Ice breaker questions can help ease a new relationship’s first date jitters by providing a comfortable space for conversation. However, it’s important to ask ice breaker questions that are reflective of the relationship’s unique dynamics and provide opportunity for healthy communication, says matchmaker and dating expert Susan Trombetti.

For example, a question like, “What was the most fun you’ve ever had?” provides an excellent opportunity for your date to share some of their quirkier side with you and can be followed up with deeper questions about their interests and passions, such as, “What kind of books do you enjoy reading?” or, “How would you describe your style?”

Other fun ice breaker questions include, “Have you ever been called ugly? If so, how did it make you feel?” This kooky question could give you an idea of whether or not your date has a sense of humor similar to yours. It also gives you a glimpse into her sense of identity and self-worth.

Another great ice breaker question is, “What is something that drives you crazy?” This will give your date the chance to vent about their biggest pet peeves and help them see that you have common ground with them. It will also give you a sense of their emotional maturity, since people are often able to laugh at their own flaws.

A surprisingly effective ice breaker question is, “What’s the best advice that someone has given you?” This can be both a serious and heartwarming topic to discuss. For instance, your date may share how a family member or friend helped them get through a rough patch. Alternatively, your date may talk about a piece of wisdom they learned from an inspiring movie or book. ice breaker questions for dating