Cupit was a writer from Los Angeles, California. While he was in the house, he grew a close bond with the men in the house and created a final 2 with Rudy originally. He did also have a thing for Brooke and soon later found themselves around each other all the time. Cupit was first Evicted on Day 28, when CT betrayed him. He then fought to possibly comeback to the House Next Door, but lost. He would soon find himself another opportunity to comeback once Angelo quit the game on Day 51. Cupit fought his way back into the house and reunited with Brooke. Cupit would then go all the way to the final 4, but sacrificed himself so that Brooke would have a shot at the finale. He was evicted by Rudy on Day 84, just 7 Days away from the finale. Since the show, he has moved to Miami to be with Brooke and since then, they have gotten married and now have a daughter named Kayleigh together.