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Best Rivalries on The Challenge and Who Won Them?

Some people truly hate each other.

By Dylan DeckardPublished 8 months ago Updated 8 months ago 4 min read
Cara Maria vs Laurel / Photo by MTV

The Challenge has had some of the best rivalries of all-time. Some of these people truly hate each other. Here is a look back on some of the biggest rivalries and who won them.

Just Missed the List:

  • Nurys Mateo vs Olivia Kaiser
  • Veronica Portillo vs Julie Stoffer
  • Jordan Wiseley vs Johnny Bananas
  • Amanda Garcia vs Johnny Bananas

10. Kyle Christie vs Cara Maria Sorbello & Paulie Calafiore

Paulie, Cara Maria, and Kyle / Photo by MTV

Best Season of Rivalry: War of the Worlds

Most Memorable Moment: The thought of a hall brawl between Paulie and Kyle.

This rivalry always sizzled but never cooked. I know there are some actual real life issues going on that Kyle Christie is denying but this is strictly about the show. This would have been great if Paulie volunteered to go against Kyle in the hall brawl on War of the Worlds. This was kind of a chore to watch in my opinion.

Who Won: Cara Maria & Paulie (They have each other)

9. Veronica Portillo vs Katie Cooley

Katie vs Veronica / Photo by MTV

Best Season of Rivalry: The Ruins

Most Memorable Moment: Katie slaps Veronica

These two were both in competition to be the #1 woman on The Challenge. They did not get along and did not like each other. They recently were partnered on The Challenge All-Stars: Rivals and seemed to redeem a friendship.

Who Won: Veronica (More Titles)

8. Ashley Mitchell vs Hunter Barfield

Hunter and Ashley / Photo by MTV

Best Season of Rivalry: Final Reckoning

Most Memorable Moment: Ashley Stealing $500,000

Ashley and Hunter were exes who hit it off on Invasion of the Champions. Final Reckoning showed how dysfunctional they can be. They won together and Ashley took $500,000 because of how Hunter treated her on that season. They went against each other on the first elimination on War of the Worlds and Hunter got some revenge back on Ashley.

Who Won: Ashley (Millionaire Mitchell)

7. Wes Bergmann vs Chris "CT" Tamburello

CT vs Wes / Photo by MTV

Best Season of Rivalry: Rivals

Most Memorable Moment: CT going off on Wes for 5-6 hours

This was a short lived one as they didn't do much together in the teens seasons. However, once Rivals started it was all over. Wes and Kenny versus Adam and CT was a huge storyline. Rivals was the first season I ever watched when I was 11 years old and I geniunly thought CT was a psychopath. These two eventually won Rivals II together and seem to be good now.

Who Won: CT (More Titles and Dominated Wes)

6. Johnny Bananas vs Wes Bergmann

Wes vs Bananas / Photo by MTV

Best Season of Rivalry: Rivals II

Most Memorable Moment: Fight on the Ruins

This rivalry seemed staged at points to me. I think in the beginning it was genuine but once Kenny Santucci and Evan Starkman were banned they didn't actually hate each other. Kenny and Wes did but since Kenny wasn't there anymore Bananas didn't have to. Sure they kept sending each other into elimination but Kenny and Wes was more iconic.

Who Won: Bananas (He has 7 championships to Wes' 3.)

5. Cara Maria Sorbello vs Jordan Wiseley

Best Season of Rivalry: War of the Worlds II

Most Memorable Moment: Verbal fight on War of the Worlds II

Cara Maria and Jordan seem to be on good terms now but they weren't for a long time. Jordan told Cara Maria she's not good enough on Dirty 30, he didn't think she deserved her win on Vendettas and they had a full blown fight on War of the Worlds II. This is another duo that I'd love to see have to play together.

Who Won: Jordan (He won Dirty 30 and War of the Worlds II)

4. Johnny Bananas vs Sarah Rice

Best Season of Rivalry: Exes II

Most Memorable Moment: Bananas stealing the money and running.

These two were friends at one point even working together on multiple seasons. This changed on Exes II when Sarah Rice threw Johnny Bananas and Nany Gonzalez into an elimination. Sarah ended up winning the season with Jordan Wiseley but that was not the end of the rivalry. They won Rivals III together where Bananas stole all of the winnings from Sarah.

Who Won: Bananas (He took the money from her)

3. Jordan Wiseley vs Turbo Camkiran

Best Season of Rivalry: War of the Worlds II

Most Memorable Moment: "You Can't Copy My Walk." - Turbo

This needs to be a Rivals team. These two have a chemistry that is unmatched. It's not a "friendship" chemistry but an amazing rivalry one. We were so close to seeing this rivalry on Ride or Dies but Turbo and Tamara were eliminated too early. I'm waiting each season to see if these 2 reunite.

Who Won: Jordan (Jordan won War of the Worlds II and has won 2 more seasons after - World Championship & Battle of the Eras)

2. Wes Bergmann vs Kenny Santucci

Wes and Kenny

Best Season of Rivalry: Fresh Meat II

Most Memorable Moment: Kenny carrying Wes up the mountain on the final of Rivals.

These two had a genuine hatred for each other. Kenny couldn't stand Wes and Wes couldn't stand Kenny. They showed this multiple seasons. On The Ruins Wes had to move out of the teams bedroom. They were constantly targeting each other on Fresh Meat II and then were partnered together for Rivals. To be fair Rivals should have been their season to win but there was an equalizer that let Tyler Duckworth and Johnny Bananas win.

Who Won: Wes (Wes is still able to be on the show.)

1. Cara Maria Sorbello vs Laurel Stucky

Cara Maria vs Laurel

Best Season of Rivalry: Rivals

Most Memorable Moment: Laurel screaming at Cara Maria on All-Stars 4

This is oil and water. Anything these two are casted on together I am watching. Their journey from Rivals to friends to roommates/best friends and back to rivals again has been an insane journey. They became super close on Rivals but if you watch All-Stars 4 or Battle of the Eras you would never know.

Who Won: Honestly Tie (They both have 2 championships.)

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Dylan Deckard is a content creator, podcast host, and blogger. He talks about reality TV, Grey's Anatomy and more. Please click the links below...

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About the Creator

Dylan Deckard

Chillin with Dylan Podcast on all podcast platforms.

Charleston, South Carolina

@thedylandeckard on Instagram

@dylan.deckard on TikTok

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