Our character during the Victorian era occupies a high-up gangster role. We are using Tommy Shelby from the TV show Peaky Blinders for reference since he occupies a similar role within his show. The outfit we are using basically boils down to:
A "delivery boy" style flat cap

A long, black chesterfield/trench style overcoat
And a grey suit
We are also featuring a Victorian policeman in this section. We have found our inspiration in the TV show Copper. We are changing elements of the costume for our purposes, for example we are elimination the jacket. We will include:

A brown top hat

A brown waistcoat with a white shirt
A special police badge (to identify him as a police man and explain the lack of uniform)
Brown slacks
1937
We have largely found inspiration for our "mob boss" style character in the '30s in images like this one. The overall look seems to be dignified gentlemanly suits. In order to suggest an air of confidence in our character, we are using:
A blue suit
1957
In the '50s, we are going for the "greaser" look. Inspired by biker gangs of the time, and, more specifically, the film Grease, we will use:
A black leather biker jacket
Blue jeans
We have another character in this period. A man who the criminal threatens. He is supposed to seem like an innocent man of the time. His outfit entails:

A colourful checked shirt
Beige chino style trousers
1977
In the '70s we are going for a loutish drug addict style look. We have found inspiration in the movie Train Spotting, specifically in the character of Mark Renton. we are making slight changes to the outfit, for example we will be using a completely different style of jacket. We will be using:
A flat cap - to cover up the fact that our actor will not shave his head

A beige Harrington bomber style jacket

A Magna T-shirt (We already own one and Magna was a cigarette company popular around that time so it fits the character perfectly)
Blue jeans
2017
In the modern day section, we are going for more of a subtle criminal, acknowledging the rising level of cyber-crime. Thusly, we have found ourselves inspired by Elliot Alderson in Mr Robot. The essentials of the outfit are:

A dark hoodie - we will be using a grey hoodie as we already have one so its saves costs

A dark rucksack
(Trousers are not important as it is unlikely that you will see them given our planned camera angle)
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