Roguish/ˈrəʊɡɪʃ/ Definition 1 of 2Pro Tip 1/3Light-hearted Charm Used to describe someone who is charmingly mischievous without harmful intentions. His roguish antics always lightened the mood. Pro Tip 2/3Flirtatious Context Often used to describe playful behavior that's flirtatious or teasing in romantic situations. Her roguish smile caught him off guard. Pro Tip 3/3Not Malicious Indicates behavior that's cheeky or naughty but not intended to hurt anyone. He apologized with a roguish grin.