Work wear hack: I think the key to jeans at work is to go very classic and top with a super-elegant, blinding-white, STARCHED shirt, like this one. And definitely a belt and good shoes to finish it off.
London, 1950. Love the Teddy Girl style. Can replicate with brogues + socks, pants (e.g. checked Cue pants or crop Dotti navy trousers), button-down shirt. No / natural makeup, plain hair or messy high bun or loose braided bun. Not sure about the rolled trousers - do they make this outfit?