Last night’s show started with the group all a buzz in anticipation of former group member Simone’s arrival. Ryan shows up the group and explains how awesome she was and that Lauren get slightly annoyed by her over-dramatic antics.
When Simone does arrive she doesn’t disappoint wowing even Ryan, but that’s short-lived when no one in the group wants to listen to him complain about Steven cutting his radio show from 3 hours to 2 hours and 45 mins. Once group is over Anne notices that Dan is working on divorce papers, but is horrified to find out that his divorce lawyer was picked for him by his soon to be ex-wife. Sonia encourages Anne to help Danny not get taken to the cleaners.
At the office Steven is walking to his car in the parking garage with Carrie when Mr. K appears and slaps Steven with what appears to be a women’s glove telling him that’s for cutting Ryan’s show by 15 minutes. When Steven and Carrie find Stevens car it’s been turned upside down but otherwise unharmed. Ryan follows Lauren to her yoga class to discuss the negative impact Simone has on the group. Ryan wants her gone, but Lauren tells Ryan he needs to be patient and everything will work itself out.
Still being all put out, Ryan goes to Anne’s house where Simone is staying and the rest of the group is there painting portraits of each other. When Ryan tells the group (in front of Simone) that she has to go the group disagrees and as a last ditch effort Ryan gives the group an ultimatum of either keeping him or Simone in the group.
At Danny’s lawyers office Danny is about to sign the divorce papers that would totally clean him out when Anne shows up and puts a stop to it. At the office Ryan ironically discuss team chemistry with former NFL player Terrell Owens who was famous for wrecking it wherever he played when Simone calls the show and invites Ryan out in an effort to patch things up with him. Mr. K shows up to apologize to Steven and to Steven’s surprise Mr. K show an interest in the marketing side of the radio business that Ryan often neglects. When Danny’s attorney pressures Anne and Danny to sign the lopsided divorce settlement Anne threatens him in dramatic fashion leading Danny to tell his wife’s Harvard name dropping lawyer to “Tell John Lithgow to go bleep himself”.
Later that day Ryan and Simone are at a bar discussing their roles in group and why they are butting heads over an entertaining game of truth or dare. And when Ryan opens up to Simone the two leave the bar. At Ryan’s office Steven is so impressed by Mr. K explanation of Steven’s job concerns that he hugs him and calls him buddy which puts Mr. K on cloud nine. Mr. K, Steven and Terrell Owens decide to play a prank on Ryan to teach him a lesson about not taking Steven for granted.
The next day at group Anne has a meltdown when Danny is ready to sign a more fair divorce settlement citing reasons that sadly reflect the loss she still feels over her wife. Later that night Simone takes Ryan to a rooftop and recites a poem to him when it starts raining as she had predicted earlier in the day and the two share a kiss. At group Anne confides that she still hasn’t slept in the bed she and her wife shared due to grief; the group, in an effort to show support, goes to her house to help celebrate the emotional first step. When Anne opens the bedroom door however all are shocked to find Ryan and Simone there together.
The show ends with Simone walking Ryan to his car only to discover that Steven, Mr. K and Terrell Owens have turned his car up side down.