Clare Crawley & Dale Moss, Plus 6 More Messy, Salacious Bachelor Nation Breakups (PHOTOS)

ABC/Craig Sjodin

Clare Crawley and fiancé Dale Moss sure seemed like they were meant to be — Crawley couldn’t even make it through Season 16, they’d fallen so fast and so hard. But were we surprised when we heard the news last week that they had broken up? Er, no. We’re talking Bachelor Nation, where the only thing surprising is a romance that lasts.

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So, while The Bachelorette viewers mourn the downfall of Crawley’s love-at-first-sight experience, we take a look at the 7 messiest Bachelor Nation breakups that have happened off-screen. Click through the gallery below for the salacious splits that left audiences wondering if true love really does exist. Let’s just hope Matt James has better luck!

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Clare Crawley Dale Moss Bachelorette Episode 5

Clare Crawley and Dale Moss

In a cringeworthy turn of events, Clare Crawley, on Season 16 of The Bachelorette, seemingly found her soulmate in contestant Dale Moss. At the encouragement of host Chris Harrison, the couple rushed into an engagement. Five months later and they’ve split for good amid cheating allegations. Dale confirmed the breakup to the press — apparently without Clare’s knowledge. Clare posted on Instagram: “The truth is I am crushed. This was not what I expected or hoped for and am still trying to process this.”

ABC/John Fleenor

Colton Underwood

Season 23

Colton Underwood fell for dark horse contestant Cassie Randolph, but not without a few hiccups. Cassie first left the series due to cold feet, then returned to get the final rose…and not a proposal. Colton instead asked her to date him after the show for a “normal” love story. Later he explained that he wanted to do the opposite of what other Bachelors did to increase the “odds” of him and Cassie making it in the real world. They did not: After eighteen months together, Cassie later filed a restraining order against Colton, and both released tell-all books.


Jake Pavelka and Vienna Girardi

Jake Pavelka, a pilot Bachelor during Season 14, gave his final rose to house villain Vienna Girardi, but their relationship proved volatile during an explosive Tell-All with host Chris Harrison. “I’m disgusted with you,” Jake hissed in a disturbing clip.

Andi Dorfman and Josh Murray

Andi Dorfman and Josh Murray

Season 10 Bachelorette star Andi Dorfman found love with Josh Murray, until she didn’t. In a 2016 tell-all memoir It’s Not Okay, Andi opened up about Josh’s emotionally abusive behavior. Josh went on to appear on Bachelor in Paradise, and got engaged to Bachelor alum Amanda Stanton. Their relationship ended similarly, with Amanda emotionally telling E! that she “chose to ignore the red flags.”


Jordan Kimball and Jenna Cooper

We have to make a Bachelor in Paradise exception for this bizarre breakup. Fan favorite Bachelorette funny man Jordan Kimball was immediately captivated by blonde bombshell Jenna Cooper during Season 5. His persistence proved successful, and the couple left Paradise engaged. It was only after filming wrapped that fans learned Jenna was rumored to have had a boyfriend the whole time. Jenna inevitably got her lawyers involved, and claimed that Jordan made the whole thing up, per Life & Style.

ABC/Paul Hebert

Arie Luyendyk, Jr. and Becca Kufrin

Former NASCAR driver Arie Luyendyk, Jr., spent his love life in the fast lane. The Season 22 Bachelor proposed to Becca Kufrin, but after living with her for a few weeks, decided he couldn’t stop thinking about runner-up Lauren Burnham. Becca later became the Bachelorette, but ended her engagement to Garrett Yrigyen following his questionable social media presence.

ABC/Matt Klitscher

Jason Mesnick and Melissa Rycroft

Talk about awkward! Jason Mesnick proposed to Season 13 winner Melissa Rycroft, and six weeks following the finale, dumped her on live TV during the After the Final Rose special. Jason claimed he made the wrong choice in not selecting runner-up Molly Malaney. While Melissa did not take the on-camera drama lightly, Jason and Molly tied the knot during a special televised wedding ceremony.