Walden and Alan find themselves on dates with two ideal women until Lyndsey's jealousy throws a wrench in their evening.

Alan asks Lyndsey to choose between him and Larry; Jenny worries that she and Brooke are growing apart.

Lyndsey finds out about Alan's relationship with Gretchen; Walden has a difficult time telling Barry to find his own place.

Alan's girlfriend, Gretchen, insists he confess his true identity to Larry. Meanwhile, Walden goes on a road trip with Jenny and Barry to see his first car.

Alan must face the consequences after revealing his identity to Larry.

Alan has second thoughts about getting married after he's asked to sign a pre-nup.