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Jasper is our expert conversationalist and wordsmith. He loves coming up with questions, jokes, and topics designed to create natural conversation. His work has been featured on Marriage.com, iHeart Media, Elite Dai ...
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by Jasper | July 25th, 2021
via: Pexels / Thirdman
People like a dash of the unexpected, and knowing some random questions to ask a guy will have you building rapport with other men wherever you go.
When it comes to your likeability, a little randomness can go a long way.
Knowing a handful of the right questions to ask can improve your relationships with coworkers, help you make friends out of acquaintances, and give you something to talk about when meeting friends of friends. Use this list of questions to ask a guy the next time you need to make a good first impression or hope to get closer to someone you already know.
With a few great random questions to ask in your back pocket you can walk into any situation with confidence.
via: Pixabay / sasint
Talking to guys you don't know can be nerve-wracking. You want to be yourself, but you also want to come across as likeable and interesting.
Scroll through this list to find a few questions that suit your personality and rest assured that you'll be conversing naturally in no time.
Here are the 6 best random questions to ask a guy:
Find out what your dude is interested in and passionate about.
via: Pexels / Kaboompics .com
What is Tyler Durden doing in ancient Greece?
Big boys need big toys when they play outside.
Then ask how else he would reinvent himself given the chance.
via: Pexels / Adil Alimbetov
This will tell you if he's got a rebellious streak.
A tombstone summarizes a person's life. How would he sum his up?
via: Unsplash / Le Creuset
Good conversations have to be able to flow naturally, which is why these conversation starters give you a place to start and possibilities for what to talk about next.
Choose from any one of these conversation topics and forget about running out of things to talk about.
Here are 6 random conversation starters to ask a guy:
What would we need to support ourselves on another planet?
via: Unsplash / Hamish Dowson
Bringing up current can be risky but its a great conversation starter.
How he occupies his mind is a sign of the kind of person he is.
Don't forget to consider cost, speed, and convenience.
via: Pexels / vjapratama
Getting a guy to tell a story is a great way to show interest.
I believe the correct answer is "another round of drinks."
via: Pexels / Tima Miroshnichenko
Making friends is important for your health and your happiness, but it gets harder to do the older we get. Make the process a little easier with these questions to ask a guy to get to know him.
Of all the questions to ask a guy, get to know you questions are the best at helping you make real, lasting friendships.
Here are 6 awesome random questions to get to know him:
The best villains are ones we can almost identify with. Who does he identify with?
via: Pexels / lalesh aldarwish
This question starts great conversations that can be very revealing.
Find out what's challenging for him. It will tell you a lot.
Who's the person with the fewest responsibilities?
via: Pexels / Yama Saighani
A dude's attitude towards kids is very telling.
Friends are people who are the same kind of weird.
via: Pexels / RODNAE Productions
Do you ever get tired of talking about the weather or the last night's game? Do you want to really get to know the guys you spend time around?
These personal questions to ask a guy will help you turn acquaintances to friends and help you discover what makes your friends tick.
Here are 5 powerful random, personal questions to ask a guy:
A man's moral code guides his every decision. This will help you really understand your bro.
via: Unsplash / Ben White
Every guy has found himself daydreaming about a teacher or a buddy's mom.
Be sure to ask why he looks up to them.
It's the wild things that make life exciting.
via: Unsplash / Carl Cerstrand
And would it be to experience it again or to do it differently?
via: Pexels / cottonbro
Hopefully all of these random questions to ask have you feeling more confident in your interactions with the fellas. You might even be thinking about gaining the same confidence when approaching girls.
Look no further than these random questions to ask a girl. These questions are so flexible that you can be sure that no matter who you're talking to, you're on your way to a great conversation.
Here are 5 random questions to ask a guy that you can also ask girls:
There's nothing like the satisfaction of perfectly singing along to a song.
Creep identification is a very important skill.
via: Pexels / Janko Ferlic
Our exes have seen the best and worst of us. How they think of us after it's all over is very telling.
Society is so hooked on tech, who knows what would happen without it.
The world would be a better place if we all spent more time doing the things that makes us feel whole.
via: Unsplash / Tom Parsons
via: Pexels / Keegan Checks
It feels good to laugh. Not only does it feel good, turns out its really good for you.
Maybe that's why we like funny people. With a handful of these funny questions to ask, you'll be making the guys healthier at the same time you're making healthier friendships.
Here are 5 random and funny questions to ask a guy:
It turns out adult piñatas are a real thing.
Dankest memes? Worst Clickbait? Grumpiest Cat?
How can something called Cocoa Butter not be a delicious spread?
via: Unsplash / Jay Wennington
Edward Scissorhands made a questionable choice.
Give the other person a chance to make you laugh, it'll go a long way.
via: Pexels / Ivan Samkov
Interesting questions challenge our minds and make us smarter, more engaging people. Keep your buddies' minds sharp with these interesting questions to ask a guy.
Here are 5 random, interesting questions to ask a guy:
Dating has changed so much in the last 100 years. Where does he see it going next?
via: Unsplash / Louis Hansel @shotsoflouis
We pick up a lot of things from our parents, some intended and some not.
A solo adventure is a growing experience like no other.
It's important to understand how the people we're close to show their affection.
via: Unsplash / Clem Onojeghuo
What motivates this guy to start each day?
via: Pexels / Tima Miroshnichenko
The best nights always seem to revolve around good friends tackling deep conversation topics. Don't wait for memorable nights come around, go out and make them with some deep questions to ask.
Here are 5 random but deep questions to ask a guy:
What image of himself does he present to the world?
Like most things in life, being content with age is challenging.
via: Unsplash / Cathal Mac an Bheatha
We learn from our mistakes. What is one mistake he thinks isn't worth the lesson?
Some prefer variety, others prefer routine. How does he feel?
Finding a way to be happy no matter your circumstance is the real challenge.
via: Unsplash / freestocks.org
Here is a downloadable and printable list of random questions to ask a guy (right click the image and select Save Image As...):
via: Mantelligence
via: Unsplash / Austin Distel
Alright, you've got all these great random questions ready to go, the only thing left to do is ask them. To get the most out of your conversations, check out these two tips below.
Here's how to ask a guy random questions:
via: Unsplash / fotografierende
Think of these random questions as a means to an end, that end being an enjoyable chat with a friend. Choose the questions that will help you have the kinds of conversation you want to have.
via: Unsplash / Jonas Weckschmied
Randomness is fun, but too much randomness is hard for people to keep up with - like a toddler sprinting from room to room. Find the balance and your conversations will be much more meaningful.
If these random questions have piqued your interest, check out the links below for more questions chosen to help you make good impressions and lasting memories.
Random questions can be like a shot of adrenaline when a conversation starts to flatline. If you know the right questions to ask you can start deep conversations with old friends or get to know guys you've just met.
These random questions to ask a guy can serve any purpose you need them to, so go forth and have great conversations!
One of the greatest discoveries a man makes, one of his great surprises, is to find he can do what he was afraid he couldn’t do.
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