Mona goes against her initial instincts and decides to attend her ten-year high school reunion, where her professional accomplishments cannot protect her from the cruel comments of a pair of former cheerleaders. She perks up after a successful classmate takes an interest in her. Meanwhile, things do not go as planned for Spencer when he meets his on-line sweetheart in person; and Adam tries to get rich by stealing company supplies and selling them on the Internet.

Dee Dee tricks Mona into joining her at a singles weekend at an exclusive new hotel. Mona meets a handsome bartender, but Dee Dee repeatedly tries to steer her away from him, claiming that she has her best interests in mind. Spencer and Adam also attend the event, thanks to Adam's successful friend. Spencer enjoys the perks of hanging out with Adam and his friends, but is surprised to discover that people believe he is also gay. Meanwhile, Big Dee Dee convinces Phyllis that her presence in the building and relationship with Glen are driving Mona away.