The Bachelor — Season 16
Ben Flajnik’s season of The Bachelor involved a date in which his contestants went skiing in bikinis. Even though they were in San Francisco. And none of them were prepared to ski. And swimwear doesn’t exactly scream “ski chic.”
The Bachelorette — Season 16
Although Clare Crawley had a very short stint as The Bachelorette before Tayshia Adams took over, Clare was there long enough to host a strip dodgeball group date that ruffled a lot of feathers both onscreen and online.
The Bachelor— Season 24
Peter Weber and Victoria Fuller’s uncomfy one-on-one date was one of the most awkward in Bachelor Nation history. The couple went to a private concert, where the performer happened to be Victoria’s ex, country singer Chase Rice.
The Bachelor — Season 13
Jason Mesnick's season of The Bachelor involved his contestants creating molds of their breasts to be auctioned off for the Keep A Breast foundation. While the event raised money for breast cancer awareness, it was still a 2009 kind of slimy.