Here you go !
(Thanks. I should really start posting pics again but I don’t have much time these days..)
First of all: you can’t really break in creepers. The only problem you’ll have won’t be the leather part but the thick rubber sole and that won’t break in any way. Though you may experience some irritation at the back of your heel (the achilles part?)
I’d say go for the pink if you already know you can pair it with a lot in your wardrobe. no use ordering shoes you’ll never wear right. otherwise you can never go wrong with black ones.
wear it and own it