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 ...

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 ...

Humor is one of the strongest pillars of any personal or professional relationship. With a good sense of humor, you can have more fun when socializing and connecting to people on a deeper level. Hence ...

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 ...

Whether you're on a first date or at a networking event, it can be intimidating to strike up a conversation with someone new. No matter how nervous you may be to initiate a conversation with someone ...

A special quiz to see how familiar you are with what we do here at The Conversation. After 46 years, a family thought they had closure in the disappearance of their 6-year-old. Now, they’ll face ...

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 ...

Fritz Holznagel is a professional writer in Somerville, Mass. and fun fact fanatic. He is the 1995 winner of the Jeopardy! Tournament of Champions and co-founder of the biographical database Who2.