DeAnna and Jesse
Engagement Announced: July 2008
Called off: November 2008
When DeAnna became the Bachelorette (having been jilted by season 11's Bachelor Brad) she accepted surfer dude Jesse's proposal, along with a 2.5-carat princess-cut diamond ring set in platinum by Tacori, which she wore during their five-month engagement.
Photo: Courtesy of Neil Lane/Courtesy of ABC (inset)