For me and I know this will sound a bit mean, but there was a Weightwatchers coach who deputised for our usual one a few times last year. Lovely woman, but her hairstyle, and dress just screamed frumpy yet she was really attractive. Same with another of the WW members, hair in a long bob, sort of 'don't care' attitude about clothes, I get sometimes it's time and money which stops people with clothes/style.
By contract the WW leader and her DM who was in her 70s, well her DM looked absolutely amazing! Wore denim jackets, long floral dresses, nice tops (could see one was a few years old, an Aztec print but it suited her) and had a nicely coloured and layered short hairstyle.
Even my own DM at 82, she tends to wear Lucy & Yak dungarees with Jigsaw long sleeved striped tops, I buy her things like Whistles denim blazer, Whistles navy blue with exposed zip jumper (I bought it for me but it looks much better on her), and when H&M did nice tops in 2010-ish I got her those. Some White Stuff too. She also wears Adidas gazelles in bright colours. It's her 'style'.