Pep Guardiola
The diminutive Spaniard may have traded his homeland to take up the reigns of German giants Bayern Munich but he has clearly taken his wardrobe with him. Short sleeve shirts, light grey suits, khaki chinos and V-neck jumper/tie combinations all add up to make Guardiola one of the best-dressed men in football. Normally any man parading about with a shirt undone and waving his arms frantically would be deemed somewhat eccentric but somehow Pep just makes it look cool.