How to Get to Know the Person You're Seeing

• "What are you doing this weekend?"
• “What’s the most unforgettable meal you’ve ever had?”
• “Was there a dream job you had as a child?”
• “What’s the wildest thing you’ve ever done on a whim?”
• “If you could live anywhere in the world, where would it be?”

• “Do you want to have children in the future?”
• “Where do you see yourself in the next five or ten years?”
• “What are your thoughts on the current political situation?”

• Do they enjoy reading? Join them in a book club or start reading a new book together.
• Are they into fitness? Challenge them to a workout session and have some fun competing.
• Are they passionate about art? Take them to a local museum and enjoy their excitement as they explore.

• Ask about their day with questions like, “Did you enjoy spending time with your friends last night?” or “How was your morning workout?”
• Reader Poll: We asked 449 Mytour readers who’ve struggled to connect with their dates, and 61% agreed that the best way to get to know someone is by discussing positive topics. [Take Poll]

Don't hesitate to keep things simple. If you're having trouble thinking of the right question, try making a straightforward comment instead, like complimenting their outfit or style. These kinds of remarks demonstrate authentic interest and help keep the conversation flowing naturally.

• 1. Paraphrase: After they finish, summarize what they’ve said with phrases like, “If I understand you correctly,” “What I hear you saying is,” or “It seems like...”
• 2. Ask for clarification: If there’s a pause, ask follow-up questions such as, “When you say this, do you mean...?”
• 3. Show empathy: Acknowledge their emotions instead of dismissing them with phrases like, “I can tell you're upset,” or “I understand why you might feel that way.”

• “I used to hate tomatoes when I was a kid—I'd pick them off everything! Did you dislike any food as a kid?”
• “I was captain of the basketball team, and we made it to state my senior year. Were you involved in any sports when you were in school?”
• “I once hugged the wrong person in the store thinking it was my mom—so embarrassing! Please tell me you did something like that when you were younger.”

• Spend time with their closest friends too. Much like your own best friends, theirs likely know a lot about them.
• Ask their friends questions about them to understand how they interact with those they’re most comfortable with.

• Are they tidy or disorganized?
• What kind of food do they enjoy?
• Are they an early riser or do they prefer staying up late?

• Do you enjoy painting? Plan a date around a local art class you love.
• Are you into wine tasting? Plan a romantic weekend getaway to your favorite vineyard.
• Crazy about Indian food? Take them to your top restaurant and create an experience they won’t forget.

• If you both love food, plan a trip that highlights the best local diners along the route.
• If history excites you both, take a journey along a historic route filled with museums and historical landmarks.

• “Never have I ever gone skinny dipping.”
• “Never have I ever eaten a peanut butter banana sandwich.”
• “Never have I ever skipped class.”

• “Would you rather have toes for fingers or fingers for toes?”
• “Would you rather eat ice cream for the rest of your life or never have it again?”
• “Would you rather never kiss again or never hug again?”