I had my khaki chinos usually seen pressed and well ironed, but this time they're straight out the washing machine leaving that nice and soft cotton into a more relaxed shape. The shirt is an oxford cotton button-down shirt, also unironed. And to add a touch of color and preppy spirit, a club tie. The silk also brings a nice contrast to otherwise quite heavy and rough fabrics.
Another thing I quite like when going for a bit more unconventional outfits is this: Heavy or semi-heavy shoes like the longwings here, get some heavy socks with an interesting texture and roll up your trousers a bit. Other shoes to be worn like this could plain toe derbys, split toe derbys or full brogue derbys.