The karma gods cause Jules to tumble down the stairs as payback for all the eavesdropping she does on her son. She's stepped up her spy game lately because Travis is in possession of her grandmother's engagement ring. There's a solid chance he's going to propose to Kirsten to keep her from heading off to Chicago.
Jules asks Grayson to show more of an interest in her boy. Since the G-man is beyond whipped, you know he'll do whatever she says. Things go south fast when Grayson threatens to tell Jules about Trav's plan to propose. The prospective groom's pal, Kevin, takes down Grayson with his patented linebacker tackle. They used to call him "Pancake." We can see why, as he totally flattens Grayson.
To prove a point about her ability to return to simple living, Jules agrees to stay on Bobby's boat for the weekend while he crashes at her place. She'll have to survive on $20, which she promptly blows on wine. In other news, Laurie is tired of the Cul-De-Sac Crew taking each other for granted. To dole out punishments for inconsideration, the group will form a secret council. They'll call it "The Council." Catchy.
Punishments from The Council include Jules having to hold Laurie's drink for her as she sips and Ellie sitting 18 feet off the ground as punishment for her highfalutin 'tude. As for Bobby, he worries about the consequences of the recent sumo match he held at Jules' place. The Council leads him to believe his penalty will be severe even though they don't have anything in mind. Laurie says fear of the unknown is the genius of the "no punishment" punishment.
Bobby, Andy and Ellie determine that Laurie's Council initiative was not in the best interest of the group. Since when is crapping on friends a bad thing anyway? As Laurie's punishment, she must now drink her wine from a small shot glass they affectionately dub "Little Richard." Feel free to let out your best Little Richard "whooo" at this time.
RANDOM TIDBIT: Grayson used to make his own jewelry and Lou Diamond Phillips was one of his clients. That is all.
Life on a boat proves to be quite taxing for Jules. In what may be a lost scene from Jaws, Jules battles a homeless man named Shark (his surfboard looks like a fin) as he tries to swipe the last of her wine. Jules says, "I'm gonna need a bigger boat." She's also gonna need another bottle of vino after this particular shark attack.
Jules summons her inner-Richard Hatch to force herself to survive in the wild, or to at least make it through the night on a boat on bricks. Back home, Grayson realizes Kirsten is ready to start a new life in Chicago. He tries to sabotage Trav's proposal plans. It doesn't work. Travis doesn't want to go through life wondering what Kirsten would have said if he never pops the question.
Jules brings Grayson down to the beach to do a little night fishing. They catch sight of another couple farther down the sand. It's Travis and Kirsten. The big moment is upon them. Jules prays that Kirsten says yes as her baby boy makes his big play. Sadly, her prayers aren't answered. On the bright side, Jules made it through her time on the boat. That should prove that, as a Cobb, they can survive anything. It doesn't really cushion the sting of heartbreak though. Hang in there, Trav.