Engaging teenagers in conversation can sometimes be challenging, but “This or That” questions are a fun, low-pressure way to spark their interest. These questions are quick to answer, allowing teens to express their preferences, personality, and quirks without feeling like they’re on the spot. Whether it’s for a teen game night, a family road trip, or just breaking the ice, these 100 unique This or That questions are perfect for connecting with teens while having a good laugh.

Why “This or That” Questions Are Perfect for Teens

1. Fun and Light-Hearted: Teens love things that feel casual and easy. These questions make conversations entertaining without feeling overwhelming.
2. Promote Self-Expression: They give teens a chance to share their likes and dislikes, encouraging individuality and self-awareness.
3. Ideal for Groups or One-on-One: Whether you’re chatting with a single teen or hosting a group, these questions fit any scenario.
4. Great for Icebreakers: Perfect for starting conversations or filling in awkward silences.

Tips for Using “This or That” Questions

• Keep It Casual: There’s no right or wrong answer—encourage them to go with their gut reaction.
• Add Some Humor: If the group seems hesitant, throw in some funny commentary to break the ice.
• Customize It: Tailor the questions to fit the group’s interests (sports, pop culture, food, etc.).

100 “This or That” Questions for Teens

Pop Culture and Entertainment

1. TikTok or YouTube?
2. Streaming movies or going to the theater?
3. Marvel or DC?
4. Binge-watching a series or watching one episode at a time?
5. Spotify or Apple Music?
6. Action movies or rom-coms?
7. Superheroes or villains?
8. Harry Potter or Percy Jackson?
9. Concerts or music festivals?
10. Reading a book or watching the movie adaptation?

Food Favorites

11. Pizza or burgers?
12. Sweet snacks or salty snacks?
13. Ice cream cone or milkshake?
14. French fries or onion rings?
15. Pancakes or waffles?
16. Sushi or tacos?
17. Chocolate or vanilla?
18. Starbucks or Dunkin’?
19. Chips or popcorn?
20. Home-cooked meals or takeout?

Fashion and Style

21. Hoodies or flannels?
22. Sneakers or sandals?
23. Graphic tees or plain tees?
24. Sunglasses or hats?
25. Dressing up or dressing down?
26. Backpacks or messenger bags?
27. Skinny jeans or sweatpants?
28. Casual wear or sporty wear?
29. Earrings or bracelets?
30. Online shopping or in-store shopping?

School Life

31. Math class or science class?
32. Group projects or solo assignments?
33. Reading novels or writing essays?
34. Gym class or art class?
35. Lunch break or recess?
36. Listening to music while studying or studying in silence?
37. School dances or pep rallies?
38. Studying late at night or early in the morning?
39. Being a teacher’s pet or a class clown?
40. Short school days or longer breaks?

Social Life

41. Hanging out with a big group or a small group?
42. FaceTime or texting?
43. Sleepovers or day trips?
44. Meeting new people or sticking with close friends?
45. Posting on Instagram or Snapchat?
46. Being the leader or the follower in a group?
47. Planning the party or attending the party?
48. Movie night or game night with friends?
49. Hanging out at home or going out?
50. Late-night calls or early morning meetups?

Adventure and Travel

51. Road trips or plane rides?
52. Beach vacation or mountain getaway?
53. Theme parks or water parks?
54. Camping in a tent or staying in a cabin?
55. Exploring a city or relaxing at a resort?
56. Hiking trails or bike rides?
57. Traveling abroad or staying local?
58. Watching sunsets or sunrises?
59. Skiing or snowboarding?
60. Exploring museums or shopping malls?

Tech and Gaming

61. Console gaming or PC gaming?
62. Social media or video games?
63. iPhone or Android?
64. Laptops or tablets?
65. Gaming online or gaming offline?
66. Playing multiplayer games or single-player campaigns?
67. TikTok dances or gaming live streams?
68. Using emojis or GIFs?
69. VR gaming or traditional gaming?
70. Taking selfies or filming videos?

Life Goals and Preferences

71. Following your passion or following the money?
72. Living in the city or the countryside?
73. Owning a pet or living pet-free?
74. Being famous or being rich?
75. Long-term planning or living in the moment?
76. Morning person or night owl?
77. Quiet time alone or socializing all day?
78. Big dreams or small, achievable goals?
79. Going with the flow or sticking to a routine?
80. Risk-taking or playing it safe?

Hobbies and Interests

81. Painting or drawing?
82. Singing or dancing?
83. Journaling or blogging?
84. Reading fiction or nonfiction?
85. Playing sports or watching sports?
86. Photography or videography?
87. Baking or cooking?
88. Learning a new language or learning a new instrument?
89. Knitting or sewing?
90. Gardening or decorating?

Personality and Preferences

91. Introvert or extrovert?
92. Optimist or realist?
93. Dreamer or doer?
94. Being spontaneous or sticking to plans?
95. Telling jokes or laughing at jokes?
96. Leading the conversation or listening quietly?
97. Staying home or going out?
98. Trying new things or sticking with the familiar?
99. Speaking your mind or keeping things to yourself?
100. Chasing excitement or seeking comfort?

Recommendations for a Fun “This or That” Night

Journals for Teens:

• Do It For Yourself: A Motivational Journal by Kara Cutruzzula
• The Ultimate “Would You Rather?” Book for Teens by Hayden Fox

Games for Game Night:

• Kids Against Maturity Card Game
• TableTopics: Teen Edition

Decor and Snacks for Game Night:

• Fun LED string lights to set the vibe.
• A popcorn maker for endless snacks.

Final Thoughts

This or That questions are more than just a fun activity—they’re a way to deepen your connection with teens, encourage them to express themselves, and create meaningful memories. Whether it’s a lighthearted moment at dinner or a lively game night with friends, these 100 questions will keep the conversation going and the laughter flowing.

Which of these questions are you excited to try? Share your favorite moments in the comments below.