'Mad Men' Mixtape: 10 Great Songs from 1966

As you might have noticed if you’ve been reading Flavorwire this week, Mad Men is back Sunday, and the new season takes us to 1966, a year when — as baby boomer mythology has been reminding us mercilessly ever since — the acid was good, the love was free, and the counter-cultural revolution was kicking into full swing. (Not that we can imagine Don Draper donning a kaftan and heading down to Haight-Ashbury to wander around in circles pointing at trees, mind you.) But having heard the news that the producers had to can a song from the soundtrack (Dusty Springfield’s “The Look of Love”) for being from 1967, we thought we’d take it upon ourselves to put together a mixtape of some contemporary tunes that might well appear on the show in Season 5. And yes, we’ve even included Bob Dylan! Rejoice, denizens of the comments section.

The Kinks — “Dandy”

Ray Davies’ lyrical disembowelment of a serial philanderer was allegedly inspired by his younger brother (and Kinks bandmate) Dave, but it could just as easily have been written for a certain advertising executive: “When you’re old and gray, you’ll remember what they said/ That two girls are two many, three’s a crowd, and four you’re dead… Are you feeling old now?/ You will always be free/ You will need no sympathy/ A bachelor you will stay/ And you’re alright.”