Chunky loafers - what with? Or not?

[TitusMoan]

I bought heavy black chunky loafers last winter and never wore them. What do (did?) people wear them with? Plus I’m the wrong side of 50 with skinny calves - should I be wearing them at all? (I’m a very boring dresser and don’t want to stand out).

I have Docs loafers and wear them with everything. - jeans, slim fit trousers, skirts (I wore them with a knee length kilt yesterday),

Thanks!

I usually wear mine with dresses & tights or just socks when the weather was a bit milder!

I really want to get some but also wondering when I’d wear them. I’m guessing they’re best for springtime? I’m considering asking for some as a birthday present for next month - are they a good choice? I tend to wear trainers a lot but like a smarter look.

I wore mine with a leather mini skirt and thick black tights last weekend. Nearly 50.