I think those heels look daft regardless who is wearing them. You often see teens/early twenties girls wearing them on a night out and they clearly don't know how daft they look barely able to put one foot in front of the other!
Very much depends on the shape of the "house brick" W imo. My Mum adores her Fly ankle boots. I think DF's shoes looked ridic as they were grossly exaggerated and in silver glitter. Doesn't really go with a jumper & leggings x.