When Mike is asked to be the best man at his friend Jimmy's second attempt at marrying Marcia, he is forced to remind the groom of their pact after she left him at the altar the first time. Although Mike is determined to keep his word, a heart-to-heart talk with Marcia gets him to change his mind. But when Mike runs into his ex-girlfriend Shawna at the wedding, he is forced to confront his feelings for her and makes an attempt at reconciliation.
When Mike and Weasel are reacquainted with an old college buddy who has gone on to great fortune after finishing his education at Yale, they agree that they too should become "Yalies." But after an icy reception from pompous Professor Beaumont, Mike is convinced he is not cut out for the Ivy League until his sister, Kerry, inspires him. Meanwhile, Marcia tries to help Jimmy recapture the sense of adventure that he feels he has lost since settling down.