The Bachelorette: 9 most awkward and dramatic seasons in franchise history

JoJo Fletcher (ABC/Craig Sjodin)
JoJo Fletcher (ABC/Craig Sjodin) /
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Season 7: Ashley Hebert

The most cringeworthy part of this was basically the entire group roast date, where the men had a free chance to roast the other men, but also aimed their roasts at the Bachelorette herself and her lack of breasts. Poor Ashley was in tears by the end of it. Maybe not the best idea?

This next moment from Ashley’s season wasn’t an awkward or dramatic one, but instead just a sweet one! I loved it when Ashley had J.P.  Rosenbaum over for a staying-in date. While the linked video may be a long one it is definitely one of the cutest moments in The Bachelorette’s history, How cute was J.P.’s concern for Ashley?

Eventually, they ended up changing into pajamas and Ashley donned her glasses with no makeup. I personally predicted this relationship would last when I saw it air years ago (my humble brag!).

*Crying happy tears*

(Photo by Adam Bettcher/Getty Images)
(Photo by Adam Bettcher/Getty Images) /

Season 8: Emily Maynard

Now, let’s talk about The Bachelorette Season 8 and one particular moment the leading lady, Emily Maynard, shared with contestant Kalon McMahon. You may remember the moment as when she discovered he called her daughter “baggage”.

One of the other men in the house brought it up to her, and her response was to let him speak on it. However, instead of apologizing, he claimed what he said, and Emily quickly dismissed him from the house with a “then get the f**k out!”.

Talk about standing your ground and not putting up with any bulls**t.