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.
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."
Pat's brother Dwayne comes to town to help Pat build his new tiny house in the garage. Meanwhile, when Eileen becomes addicted to a CrossFit class she's taking with Kenny, he must find a way to break the cult-like hold it has over her.
Eileen is about to have a weekend non-sex getaway with the VP while Pat has a back spasm. Kenny joins the wrestling team as a backup but wins his first match. Jimmy gets jealous of Kenny but ends up saving him.
In order to win a holiday competition, Eileen gives the coveted Christmas choir solo to their newest member, while Jimmy is tasked with spying on their toughest competitor. Meanwhile, Shannon accidentally gives Pat the wrong impression about a Christmas present she plans on giving to Ethan.
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.
Kenny comes up with a plan to tell his parents he and Brett are a couple, Jimmy's SAT score is remarkably great for Jimmy which means his parents need to keep their promise and buy Jimmy his first car.
Jimmy wants to teach his younger brother the rite of passage of drinking. When Shannon gets a comp hotel room, 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.
Shannon asks Vice Principal Murray to stand for her at her Catholic confirmation which mom Eillen perceives as just too weird since they are only dating.
Shannon pushes Pat to be more selfish, while Eileen stresses about making everything perfect for the visiting Bishop. Meanwhile, Kenny thinks he's found a role model in a new gay teacher, but discovers that not all gays are nice.
VP Murray is nervous to tell Pat about his plans to ask Eileen to marry him. Meanwhile, Eileen and Kenny realize how far they've come when they help Allison deal with her close-minded parents. Shannon and Jimmy discover a pregnancy test and prepare for life with another sibling.
