Used in casual, often light-hearted contexts, where the intent is to show romantic interest. At the cafe, he tried to chat up someone he found attractive.
Pro Tip 2/3
Socially Risky
It can be seen as intrusive or unwelcome, depending on the recipient's perspective. He didn't realize his attempt to chat up the barista was making her uncomfortable.
Pro Tip 3/3
Cultural Nuance
Acceptance varies by culture; some may find it charming, others disrespectful. While visiting Spain, he was surprised at how common it was to chat up strangers.