Hit on Definition 1 of 2Pro Tip 1/3Colloquial Usage The phrase 'hit on' is casual, suitable for social settings, not formal situations. At the beach, I noticed Luke was hitting on Simone. Pro Tip 2/3Unwanted Attention 'Hit on' sometimes implies the advances are not reciprocated or welcome. She was uncomfortable because her boss kept hitting on her. Pro Tip 3/3Gender Neutral Anyone can 'hit on' anyone, regardless of their gender or orientation. At the club, I saw Jane hit on a guy she just met.