We’ve all been there, staring down the silence of a conversation with no clear path. This is where a set of random questions to ask comes in handy. Whether you’re among friends, a partner, or complete ...

Life can sometimes feel a little too serious. And people can really double down on their stiffness when asked certain questions that — while interesting — can provoke uncomfortable memories from their ...

Getting to know someone better doesn't have to be filled with a long list of standard, boring questions about their favorite color and their dream job. Fun questions for couples can keep everyone ...

Whether you’re on a first date with a promising Hinge match, meeting a new friend-crush for brunch, or hanging out as usual with your ride or die besties, sometimes we could all use a handy ...

If you had a personal theme song that would play every time you entered a room, what would it be? What food would you most like to be? What animal do you think most closely resembles me?

Real talk: keeping a conversation going with a guy — especially one you, ahem, like — can be tricky sometimes. Fortunately, we have the perfect solution to fill any awkward silence that may befall ...

Let’s be real: There is a never-ending list of funny questions to ask someone. In a world where everyone’s humor is a tad different than the person’s sitting next to them, you never quite know what is ...

Find all of Teen Vogue's questions and games stories here. We’ve all been there, staring down the silence of a conversation with no clear path. This is where a set of random questions to ask comes in ...