1.
meddling, interfering, teasing
Unwanted interference or playful pestering in someone else's affairs.
ちょっかい is almost always used with the verb 出す in the pattern ちょっかいを出す (to meddle, interfere, make a pass).
The word originally referred to a cat's front paw reaching out to swat at something, which evolved to describe unwanted interference or flirtatious advances.
Usage
- For teasing/meddling: neutral to mildly negative
- For romantic advances: usually implies unwelcome or inappropriate behavior