All the Failed Romances of ‘The Bachelor’ and ‘The Bachelorette’ (with a Few Exceptions)

Thank you, ABC, for a combined 44 seasons of breakups, makeups and hookups courtesy of our favorite dating franchise: The Bachelor. While the show typically ends with an engagement, it sometimes results in heartbreak—like former Bachelorette Michelle Young, who recently called it quits with Nayte Olukoya.

In honor of Rachel Recchia and Gabby Windey’s upcoming season of The Bachelorette, we decided to take a look back at all of the Bachelor Nation relationships and rank them based on how long they lasted—with a few noteworthy exceptions.

1. 'The Bachelor' Season 11: Brad Womack And...

Length: 0 Days. Womack chose neither of his final ladies...ruining the entire show. Not cool, Brad.

2. 'The Bachelor' Season 24: Peter Weber and Madison Prewett

Length: Dated for three days

3. 'The Bachelor' Season 13: Jason Mesnick and Melissa Rycroft

Length: Engaged for three weeks

4. 'The Bachelor' Season 10: Andrew Baldwin and Tessa Horst

Length: Engaged for four weeks

5. 'The Bachelor' Season 2: Aaron Buerge and Helene Eksterowicz

Length: Engaged for five weeks

6. 'The Bachelor' Season 8: Travis Lane Stork and Sarah Stone

Length: Dated for five weeks

7. 'The Bachelor' Season 22: Arie Luyendyk Jr. and Becca Kufrin

Length: Engaged for 1.5 months

8. 'The Bachelor' Season 4: Bob Guiney and Estella Gardinier

Length: Dated for seven weeks

9. 'The Bachelor' Season 19: Chris Soules and Whitney Bischoff

Length: Engaged for two months

10. 'The Bachelorette' Season 3: Jerry Ferris and Jennifer Schefft

Length: Dated for two months

11. 'The Bachelorette' Season 15: Hannah Brown and Jed Wyatt

Length: Engaged for 2 months

12. 'The Bachelorette' Season 17: Katie Thurston and Blake Moynes

Length: Engaged for two months

The couple got engaged on the season 17 finale. In October 2021, they announced their mutual split. “We are so grateful for the moments we shared together and the entire journey that has unfolded this year, but we ultimately have concluded that we are not compatible as life partners, and it is the most caring choice for both of us to move forward independently,” they said in a joint statement. “We ask for kindness and privacy as we both navigate this transition.”

13. 'The Bachelor' Season 5: Jesse Palmer and Jessica Bowlin

Length: Dated for three months

14. 'The Bachelorette' Season 8: Emily Maynard and Jef Holm

Length: Engaged for three months

15. 'The Bachelor' Season 12: Matt Grant and Shayne Lamas

Length: Engaged for three months

16. 'The Bachelor' Season 24: Peter Weber and Hannah Ann

Length: Engaged for three months

17. 'The Bachelor' Season 15: Brad Womack and Emily Maynard

Womack (not a typo) came back in season 15 and was engaged for four (inconsecutive) months. Small victories!

18. 'The Bachelor' Season 14: Jake Pavelka and Vienna Girardi

Length: Engaged for four months

19. 'The Bachelor' Season 9: Lorenzo Borghese and Jennifer Wilson

Length: Dated for five months

20. 'The Bachelor' Season 21: Nick Viall and Vanessa Grimaldi

Length: Engaged for five months

21. 'The Bachelorette' Season 4: DeAnna Pappas and Jesse Csincsak

Length: Engaged for five months

22. 'The Bachelorette' Season 10: Andi Dorfman and Josh Murray

Length: Engaged for six months

23. 'The Bachelorette' Season 16: Clare Crawley and Dale Moss

Length for: Engaged for 1 (inconsecutive) year

24. 'The Bachelor' Season 1: Alex Michel and Amanda Marsh

Length: Dated for seven months

25. 'The Bachelor' Season 3: Andrew Firestone and Jen Schefft

Length: Dated for seven months

26. 'The Bachelor' Season 16: Ben Flajnik and Courtney Robertson

Length: Engaged for eight (inconsecutive) months

27. 'The Bachelor' Season 18: Juan Pablo Galavis and Nikki Ferrell

Length: Dated for nine months

28. 'The Bachelorette' Season 2: Meredith Phillips and Ian Mckee

Length: Engaged for one year

29. 'The Bachelorette' Season 5: Jillian Harris and Ed Swiderski

Length: Engaged for one year

30. 'The Bachelor' Season 23: Colton Underwood and Cassie Randolph

Length: Dated for one year

31. 'The Bachelorette' Season 16: Tayshia Adams and Zac Clark

Length: Engaged for one year

32. 'The Bachelorette' Season 18: Michelle Young & Nayte Olukoya

Length: Engaged for one year

33. 'The Bachelor' Season 20: Ben Higgins and Lauren Bushnell

Length: Engaged for one year, two months

34. 'The Bachelorette' Season 6: Ali Fedotowsky and Roberto Martinez

Length: Engaged for one year, three months

35. 'The Bachelorette' Season 14: Becca Kufrin and Garrett Yrigoyen

Length: Engaged for 2 years

36. 'The Bachelorette' Season 11: Kaitlyn Bristowe and Shawn Booth

Length: Engaged for three years

37. 'The Bachelor' Season 7: Charlie O'Connell and Sarah Brice

Length: Dated for four (inconsecutive) years

38. 'The Bachelor' Season 6: Byron Velvick and Mary Delgado

Length: Engaged for five years

39. 'The Bachelorette' Season 7: Ashley Hebert and J.P. Rosenbaum

Length: Married for 9 years

After a nine-month separation, the pair revealed that they’re calling it quits. Rosenbaum addressed the shocking divorce announcement on Instagram, writing, “I think we’ve both come to realize that we are just two very different people, with very different personalities and perspectives, who just don't see eye to eye on a lot of life fundamentals, those which are the building blocks for a happy and healthy marriage.”

Couples Still Together

1. 'The Bachelor' Season 26: Clayton Echard & Susie Evans

Together for: 1+ year

2. 'The Bachelor' Season 25: Matt James and Rachel Kirkconnell

Together for: 2+ year

After parting ways during the After the Final Rose special, the couple rekindled their relationship a few months later. “I’m not pursuing any relationships right now outside of that. I said I was going to focus on my relationship with her and that means focusing on it,” James told People.

3. 'The Bachelor' Season 22: Arie Luyendyk Jr and Lauren Burnham

Together for: 3+ years

They are parents to a daughter named Alessi (3) and 1-year-old twins: Senna and Lux.

4. 'The Bachelorette' Season 13: Rachel Lindsay and Bryan Abasolo

Together for: 4+ years

5. 'The Bachelorette' Season 12: Jojo Fletcher and Jordan Rodgers

Together for: 5+ years

6. 'The Bachelorette' Season 9: Desiree Hartsock and Chris Siegfried

Together for: 8+ years

They have two sons, Asher (5) and Zander (3).

7. 'The Bachelor' Season 17: Sean Lowe and Catherine Giudici

Together for: 9+ years

They have two sons, Samuel (6) and Isaiah (4), and a daughter named Mia (2).

8. 'The Bachelorette' Season 1: Trista Rehn and Ryan Sutter

Together for: 19+ years

All hail Trista and Ryan! Rehn and Sutter are the ultimate Bachelor couple and have two kids, Maxwell (15) and Blakesley (13), to prove it.

'The Bachelorette' Season 19: Rachel Recchia & TBD

'The Bachelorette' Season 19: Gabby Windey & TBD

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