Sherri Robinson finds out that her Husband has had an affair and got a another woman pregnant so, she decides to divorce him.
Sherri hasn't received a Acting role since her divorce from Kevin, and after losing a role to her nemesis the Ladies throw her a Dreamboard party.
When Sherri can't reach Kevin to find out if he's picking up the Basketball Hoop for Bo's Birthday she goes and gets one herself. But she goes through a day of obstacles.
Sherri has trouble dealing with Bo spending the weekend with Kevin so her friends come over to cheer her up.
Celia invites Sherri to do stand up Comedy at her Church's event.
Sherri feels depressed so she starts hanging out with her dad.
After performing stand up about being newly single, Sherri accepts an offer from Doug (Chris Williams), an old friend who has had a crush on her for years. Sherri finds herself in a predicament about telling Dr. Gregg about her date with Doug, but she ultimately admits to him that she’d like to date other people. Things take a turn for the worse, however, when Doug reveals he’s not over his last relationship and has a complete emotional breakdown. Meanwhile, in order to get some old timecards signed, Donna seeks something in return from Angie and Summer.
Trouble begins to brew for Sherri when the topic of trick-or-treating as a family comes up. Sherri is upset when she keeps running into Kevin's pregnant girlfriend Paula everywhere she goes. Paula reveals that she has been trying to follow in Sherri's footsteps because Kevin says she's the best mother ever. Meanwhile, when Celia and Angie learn that Summer's birthday has always played second fiddle to Halloween, they surprise her with an office party.
Paula's water breaks and Gives birth.
After Bo tells her he hates her, Sherri volunteers to watch Julian, Paula’s new baby. Sherri is suddenly summoned to the office to work on a weekend project and must take the baby with her. Sherri, Celia and Angie are not pleased when they learn Summer has brought them in to organize receipts for law partner Bart Peaslee’s (David Rasche) upcoming audit. Although Summer is ecstatic when Peaslee shows up at the office, she insists the ladies hide the baby. Taking care of Julian stirs up the motherhood urge in Sherri once again and prompts one of the ladies to reveal she may be pregnant.
Sherri and Randolph argue over a question in a board game.
Sherri prepares for a quiet, drama-free Thanksgiving with Bo and her father Redmond (James Avery), but a revolving door of unexpected guests derail her plans. Kevin insinuates himself over, Randy arrives unexpectedly and even Paula shows up because baby Julian spikes a fever and needs to see his doctor. Meanwhile at the office, Summer, Angie and Celia pack hot meals for the needy. When the church van is towed, Angie flirts with a handsome cop and convinces him to help deliver meals. Eventually, Summer, Celia, Angie and the cop all end up at Sherris where chaos reigns: Kevin and Randy spar, Redmond resents sharing his potential leftovers with so many guests, and Paula spills the beans and tells Bo that Julian is his brother. Ultimately, Sherri realizes her new big modern family is something to be very thankful for.
Sherri realizes she still has Feelings for Kevin and can't decide who to fall for. But she finally makes her decison.