Before finding a lasting connection with her mystery fiancé, Tiffany got engaged a few times in front of the cameras.
She first said yes to Patrick "Tango" Hunter's proposal during Season 1 of I Love New York in 2007. He later called off their engagement during the season's reunion special.
When Season 2 contestant George "Tailor Made" Weisgerber first proposed to Tiffany on the show, she said no. After he proposed for a second time during the reunion, she accepted.
She revealed that their engagement had ended on her show, New York Goes to Hollywood, in 2008.
Though she had public engagements and breakups with both Tailor Made and Tango, there was clearly no long-lasting bad blood between them. They both appeared on the reunion special in 2020.
You can catch up on the I Love New York Reunited special and old seasons of the show on VH1.com.