Old Fashioneds & Duos · Whiskey IBA official
Whiskey, a little sugar, bitters and ice. Spirit-forward and gently sweet; everything rides on the whiskey.
How to make it
Garnish: An orange slice or peel and a cocktail cherry.
The ratio
In parts, an Old Fashioned is 7 whiskey and 1 sugar. Plus a touch of water. Change one part and you have a cousin; the closest are below.
Jacob Palmer (Ryan Gosling) / Hannah (Emma Stone)
Starting his seduction in his apartment, Jacob makes Hannah a textbook Old Fashioned with a muddled sugar cube and a big orange peel.
Sources: Esquire (Robert Simonson, via Yahoo): The Story Behind Ryan Gosling's Perfect Old Fashioned in 'Crazy Stupid Love'; GamesRadar+: 7 classic cocktails and the best movies to watch them with; The Infatuation: 9 Iconic Cocktail & Movie Pairings
Tyler Fitzgerald (Jim Backus)
The tipsy pilot leaves the cockpit to mix an Old Fashioned and hands the controls to two passengers who have never flown.
“What could happen to an old-fashioned?”
Sources: Wikipedia: Old fashioned (cocktail); Cheryl Charming (Miss Charming): Cocktails in Film; Complex: Classic Drinks Inspired by Classic Movies
Victor Moore's character
An elderly couple skip a farewell dinner with their children and order cocktails at the hotel where they honeymooned 50 years earlier.
“Two old-fashioneds for two old-fashioned people”
Sources: Filmsite: Make Way for Tomorrow (1937); Cheryl Charming (Miss Charming): Cocktails in Film
Season 3, Episode 3, “My Old Kentucky Home” (2009) · Don Draper (with Conrad 'Connie' Hilton)
Leaving Roger's Derby party, Don finds an unattended country-club bar, goes behind it and makes Old Fashioneds for himself and a stranger named Connie, who later turns out to be Conrad Hilton.
Sources: Wikipedia - My Old Kentucky Home (Mad Men); Tasting Table - 15 Most Iconic Cocktails From Film And Television; Mashed - From Scotch To Soda: The Go-To Drinks Of 15 TV Icons
Season 1, Episode 1, “Smoke Gets in Your Eyes” (2007) · Don Draper
In the series' opening scene, Don sits in a Manhattan bar working out a Lucky Strike pitch on a cocktail napkin and orders another Old Fashioned.
Sources: The Press Democrat - Best cocktails for 'Mad Men' finale; BAMF Style - Mad Men 'Smoke Gets In Your Eyes'; Wikipedia - Old fashioned (cocktail)