5 Ways to Encourage Him to Ask You Out Again When You Have to Turn Him Down

3. Be apologetic about it, such as saying, “I’m sorry that I’m not free that day, but definitely let me know the next time you think you’d like to go out.”

Guys try to guess how you feel about them by observing the attitude and expressions you show when you turn them down. “I would ask her out again if she feels bad about saying no,” a teen commented. You could try looking through your schedule book or a planner app on your phone with a worried look on your face—that would give the impression that you sincerely regret not being able to make a plan on the day he’s asked about.