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I'm thinking it depends on your boss. If your boss has a sense of humor and/or the setting is pretty casual, go for it, but if your boss wants professionalism [the type that includes ridiculously professional attire at all times], then no. I would give it a few weeks/months before trying it out though, so that they get to know you and know you're serious about the job and all that. A seasoned employee wearing fun sneakers might be more acceptable than a newbie rocking them, y'know?
Though if it were me, I'd stick with wearing fun earrings instead of loud sneakers.. 1. because I hate sneakers 2. because they look horrible with suits 3. because I personally don't mind looking put-together and professional and stuff. And 4. I love kooky earrings. I have troll earrings, I would love to wear them things with a pinstripe pantsuit, man. But still, only if my boss had a sense of humor and knew I was actually doing my job. Don't want to get fired over earrings. Or sneakers. I'd rather get paid and wear drab clothes for 8 hours a day than wear funky stuff and be broke. And you can still put on crazy outfits as soon as you get home even if you have to be all corporate at work. Don't let it get you down or stifle you. Anyway, IMO a nice suit and a good pair of heels can look cute/sexy as HELL and if you rock them, there's no way you'll just blend in with the crowd.
I'm very sleepy right now so hopefully this made sense. Sorry for the jumping around. Disclaimer the first paragraph is basically me speaking from a boss's perspective, not MY perspective because I personally know that sneakers =/= lack of professionalism but whatever.
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