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Davina suffers another loss and faces unresolved issues about Al when a Brazilian stranger enters her life.

When Orlando surprises Davina with the news that he is getting married to Cheryl, Davina tries to patch things up with her, despite Imaginary Al's objections. Meanwhile, Roger unknowingly hires Veronica's ex-lover Lenny Gordon to represent him at his fraud trial, with painful consequences for all of them. And, after repeated efforts, Davina finally finds the courage to say goodbye to Al.

Davina is thrilled when Orlando makes contact after an absence of several months and impulsively invites Orlando and Cheryl to stay at the houseboat. She soon discovers that Cheryl is not exactly the angel that Orlando described.

The season finale finds Al's job in question, having his car broken into, receiving health news and more.

The death of her mother forces Davina to work with Ronnie on funeral arrangements. Meanwhile, Al's doctor thinks lack of sex is causing his neck pain.

Davina is unable to move on while living in the ultra-hip condo. Haunted by memories of Al and their life together, she accepts an offer to bunk with Veronica and Roger, but that arrangement proves a little more complicated than expected. Meanwhile, Theodore puts his real estate license to good use and tries to help Davina find a new home.

Al refuses to believe his doctor may be taking advantage of him, and it's Davina who makes an unexpected contact at a networking party for writers.

Davina and Al decide to change things up to fight the middle age blues, but their new loft proves to be a step in the wrong direction.