As Walden helps a drunk college girl named Stacey get home from a party, she tries to sleep with him but he refuses her advances. When they arrive at Stacey's house, Walden finds himself connecting with her attractive grandmother Linda, a former photojournalist who has lived an exciting life. Though he feels conflicted, Walden finds excuses to spend time with Linda while dating Stacey. After he tries kissing Linda, she shoots him down, but he continues to pursue her. When she tells him he hasn't taken enough chances in his life, he challenges her to take a chance with him and the two end up sleeping together. Meanwhile, after Jake returns home to tell Alan that he volunteered to be stationed abroad in Japan for a year, Alan decides to take him on a father-and-son road trip to the Grand Canyon. The two have a bonding experience and Jake reassures him that he has been a good dad.
