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 ...

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 ...

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, ...

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 ...

There’s always more to learn about each other.

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 ...

You like her. You really, really like her. Enough to want to know more than just her go-to coffee order or favorite album. But sometimes, even the best conversations run out of steam, and you find ...

You meet someone new and develop a major crush. Hanging out, flirty texting and FaceTiming with them is sweet and funny and you find them amazingly attractive. Before you turn up the heat, there are ...

Skip over Google for those random questions that pop into your head all day long and see if AI can answer them instead. Here are some tips to get the best results. Amanda Smith is a freelance ...