The Bachelor: Greatest Seasons Ever: The weirdest moments from Kaitlyn Bristowe’s season


The Bachelor: Greatest Seasons Ever continued with fan favorite, Kaitlyn Bristowe!

Still hosting The Bachelor: Greatest Seasons Ever from his home office, Chris Harrison promised a night full of surprises and romance as we took a trip back to 2015 to enjoy the wild ride that was Kaitlyn’s journey to find love.

From cupcake entrances to sumo wrestling dates to streaking, Kaitlyn’s season definitely had some crazy moments, and a few awful ones too. Let’s dive in and see which ones top the list as worst and weirdest!

The group sex-ed date

Almost right out of the gate in the weird category, we had the group date that had our Bachelorette contestants teaching a group of elementary school kids some sex education. I can only imagine that was the most uncomfortable date of their lives. Everything is better with props!

It turns out our girl Kaitlyn was pranking her guys with child actors so it maybe wasn’t as cringe-worthy as it could have been had these poor kids not known what to expect. And who could have seen that Ben Higgins had actually been preparing for this day all the way back to college when he minored in sex education?! The more you know.

Nick Viall returns

The Bachelor: Greatest Seasons Ever continues with the weirdness of Kaitlyn’s season as we witness the return of a certain someone. You all remember when Kaitlyn brought Nick Viall onto the show much to the dismay of the rest of the crew, right? Their first group meeting was awkward AF, to say the least.

Nick strolled in all ready to go and then ended up on a couch alone as the other guys were on the opposite side of the room in a strange display of group power. At first, the silence was deafening, but then they decided to grill Nick on his intentions to make sure he was there for the right reasons. Yikes is an understatement.

At the end of the day, Nick prevailed against the mob (and brought us a horny mariachi serenade in the process) and made it to the final rose ceremony only to have his heart broken by Kaitlyn as he was ready to get down on one knee. Alas, was the weirdness even worth it?

Ian doesn’t hold back– at all

When it comes to worst moments, Kaitlyn’s season had plenty to choose from (remember that aforementioned Nick breakup? Ouch.). But at the top of the list was Ian and his decision to call out our Bachelorette and basically tell her that she is a horrible person. Ian, Bachelor Nation hates you and I am not sorry about it.

After bringing in Nick, Ian was a bit butt-hurt that his wannabe wife looked like she was *horror of horrors* having a good time dating and looking for love. So he decided to pull Kaitlyn aside and called her shallow and surface-level and a plethora of other not-so-nice things before hitting the road. It only made our girl stronger and more committed than ever to proving him wrong and doing things her way. You go, girl!

Villains gotta vill, right?

Finally, I would be remiss to not mention the somehow both weird and worst combo that was “Villains gotta vill” Clint. Clint started so strongly with his hand-drawn picture of Chris Harrison riding a triceratops and romantic time with Kaitlyn, but then the tide turned and he decided to put his affections towards fellow roommate, J.J.

Ignoring the Bachelorette was not the move and Kaitlyn decided Clint was not giving her 100% effort thus his time at the mansion was no more. J.J. took the rejection harder than Kaitlyn and after throwing Clint under the bus opted to cry his eyes out after his bromance lover yelled at him and left. And then possibly the best moment in Bachelor history occurred: J.J. slapped himself in the face. Yes, it really happened. Thank you, Clint, you terrible, terrible human being.

Kaitlyn, you were a trailblazer boss babe who did it like no one else could, and I loved revisiting your season.

Next. The Bachelor: Greatest Seasons Ever: 3 Kaitlyn Bristowe moments we did not see. dark

Be sure to tune in next week for another look back with Ben Higgins and the double “I love you” drama!

What were your favorite weird/odd moments from Kaitlyn Bristowe’s season? Share them in the comments below!