Definition

A secure male fashionista confident enough to rock TOMS shoes, typically accompanied by a longboard and acoustic guitar both plastered with TOMS stickers. A lifestyle choice that somehow inexplicably attracts admirers.

Example Usage

That TOMboy over by the bonfire with the acoustic guitar is pulling every girl at the party.

Source: Urban Dictionary (https://www.urbandictionary.com/define.php?term=TOMboy&defid=7833189)