Fun T-Shirt Design *UPDATED BRIEF*

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This customer received 23 t-shirt designs from 11 designers. They chose this t-shirt design from joelsailo as the winning design.
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T-shirt Design Brief
"What do I want be when I grow up."
I'm looking for either illustration style or stylised photographic style t-shirt designs. Either grey scale or line art is fine.
The designs should emulate the following character by showing what they might wear in a subtle stylised way. Changed focus to single type of person.
1. Cowboy
Later designs will be needed for following.
( Pirate, Policeman, Fireman, Astronaut)
The designs should be single colour either grey-scale or line art. I have created a very rough version to show one example of what I'm looking for. Called grey scale_example
I have also found some other examples of cartoon style and coloured in images on shirts which is not the style I want but might be good to look at.
I'm looking for stylised and subtle images that will work as simple single colour prints just on the front of shirt they will not have full bleed printing. So the edges will need to be considered. Back printing is not expected however is possible if needed.
These are adult shirts and the theme is "what do I want be when I grow up." These are NOT for fancy dress but rather fashion wear so need to be grown-up and subtle. It may be that the images are not immediately obvious to the viewer.
Colour wise like the prints will be either simple black prints on white / colour or possibly metallic prints on a shirt.
I'm open to other themes if you had ideas you have for other themes.
Target Market(s)
Hipster adults, who love the concept, 25-40
Industry/Entity Type
Printing
Look and feel
Each slider illustrates characteristics of the customer's brand and the style your logo design should communicate.
Elegant
Bold
Playful
Serious
Traditional
Modern
Personable
Professional
Feminine
Masculine
Colorful
Conservative
Economical
Upmarket
Requirements
Should not have
- Should not be coloured or too cartoony in style.