Various scenes from this year's Island Road Rules missions. During the mission where Oscar and Jake eat a nice dinner because Jake won a homemade-raft race, they receive a cake with a clue in it. This has hints for the next mission for the Road Rules group. They have to study the dossiers of people they will have to challenge in some sort of game. They notice that the photos and biographies are those of the Real World Boston cast.

The Road Rules members make fun of Genesis and Montana's names. Oscar thinks Elka is pretty. Erika is excited about this mission, but she hopes the challenge isn't in paintball. Vince suggests they put some trash talk on the challenge card they have to deliver to the Real World cast's hotel in Puerto Rico. They have fun with it and write various jabs at the Real World cast. They write, ""Montana we have a Bic for you;"" which pokes fun at the fact that Montana calls herself an unshaven feminist.

The Road Rules gang gets into the van and goes to the hotel to d

First aid is administered to Syrus. They wrap his leg and he continues to play in the games. GAME 3: The Box. Five people must stand on a little box at the same time for five seconds , all with at least one foot on the box (none on the ground). Real World wins this one too. The score so far is: $150 for Real World, 0 for Road Rules They all take a lunch break.

Kalle talks to all the Real World members about how they're all down to $14 total to live off of for their next mission. Montana and Elka think it's funny that Real World is winning when the Road Rules people are supposedly the rugged ones.

Sean wants to give the Road Rules members money, but Kameelah and Genesis don't think they should help out because the Road Rules members never did anything for them.

Syrus and Oscar bond about being the outcasts in their respective groups. Jake tries to hit on Elka and Genesis very unsuccessfully. Kalle and Erika laugh at him from the sidelines. Sean says he liked them all. Kalle s