Road Rules - Season 9 (2000)

Competition day arrives and the Road Rules team will try to stop the MTV.com team from taking their prize money. Tension continues to build between Holly and the MTV.com girls. Road Rules wins the bobsled race and MTV.com wins the ski jump event, Holly and Msaada prepare to gain another win for the Road Rules team with the skeleton race. After losing the skeleton race event, Holly breaks down in tears. She feels that the competition has been ruined for her because of the behavior of the MTV.com-ers towards her. The final event is worth three points, and Road Rules pulls together as a team to win the speed skating race as well as the prize money from the MTV.com team.

The next mission brings the Road Rules team to New Orleans where they will help Sloan, a teenage cancer patient, fulfill his wish: to take part in a Road Rules mission. Sloan explains to the Road Rules team that they must steal the Real World dog from their house in New Orleans, photograph the Road Rules team with the dog, and send the pictures to the Real World house all within ten hours. With the help of Sloan and his mom, Msaada and Theo enter Belfort Mansion using the story that it is Sloan's wish to meet the Real World cast and see their house. While Msaada, Theo, Sloan, and his mom are out to lunch with the Real World cast, James and Laterrian sneak through a back door and steal Shorty, the mechanical dog. After Matt realizes that Shorty is missing, he finds the disk that contains a message from the Road Master revealing that the Road Rules team is responsible for his disappearance. The Road Rules team completes the last part of the mission, which is to take photographs in front

The night before Valentine's Day, Kathryn and Laterrian surprise their fellow cast members by leaving the dinner table and going into the restroom together. The next morning at breakfast, Kathryn receives a surprise visit from her boyfriend Reid. Kathryn discusses the rumors of her ""alleged affair with Laterrian"" with both Reid and Laterrian. The next mission gives the Road Rulers a taste of parenthood, which requires them to baby-sit a large number of toddlers for a day. Theo confronts Kathryn on her dishonesty about her relationship with Laterrian.

The Road Rulers head into Louisiana, where Theo will visit his hometown along with girlfriend Mandy. The next mission requires the Road Rulers to fly Powerchute planes in which each cast member will throw paint-filled condoms at a bull's eye target on the ground. Already terrified from a fear of flying, Kathryn becomes even more scared as she loses communication with the ground crew while on her flight. Msaada wins the competition as she was the only cast member to hit the target. Theo takes some time out to visit his brother in rehab. Theo spends some quality time with Mandy and realizes that he needs to be more honest and faithful to her.

James tells Theo about his dislike for the girls in the group and his difficulty in dealing with traveling in the RV with people he doesn't get along with. The next mission brings the Road Rulers to Augusta where they are greeted by an arena full of monster trucks. The Road Rulers must compete against a team of fraternity and sorority members from Georgia in several events involving monster trucks. After three events, the two teams are tied and the level of competition continues to grow. In the final event, James races a monster truck aggressively over four feet of bumps, beating the other team, but damaging the truck. The referee decides to disqualify James' win because of the damage caused to the truck, giving the Greek team the overall $6000 win in the competition.

Just after their arrival in South Africa, James and Theo upset the rest of the group by disappearing from the airport for two hours. James gets angry when confronted by the girls and starts a yelling match with Msaada. The guys and girls each talk about the obvious gender separation that has occurred among the team. The team is nervous when they find out that their next mission involves great white sharks. In groups of two, the Road Rulers go down in an underwater cage to observe the sharks as they attack the bait. After getting into another yelling match, James and Msaada make up and gain a new understanding of one another.

The Road Rulers continue their South Africa adventure with an unusual mission that requires them to learn ancient healing techniques. Laterrian and Theo refuse to participate in the mission when they find out that they must sacrifice a goat, symbolizing communication with their ancestors. Kathryn, Holly, James, and Msaada take part in a ritualistic tribal dance followed by the slaughtering of an ox while Laterrian and Theo enjoy a visit to a scenic waterfall. The next part of the mission lets the Road Rulers predict the fortunes of the tribe members by ""the reading of the bones"". After the mission is over Laterrian and Theo defend their decision to not participate to their fellow teammates.

The next South African mission involves a contest where three of the Road Rulers will get the opportunity to fly in a fighter jet. Holly and Msaada are especially disappointed to learn that the winners are James, Theo, and Kathryn. Theo decides to give Msaada his chance to fly the fighter jet because he knows that it is one of her dreams in life. In Kathryn and Msaada both decide that if they win the ""Top Gun"" award, they will give it to Holly, which will allow her to fly the fighter jet. After James is awarded the ""Top Gun"" award, he decides that making someone else happy is more important than flying, and gives the award to Holly. Holly gets the incredible experience of doing air acrobatics in a fighter jet.

The Road Rulers arrive in Los Angeles where their Truth or Dare mission brings out some crazy behavior, including a creative striptease by Theo. The Truth part of the mission creates some tension among the team, as they are required to reveal their true thoughts about their fellow teammates. The Truth or Dare mission creates some serious tension among the team as they face their final mission. In the final mission, the team must create their own mission, in which the only requirements are that they spend $5000 or less, that The Mission Board approves it, and that they choose something that forces them to face a fear. The Mission Board listens to the top three missions including participating in an adventure race, getting buried alive in a coffin, and getting married to a stranger in Las Vegas. The Mission Board choose the Vegas mission, but changes it to require the Road Rulers to pair up and marry one another, which they are not at all happy about.

The final mission requires the Road Rulers to pair up and get married in Las Vegas, planning their budget weddings in less than twenty-four hours. The girls take the mission seriously, spending time picking out their wedding rings and gowns. James throws a minor fit when he can't find the ""crazy tuxedo"" outfit he has in mind for his wedding. James and Msaada, Kathryn and Theo, and Laterrian and Holly stand side by side at the altar and get married, Las Vegas style. The Road Rulers receive their final reward and spend a celebratory dinner together reminiscing about their time spent together on this amazing adventure.

A look back at the series' 9th season, which featured Theo, Msaada, Latterian, James, Holly and Kathryn undertaking a variety of missions.