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Doug learns his dentist used to have a crush on Carrie, which might explain why the root canal he performs on Doug hurts so badly. Also, Arthur offers piano lessons to kids, even though he doesn't know how to play the instrument.
Doug and Deacon win $5000 gambling and decide to spend all the money in one day so their wives won't find out. Their extravagance includes a private Eddie Money concert at Doug's house. Also, Carrie is offered a job to work for the head of the law firm.
Arthur visits a psychiatrist and recalls via flashback a disturbing encounter with his dad that may explain Arthur's abrasive personality.