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 ...

So, to add that extra level of conversation to your love life, here are 40 unhinged questions to ask your partner when they ...

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 ...

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 ...

First dates can feel a little awkward. Will you have anything to talk about? How do you get to know someone new without sounding like you're grilling them? Relax! Help is here, and we have some great ...

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 ...

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 ...

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.