Once you’re over the first glances and casual smiles, it’s time to amp up your flirting game. You can ask the right questions whether you’re texting or chatting in person and keep the conversation going as well as strengthen your connection. I have compiled below 50 flirty and fun questions to ask your crush to get to know them better without making them feel uncomfortable!
The Art of Flirty Questions
Should flirting be light and enjoyable. It’s about making the other person smile, laugh, feel special. I’ve broken these three questions down into three sections, from casual and fun, all the way to more personal and deep. Just as in a conversation, start out with light hearted topics and work your way up to serious discussions if they get warm. However, the main point is to have fun and to be in the moment!
1. Fun and Favorites
Start with questions about random likes and everyday favorites. They’re light, easy, and a great way to break the ice.
Flirty Questions to Start:
If there was one movie you could watch in your entire life, what is that movie for you?
Are you a cat person or a dog person?
And what is your go to comfort food?
What’s your favorite movie saying?
What is your favorite song that always gets you in such a good mood?
Which concert do you want to go to?
What’s your dream travel destination?
The last live event or concert you went to was what?
There’s no question who your favorite singer or band is.
What’s your favorite hobby?
Where’s your favorite spot in the world?
What’s the most hilarious thing you’ve seen or even said lately?
What do you usually do during your egenday weekends?
Has anyone ever discovered any hidden talents?
Can you give me something that made you excited?
2. Getting Personal
As the conversation progresses, the topics starts getting more personal. But these questions are a little deeper but still light and fun.
Personal Questions:
If someone asked what one word would describe you, what word would you use?
What does happiness sound like to you?
Can you list what you’re most excited about in the future?
When has it ever been easier being bad?
What’s one thing on your bucket list?
What would make you nervous?
What was the best compliment you’ve ever gotten?
Now, can you share an embarrassing moment that you actually laugh about?
How would you define love?
What is your idea of a perfect first date?
What do you feel when we’re together?
Why do you find me to be different in your life?
One thing you’ve always wanted to ask me, what is?
Do you remember a song that reminds you of me?
If I texted you in the middle of the night, what would you do?
3. Deep and Meaningful
In moments when it feels right, try to ask deeper questions that will lead to better conversations. They will go great for building that closeness, for being a touch mysterious.
Deep Questions:
What was the last thing that pops into your head as you drift off to sleep?
What is the most important lesson that you have learnt in your life?
When someone you can trust is found, how do you know?
When you are upset what helps you calm down?
What has been the best experience of your life so far?
What’s your biggest fear?
Have you something you’ve never told anyone?
If it was me, how would you want me to show that I like you?
Do you ever think about me?
Have you ever composed a text to me that you didn’t send?
Are you lucky that we met?
Would you like us to be that close?
How do you tell your friends about me?
Would you imagine us spending more time together?
What do you like the best about me?
Flirty questions are the perfect way to spark a conversation, and then grow your initial connection with your crush. When the conversation is playful, interested in their responses and a fun process to be a part of — remember to do all of that. No matter if you’re texting or talking in person, these questions can make even an average talk memorable and meaningful.