| Character starting with S | ||
| Safari Explorer | Southern Belle | |
| Sailor | Spanish Dancer (female) | |
| Salander, Lisbeth | Spanish Settler | |
| Saloon girl | Spice Girls | |
| Santa Claus | Baby Spice - Wear a baby doll dress and hair in bunches (Emma B) | |
| Saruman the White | Scary Spice - Wear a leopard-print two-piece with a streaked afro (Mel B) | |
| Scarlett O'Hara | Ginger Spice - Wear a Union Jack dress with blonde-streaked ginger hair (Geri H) | |
| Schoolgirl | Sporty Spice - Wear a black crop top or a two-piece tracksuit with ponytail (Mel C) | |
| Scientist | Posh Spice - Wear a little black dress (Victoria B) | |
| Scooby Doo | ||
| Scottish | Spiderman | |
| Scream | Spy | |
| Scrooge | St George | |
| Sea God | St Trinians | |
| Sea Nymph | Stan Laurel | |
| Sergeant | Starfish | |
| Seventies | Stein Maiden | |
| Shania Twain | Stepmother | |
| Sheep | Stevie Nix | |
| Sheik | Stevie Wonder | |
| Sheriff of Nottingham | Stripper | |
| Sheriff | Sucellos | |
| Sherlock Holmes | Sugar-plum fairy | |
| She-Ra | Sultan | |
| Shirley Temple | Super Heroine | |
| Shrek | Superhero | |
| Sixties | Superman | |
| Skeleton | ||
| Slash | ||
| Sleeping Beauty | ||
| Snake Charmer | ||
| Snow White | ||
| Soldier | ||
| Sonny & Cher | ||
| Sorcerer or Sorceress | ||