Trench Coat Mafia

This dapper fellow is from Coppletstone.  He could make a PI or police detective, but he's dressed well in a retro style that seems too rich for a noir detective or public servant.
He's much more of a mafia or corporate type.

How about we fit you for a pair of concrete galoshes?

I tried to give him a conservative look to match his clothing, but felt a splash of color (the gun) would give it something special.

Organized crime features heavily in Judge Dredd stories.

His companion is from Reaper, the Chronoscope line.  This model is much smaller and slighter than the Copplestone model.  I've found that the Chronoscope models are all sold as 28mm, but they vary greatly in size.  This is probably due to using different sculptors and a line that features a wide variety of models from different periods.

This model strongly resembles a Hasslefree miniature and I wouldn't be surprised if it is a Kev White sculpt.  She reminds me of a cold war secret agent.