120 Questions to Ask Your Crush That Aren’t Lame or Cheesy

Questions are one of the best ways to get to know someone you have a crush on. They can help you learn more about them, start to build a connection, and even determine if they’re actually a good fit.

The problem? Most question lists to ask your crush are fairly cheesy. They look great on paper, but when it comes to actually asking them, it feels awkward.

That’s what we’re here to help with today.

In this guide, we’re going to share a ton of amazing questions to ask your crush for every instance you might need something. And the best part, they’re actually questions you’d be comfortable asking!

Let’s dive in!

• Basic Questions to Get to Know Your Crush
• Questions to Ask Your Crush to Deepen Your Connection
• Questions For Your Crush to Determine Compatibility
• The Best Ways to Approach These Questions

And just in case you want EVEN MORE questions (and a way to track your new relationship), you should definitely check out the free LoveTrack app. It has thousands of questions, a unique date night planner, anniversary and birthday reminders, and so much more. And yes, it’s actually free.

With that said, let’s get into our questions to ask your crush!

Basic Questions to Get to Know Your Crush

The first group of questions we want to share are ideal if you and your crush are just getting to know each other. Maybe you’ve gone on one or two dates or maybe you haven’t even gone out at all! Regardless, these questions are great to start to get to know some of the fun little things about each other that can start to be the cornerstones of connection.

1. What’s your go-to coffee or drink order?
2. Where did you grow up?
3. What’s something you could eat every day and never get tired of?
4. Do you have any siblings?
5. What’s your favorite holiday or time of year?
6. Are you more of a morning person or night owl?
7. Do you prefer beaches or mountains?
8. What kind of music do you listen to most?
9. What’s the last TV show you binge-watched?
10. What’s your favorite movie of all time?
11. Do you like pets? If so, cats, dogs, or something else?
12. What’s your favorite kind of weather?
13. What was your favorite subject in school?
14. Do you like cooking or prefer eating out?
15. What’s a hobby you’ve always wanted to try?
16. What’s your favorite snack when you’re stressed?
17. Do you enjoy traveling or staying close to home?
18. What’s the best concert you’ve ever been to?
19. What’s your dream vacation spot?
20. Are you more into books, movies, or podcasts?
21. What’s one thing you can’t go a day without?
22. What apps do you use most on your phone?
23. What’s your favorite way to relax after a long day?
24. Do you believe in luck?
25. What’s your favorite way to spend a lazy Sunday?
26. Who’s your celebrity crush?
27. What’s your favorite dessert?
28. Do you prefer texting or phone calls?
29. What’s your favorite restaurant or local spot?
30. If you could instantly learn any skill, what would it be?
31. What’s your comfort movie or show?
32. Do you like trying new foods?
33. What’s your favorite type of cuisine?
34. What kind of social media do you use the most?
35. Are you into sports? If so, which ones?
36. What’s your favorite season?
37. Do you prefer city life or small-town vibes?
38. What’s something that always makes you laugh?
39. What’s one of your favorite memories from childhood?
40. Do you have a favorite quote or saying?

And just in case you want to remember the answers, the LoveTrack app we talked about has a feature called “Things to Remember” where you can store the answers to all of these questions and more so you never forget!

Questions to Ask Your Crush to Deepen Your Connection

Now, what if your crush is starting to become more than just a crush? Or what if you’ve learned all the fun little stuff and you’re ready to get a little deeper? We’ve got you covered. These questions go a lot less surface level and dig way more into what makes your crush who they are as a person. Technically, we don’t have these listed under the “determining compatibility” section, but they can double as questions for that as well.

