i always wear some nice handmade american penny loafers for informality during the day time. i find that teamed with some classic gap chinos and a short sleeved cotton oxford shirt they give just the right image of casual elegance.
for evenings i prefer my trusty prada wing tip brogues, linen trousers with a verino belt, and a loose knit verino sweater (just to deformalise the occasion).
although i must admit - i do tend to merge in with the crowd dressed in this garb.
what exactly are trainers by the way?