Villainous Benchmarks who use something, usually information, in order to get something out of their victims, also known as blackmail.
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- Saddam Hussein (South Park)
- Sakharine
- Sang
- Sao Feng
- Scarfield
- Scorpion (Mortal Kombat Legends)
- Scorpion (Mortal Kombat)
- Seth Massey
- Seto Kaiba
- Shadow the Hedgehog (Sonic the Hedgehog)
- Shenzi, Banzai and Ed
- Shio and Asahi's Grandfather
- Shredder (TMNT 1987)
- Simon Gruber
- Stanley (American Horror Story)
- Steve Haines
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