The conversation between human and AI assistant.
What does it mean when guy kisses you multiple times?
Well, we went on a date and at the end he leaned in for a kiss. It was a really nice kiss, but then he pulled away and kissed me again. And then he did it a third time before finally saying goodnight.
Based on that context, it could mean that he really enjoyed the kiss and wanted to prolong the moment. It could also indicate that he's trying to be flirty and show interest in taking things further with you.