- Robert Morse
- Robert Pryce
- Robin Pearson Rose
- Roger Rignack
- Roger Sterling
- Roger Sterling, Sr.
- Ron Perkins
- Ronald Guttman
- Rosemarie DeWitt
- Ruth Harris
- Ryan Cartwright
- Ryan Cutrona
- Sab Shimono
- Sadie Alexandru
- Saint John Powell
- Sally Draper
- Salvatore Romano
- Sam Page
- Sandy Schmidt
- Sarah Drew
- Sarah Jannett Parish
- Scarlett
- Sean Fillmore
- Season 1
- Season 2
- Season 3
- Season 4
- Season 5
- Season 6
- Season 7
- Seasons
- Secor Laxatives
- Seven Twenty Three
- Severance
- Sheila Shaw
- Shoot
- Shut the Door. Have a Seat
- Signal 30
- Six Month Leave
- Smitty Smith
- Smoke Gets in Your Eyes
- Souvenir
- Stan Rizzo
- Stephanie Courtney
- Stephanie Horton
- Sterling Cooper & Partners
- Sterling Cooper Advertising Agency
- Sterling Cooper Draper Pryce
- Susan Leslie
- Suzanne Farrell
- Sylvia Rosen
- Talia Balsam
- Tea Leaves
- Ted Chaough
- Teyonah Parris
- The Arrangements
- The Beautiful Girls
- The Benefactor
- The Better Half
- The Chrysanthemum and the Sword
- The Chrysanthemum and the Sword: Patterns of Japanese Culture
- The Collaborators
- The Color Blue
- The Crash
- The Doorway, Part 1
- The Doorway, Part 2
- The Flood
- The Fog
- The Forecast
- The Gold Violin
- The Good News
- The Grown-Ups
- The Gypsy and the Hobo
- The Hobo Code
- The Inheritance
- The Jet Set
- The Milk and Honey Route
- The Monolith
- The Mountain King
- The New Girl
- The Other Woman
- The Phantom
- The Quality of Mercy
- The Rejected
- The Runaways
- The Strategy
- The Suitcase
- The Summer Man
- The Wheel
- Thomas Fillmore
- Three Sundays
- Time & Life
- Time Zones
- Timi Prulhiere
- To Have and To Hold
- Tom Vogel
- Tommy Dewey
- Tomorrowland
- Toni Charles
- Top Ten Don Draper Quotes
- Top Ten Mad Men Episodes
- Top Ten Mad Men Quotes
- Top Ten Roger Sterling Quotes
- Troy Ruptash
- Trudy Vogel
- Utz Potato Chips
- Veronica Taylor
- Victor Manny
- Vincent Kartheiser
- W. Morgan Sheppard
- Waldorf Stories
- Wallpaper
- Walter Emerson
- Walter Hoffman
- Walter Veith
- Warren McKenna
- Waterloo
- Wee Small Hours
- Why I'm Quitting Tobacco
- Zosia Mamet
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