41. What’s something that always puts you in a good mood?
42. When do you feel most confident?
43. What’s something small that makes a big difference in your day?
44. What does a perfect weekend look like for you?
45. Who has been the biggest influence in your life?
46. How do you usually spend your free time?
47. What’s something you’ve learned about yourself recently?
48. What kind of people do you enjoy being around?
49. When’s the last time you felt genuinely happy?
50. What’s something that always inspires you?
51. What do you usually look for in a friendship?
52. What’s a goal you’re currently working toward?
53. How do you usually cheer yourself up when you’re down?
54. What’s something that instantly gives you nostalgia?
55. What does your ideal night in look like?
56. When do you feel most creative?
57. What’s something you’re proud of accomplishing lately?
58. What’s your love language?
59. How do you show appreciation to people you care about?
60. What does a typical day look like for you?
61. What’s something that helps you feel connected to others?
62. Who do you usually turn to for advice?
63. What’s one thing that always motivates you?
64. How do you like to spend your birthdays?
65. When do you feel most relaxed?
66. What’s something that makes you feel understood?
67. What kind of compliments mean the most to you?
68. When do you feel most like yourself?
69. What kind of humor do you like best?
70. What makes you feel cared for?
71. What’s your favorite way to start the day?
72. Do you consider yourself more introverted or extroverted?
73. What’s something that always gets you talking?
74. What kind of gestures do you find thoughtful?
75. When do you usually feel the most confident in yourself?
76. How do you usually handle stress?
77. What kind of energy do you like in your relationships?
78. What’s a lesson life has taught you recently?
79. How do you usually show affection?
80. What does quality time mean to you?

Questions For Your Crush to Determine Compatibility

Lastly, some of you may have a crush on someone and be curious as to whether or not they’re a good match for you. Crushing on someone is often not the same as wanting to date someone. If you’re on the fence there (or you just want to be sure before you commit), these are some great questions to ask your crush.

81. What kind of relationship are you looking for right now?
82. Do you see yourself settling down someday?
83. How do you usually handle conflict in relationships?
84. Are you more spontaneous or a planner?
85. How do you feel about kids in the future?
86. Do you prefer staying in or going out for dates?
87. How important is physical affection to you?
88. What’s your idea of a perfect first date?
89. How do you usually spend your weekends?
90. Are you more of a saver or a spender?
91. What’s your communication style like?
92. Do you consider yourself more independent or team-oriented?
93. How do you usually celebrate milestones or anniversaries?
94. What are your thoughts on long-distance relationships?
95. Do you prefer being around big groups or one-on-one time?
96. How do you show love or care for someone?
97. What’s a dealbreaker for you in a relationship?
98. Do you believe opposites attract or that similarities matter more?
99. How do you usually balance work and personal life?
100. Are you open to trying new experiences as a couple?
101. How do you feel about public displays of affection?
102. What kind of future goals are most important to you?
103. Do you believe in soulmates or that relationships are built over time?
104. How do you usually handle disagreements?
105. What kind of boundaries are important to you?
106. How do you usually spend holidays?
107. Do you think relationships should move fast or take time?
108. What does commitment mean to you?
109. Are you open to traveling or moving for someone special?
110. Do you believe it’s better to talk things out or cool off first?
111. What kind of daily habits matter most to you in a relationship?
112. How important is family approval to you?
113. How do you usually express gratitude toward a partner?
114. Do you prefer planning dates or being surprised?
115. How do you feel about sharing finances someday?
116. What kind of couple activities do you enjoy most?
117. How important is faith or spirituality in your relationships?
118. What’s something that’s non-negotiable for you in dating?
119. How do you want your partner to make you feel?
120. What kind of lifestyle do you picture for your future?

The Best Ways to Approach These Questions

Now that you have an impressive collection of questions to ask your crush, we want to make sure we give you the background needed to get the most out of them.

Don’t ask them all at once like a job interview.

You can certainly ask a bunch of these questions, but take your time and don’t rush through them. It’s not about completing the list; it’s about connecting and learning.

Make sure you’re both answering them.

These questions aren’t just designed for you to learn about your crush, but for them to learn about you too! Take turns answering the questions, and also take turns with who answers first.

Be honest.

It can be tempting to alter your answer to be a little more fitting to what you think your crush would like, especially after they might answer something you weren’t expecting. Avoid the temptation. Answer honestly, even if you don’t think they’ll like the answer. The goal is to get to know the actual you (and the actual them), not to give the right answers while building a false connection.

Choose the right setting.

The basic questions you can probably ask anywhere because they’re not really sensitive in any capacity. The other questions, though, may spark deeper and potentially more sensitive conversations. Because of this, make sure you’re somewhere that facilitates these types of conversations.

If you’re not, they might be hesitant to give a complete answer, which is never ideal.