20 Questions

Funny Questions to Ask Pledges

Light-hearted and humorous questions to ask fraternity or sorority pledges that are fun, engaging, and help break the ice while building camaraderie.

1

If you could be any kitchen appliance, which one would you be and why?

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Why this works

Silly question that gets creative thinking flowing while being completely harmless and fun to answer.

2

What's the weirdest food combination you actually enjoy?

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Why this works

Personal question that reveals quirky preferences while being light and entertaining for everyone to hear.

3

If you had to choose between having no thumbs or no pinky toes, which would you pick?

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Why this works

Absurd hypothetical that forces creative thinking and usually leads to funny justifications and debates.

4

What's the most embarrassing thing that's ever happened to you in public?

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Why this works

Sharing embarrassing moments builds connection and trust while being entertaining for the group.

5

If you could have a conversation with any inanimate object, what would you talk about?

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Why this works

Creative question that gets people thinking outside the box while being completely silly and fun.

6

What's the strangest dream you've ever had that you can remember?

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Why this works

Dreams are often bizarre and funny to share, and this question usually leads to entertaining stories.

7

If you could only eat one condiment for the rest of your life, what would it be?

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Why this works

Simple question that reveals personality preferences while being light and easy to answer.

8

What's the most useless talent you have?

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Why this works

Fun way to share quirky skills or abilities that people might not know about, often leading to demonstrations.

9

If you had to describe yourself using only movie titles, what would you be?

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Why this works

Creative question that gets people thinking about movies while revealing how they see themselves.

10

What's the weirdest thing you've ever Googled?

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Why this works

Reveals quirky interests and often leads to funny stories about random internet searches.

11

If you could have any animal as a roommate, which would you choose and why?

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Why this works

Fun hypothetical that gets people thinking about animal characteristics and their own living preferences.

12

What's the most random fact you know that serves no purpose?

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Why this works

Shows off useless knowledge while being entertaining and often leading to interesting trivia discussions.

13

If you could only communicate using emojis for a day, which three would you use most?

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Why this works

Modern question that's relatable and fun while revealing communication style and personality.

14

What's the strangest thing you've ever seen someone do in public?

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Why this works

Story-sharing question that usually leads to entertaining anecdotes and group bonding.

15

If you could have any superpower, but it only worked on Tuesdays, what would it be?

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Why this works

Creative twist on the classic superpower question that forces people to think about practical applications.

16

What's the most ridiculous thing you've ever convinced someone to believe?

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Why this works

Fun question that reveals creativity and storytelling ability while sharing entertaining pranks or jokes.

17

If you had to choose between being able to fly or being invisible, which would you pick and why?

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Why this works

Classic hypothetical that gets people thinking about their priorities and often leads to funny justifications.

18

What's the weirdest thing you've ever eaten on a dare?

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Why this works

Story-sharing question that reveals adventurousness and often leads to entertaining group stories.

19

If you could have a conversation with your pet, what would you ask them?

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Why this works

Cute question that reveals personality and often leads to funny stories about pets and their quirks.

20

What's the most random thing you've ever bought online?

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Why this works

Reveals quirky interests and often leads to funny stories about impulse purchases and weird finds.

Fun and Engaging Pledge Questions

Expert tips and techniques for getting the most out of these questions.

Best Practices

Keep It Light and Fun

Focus on questions that are entertaining and easy to answer. Avoid anything that could be embarrassing, offensive, or make people uncomfortable. The goal is to build camaraderie and break the ice.

Encourage Participation

Make sure everyone feels included and comfortable participating. Avoid questions that might make people feel excluded or uncomfortable about their background or experiences.

Build on Responses

Ask follow-up questions and encourage group discussion. This helps build connections and makes the activity more engaging for everyone involved.

Example Scenarios

Ice Breaker Questions

Ask: 'If you could be any kitchen appliance, which one would you be and why?' This gets creative thinking flowing while being completely harmless and fun.

Story Sharing

Ask: 'What's the most embarrassing thing that's ever happened to you in public?' This builds connection through shared experiences while being entertaining.

Creative Thinking

Ask: 'If you could have a conversation with any inanimate object, what would you talk about?' This gets people thinking outside the box while being silly and fun.

Common Pitfalls

Avoid Embarrassing Topics

Don't ask questions that could make people feel uncomfortable or embarrassed about their background, appearance, or personal experiences.

Don't Force Participation

Make sure people feel comfortable passing on questions they don't want to answer. The goal is fun, not pressure.

Keep It Appropriate

Avoid questions that are inappropriate, offensive, or could make people feel excluded based on their background or beliefs.

Question Templates

Hypothetical: 'If you could be any [object], which would you be?'
Personal: 'What's the weirdest [thing] you've ever [done]?'
Creative: 'If you could [do something impossible], what would you do?'
Story: 'What's the most [adjective] thing that's ever happened to you?'
Preference: 'If you had to choose between [option A] or [option B], which would you pick?'

Additional Resources

Prepare a variety of question types to keep things interesting
Have backup questions ready in case some don't work well
Encourage group discussion and follow-up questions
Make sure everyone feels included and comfortable
Keep the atmosphere light and fun

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