Homeless man/poor, due to patched up trousers, scuffed shoes, beard. Smoking- spends all his money on cigarettes.
Who is he: Doug Bihlmaier, standing on Madison Avenue NYC, works for Ralph Lauren travelling the world.
Possibly has a lot of money- fur coat, clothes look expensive. Could be interested in art or fashion?
Who is she: Anna Di Piaggi, Italian, fashion writer.
Could have a lot of money, expensive blazer, leather belt, branded shoes has botox.
Who is he: Calvin Klein designer.