Ask the barber:  Ask for a "crop" but indicate you would like to have the fringe sweeping to the right or left and short around the back and sides with extra length left on top.

Do it yourself:  To create the Thomas Shelby "textured crop" make sure the clipper is set to a number one or two around the back and sides to achieve a contrast between the hair on top. For the sweeping fringe you want to keep the hair on top fairly long, around two or three inches would be sufficient to give it the volume and texture.

Michael Gray - Side parting

Ask the barber: Ask for a traditional "side parting" in theme with the Twenties or Thirties. Indicate that you do not want the back or sides shaved but rather cut with scissors which will give it a feathered fade. 

Tip: Ask your barber to cut in your parting with a cut-throat razor, this will make it easier when styling to find the line of the parting.

How to get the look: To create the Michael Gray side parting keep the length of the top, however, thin down if necessary whilst tidying up around the back and sides, maintaining length, finally make sure you taper around the ears to ensure a clear finish.

sources: GQ