It’s not easy to be a man on The Bachelor. In a matter of weeks the men have to narrow the field from 25 gorgeous gals down to the one they would like to wed for all of eternity. Such intense, hurried circumstances often lead the poor, confused fellas to claim they are falling in love with more than one woman. But in 2009, the 13th season, bachelor Jason Mesnick literally fell in love with both of the final women. The show’s rules said he had to pick just one, so he proposed to the fan favorite, Melissa Rycroft. Six weeks later, during the The Bachelor: After the Final Rose special, he shocked Rycroft and the nation when he dumped her for the other contestant, Molly Malaney. Now, Molly and Jason are happily married with his son Ty, and for her part, Rycroft is happily married too. But future Bachelor contestants, a word of advice: If you’re not sure if you like it, don’t put a ring on it.
32 Epic Moments in Reality-TV History
From American Idol mania to The Real World's first spat, TIME looks at the best, the worst and the most tasteless episodes of the genre that's been a national obsession for nearly 30 years
The Bachelor: Jason Picks Melissa, Then Molly
Full List
Reality-TV Moments
- Jersey Shore: Snooki Gets Punched
- Deadliest Catch: Captain Phil Harris Dies On Air
- Punk’d: Justin Timberlake Cries
- Toddlers & Tiaras: A Preschooler in a Madonna Cone Bra?
- The Hills Is Revealed as Fake in the Series Finale
- Survivor: Kelly Wiglesworth Gets Slammed
- The Real World: Puck vs. Pedro
- America’s Next Top Model: Tyra’s Big Tantrum
- The Bachelor: Jason Picks Melissa, Then Molly
- An American Family: The Louds Split Up
- American Idol: Kelly Clarkson Becomes a Star
- Celebrity Big Brother: The Racism Scandal
- The Real Housewives of DC: White House Gate-Crashers
- Dancing with the Stars: Tom DeLay’s ‘Wild Thing’
- Extreme Makeover: The First Shocking Transformation
- Top Chef: The Head-Shaving Incident
- Newlyweds: Jessica Simpson and the Chicken of the Sea
- Jon & Kate Plus 8: The Gosselins Announce Their Divorce
- Fear Factor: Rat Smoothie Anyone?
- 16 and Pregnant: Lori Gives Up Her Baby
- The Osbournes: Defining Modern Celebreality
- Project Runway: A Cheating Designer Is Kicked Off
- The Girls Next Door: The Bunny Swap
- Britain’s Got Talent: Susan Boyle’s Singing Stuns Judges
- Flavor of Love: Pumpkin Spits in New York’s Face
- The Apprentice: Omarosa Gets Fired and Hired and Fired
- The Simple Life: Walmart Mystifies Paris
- Rock of Love: Bret Michaels’ First Annual Mudbowl
- 19 Kids and Counting: Baby No. 19 Goes Home
- Jackass: Scott Plamer Skydives Without a Parachute
- Queer Eye: The Nudist Episode
- Celebrity Rehab: Jeff Conaway Breaks Down
