The couple set Jack up with Connie, Lucy's co-worker at a Brooklyn funeral home. Being with Connie inspires Jack to learn to cook, pursue a new career and take swimming lessons from Clyde so he can give Connie the romantic boat ride she dreams of. But as Jack and Connie cautiously circle commitment, Clyde and Lucy's marriage begins to disintegrate. From there, we watch as each couple comes face to face with the inevitable path of their relationship.