After sleeping with Judith when she and Herb separated, Alan decides he can't rush in to anything serious with her again and meets her for dinner to make that clear. However, desperate not to end up an old maid, Judith seduce Alan and they end up hooking up again. Meanwhile, Herb tries to make the best of his separation from Judith and continues hanging around with Charlie. Their night out leads them back to Herb's sad bachelor pad with a couple of prostitutes, which ends up being too much to handle for Herb, who can't get over Judith. Herb shows up at Judith's while she and Alan are getting intimate and yells through the door that he still loves her. Hearing this, Judith tells Alan to leave through the back door, as she still loves him. Things return to normal until six weeks later, when Judith announces that she is pregnant.
