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.
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.