If you want to see your relationship grow, you'll have to ask questions - lots of them. Learn About Their Past Questions 1-6 Learning about someone's past can be tricky; you don't want to seem like you're giving them the third degree, but at the same time you want to know more about them. By encouraging people to tell stories about themselves, you not only learn about their history but also about them from the way they talk about their lives. What's the earliest memory you have? Where's the best place you ever went with your parents, and what did you do there? Tell me about your best friend. What's the worst job you've ever had? What did you enjoy or hate about school? Explore Their Personality Questions 7-13 These relationship questions to ask a guy you just met like are designed to spark the imagination of the person and drift off into speculation. There aren't really any right or wrong answers; again, the way these questions are answered tell you more about a person than the answers themselves and are great questions to ask when online dating, too. Scratching the Surface Consider these good questions to ask a guy before dating him to learn his personality: 7. If I asked you to cook me dinner, what would you make me? What's the biggest goal you're working on now? If you won the lottery tomorrow, what would be the first thing you would do with the money? Going Deeper Serious questions to ask a guy include: 11. What do you think is the biggest problem in the world today? What do you think people should do about it? If you could have lunch with anyone in the world, living or dead, who would you want to meet? Who's your favorite movie character? Get Personal Questions 14-21 Some of these 21 questions to ask a boy range from the simple emotional to the blatantly sexual. Not all will be appropriate, but if you are planning to be sexually intimate, they probably are. Questions to ask before dating seriously might include: 14. Have you ever had your heart broken? What was your best lovemaking experience? What do I need to know about your? Have you ever cheated on a partner? Did you get caught? Your Present and Future Together Questions to ask a guy about relationships in the future might include: 18. If you wanted to me, where would you take me to make it perfect? Tell me what you think is the sexiest thing about yourself bonus question: About me? Do you think there is a difference between having sex and making love? How do you think aging will affect your attraction to me? How to Keep the Conversation Going These questions should elicit more questions from you and shouldn't merely be a quick checklist of questions. Ask for elaboration when appropriate and if your guy is particularly brief when answering a question, you may want to ask some follow-up questions to get more details. Keep on clicking to find even more questions to ask when dating! Some questions to ask a guy before dating might not apply or might just inspire other questions. Go with that or use them as conversation starters with a guy. If a guy is happily engaged in talking to you, listen and learn about him that way. Make It a Game You don't want your date to feel like an interrogation or a job interview, so you'll have to take special precautions to make the question and answer process more bearable. You could each write down 21 questions for dating on scraps of paper--serious and fun so the mood doesn't get too heavy - and throw them into jars yours in one, his in another. Take turns fishing out dating questions to ask a guy and answering them. You could also play a game where, for every point scored, the person who earned the point gets to ask a question. Just be sure to choose a game you're sure to win or tie, or you may find yourself doing all the talking. Rules of the Game If your guy is competitive, he may be more willing to participate if you make it a game with rules and points. As mentioned above, write the questions on slips of paper and put them in a jar or bowl. Select a question and ask it; if he answers, he gets a point. If he decides to pass on the question, he doesn't get the point and you get to ask another question before it's his turn. He'll have a bowl full of questions for you too, so take turns in asking and answering questions. The best way to win is to answer all the questions, and the quickest way to lose is to pass on answering, so it's to his benefit if he answers all the questions the first time. The first person to 21 points wins. Keep It Natural Unless you've both decided to have a formal session of getting to know each other by asking any questions that have been on your mind, keep things low-key. Let the questions follow each other naturally as the conversation unfolds. Ask one of the lighter questions and follow that path until you get to a point where you can ask more serious ones. Don't sit down at a restaurant on a first date, order your drinks, and immediately launch into rapid-fire questioning or there may not be a second date what a total disappointment if you liked their answers! Once you both know you're interested in learning a lot more about one another, consider having a more structured 21 questions with a guy conversation, whether you're just talking or including it as part of a game.