These Challenge Competitors Are Still Waiting For A Win

If initially you don’t succeed, try, try again. Or if you’re like several legendary contestants from The Challenge, try about 12 or 13 more times.


While MTV’s tentpole competition series has produced a variety of decorated victors across 37 seasons (think CT, Darrell and Ashley “Millionaire” Mitchell), it has, all of the while, kept lots of staples of the series from earning championship money. Call it bad luck or a matter of circumstance, yet Aneesa, Tori, Leroy, Jenna and other Challenge linchpins have somehow gone years without standing atop the hallowed podium.


Still, we appreciate their resolve and continue to cheer them on. Case in point, we've created top list of Challenge greats who have come close to victory nevertheless have nevertheless to officially taste it:

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  Tori
  
  
  
  
  
  
  The Dirty XXX Rookie of the Year has evolved into one of the most feared competitors in the game, and her staying power on War of the Worlds 2 amounted to one of the most impressive Challenge showings of all time (who could forget whenever Tori plowed Jenny over in one of the franchise’s most exhilarating “Hall Brawls”?). Still, Tori proved on Double Agents that she some days gets in her own way, especially once she’s not receptive to rookies.
  
  
  
  
  



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  Aneesa
  
  
  
  
  
  
  It’s been 19 years since the Real World: Chicago alum appeared on Battle of the Sexes, attempted to oust one of the game’s strongest players and instantly became a Challenge legend. And though she’s come close to the title of Challenge champion several of times, the game routinely generally seems to slip through Aneesa’s fingers at the very last second.
  
  
  
  
  





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  Kam
  
  
  
  
  
  
  Once even CT is scared to square off against you in a “Pole Wrestle,” you know you’re doing something right. Still, Kam, who boasts one of the greatest elimination-round records of all time, hasn’t managed to create it across the finish line first. Will Double Agents be different?
  
  
  
  
  



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  Kyle
  
  
  
  
  
  
  Kyle’s efficiency on his rookie season served as a blueprint for a couple of seasons since: in case you underestimate him, as several are inclined to do, you’re likely to be surprised. Kyle nearly took the crown on Vendettas and Total Madness, yet still, his trophy shelf is collecting dust.
  
  
  
  
  





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  Cory
  
  
  
  
  
  
  Cory’s Challenge career has been a little bit of a checkerboard — some days, he’s been blown out before the game really gets underway, and other times, he’s been a real contender, only losing finals by a hair. Will Cory garner a victory on Double Agents -- or come close, nevertheless no cigar?
  
  
  
  
  





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  Jenna
  
  
  
  
  
  
  Jenna, who — in a parallel universe — could have very conveniently won Exes II or Battle of the Bloodlines, isn’t called Barbie Beast for nothing. She’s got strength to spare on the battlefield and in elimination rounds. In spite of her capacity to perform, though, she has some days choked once the pressure’s applied.
  
  
  
  
  





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  Leroy
  
  
  
  
  
  
  Leroy put up an astounding rookie season way back on Rivals, making it all of the way to the final. He has nevertheless to transcend variation the qualities of runner-up, though, and he came close to wins on Exes II and War of the Worlds 2. However history has a chance to not repeat itself while in the Double Agents final.
  
  
  
  
  





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  Nelson
  
  
  
  
  
  
  For someone who nearly beat the heavy-hitting CT on Invasion, Nelson seems like someone who should have likely taken residence a win by right now. Sadly, he’s often his own worst enemy, and his hot-headed politicking has often kept him from a win. Other times, as was the case with Double Agents, he’s just had bad luck.