Ever found yourself on a date or hanging out with a guy, and the conversation just… stalls? You’re not alone. Sometimes, getting past the weather talk and into the good stuff feels like trying to solve a Rubik’s cube blindfolded.
But fear not! I’ve compiled a list of 21 questions to ask guys that will not only kick those awkward silences to the curb but also help you really get to know him. Whether you’re early in the dating game or looking to deepen your connection, these questions are your golden ticket to honest conversations.
21 Questions to Ask Guys
- What’s the one movie you could watch over and over and never get tired of?
- If you could wake up tomorrow having gained one quality or ability, what would it be?
- What’s a childhood dream you’ve never let go of?
- What’s the most spontaneous thing you’ve ever done?
- If you could only listen to one musician or band for the rest of your life, who would it be?
- What’s something you’re really proud of but don’t get to talk about much?
- What would your perfect day look like?
- What book has impacted you the most?
- If you could live anywhere in the world, where would it be and why?
- What’s the biggest risk you’ve ever taken?
- What’s your go-to comfort food?
- Who in your life has influenced you the most? How did they do it?
- What’s something you’ve always wanted to learn but haven’t gotten around to it?
- What’s your fondest memory from high school?
- If you could have dinner with any three people (dead or alive), who would they be?
- What’s something you’re looking forward to in the next year?
- What was your first job, and what did it teach you?
- What’s one thing that’s happened in your life that has made you feel like a strong person?
- If you could change one thing about the world, what would it be?
- What makes you laugh no matter what?
- What does your ideal weekend look like?
Tips to Get to Know Guys
Be Genuinely Curious
Approach conversations with genuine curiosity. Ask open-ended questions that encourage him to share more about his life, thoughts, and feelings. It’s not just about what he does for a living or where he’s from, but why he’s passionate about his job or what he loves about his hometown.
Listen Actively
When he’s talking, really listen. Active listening involves engaging with what he’s saying, asking follow-up questions, and showing empathy. It’s about making him feel heard and understood, which can significantly deepen your connection.
Share About Yourself Too
Getting to know someone is a two-way street. Don’t be afraid to open up and share about yourself as well. Your stories, experiences, and feelings are valuable, and sharing them can create a balanced and mutual exchange.
Find Common Interests
Discovering activities or interests you both enjoy can provide a great foundation for your relationship. Whether it’s a shared love for hiking, books, or cooking, brainstorming activities with a word bubble together can help you bond and create lasting memories.
Use Humor
Laughter is a universal connector. Don’t hesitate to share a funny story or joke. Humor can lighten the mood, break the ice, and show him your playful side.
Create Opportunities for Spontaneity
Sometimes, the best way to get to know someone is by stepping out of your comfort zone together. Be open to spontaneous adventures, whether it’s trying a new restaurant, going on a road trip, or attending a concert. These experiences can reveal a lot about his personality and how he handles unexpected situations.
Respect His Boundaries
Everyone has their own pace when it comes to opening up. Pay attention to his comfort levels and respect his boundaries. If he seems hesitant to share certain things, don’t push. Trust takes time to build.
Keep It Light Sometimes
Not every conversation has to be deep or intense. It’s okay to keep things light and fun. Casual conversations about everyday topics can be just as revealing and help maintain a comfortable, stress-free environment.
Stay Present
When you’re with him, try to stay off your phone and give him your full attention. Being present shows that you value your time together and are interested in what he has to say.
Be Patient
Getting to know someone deeply doesn’t happen overnight. Be patient with the process and with him. Over time, as trust and comfort grow, you’ll find that your conversations naturally become more open and revealing.