Confession: I don’t know how to wear sneakers
True life: I’m not that great at casual wear.
I fully realized this a few months ago when two associates were shocked at how nice I look cleaned up. Apparently we’d only ever met in casual settings and when they saw me in my regular clothes it made a world of a difference. Of course I was mortified they’d developed a less than fashionable image of me but I can’t say I was completely shocked.
Somewhere between high school and now I transformed from a t-shirt and jeans kind of girl to the woman who wears heels at a dive bar. I can pick an outfit for a wedding in a flash, but it takes much longer to find a look for a relaxed outing. Are my open-toed Fendi stilettos too much for a street festival? Am I doing the most in a leather skirt ? How can I manage to look simultaneously cute and comfortable like those girls in all the Coachella pics?
I’ve decided I can start to step my casual style up by investing in new kicks; more specifically “J’s” as the sneakerheads would call them.
As my first pair of fashionable sneakers in a while I’m playing it safe with a neutral grey. I figure starting with something neutral will help me ease into “relaxed weekend” look and assure that I’m still on trend.
I’ll admit when it comes to fly casual looks I’m lost. My current plan is to ease in by pairing these neutral kicks with jeans and graphic tees before I work my way into more complex pairings and eventually – GASP! – another pair of sneakers!