Family Guy - S08E04 - Brians Got A Brand New Bag

Brian starts dating this old chick. The family take the shit out of him, but after a while he begins thinking that the age difference is a problem. Until he bangs this young chick and realizes that it doesn't matter.

The end where he's trying to put her keys down and can't figure out where and just throws them at her and yells "just take your fucking keys" was comedy gold.

This whole episode was hilarious, when Bryan pushes Stewie's bed out in the sprinklers and Stewie is dreaming about Shia LeBouf!
And yes, the end bit where she was telling him to put the keys was awesome.