Consider if the situation is sensitive or personal; going too far could hurt feelings. He took his teasing too far and made her cry.
Pro Tip 2/3
Social Situations
Be mindful of social cues indicating when a joke or action may become inappropriate. Laughing was fine, but taking the prank too far ruined the party.
Pro Tip 3/3
Cultural Awareness
Understand cultural norms; what's acceptable in one culture could be taking it too far in another. He didn't realize that his comments would take things too far in her culture.