I find the flared pants seem to find it way back into your wardrobe. I had a great pair of flared lee jeans when I was 18 and they came up to my waist. They made me look so thin and my butt looked fabulous in them. Since then I’ve always loved the flared.
I think you should start looking around for two good pairs of pants. One for work and one for the weekend, so preferably jeans. You don’t need to be super skinny to wear them, just try them on before you buy.