[blablablame]

Do whatever you think is more 'scary/make people laugh at you'. Then repeat, and again, until you no longer care.

I'm 33, haven't cared in a long time. Just do stupid shit and own it, with time, it is still stupid shit, but you won't feel embarrassed by it (I live in a posh area, my kid goes to a posh school, I wear 15 year old tshirts (that lost all their color due to washing), no shoes/socks, use shorts 90+% of the time)

edit: And interestingly enough, even though I'm married and with little interest in that, the amount of female attention I get over the ones that care is amazing (and no, I'm not good looking, 5'6, bald earlier in life, long beard and a few scars in my face)