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69 Most Memorable Challenge Romances and Hookups
Which couples have earned a spot in Challenge history for the right reasons? And which ones are memorable for the wrong things?
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When you think of The Challenge, what's the most memorable romance or hookup we've ever seen?
When you think of The Challenge, what's the most memorable romance or hookup we've ever seen?
69 Most Memorable Challenge Romances and Hookups
Which couples have earned a spot in Challenge history for the right reasons? And which ones are memorable for the wrong things?
stopbeingpolite.com
December 23, 2025 at 2:51 PM
When you think of The Challenge, what's the most memorable romance or hookup we've ever seen?
When you think of Ty, what Challenge memory do you think of?
Ty Ruff: What’s His Challenge Legacy?
After four seasons and 12 years away, how will Ty be remembered on The Challenge?
stopbeingpolite.com
December 21, 2025 at 4:02 AM
When you think of Ty, what Challenge memory do you think of?
Challenge showmances are so much better than real romances.
10 Least Romantic Challenge Romances
These Challenge couples will make you wonder “where is the love?”
stopbeingpolite.com
November 3, 2025 at 1:23 AM
Challenge showmances are so much better than real romances.
Some Challengers show up to win. These ones showed up for a quick, memorable trip.
Most Memorable Challengers Who Didn’t Make It Halfway
Who says you need a full season to be remembered? These people went down in Challenge history without even making it halfway.
stopbeingpolite.com
October 11, 2025 at 5:41 PM
Some Challengers show up to win. These ones showed up for a quick, memorable trip.
The early days of The Challenge were iconic.
The Mystery of Gladys on Battle of the Sexes
Remember the time The Challenge let a visibly pregnant woman on the show, knowing she was carrying a child?
stopbeingpolite.com
September 21, 2025 at 12:36 AM
The early days of The Challenge were iconic.
I really thought Nany was going to explain what happened between her and Kaycee this season, but so far, we've gotten nothing.
Nany Talks About Being Single and Not Being a Lesbian
Nany gets candid about her sexuality and relationship status.
stopbeingpolite.com
August 17, 2025 at 8:58 PM
I really thought Nany was going to explain what happened between her and Kaycee this season, but so far, we've gotten nothing.
How are you feeling about CT on Vets & New Threats? Do you think he could win #TheChallenge41?
Does CT Stand a Chance at Winning Vets & New Threats?
CT was the last veteran male picked on Vets & New Threats, but could he be the last competitor remaining on the season?
stopbeingpolite.com
August 2, 2025 at 8:25 PM
How are you feeling about CT on Vets & New Threats? Do you think he could win #TheChallenge41?
There are only a handful of Challengers who have multiple wins and haven't done a season in the 2020s — and these are those people.
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Multi-Season Winners Who Haven’t Returned to The Challenge
These competitors have multiple wins and many years away from the franchise.
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July 28, 2025 at 4:08 AM
There are only a handful of Challengers who have multiple wins and haven't done a season in the 2020s — and these are those people.
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Of all of the Are You the One? Challengers, who do you think has been the best so far?
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10 Best Are You the One? Challengers (So Far)
These competitors may have started on Are You the One? but they left their mark on The Challenge.
stopbeingpolite.com
May 25, 2025 at 5:56 AM
Of all of the Are You the One? Challengers, who do you think has been the best so far?
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Do you remember Johnny Reilly? What did you think about his time on the Challenge?
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Johnny Reilly: What’s His Challenge Legacy?
After nearly a decade away from The Challenge, how is this three-time competitor remembered?
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April 25, 2025 at 4:09 AM
Do you remember Johnny Reilly? What did you think about his time on the Challenge?
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Of all of the All Stars Rivals finalists, which ONE do you think is most likely to steal all the money from their partner.
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Share or Steal: Which All Stars Rivals Competitors Are Most Likely to Take It All?
Which All Stars Rival competitor is most likely to take their partner’s money?
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April 12, 2025 at 9:34 PM
Of all of the All Stars Rivals finalists, which ONE do you think is most likely to steal all the money from their partner.
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stopbeingpolite.com/2025/04/12/s...
Which former Challenger would you like to see make their All Stars debut next season?
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stopbeingpolite.com/2024/04/09/1...
