Dorothy is in charge of a charity show and things are going wrong. When her emcee cancels, Rose convinces the girls to scour Miami in hopes of getting Bob Hope to emcee. Guest Stars Bob Hope
Rose is crazy about her latest boyfriend, Ernie, but can't understand why he doesn't approach the subject of sex so when she forces the subject she learns the truth.
When Sophia sets Dorothy up on a blind date, Dorothy falls for the seemingly simple man. Meanwhile, Blanche and Rose join the "Be a Pal" program for motherless girls.
Cheyenne and Van have a false pregnancy scare. Reba admonishes them for not taking more precaution and tells them they cannot have another baby while living there.
Sophia goes into action to break her friend, Lillian out of "the worst nursing home in the city." However, Lillian proves to be too much of a handful for Sophia.
Sophia's old friends, come to Miami for a visit and have shocking news. They claim that there was a mix-up at the hospital and Dorothy was switched at birth.
Rory's upset over Logan's absence and the fact that they had to cancel a long-planned trip. When Luke and Lorelai run into each other, Luke can't hide his anger over their breakup.
Lorelai realizes that most of her emotional life has been based on doing the opposite of whatever her parents want. Rory struggles to make her long-distance relationship work.
Lorelai and Christopher resume their relationship, and he keeps coming up with romantic dates to win her over. At Yale, Rory meets some eccentric new friends at an art exhibit.
When a NY marketing executive returns home to help with her best friend's wedding, she learns the hard way that the love and support of family and friends means more than she'd ever imagined. Stars Jen Lilley, Christopher Russell.
Biology teacher Claire is a bridesmaid and conducts a class on Blue Island. Claire takes action when she learns her former boyfriend works for the developer building a resort on Blue Island. Stars Leah Renee, Chris McNally.
Knowing they need each other to further their careers, two co-hosts of a travel show set in Hawaii clash over their production ideas, but soon realize they balance each other, on and off the screen. Pascale Hutton, Kavan Smith.
Sparks are reignited when a single mother and a pro football player coincidentally meet again on her daughter's flag football field after his career is interrupted by a sports injury. Stars Pascale Hutton, Ryan Paevey.
Sophia goes into action to break her friend, Lillian out of "the worst nursing home in the city." However, Lillian proves to be too much of a handful for Sophia.