5 Ways to Approach Your Crush After He’s Been Heartbroken

2. Smile at your crush and encourage him. Tell him he doesn’t look like himself when he frowns.

Instead of asking your crush what happened, cheer him up with a smile. “I feel a sense of closeness when someone notices that I’m sad,” a teen explained. By mentioning to your crush that he looks different than usual, you can hint to him that you are always paying attention to him.