400+ Fun This-Or-That Questions for Couples, Friends & Parties

Spark entertaining and meaningful conversations with 400+ engaging this-or-that questions for couples, friends, and families.

Written by Medha Deb, Integrated MA
Last Updated on

 

This-or-that questions are simple yet effective prompts designed to ignite conversations, encourage laughter, and uncover preferences. Whether you’re looking to deepen your bond with a partner, break the ice with new friends, or entertain guests at a party, these questions will keep everyone engaged. Explore a complete list divided into unique categories to suit any mood or occasion.

What Are This-Or-That Questions?

This-or-that questions present two choices and invite the respondent to pick one. They’re ideal as conversation starters, icebreakers, or as part of interactive games. The simplicity makes them accessible for all ages and social settings, creating a pathway to genuine conversation and self-discovery.

  • Encourage quick decision-making and playful debate.
  • Reveal hidden aspects of personality and preferences.
  • Increase rapport and intimacy in relationships.
  • Flexible—can be funny, random, deep, or themed for any group.

Getting Started: How to Use This-Or-That Questions

Using this-or-that questions is effortless. You can:

  • Pose them as part of a game at gatherings.
  • Break the ice on dates or with new friends.
  • Use them to learn more about your partner or family members.
  • Include them in virtual chats or video calls for connection.

To keep conversations light and comfortable, skip any questions that might make others uneasy. This ensures a fun, judgment-free atmosphere.

Funny This-Or-That Questions

Add humor to your day and see which choices spark the most laughter with these questions:

  • Would you rather have spaghetti for hair or marshmallows for hands?
  • Dance like a robot or sing like a goat?
  • Never brush your teeth again or never shower again?
  • Eat pizza with pineapple or ice cream with pickles?
  • Wear shoes on your hands or gloves on your feet?

Random This-Or-That Questions

Keep conversations unpredictable with random questions covering daily choices and quirky options:

  • Tea or coffee?
  • Texting or phone calls?
  • Early bird or night owl?
  • Rainy day indoors or sunny day outdoors?
  • Music or silence?

This-Or-That Questions for Couples

Deepen your relationship and discover new things about each other using questions tailored for couples:

  • Cuddling or holding hands?
  • Long walk or movie night?
  • Romantic dinner in or adventurous date out?
  • Sweet texts or surprise gifts?
  • Spontaneity or planning?

Deep This-Or-That Questions

Encourage self-reflection and thoughtful conversation with these deeper prompts:

  • Forgive easily or hold grudges?
  • Change the past or see the future?
  • Love or money?
  • Safety or adventure?
  • Speak your mind or keep peace?

This-Or-That Questions for Friends

Fuel fun hangouts and get to know your friends better:

  • Travel together or stay in?
  • Board games or video games?
  • Group chats or one-on-one talks?
  • Matching outfits or totally different styles?
  • Road trip or flying vacation?

This-Or-That Questions for Family

Bring family members closer and spark laughter-filled moments:

  • Homemade meals or takeout?
  • Movies or music night?
  • Puzzles or outdoor games?
  • Sibling rivalry or team spirit?
  • Camping or beach trip?

This-Or-That Questions for Kids

Engage children with lighthearted choices that encourage imagination and fun:

  • Dinosaurs or unicorns?
  • Super hero or princess?
  • Pirate ship or spaceship?
  • Icy cold or blazing hot?
  • Chocolate or vanilla ice cream?

This-Or-That Questions for Teenagers

Connect with teens by exploring preferences related to pop culture, trends, and school life:

  • Streaming movies or binge-watching TV series?
  • Group text or social media DMs?
  • Sports practice or art club?
  • Concert or music festival?
  • Face-to-face talk or video call?

This-Or-That Questions for Parties

Perfect for party games and social gatherings:

  • Dancing or karaoke?
  • Costume party or formal dinner?
  • Loud music or chill playlist?
  • Home party or night out?
  • Charades or guessing game?

Unique & Quirky This-Or-That Questions

For those who like something out of the ordinary:

  • Live underwater or on Mars?
  • Speak to animals or speak all languages?
  • Teleportation or time travel?
  • Eat only one cuisine forever or never repeat a meal?
  • Always hot or always cold?

This-Or-That Questions for Getting to Know Someone

Great for first meetings, dates, or team-building:

  • Books or movies?
  • Introvert or extrovert?
  • City life or countryside?
  • Pasta or pizza?
  • Travel by car or travel by train?

Table: Popular This-Or-That Questions and Contexts

QuestionBest ForWhy?
Cats or Dogs?Keeps it light and relatableUniversal topic, easy opener
Mountains or Beach?Travel loversReveals adventure vs relaxation preferences
Sweet or Savory?FoodiesDives into taste choices
Text or Call?Tech-savvy, introverts/extrovertsShows communication styles
Concerts or Movies?Teens & Young AdultsExplores music vs visual entertainment

Benefits of This-Or-That Questions

  • Deepen relationships: Help couples and friends learn more about each other.
  • Improved communication: Foster open discussion and understanding.
  • Discover shared interests: Reveal common ground and spark new activities.
  • Explore values: Uncover what matters most in fun and indirect ways.
  • Build trust: Encourage honesty in a safe, playful format.

Tips for Playing This-Or-That Games

  • Let everyone take turns asking and answering.
  • Don’t judge or debate someone’s choice—respect their preference.
  • Skip over any questions that feel uncomfortable.
  • Use as conversation starters, not interrogations.
  • Try themed rounds for groups (pop culture, travel, food, etc).

Frequently Asked Questions (FAQs)

Why do couples find exploring each other’s preferences interesting through such questions?

Learning more about a partner’s likes, dislikes, and thought processes can deepen understanding and enhance intimacy, leading to richer communication and a closer relationship.

Can This-Or-That Questions reveal hidden aspects of a partner’s personality?

Yes, these questions gently encourage self-disclosure and often surface perspectives or priorities that might not emerge in routine conversation.

How can This-Or-That Questions deepen a couple’s understanding of each other?

This-or-that prompts allow couples to explore interests, values, and personal quirks in a lighthearted manner, helping to build trust and communication skills without judgment.

What if a particular question makes someone uncomfortable?

It’s important to maintain a playful, non-pressuring atmosphere. If someone feels uneasy, simply skip to another question and keep the focus on enjoyment and connection.

Are these questions suitable for all relationships and ages?

Most this-or-that questions are adaptable across friendships, couples, families, and even for children and teens. Consider the tone and context—some prompts may be best saved for adults, while others suit younger participants.

Conclusion

This-or-that questions are an invaluable resource for forging meaningful connections, sparking laughter, and keeping relationships vibrant. Whether you’re a couple seeking deeper understanding, a family aiming for quality time, or friends looking for entertainment, these questions deliver a mix of fun, reflection, and discovery.

Medha Deb
Medha DebCommerce Editor
Medha Deb is a commerce editor with a master's degree in applied linguistics from the University of Hyderabad, which has allowed her to develop a deep understanding of language and its application in various contexts. She specializes in the areas of beauty, health, and wellness and is committed to ensuring that the content on the website is of the highest quality.

Read full bio of Medha Deb
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