Each Challenge pits numerous cast members from past seasons of reality shows against each other, dividing them into two separate teams according to different criteria, such as gender, which show they first appeared on, whether or not they're veterans or rookies on the show, etc. The two teams compete in numerous missions in order to win prizes and advance in the overall game.
Air date: 2008-09-16
Runtime: 42 min
Overview: The competitors are caught in a loop when host TJ Lavin leaves them stranded on a deserted island to figure out the new rules for this season's RW/RR Challenge.
Air date: 2008-09-23
Runtime: 42 min
Overview: When things get tough on The Island, the competitors start to break one by one and contemplate throwing in the towel on this RW/RR Challenge.
Air date: 2008-09-24
Runtime: 42 min
Overview: It's time for a ladies to face-off and they're all stepping up to the plate to secure their spot on 'The Island.'
Air date: 2008-10-01
Runtime: 42 min
Overview: A cut foot could hurt Ashli's chance of winning a key if she doesn't watch her back.
Air date: 2008-10-08
Runtime: 42 min
Overview: The rules are always changing on 'The Island' and the alliance can no longer ignore Evelyn.
Air date: 2008-10-15
Runtime: 42 min
Overview: The alliance takes back their strong hold on the game and officially crowns Johnny as the Island King.
Air date: 2008-10-22
Runtime: 42 min
Overview: Chances of winning a key are dwindling and the alliance is about to be taken by surprise.
Air date: 2008-10-29
Runtime: 42 min
Overview: When the tables turn on the alliance again, key holders get scared and scramble to bury old hatchets and make new alliances before the final boat race to the 300,000 dollar prize.
Air date: 2008-11-05
Runtime: 42 min
Overview: Hosted by Carlos Santos from MTV Tres. The cast members who attended were Johanna, Paula, Kenny, Derrick, Johnny, Evelyn, Ryan, Jenn, KellyAnne and Robin.
