10 Shortest ‘Bachelor’ Relationships — Who Called It Quits The Fastest?
After 18 years of being on television, fans have watched 24 different men try to find everlasting love on The Bachelor. While it’s worked out for just one on the first try — we’re looking at you, Sean Lowe — there have been love stories to come out of the franchise, even if they don’t last forever.
However, there have also been a handful of Bachelor relationships that have straight up crashed and burned. Whether it was falling in love for another woman, realizing they weren’t ready to compromise, or something in between, we’ve watched countless romances end.
Check out the gallery above to see the 10 Bachelor couples who called it quits the fastest. And, just for reference, we’re only counting the relationships that were established during the finale (so Madison Prewett and Peter Weber’s two-day love affair doesn’t count).
Jason Mesnick and Melissa Rycroft
Fans of The Bachelor know all too well about Jason’s failed engagement to Melissa. Following the Season 13 finale — in which Jason proposed to Melissa — he realized he still had feelings for his runner-up, Molly Malaney. Producers decided to move up the taping of the After the Final Rose and even chose to have a closed set. All in all, Jason and Melissa’s relationship lasted for one measly month.
Arie Luyendyk Jr. and Becca Kufrin
Much like the aforementioned Jason, Arie proposed to Becca and then realized he was still in love with his runner-up, Lauren Burnham. Arie and Becca’s breakup was filmed in January 2018 — and then subsequently aired two months later — clocking in their relationship at about two months.
Peter Weber and Hannah Ann Sluss
Let’s be honest, Peter’s season was one hot mess. The commercial pilot proposed to Hannah Ann in November 2019, but the couple decided to end their engagement in January 2020 after it was revealed he still had feelings for a slew of other women (two of them being Madison Prewett and Kelley Flanagan).
Bob Guiney
Season 4
Bob Guiney didn’t give winner Estella Gardinier a ring, ring, but he did give her a promise band to “see where things can go.” They called it quits a month after the finale aired.
Lorenzo Borghese
Season 9
Remember that time The Bachelor went to Rome? Neither do we, and for good reason. Supposed prince Lorenzo Borghese concluded the bore of a season by not proposing to Jennifer Wilson. Instead, he gave her a “family ring” that his mother apparently helped design. Jennifer was unimpressed, and the couple parted ways a few months later.
Jesse Palmer
Season 5
The very next season also ended in a non-proposal. “Chase all your dreams, but do it with me,” Bachelor Jesse Palmer told his love, Jessica Bowlin. He presented her with a plane ticket to the Big Apple, but the couple split in a New York minute.
Travis Stork
Season 8
Travis Stork took a page out of Carrie Bradshaw’s column on Sex and the City and gave season winner Sarah Stone an engagement ring on a necklace. They vowed to keep their love alive after the show…but that fizzled after a week.
Matt Grant and Shayne Lamas
Though they did get engaged in July 2008 on the finale of The Bachelor: London Calling, Matt and Shayne had a rocky relationship. They fought off split rumors for a while but only managed to make it five months.
Chris Soules and Whitney Bischoff
Whitney seemed ready to pack up her things and move to Chris’s farm in Iowa when the couple got engaged during the Season 19 finale, but that simply wasn’t the case. In fact, the pair ended their relationship in May 2015, just five months after the proposal.
Brad Womack
Season 15
After picking neither of the final two women during Season 11, Brad returned and found love with blonde bombshell Emily Maynard. In fact, he proposed not once but TWICE. Their first proposal was captured by ABC cameras. “You’re so much more to me than a leap of faith. You’re the one,” Brad told Emily while at a South African winery.
Yet the couple broke up while the series was airing, prompting Brad got down on one knee once again during the After the Final Rose reunion special. “Please give me the opportunity to love you for the rest of your life,” Brad tried, according to Us Weekly. Emily accepted, but they called it quits soon thereafter and she went on to be The Bachelorette.
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