Key Points Key Points Cara Maria Sorbello is back for The Challenge’s 42nd season, marking her 16th appearance since 2010. Here’s where Cara Maria Sorbello and Paulie Calafiore currently stand, and whether they’re still together. Paulie Calafiore // InstagramAre Cara Maria Sorbello and Paulie Calafiore still together? Why did Cara Maria Sorbello and Paulie Calafiore break up? Buckle up, because it’s kind of messy…though Paulie claims he and Cara Maria are still on good terms.