Depends on the weather.
fine / warm weather: racing leathers, boots, MX helmet with goggles and gloves or leather motorcycle jacket with cordura jeans, boots, MX helmet when going somewhere where I dont wanna walk around all day like a power ranger.
cold / wet weather: kushi tani all weather combi and full face hemet (Shoei) boots and either my normal or winter gloves.
I care very little for 'cool looks'. The stuff you wear needs to keep you in 1 piece, not win you a fashion competition...