reveals, "I'm here ultimately to get my ass out of debt and I racked up quite a bit in college. Winning is the goal and anything short of that is a disappointment in my eyes." But when this ladies' man gets lovesick, he may take his eye off the prize. Will this fresh-faced first-timer claw his way to the top and pull himself out of debt? Or will his Challenge dreams come crashing down?