I recently dug my bootlegs out of the back of the wardrobe which I haven't worn for about 5 years.
Wore a pair today with chelsea boots and a jumper but felt a bit frumpy. I'm not sure they would look right with trainers? They're not long enough to wear with heels and I do too much walking for uncomfortable shoes... I used to absolutely love that look though.
It might be that I'm just so used to myself in skinnies I need to get used to the change. Any ideas, tips etc for styling bootleg jeans with flat shoes would be gratefully received!
Thanks!