'Bachelorette' Season 16 Craziest Moments: Clare Engaged and More

One for the books! Clare Crawley’s season of The Bachelorette is filled with moments that will make your jaw drop. Between her engagement to Dale Moss and an explosive fight with contestant Yosef Aborady, season 16 has been a rollercoaster ride.

Clare’s season started off on a strange note amid the coronavirus pandemic. Filming was postponed from March until July, and ABC decided to shoot the entirety of Clare’s journey to find love at the La Quinta Resort in Palm Springs, California. Considering the contestants were already announced when production went on their four-month hiatus, the Sacramento native did a bit of snooping on her guys.

Bachelorette Clare Crawley and Dale Moss' Cutest Photos So Far 2 — ABC/Craig Sjodin

“I don’t know who’d not look them up!” the hairstylist confessed to ET following the season premiere on October 13. “There was nothing against the rules of going on social media and looking at people’s [profiles]. I feel like I’d be doing myself a disservice to not do my research and look these guys up.”

She added, “I want to know what they’re doing in their off time in quarantine. I want to know what they’re keeping up with and what the type of content they’re posting — is it them partying? Is it them with a bunch of women? Or is it them with their family?”

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Not surprisingly, her now-fiancé stood out. “Dale, in a lot of his Stories, he would talk about his mom and he’d talk about his family. He was with his family a lot and that is something that deeply resonates with me,” the leading lady said. “I just felt on any level, whether it be friendship, whether it be a romantic connection, I just felt like there would be that good connection with him.”

Clare and Dale making an early exit from the season together could be a great thing for their relationship, Kaitlyn Bristowe told Life & Style in October. “If it is true, I think they’re in a good position because you don’t have to go through watching the show back and dealing with taking all the relationships as far as they can,” she said about the season 16 couple. “They get to dip out early and be in love.”

While Clare found her happily ever after, there were still plenty of ups and downs along the way. Keep scrolling for season 16’s most dramatic moments!

Big Yikes

Yosef seemingly gets thrown off the show by Clare, according to teasers. The Alabama native got into a screaming match with the leading lady and stormed off while putting emphasis on the fact that she’s the “oldest” Bachelorette ever.

“I don’t care what I’ve done,” Clare can be seen saying to the camera in promo videos. “To sit there and say I’m the oldest Bachelorette, guess what? I’m the oldest Bachelorette that’s 39 that’s standing here that’s single, because I didn’t settle for men like that!”

Trouble From the Beginning

That wasn’t the only time the contestant ruffled some feathers. During week 1, Tyler C., who was eliminated during the first rose ceremony, confronted Yosef about allegedly DMing a woman from his hometown a flirtatious message.
“I wouldn’t do that to myself. This concerned me enough to bring it up to Clare and address it,” Yosef said to Clare about the situation. “The last thing I want is to blindside her. My intentions remain true. I have to set an example for my daughter. I’m here for you … that’s it.”

The Big Switch

Life & Style confirmed in early August that Tayshia Adams was stepping in to finish the season. This includes a small handful of new guys, who will join Clare’s remaining contestants.
“The contestants don’t know what’s going on, the producers don’t know what to do next … The guys don’t know what to do but laugh, they feel like they’ve been whipped around,” an insider told Life & Style at the time.

Filming Amid COVID-19

Filming was no small feat amid a global pandemic. “Everyone was tested, so they could do everything they’d do on a normal season, like kissing and hugging and everything else,” programming executive Rob Mills told Variety during an October interview.
He added, “It will be acknowledged at the start, in terms of what everybody had to do — they had to quarantine and get tested — but then once you’re in the bubble, you’re in. There won’t be travel, but it looks like a regular season. It’s not socially distanced in any way, shape or form.”