wikiHow Conversation Starters to Help a Shy Guy Open Up * Ask about their hobbies or interests: "Do you have any favorite hobbies?" or "What kind of movies or TV shows do you enjoy watching?" * Comment on something you have in common: "I see you're a fan of that band too! What's your favorite song of theirs?" * Bring up a current event: "Have you heard about that new restaurant that just opened up? I'm curious to try it out, have you been there yet?" * Ask about their day: "How was your day so far?" or "Did anything interesting happen to you today?" * Comment on their appearance: "I really like your shirt/necklace, where did you get it?" * Talk about something in your common environment: For example, you could ask, "What do you think of this coffee shop?" or "Have you been to this museum before?" * Ask for their opinion: Asking for someone's opinion on a topic they're interested in can be a good way to get them talking. For example, you could say, "What do you think about the latest Star Wars movie?" * Compliment them: Giving someone a genuine compliment can help break the ice and make them feel more comfortable talking to you. For example, you could say, "I love your style! Where did you get that shirt?" Remember, the goal is to make the person feel comfortable and create an atmosphere where they feel free to open up and share. So, be respectful, listen attentively and be genuine in your conversation. Page