Michael compares the world of Jude the Obscure to River City, Iowa, and he asks writer Nell Scovell if there's a pill he can take for his Female Problem.
While on a Caribbean cruise, Michael notices how whether on a big boat in the ocean, or a small town in Victorian England, little has changed for those looking for love.
As Jude and Arabella get closer to doing the deed, Michael and his wife, Martha, discuss how they met and fell in love (spoiler alert: there were no pigs involved).
Sex advice columnist Dan Savage weighs in on Jude and Arabella's relationship. Meanwhile, the pair get hot and heavy when Arabella sends her parents off to town for the afternoon.
Comedian Jen Kirkman offers Jude advice on getting through a tough divorce. Meanwhile Jude's heartbreak over the split worsens when he makes a discovery in a local shop.
Jude realizes he may never get the higher education he has always wanted, and Michael talks to his old friend David Wain about handling disappointment.
Michael is joined by Another Period co-star Paget Brewster to read an intimate scene between the notorious cousins following an incident with Sue's gossipy classmates.
Phillotson puzzles over how he should respond to the news that Sue wants out of their marriage, and Michael talks to Mike Birbiglia about wanting out of a La Quinta.
When Jude and Sue run away together, they have different ideas of the state of their relationship. And Michael checks in with writer Nell Scovell about her thoughts on the romance and Hardy's writing.
The town of Shaston is split over Phillotson's controversial dismissal from school, which causes the teacher to become ill and receive a surprise visit.
Jude agrees to stop asking Sue about marriage, but a knock at the door leads to more revelations and a confrontation between the two women competing for the stonemason's heart.