- Scuzzo the Clown
- Sea Captain
- Sea Captain Sleigh
- Sea Students
- Seal
- Season 24 Finale
- Season 24 Premiere
- Season 25 Premiere
- Season 33
- Season 33 Prize Track Promotional
- Season Premiere 2016 Event
- Seasonal Workers
- Sebastian Cobb
- Second Fiddle
- Secret Agent Car
- Secret Agents 2017 Event
- Secret Bus Shelter
- Secret Singing Stone
- Secretary Van Houten
- See-Saw
- Seeds of Knowledge,
- Seeking A Friend For The End Of This Update
- Seems to Be the Hardest Word
- Seething Sisters
- Self-Reliant House
- Self-flying Sled
- Selma
- Senile Zombie
- Sensei You, Sensei Me
- Sensible Eating
- Sensory Deprivation Tank
- Sentient Lard Lad Statue
- Sentient Red Devil Realty Sign
- Sepulcher of Evil
- Sequel Squad Membership
- Sequel Stop
- Sequence Fountain 1
- Sequence Fountain 2
- Sequence Fountain 3
- Sequence Fountain 4
- Serenity Ranch
- Serfsons House
- Sergeant Syntax
- Sergeant Thug's Mountaintop Command Post
- Seven Nerd Army
- Seven Sisters
- Sexy Pirate
- Sexy Santa Marge
- Señor Ding Dong
- Señor Ding Dong's Doorbell Fiesta
- Señor Ding Dong's Doorbell Fiesta Van
- Sgt. Sausage
- Sgt. Skinner
- Sgt. Skinner's Robot Parts Club
- Sha-Boom Ka-Boom Cafe
- Shadow Government Mystery Box
- Shadow Knight
- Shadow Knight's Throne
- Shady Tree
- Shady and the Vamp
- Shakespeare
- Shakespearean Comedy
- Shallow Grave
- Sham Rock Café
- Shamrock Topiary
- Shapes
- Share the Magic
- Shary Bobbins
- Shattered Dreams Mystery Box
- Shauna
- Shauna/Featured article nomination
- She-She Lounge
- She-Wolf
- Shelbyville Bluffs
- Shelbyville Bundle
- Shelbyville Elementary
- Shelbyville Manhattan
- Shelbyville Manhattan Statue
- Sherri & Terri
- Shinning Bundle
- Shinning Hotel
- Shinobi-Dooby-Doo,
- Shinto Shrine
- Shipwreck
- Shiva
- Shiva Statue
- Shiver Me Barnacles,
- Shiver Me Barnacles 2023 Event
- Shopping Cart Pile-Up
- Short Bob Clone
- Short Track Piece
- Shorty's
- Shotgun Pete's
- Shotgun Wedding
- Shotkickers
- Shovels
- Show- Vroom
- Show Business Blues
- Show Flopper
- Show Me the Dough
- Show Tickets
- Showbiz Showdown 2022 Event
- Shower Computer
- Shredded Ned
- Shredder Stevens
- Shrub
- Shuffles
- Shuffling Zombie
- Shuttle Hangar
- Shøp
- Siblings and Sorcery
- Siblings and Sorcery Outro
- Siddmartha
- Siddmartha's Ponies
- Sidekick Milhouse
- Sidekicked Aside
- Sideshow Bob (controllable character)
- Sideshow Bob (disambiguation)
- Sideshow Bob (non-controllable character)
- Sideshow Bob Has Escaped (Again)
- Sideshow Burnout
- Sideshow Chicken
- Sideshow Lisa
- Sideshow Mel
- Sideshow Mel Corner
- Sideshow Mel Monster Truck
- Sideshow Mel Sleigh
- Sideshow Raheem
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