At a baseball game, Sophia gets beaned this prompts Stan to talk her into filing a lawsuit for payment on her severe injuries, which he gets her to fake.
The search is on for the missing winning lottery ticket that would give the girls $10,000. The search leads the girls to a celebrity auction and finally to a homeless shelter.
The girls try to cough up enough money to pay for a new roof. Meanwhile, Sophia learns that a famous artist is dying, so the girls head to an auction to bid on one of his paintings.
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.
Richard collapses. Dean assures Lorelai that nothing improper happened on the night he and Rory fell asleep together. Lorelai and Luke seem to be more attracted to each other.
Paris exposes the relationship between Lorelai and Rory's teacher, Max. When Rory confronts Paris, she admits that she wanted to deflect attention away from her parents' divorce.
Lorelai finds herself on a hellish double date with Sookie, Jackson, and Jackson's very odd cousin. Meanwhile, Rory double dates with Dean, Lane, and Dean's friend.
Beth unwittingly becomes the subject of an award-winning magazine's cover and goes on a quest to uncover the true identity of the mystery photographer who snapped her photo. Stars Tyler Hynes, Rhiannon Fish.
Ruby, a world-renowned gemologist, is hired by Prince Luca to restore the crown jewels and design his crown, challenging tradition and complicating his relationship with his mother, the queen. Stars Jen Lilley, Dan Jeannotte.
Layla is dreading the Christmastime wedding of her cousin who's marrying Layla's ex-fiance. She begrudgingly accepts Seth's offer to be her date as she's out of options.
A design show host finds a letter from Santa promising to meet her true love, a man named Nick, by Christmas Eve. Meeting three Nicks complicates her search. Stars Erin Krakow, Daniel Lissing, Benjamin Ayres, Christopher Russell.
The death of a close friend, Esther Weinstock, brings Sophia face to face with Esther's husband a man whom she vowed never to speak to again. However, when Dorothy prompts them to make up they get a little too close.
Blanche's brother, Clayton comes to Miami for a visit and Blanche goes all out fixing him up on blind dates. However, Rose learns the truth, Clayton is gay.
Stan breaks the news that he's engaged to be married. However, after Sophia falls ill, Stan comforts Dorothy which sparks old feelings and she contemplates getting back together with Stan.
