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Real World/Road Rules Challenge (also known as Real World vs. Road Rules) is the second season of the The Challenge. It premiered on November 9, 1999, and concluded on December 14, 1999. This season marked the first time in which contestants from The Real World and Road Rules would be competing against each other.

Contestants[]

Real World
Contestant Finish
BethSeasonsIcon
Beth Stolarczyk
The Real World: Los Angeles
Runners-Up
in Handsome Reward
JanetRWIcon
Janet Choi
The Real World: Seattle
JasonCRWIcon
Jason Cornwell
The Real World: Boston
MontanaRWIcon
Montana McGlynn
The Real World: Boston
NathanRWIcon
Nathan Blackburn
The Real World: Seattle
NeilRWIcon
Neil Forrester
The Real World: London
Road Rules
Contestant Finish
AnneRRIcon
Anne Wharton
Road Rules: Northern Trail
Winners
in Handsome Reward
KalleRRIcon
Kalle Dedolph
Road Rules: Islands
KeflaRRIcon
Kefla Hare
Road Rules: Down Under
MarkRRIcon
Mark Long
Road Rules: USA – The First Adventure
NoahRRIcon
Noah Rickun
Road Rules: Northern Trail
RoniRRIcon
Roni Martin
Road Rules: Northern Trail

Game Summary[]

Episode Mission Outcome
# Challenge Winners Losers
1 Roller Derby Road Rules Real World
2 Bed Race Road Rules Real World
3 Bungee Jump Road Rules Real World
4 Las Vegas Talent Show Real World Road Rules
5 Boot Camp Road Rules Real World
6 Handsome Reward Road Rules Real World

Mini Challenges[]

Episode Mission Outcome Prize
# Challenge Winners Losers
1 Golden Dollar Real World Road Rules Limo ride
Teddy Bear Steal Real World Road Rules $3,000

Final Result[]

  • Road Rules won the final challenge, earning a total of $39,680, with each team member receiving $6,613.
  • Real World lost the final challenge, earning $10,240, while also winning an additional $3,000 in the "Teddy Bear Steal" mini challenge, for a total bank of $13,240, with each team member receiving $2,206.


The Challenge Series

Road Rules: All StarsReal World vs. Road RulesChallenge 2000Extreme ChallengeBattle of the Seasons (2002)Battle of the SexesThe GauntletThe InfernoBattle of the Sexes 2The Inferno IIThe Gauntlet 2Fresh MeatThe DuelThe Inferno 3The Gauntlet IIIThe IslandThe Duel IIThe RuinsFresh Meat IICutthroatRivalsBattle of the ExesBattle of the Seasons (2012)Rivals IIFree AgentsBattle of the Exes IIBattle of the BloodlinesRivals IIIInvasion of the ChampionsDirty 30VendettasFinal ReckoningWar of the WorldsWar of the Worlds 2Total MadnessDouble AgentsSpies, Lies & AlliesRide or DiesBattle for a New Champion

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