Cheeky/ˈtʃiːki/ Definition 1 of 2Pro Tip 1/3Playfully Disrespectful Used to describe behavior that is disrespectfully funny, often making someone laugh. His cheeky comments during the game lightened the mood. Pro Tip 2/3Friendly Teasing Often indicates a close relationship where playful insults or jokes are acceptable. She sent a cheeky text teasing him about his new haircut. Pro Tip 3/3Not Rude While cheeky can be impolite, it's generally not intended to hurt feelings. His cheeky grin after eating the last cookie said it all.