Season 9

1. Walking on the Wind, Part 1

June 26, 2000 · 30m

One by one, Msaada, Theo, Holly, James, Laterrian, and Kathryn arrive to the desert location in Sedona, Arizona where the ""Maximum Velocity Tour"" begins. Inside their motor home, they are greeted by ""The Road Master."" The first mission toward winning the maximum prize of $100,000 requires every team member to walk across a tightrope that is attached to two hot air balloons. All six face their fears and complete the mission successfully. Theo feels distant from the group while Holly and James develop a pattern of flirtation. The second mission takes place in Flagstaff, Arizona, where the Road Rulers must test the following two products among students on a college campus: a breast enhancer and a penis pump. On to Provo, Utah where Holly, Msaada, and Kathryn get jealous when the boys invite girls from the gym to a hot tub party at the hotel.

2. Walking On The Wind, Part 2

June 26, 2000

One by one, Msaada, Theo, Holly, James, Laterrian, and Kathryn arrive to the desert location in Sedona, Arizona where the ""Maximum Velocity Tour"" begins. Inside their motor home, they are greeted by ""The Road Master."" The first mission toward winning the maximum prize of $100,000 requires every team member to walk across a tightrope that is attached to two hot air balloons. All six face their fears and complete the mission successfully. Theo feels distant from the group while Holly and James develop a pattern of flirtation. The second mission takes place in Flagstaff, Arizona, where the Road Rulers must test the following two products among students on a college campus: a breast enhancer and a penis pump. On to Provo, Utah where Holly, Msaada, and Kathryn get jealous when the boys invite girls from the gym to a hot tub party at the hotel.

3. Frosty Face Off

June 26, 2000 · 30m

Olympic Gold Metal Winner Picabo Street explains that Mission #2 involves a ski competition between the Road Rules team and a team of contest winners picked by MTV.com. Both teams demonstrate early on that they are not there to make friends with one another. Holly's personality clashes with the MTV.com team, as well as the guys on the Road Rules team, as both teams practice for competition day. The night before the competition, Laterrian chooses to hang out with the MTV.com girls, which is not cool with the rest of the Road Rules team. Meanwhile, Kathryn and Holly continue to express their strong dislike for the MTV.com girls.

4. Frosty Face Off (2)

July 3, 2000 · 30m

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.

5. Mission Impossible: Get Shorty

July 10, 2000 · 30m

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

6. Fugitives of Love

July 17, 2000 · 30m

The Road Rulers wake up at 6:30 a.m. to find several policemen knocking at their door motor home and instructing them to get dressed and exit the motor home immediately. The mission requires that the Road Rulers act as escaped fugitives while being followed by policemen and police dogs. The objective is for one team out of three to reach the watchtower without being caught. Holly and James are the first ones to be stopped by the police. Theo and Msaada are the next to get caught next as they try to make a run for the tower. Laterrian and Kathryn try to decrease their chances of being caught by cutting off their bright orange outfits. They do get caught, though, resulting in the first unsuccessful mission for the Road Rules team.

7. Love, Lust and Lies

July 24, 2000 · 30m

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.

8. Swimming in Sex

July 31, 2000 · 30m

Kathryn breaks into tears as she tells her mom that she is considering leaving the show due to her relationship with Laterrian and the reactions of her teammates. The next mission requires the Road Rules team to compete against the Playboy Extreme Team in a synchronized swimming event. The night before the competition the Road Rules team is having trouble with team morale because of problems between Laterrian and Kathryn. The entire cast ends up in a heated discussion about what really went on between Laterrian and Kathryn. After admitting that she lied about her fling with Laterrian, Kathryn makes peace with her teammates and decides to stay on the show. The Road Rules team enjoys success in their synchronized swimming competition against the Playboy Extreme Team.

9. My Louisiana

August 7, 2000 · 30m

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.

10. Theo Takes a Leap

August 14, 2000 · 30m

Theo explains to Msaada that he left home as a teenager and has not seen his mother in over a year. The Road Rulers get a big surprise in the next mission as they're each greeted by one of their parents, who came to participate in a game show called ""Parent Trap."" The object of the game is to find out how much each parent and child knows about one another. The parents are skeptical about the final portion of the game, which requires them to bungee-jump tandem style with their children. One by one, each of the teams successfully jumps a free-fall distance of 70 feet. Theo is glad that he had the opportunity to spend some time with his mother and hopes to mend their relationship in the future.

11. A Square in a Social Circle

August 21, 2000 · 30m

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.

12. 2 Negative Atmosphere

August 28, 2000 · 30m

The Road Rulers head into Key West, FL where they learn that their next mission requires them to go deep sea diving. One by one, each Road Ruler completes one free dive to see how deep they can go. The team will win this mission if each member sets a deeper goal for the second day dive, and they achieve it. The team gets frustrated when Theo sets an unrealistic and dangerous diving goal, jeopardizing the win for everyone. Theo meets his aggressive goal along with the rest of the team, resulting in another successful mission. The Road Rulers put together the individual flags they retrieved during the dive, which provide a clue that their next mission will occur in South Africa.

13. Stranger in a Strange Land

September 4, 2000 · 30m

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.

14. Blood and Goats

September 11, 2000 · 30m

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.

15. Revenge in the Bush

September 18, 2000 · 30m

The Road Rulers meet their biggest rivals, The Real World cast, in South Africa for a series of games and competitions. The Real Worlders win the first event, in which the girls compete in a dance-off and the guys must imitate an animal of their choice. With the help of James, the Road Rules team wins the next event: ""the bug-eating contest"". In the final event, the two strongest girls and guys from each team must try to push one another out of a circle using a spear. Laterrian beats out David in the final spear face off, giving the Road Rules the win over the Real Worlders. Although the teams came together as intense rivals, they part as friends.

16. Flying With the African Birds

September 25, 2000 · 30m

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.

17. Alone With Your Thoughts

October 2, 2000 · 30m

The next mission requires each of the Road Rulers to spend 48 hours alone in the wilderness where they will each record their own video diaries. Holly protests when she learns that she can't bring her Bible with her during her isolation in the wilderness. While spending his 20th birthday alone in the wilderness, Theo becomes emotional as he reminisces about his deceased father and how much he misses him. After dark, the mission becomes much more terrifying, especially after hearing the shrill of a loud whistle, signaling that one of the team members is in trouble. The mission mayors discover that the whistle call came from Holly, who lay frozen in her tent, terrified by her fear of ghosts. This mission creates a new bond and appreciation for one another, as the Road Rulers face only one more week together.

18. A Day Out on O-Town

October 9, 2000 · 30m

For the next mission, the Road Rulers must face off against the boy band O-Town in a mission on Catalina Island. The first part of the mission requires each person to parabounce off a cliff. The Road Rulers take the lead by several minutes as they enter into the main part of the mission, a sailing race from Catalina Island to San Pedro. The Road Rulers are not happy when O-Town not only catches up with them, but also passes them in their sailboat. The close competition causes the Road Rules team to lose their team moral and sportsmanship. This mission creates a new bond and appreciation for one another, as the Road Rulers face only one more week together.

19. Letting Out the True Feelings

October 16, 2000 · 30m

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.

20. The Ball and Chain

October 23, 2000 · 30m

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.

21. Road Rules: The Ultimate Missions

June 12, 2000 · 30m

'Road Rules' alum Tim Beggy, recaps the most extreme missions from the past eight seasons.

22. Road Rules Unflushed

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

101. Episode 101