30 Questions You Can Ask A Guy To Keep The Convo Going!

By- Shreya Sharma

Chatting with someone on texts is way different from talking with them in person. It is hard to keep the conversation going because after a while you feel blank. You want to talk with that person, but you do not know what to talk about and keep the conversation going which usually puts an end to the conversation. You know you cannot start with your long stories over text because no one is interested in reading those page-long texts. You need to keep it simple to keep the conversation going. Here are 30 questions you can ask a guy to keep the convo going.

  1. Where were you born?

This way you can get to know about his roots.


  1. Do you have siblings?

You will get to know about his equation with his brother and sister.

  1. What is your favorite movie?

This can never go wrong and you will know a lot about what kind of person he is.

  1. What is your favorite food?

If you both are the foodie, it will be easy to gel around.

  1. Ask about any random sports event

Guys usually love sports, so it is easy to ask him. And if he does not, then you can say what are you interested in?


  1. What do you do for the living?

This conversation will go long way.

  1. Are you a night person or day person?

You will know if you both match up.

  1. What superpower will you like to have?

Most people want to answer this question.

  1. Are you allergic to something?

Ask this on your date, and you can start the conversation easily then.

  1. Do you like reading?

And then you can talk about the books, authors, genre etc.


  1. Have you ever had any celeb crush?

Again you can talk about it in lengths

  1. Ask about cars.

Most guys love to talk about cars

  1. Do you like video games?

You will probably get a yes. And then you can ask other questions.

  1. What is your favorite gadget?

Guys are into gadget so you can have some informative conversation.

  1. Do you like pets?

Ask him about his pets if he says yes.


  1. What song do you play the most?

You will get to know about his musical taste.

  1. What is the funniest and weird text you have ever got?

You can have a great laugh together.

  1. What is the most interesting thing near you?

You can ask for the pic as well.

  1. What app do you use the most?

You can know about the apps he prefers the most.

  1. What is the best photo you have ever taken?

Give him the time to show off, you can even ask for the picture and appreciate the picture.


  1. Have you ever texted someone accidentally?

If he is willing to share, you will get a little close.

  1. What is the thing that you want to buy right now?

You can talk about something he is really into.

  1. What is the funniest picture you have on your phone?

You can laugh together.

  1. What is the funniest and weird pickup line you have ever used?

You will get to know about funny pickup lines and you can even share your stories.

  1. What is your dream that you desperately wish to live?

Everyone fantasize about certain things and you can get to know about his wish.


  1. What is the thing you are passionate about?

This is a great way to see what they are really into.

  1. What do you hate/love the most about your phone?

There can be many things.

  1. What is the most ridiculous thing you have seen online?

He can easily send you link to those silly things and you can have common things to talk about.

  1. What is the best-hidden gem you have found?

Let him show off the cool things he has found.

  1. What song do you think suits you the best?

He can share the song with you and you will get to know how he perceives himself.


Source – Giphy, Tumblr

Related Stories