Originally Posted by BareSolid
Do I get a pair of Sperry Topsiders, and in what colour is the most 'classic'? Are there other options? Are socks not allowed?
Also do I iron creases into chino shorts?
No, n/a, yes, no, no.
Do not under any circumstances get the most boring option of every white middle aged, middle income American in the summer time. No boat shoes, no baggy chino shorts, no bandy legs with skinny bare ankles.
Get some adidas Stan Smiths and wear with short white socks. Make sure your shorts are tapered to fit the width of tour legs. Do not go bare ankled. There are loads of adidas Samba or Gazelle colourways if you want to match them up or show a bit of colour. Show some imagination and step out of the crowd.