Some confusion ensued when I mentioned my stylist. That would be my hairstylist. I do not have nor have I ever had a personal stylist or shopper.
A practice that helped me develop my style and determine what works best for me was finding a personal icon. A person who has a similar shape is about the same age, or someone who has a look that almost always resonates with you is an excellent starting place. I suggest a famous person because there will be many pictures of them on the internet for reference.
A few years ago, I was intrigued by pictures of Emmanuelle Alt, editor-in-chief of Vogue Paris. She is younger and taller than I, with much thinner legs, but her comfortable casual style struck a chord. I used her examples to learn how to put together basics in a way that flatters my shape. This practice has saved me thousands of dollars and countless hours of trying to figure out what to wear every day.
That’s Ms. Alt above, striding confidently down the street in Milan. I found this image on Pinterest. There was no mention of the photographer.
A famous person often has an equally renowned stylist making sure they always step out in an ensemble that is flattering on them and of the moment. I don’t care about trends, but it helped me figure out what looks best on my shape by studying my icon. The trick is not to try to copy the looks exactly but to follow along until it becomes a natural selection process for you. Whether I am deciding what to wear or buy, I now know almost immediately what will or will not work with my shape and style. I no longer need an icon. The training wheels are off!
The Marc Fisher shoes I am wearing here are from last year. There is a similar style here. I bought the no-name bag in a gift shop earlier this year.