Charlie feels a little responsible for Jake and Celeste's break up and tries to convince Jake to get back on the dating horse. Jake resorts to writing Celeste a song. Alan returns home from yet another miserable online dating experience and complains about how little he has in common with these women. Herb drops Jake off and desperate for some adult human interaction Alan ask Herb if he wants to go grab a bite to eat. Herb agrees and he and Alan hit it off. Alan realizes that he and Herb have so much in common that they should spend more time together. That's until Judith finds out. Herb resorts to sneaking out of the house to spend time with Alan.
