honestly adore this concept! want to play this so bad, but i wish there were even a few sentences to prompt ideas for one shots as it feels a little like getting dropped in the deep end.
Hmm.
I think you should be looking to take inspiration from your favourite hardboiled crime media, whether books, movies or TV.
Off the top of my head, the following come to mind:
* The Sopranos
* The Wire
* The Shield
* Any amount of Quentin Tarantino movies but especially Pulp Fiction and Reservoir Dogs.
* Classic noir fiction by Raymond Chandler and Dashiel Hammett
* Some personal favourites of mine include Smokin' Aces, and Shoot Em' Up.