To start an online dating conversation, craft a compelling icebreaker that grabs attention. Ex: “I noticed your photos; you have a wonderful smile.” Tailor your message to the person’s profile. Ask open-ended questions to spark a conversation: “What’s your favorite adventure you’ve been on?” Share something about yourself to show you’re interested. Keep the tone light and friendly, and avoid being overly personal or too forward. Remember to be respectful and be yourself.