In Season sixteen, it’s a challenge for Ronald "Mac" MacDonald, Charlie Kelly, Dennis Reynolds, Dee Reynolds, and Frank Reynolds who yearn for the past as they attempt to survive in 2023. This year alone, Mac battles with allergies and long-distance dating, Charlie takes on his long-forgotten sisters, Dee fights for rent control and women's athletics, Frank wrestles for his gun, and Dennis struggles to improve his mental health. At the end of the day, they're navigating 2023 with 16 years of baggage as a few figures from their past rear their heads.
Dennis and Mac get into inflatable furniture to deal with the economy’s inflation, while Dee tries to find a place to crash after being evicted by her greedy landlord and Charlie wants to pitch Frank his crypto/online investment idea. And in this inflation episode everything gets bigger - Dee’s desperation, Mac’s lips, and even Charlie’s apartment!
After Frank shoots Dennis and Dee, they resolve to take Frank’s gun away. Mac and Charlie go on a road trip with their moms to get their inheritances -- for Mac, it’s letters written by his grandfather which have fallen into his Uncle Donald’s hands, while for Charlie, it’s a jar of teeth that is now in the hands of his sisters, Bunny and Candy.
The Gang’s going to be on Bar Rescue but a series of bad omens leads them to believe they are all cursed. They set off to undo the curses and make amends to those they’ve wronged, while Mac, who’s on a run of good luck, meets Chase Utley and invites him for a catch.
Charlie cheers on Frank at a local chess tournament against a Russian grandmaster. Dennis helps Mac and Dee find boyfriends after getting irritated by Mac’s current boyfriend, Johnny.
When news spreads of Bryan Cranston and Aaron Paul’s visit to Philadelphia to promote their Dos Hermanos mezcal brand, the Guys decide to pitch them their own liquor. The Gang takes to the skies to get a taste of the glamorous high life.
The gang goes to Risk E. Rat's, finding it updated with safety and overcautiousness. Dee takes Frank on a scavenger hunt to find risqué jokes hidden throughout the establishment. Mac plays Skee-Ball to win tickets for a prize.
The guys crash Dee's bowling league night and compete in a Battle of the Sexes at a bowling alley owned by the McPoyles. Dee, The Waitress, Artemis, and Gail the Snail versus Dennis, Mac, Charlie, and Frank in a classic match to prove who is better.
After a physical reveals Dennis has high blood pressure, he decides to take a day away from The Gang to de-stress at the beach. But life has other plans, and his day spirals into a string of mishaps until he can no longer contain his rage.