Don had so many outfit changes this episode I had to make a larger image just to fit them all!
He starts the episode watching the DNC convention in a white shirt with a white tee underneath, very similar to something Abe would wear around the house, which is already a bad sign, considering Abe got stabbed twice last week. In the office, Don is ready to jet off to L.A. (his first trip there after Anna’s death) in a white shirt, black striped tie, sans-jacket. Upon his arrival, he puts his jacket on, and smokes a ciggy outside the hotel with Roger looking like two squares in a land of scantily dressed hippies. Don is out of his element in L.A. without Anna or Megan, leaving the position of Don’s love interest vacant.
In the hotel, Don gets a call from Megan who is watching the Chicago protests footage from their bed in New York. Don is down to his t-shirt and slacks, another reference to Abe, perhaps. In a client meeting that gets heated, Don is looking aloof in a grey suit with a black and white striped tie. In the room, Don is the person who says the least words, which is really a first for him. He’s very distant, almost like he’s distracted, and his blasé outfit reflects his disconnect.
Heading to a party in the Hollywood Hills, Don throws on a beige blazer over a blue shirt and adds his gold rimmed sunglasses as a finishing touch. When he arrives to a swinging party full of hippies, he looks like a fish out of water. It’s in this look that he smokes some hasish and has visions of PFC Dinkins, the private he serves as best man for in Hawaii, a pregnant hippie Megan, and then of himself drowned in the pool. It turns out he is actually drowning, but Roger comes to the rescue. PFC Dinkins says he is dead; does this mean Megan is reporting from the “other side” too?
Back at Sterling Cooper and Partners (a name, finally!) Don is back in a black and white ensemble. His repeating of black and white while in the office reflects his ability to see the grey areas. He is a “yes” man or a “no” man, you never hear “maybe” come out of Don’s mouth. In his last scene, he asks Don to get his wife on the phone, while a nervous woman passes in front of his office. Ok, the foreshadowing is getting a little heavy handed, but, yeah, some shit is going to go down at the Draper residence.