What does it mean when a boy tries to cheer you up?

Answer 1

In most cases, it means that he's a nice guy who cares about other people enough to try and make them feel better.

Answer 2

When a boy tries to cheer you up, it likely means he cares about your well-being and wants to make you feel better. He may be trying to show support, comfort you, or simply lift your spirits during a difficult time.