The Best Dating Sites of 2021

15 Questions to Break the Ice on Your First Date

By Top10BestDatingSites Staff

As you prepare for your first face-to-face meeting with the cute guy or gal you met online, you may be worried about keeping the conversation alive during your date, especially if you have already been through a lot of the basic and general questions in your online chats. You can always find handy tips and questions for your online dating on’s blog, but once awkward silences are a possibility, you may need more conversation starters in your arsenal.

The following dating icebreaker questions can help keep your first-date jitters at bay. You’ll have a few good questions up your sleeve just in case the conversation comes to a screeching halt!

Easy Dating Conversation Starters

When trying to break the awkward silence on a first date, ask questions that require more than a yes-or-no answer. For instance, instead of asking, “Do you like Chinese food?" ask something like, “What is your favorite kind of Chinese food?" or, “Where is the best place to get Chinese food in town?" Questions like these require some thought and can help get you both talking.

  • What are your biggest turn-offs about the opposite (or same) sex?

  • What is your dream travel destination and why?

  • What do you dread the most about meeting someone for the first time?

  • What should I know about you that I wouldn’t think to ask?

  • What are three things on your bucket list?

Try to keep the questions lighthearted and non-threatening. When you ask a question, stay mindful and actually listen to the answer. It can be a real turn-off if your date senses that your mind is wandering or you’re not truly paying attention.

Man successful at dating conversation starters

Funny Questions to Break the Ice on a First Date

If you know your date has a good sense of humor, try adding some comic relief to your first face-to-face meeting. This doesn’t mean that you should act like a stand-up comedian, but you may find it helpful to add one or two funny questions into the conversation. Use these examples to get your creativity flowing o you can come up with a couple of your own:

  • If you suddenly turned into the opposite sex for one day, what kinds of things would you do?

  • If you had to give yourself a funny nickname based on your personality, what would it be?

  • If you were in a witness protection program, what alias would you want?

  • What is the most embarrassing thing someone has caught you doing?

Remember, these questions should only be used sparingly.

This-or-That Questions to Lighten the Mood

If you sense the conversation is creeping into dangerous territory (see questions to avoid below), try lightening the mood by asking a series of this-or-that questions. Although they only require a one-word answer, they can actually tell you a lot about a person. Your date may be inspired to come up with a few of these questions for you, too and bouncing them off each other can be a lot of fun.

  • Coffee or Tea?

  • Coke or Pepsi?

  • Early Bird or Night Owl?

  • Facebook or Twitter?

  • Dog Person or Cat Person?

  • Beer or Wine?

Asking this-or-that questions feels more like a game than an interrogation, so you may both end up reeling off a list of them at each other.

Dating Icebreaker Questions to Avoid

When thinking of questions that will get the ball rolling, stay away from topics that might make your date feel like he (or she) is being grilled. eHarmony compiled a list of questions you should never ask on a first date, including no-no categories like:

  • Politics

  • Income

  • Marriage

  • Exes

  • STDs

  • Meeting the Parents

  • Gossip

Although your intentions may be pure, asking personal questions that fall under these categories may cause your date to feel pressured or interrogated. So, if you don’t want to scare him off, steer clear of these kinds of heavy topics on a first date. Save them for a few dates down the road once you know each other a little better.

First dates can be a lot less scary if you're prepared with some good questions to keep the conversation going!

If you’re still looking for that special someone, scan the dating profiles on a reputable dating site like Zoosk for a person with similar interests and values. Just remember to keep these ice breaker questions in mind for your first date!

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