I have found that anything is socially acceptable so long as you effectively signal that your non-conformity is a choice, not a result of an inability to conform or a way of coping with fear of rejection. Weird is NEVER OK with successful people. Deliberately different is ALWAYS OK so long as you are willing to not draw attention to it all the time.

Example. Vibrams with a suit are generally the best attire for most formal situations in my experience. You show that you are able and willing to conform, not psychologically unable to do so, but you also show that you aren't afraid of the penalties for not conforming and that you will stand up for some principles some of the time. That's attractive. The devil classically does it, in myths where he can/will take any form and disguise himself perfectly except for retaining cloven hooves, a tail and/or some similar indication of his identity.