I seem to live in 2 pairs of comfortable shoes - some trainers I bought for running ages ago and a pair of havianas and that's it? Did have some silver flip flops too but I broke them yesterday 
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I'm about to start a new business (I work at the mo but nobody cares what I wear) and will need 'proper' shoes of some kind. Not heels (too uncomfortable and lots of driving), but closed toe. I hate pointy shoes (my feet aren't pointy?!) so nothing pointy.
Ballet pumps (or similar) seem the obvious choice but I have fairly wide feet (size 7) and they always look massive. Every single time I try a pair of shoes on (and I've tried lots) they all seem incredibly stiff and uncomfortable (I know I'm spoiled by the trainer and flip flops). Used to wear converse a lot but even those I feel I have to 'break in'?
Do shoes exist that are comfy in the shop, so you buy them knowing they're going to be ok? I can't be the only person who puts every pair on and they feel like a compromise?