Do you want to strike a conversation with your crush, but you just can’t muster the courage to do so? Are you often at lost for words whenever the opportunity to converse with the object of your affection arises? Clearly, all you need is little preparation!
The best way to start chatting with your crush is by asking questions! Everyone is different and everyone likes talking about different things. So, pick and choose which questions you think you and your crush will like. A great plan of action is to find out what your crush is interested in and talk about that.

Luckily for you, this collection of conversation starters for crushes is entirely made of befitting questions. Just remember these questions are just conversation starters so you’ll need to carry on the conversation with lots of follow up questions.
- What’s your favorite hobby?
Everyone has a hobby. Your crush has one too. It’s the easiest question to ask and can lead to more detailed conversations about the interests of your crush. Educative and entertaining. Use in person or when texting your crush.
- What’s your favorite thing about yourself?
Knowing what your crush deems as their best feature or attribute will allow you to give them targeted compliments when they’re feeling down.
- What are your childhood dreams that you never think of anymore?
This is not a question many people ask your crush, in person or over text. You will stand to be that one special person who opened a conversation with this special question that made them think and remember the past in such detail. Your crush will likely fall for you for being so different in your thoughts.
- What’s your biggest turn-off?
Their answer to this question is something that you’ll want to avoid if you’re looking to date further down the line. If you can find out what turns them off early enough, you can stay perfect in their eyes.
- What’s something I wouldn’t guess about you?
This is a great ice-breaker because it’s a little mischievous and flirtatious. It’s a sign you’d like to know your crush beyond surface level, while still giving them the freedom to reveal what they want to share—and don’t.
- What did you think of me the first time we met?
First impressions are important, and this is your opportunity to see how you come across to others at first glance. As long as you’re cool with the potential for a snarky response, this text conversation starter is always good for a laugh.
- What are 5 things you want to accomplish before you die?
You’ll get major insight on their goals and priorities in life. You can gauge whether they’re philanthropic, an outdoor buff with a killer bucket list, and everything in between.
- If you could time-travel, would you go to the past or future?
Another of those questions that make them think and make you see a side to your crush’s personality that doesn’t show from weather discussions. Based on what your crush answers and how they explain it, you’ll get to explore their minds. It’s also a great abstract conversation that continues for hours.
- If you could go anywhere in the world, where would you go?
Many people wish to see the world and discussing that number one destination will expose the foods, cultures, and continents that they love. If you’re looking to travel together someday, this could set things in motion.
- What kind of shows do you like?
TV shows and popular culture make ideal conversation starters. If you watch the same shows, you can have weekly catchup sessions on new episodes as they air.
- How do you like to spend your mornings?
It might seem super particular, but morning routines can be hugely revealing. Do they wake up, get ready, and rush to work with minutes to spare? Do they wake up, lounge around, read a newspaper, then get ready for work? Or do they meditate, go for a six-mile run, shower, and make a gourmet breakfast before heading out the door? These scenarios are snapshots of three incredibly different people and personality types.
- How do you like to spend your nights?
Like the previous question, this one clues you in on how they spend most of their time and whether you’ll enjoy the same activities. You may love going out to bars and clubs for karaoke on a Saturday night while your crush would rather binge-watch the latest Netflix series. You’ll see early on whether you’ll clash.
- What would you do if you won the lottery?
We all dream of winning the lottery, and this question will reveal everything you need to know about your crush’s main concerns and material desires. Family-focused individuals may choose to use their winnings to secure retirement for their folks, whereas others will blow it on luxury goods or vacations.
- What are you most afraid of?
This question can go the trivial or serious route. Try both. See what childhood fear they still have: Maybe they’re terrified of spiders, darkness, and basements. And ask what they’re most afraid of in life: Are they afraid of failing in their job, never getting the opportunity to travel, mending a particular relationship? You’ll see a vulnerable side of them without being too forward.
- What would you do to improve yourself?
Your crush likely has insecurities, and this question is a sneaky way to weed them out. Once you know what they would like to improve, you can help them on their way to becoming their best self. Their response will also show you whether they can be reflective, or whether they are blind to their flaws.
- Have you ever been in love?
Talking about love is a deep conversation that will help you understand what your crush is like in a relationship, how comfortable they are talking about their emotions, and why they broke up with their significant other.
- Do you believe in soulmates?
Those who believe in soulmates are usually romantic or spiritual people, so this question can show you a lot about their thoughts on fate and destiny. Asking this question may confirm whether your crush is a hopeless romantic or has a more tentative approach to relationships and dating.