May 22, 2026 bachelor insider
Relive Bachelor Nation’s ‘Top Five’ Most Awkward Moments Here!
Ooh, that’s awkward…
We’re taking the ultimate trip down memory lane in our Bachelor Nation Original series “Top Five.”
We’ve been recapping the top five best, most dramatic, and most unforgettable moments in the history of the franchise.
And on this week’s episode of “Top Five Most Awkward Moments,” we’re looking back at some of the most cringeworthy encounters and dates within Bachelor Nation.
From impromptu serenades to unexpected exes and uncomfortable cheer routines, there have been plenty of awkward moments over the years — and here are our top five above!
Do you agree with this list? Which moment do you remember the most?!
