i always wear socks with my vans and my converse. if i dont it hurts your feet because they rub on your feet and it also makes your trainers smell if you dont wear socks with them, especially when its hot in summer. even when i wear cut-offs/shorts i still wear socks, i just fold the socks down so they dont peak over the top of the shoe (when wearing converse) or i wear tights with them instead.