wikiHow Conversation Starters to try with your Girlfriend Here are 20 questions to start a conversation with your girlfriend: 1. How was your day today? 2. What's something exciting you have planned for the week? 3. What's a recent project or task you accomplished that you're proud of? 4. What's your favorite memory from our time together? 5. What's something you're looking forward to in the future? 6. What's a goal you're currently working towards? 7. What's your favorite thing about our relationship? 8. What's a hobby or interest of yours that you'd like to pursue more? 9. What's a place you'd like to visit together? 10. What's a book or movie you'd recommend? 11. What's something you're grateful for today? 12. What's a random act of kindness you've seen or experienced recently? 13. What's a current event or topic you're following? 14. What's a unique talent or skill you have? 15. What's a favorite memory from your childhood? 16. What's your favorite holiday and why? 17. What's a fun activity or date you'd like to do together? 18. What's a favorite family tradition of yours? 19. What's something you'd like to learn or improve in the future? 20. What's a lesson you've learned recently that you'd like to share? Page