Freddie feels a lot of pressure from Grandma to settle down, so he begrudgingly agrees to have a Catholic singles mixer at the restaurant to please her. There he's happily surprised to meet Denise, a beautiful young woman that Grandma hand picked for him. The only problem is, Denise is a virgin and is waiting to meet the right man – but is Freddie the one?

Freddie feels like he made a mistake when he stopped seeing Denise the first time, so he agrees to drive Grandma to church, hoping to run into her for a second chance. When Denise tells him that she's seeing someone else, Freddie realizes he's going to have to work to win her back. Meanwhile Rose is back in town, and when Chris reveals Freddie's true feelings for her, she feels the same. Now Freddie is torn between two wonderful women – but which one will he choose?

Freddie is torn between two women he finds irresistible and just can't choose one, try though he might. Chris suggests dating each girl to find out who is right for him. Freddie is excited about Rose, who is fun and impulsive like him, but he's also charmed by Denise's caring heart and sensitivity. However, when these women learn that he's dating both of them, will either want to stay?

Freddie and the gang feel that something is bothering Grandma and assume it's because all of her friends have found mates. So Freddie and Chris decide to help her find a man's man, while Sofia and Allison search for their version of the perfect man for Grandma. They try to fix her up with someone but are surprised to find she may not need their help at all.