5 Messages That Encourage Him to Ask You Out on a Date

5. Ask him questions about his day-to-day life: “Where do you usually go to eat?”

Most guys enjoy being asked about their hobbies and their day-to-day life. “This gives me the idea that she’s into me,” a teen said. Make sure you also ask about how he spends his days off—it’ll help you to direct the conversation towards talking about going on a date.