|Stealth Killed Sinister, in the Prison, with the Sword!|
At the end of the "Landed in Prison" level, you'll be in the room with Sinister sitting on a throne and some enemies around. Stealth kill all the enemies to get to Sinister undetected, then stealth kill Sinister for this achievement to pop. This may actually be unmissable. If you alert the enemies on the approach, it reloads your checkpoint automatically. I'm not sure if you can kill him with anything other than the sword, but if not, you'll get this automatically.
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