Now…The Real Challenge Begins!!! In the Real World villa, the team is starting to stress out knowing they are now only fighting to win the $$$. Over in the Road Rules villa, the team is finally starting to have fun and smiling, which shocks Theo when Holly smiles. Holly says she’s no longer mad at Emily since the whole conspiring against Chadwick leading to his elimination. They get the clue for the next mission. It states they will need to be wearing jeans. Right away, they know they will be riding something, they just don’t know if it’s a bull, horse, etc. The Real World team, now that the elimination process is off their shoulders, feel they can beat the Road Rules team. They arrive at their mission site and find out their next mission will be “”Round ‘Em Up””. The team will be riding horses and will be timed on who can get a calf in their pin first. The team with the lowest score wins a $2,000 shopping spree to Urban Outfitters.