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 ...

As a person who identifies as socially awkward, here’s one thing I know to be true: talking is hard. Talking can be especially hard when the person you are talking to is one you have a crush on, ...

Would you rather be the guy who brings a guitar to the party or the guy who won’t stop talking about crypto? Would you rather show up to a date overdressed by five levels or clearly in pajamas? Would ...

Easy conversation that flows naturally is always a good sign that things are going well with someone you like, but let’s be real: Conversation isn’t easy for everyone. Some people are shy, and that ...

Stumped by small talk? Here are dozens of interesting questions to ask when you want to unlock deeper conversations, form closer connections and maybe even elicit some shocking confessions. Whether ...

Haupt is a health and wellness editor at TIME. Haupt is a health and wellness editor at TIME. You could spend the hours before a date obsessing over your hair, makeup, or outfit. Or you could channel ...