When Kenny, Jimmy and Shannon head back to school, Kenny decides to start the first LGBT club at St. Barklay’s in honor of National Coming Out Day. After only recruiting one meek lesbian named Allison, Kenny pressures her into coming out to her family and ultimately realizes everyone’s journey isn’t as easy as his own. Meanwhile, Eileen realizes she might have real feelings towards VP Murray, unfortunately Pat also befriends him, which leads to an awkward situation.

We step into the O’Neals’ messy dating lives as Eileen and VP Murray’s secret dating life is about to be unraveled, Kenny jumps into the world of gay dating apps but feels discouraged after not getting enough swipes to the right, and Jimmy goes too far to declare his love for Lacey. Meanwhile, Aunt Jodi meddles with Shannon’s love life after mistakenly thinking she needed her help.

When VP Murray starts spending time around the house, Pat realizes it’s time to move out. Meanwhile, Eileen starts her new job at Aunt Jodi’s salon, and when the kids discover how unhappy their parents were during their 18 years of marriage, they stage a celebratory “divorce ceremony”.

The O’Neals deal with a change to their Thanksgiving tradition when Pat and Eileen invite Gloria and VP Murray to dinner as their dates. Meanwhile, things don’t go as smoothly planned when Gloria offers to help Kenny cook, and Eileen prepares to meet VP Murray’s mom for the first time.

When Jimmy recruits a reluctant Kenny to join his wrestling team for a one-time match, a surprise victory gives him the confidence to join the team full time to become the first, openly gay athlete at St. Barklays. Kenny’s newfound stardom makes Jimmy feel a bit replaced, but when an opponent refuses to wrestle his brother, Jimmy puts his feelings aside and rallies the team around Kenny. Meanwhile, Pat injures his back trying to help Eileen prepare for a weekend getaway, but things only get worse when she tries to be the perfect caregiver to impress VP Murray but fails miserably.

Eileen and Pat’s divorce papers come through, and Eileen realizes she is free to be with VP Murray, but their attempts are plagued with obstacles that make Eileen doubt her desires. Kenny tries to impress Brett by being a “bad boy” and gets a tattoo. Shannon puts out a petition to stop the dissection of frogs at school while Pat realizes that he needs to figure out how to be single again.

After Kenny and Brett officially become a couple, Kenny starts to think of plan on how he should break the news to his parents. Meanwhile, Jimmy surprises everyone when he scores a high SAT score, forcing Eileen to hold up her end of a deal that she had previously made and takes Jimmy car shopping.

Kenny’s jealousy over Brett’s relationship with his best girl friend leads Kenny to realize he’s been a bad friend to Allison. Jimmy and Shannon start their own ridesharing company. Meanwhile, Eileen and Pat are shocked to catch Clive “cheating” on them.

Jimmy wants to teach his younger brother the rite of passage of drinking. When Shannon gets a comp hotel room due to a scam she’s pulling, Jimmy thinks this is the perfect time to teach Kenny how to drink, but it all goes awry when Kenny invites Brett to join in. Meanwhile, Eileen discovers that Pat has a new girlfriend, her nemesis, Sheila DeMars.

When Shannon asks VP Murray to be her godfather leading up to her confirmation, Eileen fears her own relationship with him might be moving too fast. Shannon’s big day also has a surprising effect on Kenny’s relationship when Brett says, “I love you,” sending Kenny into a tailspin. Meanwhile, the return of a hot former babysitter puts Pat and Jimmy at odds when she constantly makes passes at Pat.

Devastated by his break-up with Brett, Kenny tags along with Pat and Jimmy to a Lonely Hearts happy hour, but when they try to use Kenny’s sadness to get attention from single ladies, Kenny inadvertently steals the show. Meanwhile, Eileen shuns the usual Valentine’s Day traditions until a chance encounter changes her mind.