2. Makeup artist Meredith Phillips picked Ian Mckee over Matthew Hickl on the show’s second season, though their engagement and love would wash away quicker than mascara, as the pair ended their relationship in February 2005. 4. Quirky real estate agent DeAnna Pappas chose Jesse Csincsak over Jason Mesnick on the show’s fourth season, though their engagement would fall apart quicker than a three-day old wedding cake. The couple, who were slated to be married in May 2009, called it quits in November 2008.