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Top 10 Most Cringeworthy The Bachelor Moments

VO: Phoebe de Jeu WRITTEN BY: Tiffany Ezuma
How can something so entertaining induce so much secondhand embarrassment? For this list, we’re strictly looking at uncomfortable and awkward moments from “The Bachelor,” so no spin-off shows will be included. If you’re looking for a moment that appeared on The Bachelorette, be sure to check out our video of the Top 10 Most Cringeworthy The Bachelorette Moments. Join MsMojo as we count down our picks for the Top 10 Most Cringeworthy The Bachelor Moments.
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Top 10 Most Cringeworthy The Bachelor Moments



How can something so entertaining induce so much secondhand embarrassment? Welcome to MsMojo and today we’ll be counting down our picks for the Top 10 Most Cringeworthy The Bachelor Moments.

For this list, we’re strictly looking at uncomfortable and awkward moments from “The Bachelor,” so no spin-off shows will be included. If you’re looking for a moment that appeared on The Bachelorette, be sure to check out our video of the Top 10 Most Cringeworthy The Bachelorette Moments.

#10: Jasmine Chokes Nick

Generally, people try to show the best side of themselves when dating, but the pressure cooker that is a reality TV show often brings out the worst side. At least that’s what we’d like to use as an explanation for Jasmine’s behavior. Sensing that they weren’t really connecting, Jasmine tried to force Nick to give her an answer on he wasn’t choosing her for any one-on-one dates. In one of the show’s most bizarre confrontations, she told him she wanted to put him in a “chokey” and seemed surprised when he said that no one had ever put him in one. Nick awkwardly laughed throughout the encounter, probably the only correct response.

#9: Jesse’s Rose Fail

Dating twenty-five women at once sounds like a dream to most but realistically; it has to be a nightmare to remember all those names. Kudos to all the Bachelors and Bachelorettes who have that skill down pact, but it’s surprising more don’t flub names like Jesse did when he confused “Katie” and “Karen” at a rose ceremony. It was such an embarrassing moment for all parties when Jesse had to step out and admit his mistake to a stone-faced Chris Harrison. Jesse walked back into the ceremony with his tail between his legs and offered to let Katie stay before calling the right girl.

#8: Robyn Flips for Sean Lowe

It’s crucial to make a great first impression on night one, but in the quest to make themselves standout for the right reasons, things can easily go wrong. Take the instance of Robyn H., who tried to do a backflip for Bachelor Sean to make a memorable entrance. But doing gymnastics in a long gown isn’t the most well thought out plan and after landing one wobbly flip, she fell as soon as she transitioned into the second. Robyn’s nerves clearly got the best of her as she whined, “I got so nervous!”- making the whole thing that much more cringey to witness.

#7: Andi Takes Down Juan Pablo

Juan Pablo was arguably the worst Bachelor given his general indifference to most of the women, and his overall disrespect of the whole process. A few women from his season tried to tell him off, but none did so more effectively than Andi when she told him that she wasn’t in love with him. Instead of really hearing her or connecting emotionally, Juan Pablo proceeded to tell her “it’s okay” numerous times. “It’s okay” turned out to be fighting words and Andi laid into him on how it really, really wasn’t okay. We don’t think “it’s ok” has ever been met with that much vitriol.

#6: Jillian Takes a Tumble

Rose ceremonies are by far the most dramatic parts of an episode, and it’s clear to see everyone’s nerves on display. That’s why it was mortifying to watch when Jillian thought Chris called her name to accept his rose. He really said “Julia” and when she realized that, she tried to walk back to her spot and in the process, she tripped over the rug. She caught herself, but the damage was done as all the women covered their mouths, cringing from secondhand embarrassment. Poor Jillian managed to make two faux-pas in less than a minute. Honestly, we have to feel for her!

#5: Jamie Otis & the Infamous Kiss

We’ll never know what Jamie Otis from Ben Flajnik’s season was thinking when she gave him a kissing lesson. Trying to forge a connection with him, for some reason she thought that instructing him on when to open and close his mouth during their kiss would be the best thing. Ben was noticeably uncomfortable, and at one point she even asked if she made him nervous. He tried to be a good sport abou tit, but the whole thing was just too weird and he broke their lip-lock as soon as it started. Good thing no one else has tried to pull this move again!

#4: Olivia’s Showgirl Routine

It can be said that a lot of the show’s group dates are really just ways to make the contestants embarrass themselves, but Olivia’s showgirl routine really takes the cake both literally and figuratively. While in Vegas, the women had to perform a talent to impress Ben, and Olivia decided to perform a showgirl routine where she jumped out of a cake and danced. Sexy, right? Not exactly. Olivia was clearly uncomfortable as she stumbled out of the cake and shuffled along the stage in a sequined bikini and feather boa. Ben was flustered watching her performance and covering his face from the audience - not exactly the reaction you want from the guy you’re dating!

#3: Arie & Becca’s Uncomfortable Televised Breakup

Arie’s season of the show wasn’t considering one of the more memorable ones, however he more than made up for it during his finale. After proposing to Becca, he changed his mind and decided that he needed to break up with her on national TV so that he could be with his runner-up, Lauren. Unsurprisingly, Becca took the news pretty hard and asked for him to leave her alone multiple times. Ignoring her requests, Arie wouldn’t leave her alone and kept on trying to talk to her and ask for a hug. The whole thing went on for an excruciating amount of time and it was borderline torture to watch.

#2: Jake & Vienna’s Break-Up Special

Jake and Vienna have to be one of the most hot-mess couples to come out of the franchise, so it’s not a surprise their break-up was a dramatic spectacle deserving its own special. The troubled duo was not afraid to air their dirty laundry as he accused her of cheating, and where she famously called him a “fame-whore.” The exes sparred with such intensity, it was like watching a tennis match at Wimbledon, two pros going for the jugular. We do have to hand it to them, though- we don’t think the franchise has seen such a fiery break-up since!

Before we unveil our number one pick, here are a few honorable mentions:

Kelsey’s “Amazing” Story

Shawntel Takes Brad to Work

Corinne & Her Platinum “Vagine”

#1: Jason Mesnick Dumps Melissa for Molly

The franchise has had its fair share of uncomfortable moments, but this one undoubtedly takes the cake for how raw it felt. Jason told Melissa on the After the Final Rose special that he was still in love with his runner-up Molly, which was more than a little unfair to Melissa. Watching her process the break-up was painful enough, but the show gave viewers even more whiplash when Jason got back together with Molly in the next segment. Fans compare Jason and Melissa’s break-up to Arie and Becca’s, but at least theirs wasn’t done in front of a live studio audience and for that reason alone, this one out cringes them all.

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