15 Challengers Fans Want to See Debut on All Stars 6
After five seasons, fans are still awaiting these Challenge returns.
stopbeingpolite.com
March 26, 2025 at 3:28 PM
Which former Challenger would you like to see make their All Stars debut next season?
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If we got another Rivals season, which new pair would you like to see compete?
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10 Best Coed Rivalries from the Modern Challenge Era
Which rivalries have defined the five most recent Challenge seasons?
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March 23, 2025 at 4:38 PM
If we got another Rivals season, which new pair would you like to see compete?
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How are you feeling about Katie & Veronica this season? Could they actually win?
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stopbeingpolite.com/2025/03/22/a...
Are Katie & Veronica Actually a Threat on All Stars Rivals?
It seems like Katie & Veronica defied the odds by making it this far in the game, but could they actually win All Stars Rivals?
stopbeingpolite.com
March 22, 2025 at 8:39 PM
How are you feeling about Katie & Veronica this season? Could they actually win?
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If a Challenger has done 10+ seasons and hasn’t won, are they doomed to never win a Challenge season?
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The Illumaneesa: The 10 Challenge Theory
Once a Challenger reaches 10 appearances without a win, are they doomed to never win?
stopbeingpolite.com
March 18, 2025 at 6:41 PM
If a Challenger has done 10+ seasons and hasn’t won, are they doomed to never win a Challenge season?
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There isn’t anyone.
I can't think of anyone who has beaten that rule, so yes, I believe it.
March 18, 2025 at 6:39 PM
There isn’t anyone.
This was suspected to be one of the messiest moments of the season. Instead, it's one of the most invisible moments.
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The Unaired Shane + Corey Hookup — What Happened?
A highly anticipated moment from All Stars Rivals will never see the light of day.
stopbeingpolite.com
March 8, 2025 at 8:28 PM
This was suspected to be one of the messiest moments of the season. Instead, it's one of the most invisible moments.
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stopbeingpolite.com/2025/03/08/t...
Old school Challenge fans: Which classic theme would you like to see come back?
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Which Classic Challenge Themes Should Be Revisited?
Which Challenge formats could return, and which ones are in the Challenge graveyard?
stopbeingpolite.com
March 5, 2025 at 2:52 AM
Old school Challenge fans: Which classic theme would you like to see come back?
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TBH, I was here for the Aneesa & Sam hook up because it wasn't treated as some taboo or experiment.
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The Out and Open History of Lesbian Hookups on The Challenge
Sam & Aneesa’s hook up is a delightfully genuine moment two decades in the making.
stopbeingpolite.com
February 26, 2025 at 5:14 AM
TBH, I was here for the Aneesa & Sam hook up because it wasn't treated as some taboo or experiment.
stopbeingpolite.com/2025/02/22/t...
stopbeingpolite.com/2025/02/22/t...
I like most of the teams in this game, but I feel like many don't stand a chance.
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All Stars Rivals: Top Moments from Episode 4
What happened on Episode 4 of All Stars Rivals?
stopbeingpolite.com
February 20, 2025 at 2:43 AM
I like most of the teams in this game, but I feel like many don't stand a chance.
stopbeingpolite.com/2025/02/19/a...
stopbeingpolite.com/2025/02/19/a...
Who’s ready for The Challenge Season 41?
The cast is starting to get confirmed.
stopbeingpolite.com/2025/02/10/t...
The cast is starting to get confirmed.
stopbeingpolite.com/2025/02/10/t...
The Challenge 41: Official Cast
Who’s heading to Chile for season 41?
stopbeingpolite.com
February 11, 2025 at 2:48 AM
Who’s ready for The Challenge Season 41?
The cast is starting to get confirmed.
stopbeingpolite.com/2025/02/10/t...
The cast is starting to get confirmed.
stopbeingpolite.com/2025/02/10/t...
Kind of surprised to see Cara Maria in the controversy — this is why I never really trust the edit of a reality show.
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Cara Maria Comes Out as LGB; Follows Up With Apology
Cara Maria surprises fans with insensitive comments then issues an apology.
stopbeingpolite.com
February 8, 2025 at 8:00 PM
Kind of surprised to see Cara Maria in the controversy — this is why I never really trust the edit of a reality show.
stopbeingpolite.com/2025/02/08/c...
stopbeingpolite.com/2025/02/08/c...