Add Yahoo as a preferred source to see more of our stories on Google. 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 ...

Most people can safely say they know their closest friends extremely well, but what about the deep lore that might not have been brought up in casual conversation? You probably know a lot about them, ...

We’ve all been there: You’re talking to someone new, someone special — and the conversation suddenly grinds to an awkward halt. How can you keep them from saying, “Well, it’s been nice chatting with ...

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 ...

Add Yahoo as a preferred source to see more of our stories on Google. shapecharge/ E+ via Getty Images (shapecharge/ E+ via Getty Images) Relationships are complicated, and knowing the right questions ...

Find all of Teen Vogue's questions & games stories here. Getting a conversation going can be tough. But if you’re looking for questions to ask a guy, don’t overthink it. What matters most isn’t gender ...

When the group chat goes dry, go off script with these fun questions. There are approximately 47 billion funny questions to ask in the world—and somehow, it’s still easy to go blank the second a ...