When obscenely rich hedge-fund manager James is convicted of fraud and sentenced to a stretch in San Quentin, the judge gives him one month to get his affairs in order. Knowing that he won't survive more than a few minutes in prison on his own, James desperately turns to Darnell-- a black businessman who's never even had a parking ticket -- for help. As Darnell puts James through the wringer, both learn that they were wrong about many things, including each other.

After their first adventure with the Hot Tub Time Machine, Lou and Nick are living very well off their ill-gotten gains, while Jacob still cannot rely on Lou to be a positive role model. When an unknown assailant breaks into Lou's mansion and shoots him, Nick and Jacob take him for another trip in the hot tub. They emerge in the year 2025, where they must figure out who shot Lou and prevent it from happening again.

After making their way through high school (twice), big changes are in store for officers Schmidt and Jenko when they go deep undercover at a local college. But when Jenko meets a kindred spirit on the football team, and Schmidt infiltrates the bohemian art major scene, they begin to question their partnership. Now they don't have to just crack the case - they have to figure out if they can have a mature relationship. If these two overgrown adolescents can grow from freshmen into real men, college might be the best thing that ever happened to them.