Whether it's your first date or 100th date, it can be hard to strike up a conversation. For some reason, it feels like your brain turns to mush, and you have no idea how to break the ice and get to know someone. Sound familiar? We've all been there—stuck, running to the bathroom to frantically Google some dating questions and conversation starters to keep the conversation flowing.Or maybe things have been very surface-level, and you really want to dig in deep to find out what makes the person you're dating tick. Even if you've been seeing someone for months, there are always new things to learn about your partner (or soon-to-be boo).To help you out, we've come up with a list of 125 dating questions to ask while out with someone. And no, they aren't just "What do you do for work?" or "Where are you from?" This list consists of more thoughtful and insightful questions that can help break down the awkwardness and foster meaningful conversations to help you figure out if you want to plan a next date or if there's a love connection. Don't worry, we even threw in some fun questions to help lighten the mood when necessary. Although we don't suggest keeping your phone out while on a date, you can bookmark this to read over on your way to meet that special someone, so they are top of mind to help prevent any weird lulls. Related: 300 Deep Questions To Ask a Guy or Girl—or Really Anyone You Want To Know Better
125 Best Dating Questions
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What kind of partner brings out your best self?What’s something you want to experience at least once?How do you approach conflict?What makes you feel emotionally safe?What’s a belief you hold strongly?What kind of future excites you?What do you value more: stability or adventure?What’s something you’re grateful for right now?How do you define happiness?What kind of relationship do you admire?What makes you feel truly connected to someone?What’s a belief you’re currently questioning?How do you define balance in life?What kind of support do you give best?What drains your energy the fastest?What excites you about the future?What’s your favorite way to spend a rainy day?What’s something you enjoy doing alone?What’s your favorite way to meet new people?What’s your go-to weekend plan?What’s something you’re known for among friends?What’s your favorite type of date?What’s a recent highlight in your life?What’s your favorite way to unwind after work?What’s a skill you’d love to learn?What’s your favorite comfort meal?Dogs, cats or neither?What’s your favorite season?What’s one word your friends would use to describe you?What kind of music do you love?What is something you enjoy?What’s your ideal day off?What’s your favorite movie genre?What’s something you’re looking forward to?What’s your favorite way to stay active?Do you prefer planning or spontaneity?What’s your favorite type of cuisine?What’s something you’re good at?Beach or mountains?What’s your favorite holiday?
Related: 200 Questions for Couples To Get To Know Your Partner
Ice Breaker Questions for Dating
What’s something you can't live without?What’s your favorite way to treat yourself?What’s a small win you had recently?What is your favorite thing to do outdoors?What is a tradition you enjoy?What is home to you?What is your favorite kind of laughter?What is a hobby you picked up recently?What is something you enjoy sharing with others?What is your favorite way to spend a quiet evening?What is your favorite thing about weekends?What is your favorite way to show kindness?What is a memory that still makes you smile?What is your favorite way to recharge socially?What is something you enjoy learning just for fun?What is your default mood most days?What is a hobby you enjoy even when you’re bad at it?What is something you look forward to after a long week?What is a setting where you feel most yourself?What is something people usually guess wrong about you?What is your favorite way to end a night out?What is something you want more of in a relationship?What is your biggest personal goal?How do you like to be supported emotionally?What kind of partner helps you thrive?What’s your communication style?How do you usually resolve disagreements?What is something you’ve learned from past relationships?What makes you feel appreciated?What is your idea of loyalty?How do you recharge emotionally?What’s your definition of intimacy?What does commitment mean to you?How do you usually show love?What are you looking for in a partner?How do you handle conflict in relationships?What role does vulnerability play in your life?What motivates you professionally?What is something you want to improve about yourself?How do you balance work and personal life?What kind of support do you value most?What makes you feel respected?
Related: 250 Good Questions to Ask a Guy the Next Time You're Feeling Stuck
Dating Questions To Ask Her
Do you want kids?What kind of reassurance feels genuine to you?What role does intuition play in your decisions?What makes you feel comfortable being vulnerable?What does emotional availability feel like to you?What kind of emotional labor do you value being shared?What helps you feel calm during conflict?What kind of reassurance feels natural to you?Are you more of a “trust the vibe” or “take your time” person?What helps you feel like yourself around someone?What makes a connection feel easy for you?What kind of little things mean a lot to you?What helps you stay chill in awkward moments?What does feeling supported look like in real life?What kind of company do you enjoy most?What helps you feel confident speaking up?How do you approach long-term planning?What are you not willing to compromise on?What does a healthy relationship look like to you?How do you handle past relationship baggage?What does loyalty mean to you?How do you prioritize self-care?What kind of communication do you prefer?How do you define partnership?What’s your timeline, if any?What scares you about dating?What excites you about a relationship?
Related: 25 Relationship Check-In Questions for You and Your Partner
Important Questions To Ask When Dating
How do you usually handle unmet needs?What does fairness look like in a partnership?How do you respond when someone sets a boundary with you?What role does patience play in how you date?How do you show care during conflict, not just after?What does “being present” mean to you?How do you manage expectations you didn’t realize you had?What does trust-building look like over time for you?How do you usually balance giving and receiving?What does emotional follow-through mean to you?How do you handle long stretches of routine or boredom?What does maturity in dating look like to you now?How do you act when you feel uncertain about someone?Who do you think should handle the finances?When is the right time to meet the family? Do you plan on moving soon?Related: 54 Questions To Ask Before Marriage, According to Psychologists
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