Online Dating Icebreaker Questions


Last Updated: April 30, 2024

Dating Tips

Making the first move on a sugar dating site is a lot easier with the right online dating icebreaker questions. And you don’t have to spend hours thinking up the right thing to say. We’ve already done the legwork for you!

All you have to do is browse this list, personalize it when necessary, and click send. From there, of course, the rest of the conversation is up to you!

Friendly questions

We’re going to kick things off with online dating icebreaker questions that are friendly and open. These are sure to give the impression that you’re sweet, caring, and down-to-earth.

  • What’s the best thing that happened to you today?
  • What brought you to my inbox?
  • Do you have any morning rituals, like drinking coffee or going for a run?
  • If you could snap your fingers and be anywhere in the world, where would you go?
  • If I showed up with your favorite fast food or guilty pleasure, what would it be?
  • I’d love to hear more about your profile picture!
  • Do you prefer sunsets or sunrises?
  • What’s your favorite movie/book/music genre?
  • Have you ever had a boss you couldn’t stand? How did you deal with it?
  • What is your ideal day off plan?
  • Do you prefer a vacation on the beach or in a mountain cabin?
  • What is something you wish you would have learned in school?

Philosophical musings

Looking to spark deep conversations about the universe, human behavior, and more? Try out these thought-provoking questions.

  • What does balance mean to you? Do you feel like you have balance in your life?
  • Do you believe in fate?
  • If immortality were possible, would you want to live forever?
  • Would you rather be respected or loved?
  • What is a healthy habit that you have that has nothing to do with exercise or diet?
  • Would you rather be remembered for being funny or being kind?
  • What are your thoughts on the internet? Is it good? Or has it made humanity worse?
  • Do you have any superstitions?
  • What’s the kindest thing someone has done for you?
  • If your parents named you something else, do you think you would have a different personality?

Silly online icebreaker questions


It’s always a good idea to try to make a potential partner smile. After all, these are icebreaker questions! They’re supposed to ease the tension.

  • Are hot dogs a sandwich?
  • Do you have a favorite meme?
  • If you could have your face on money, what amount would you want to be on?
  • What is your average level of road rage?
  • What’s the worst movie you ever watched?
  • What song is absolute torture for you?
  • You’re 6 years old again and the question is: Would you rather have a PB&J, tuna salad, or a bologna and cheese sandwich in your lunchbox?
  • Truly, what is the big deal about [current cultural phenomena that you think is overrated]
  • Would you rather be stranded in the desert or the rainforest?

Flirty openers

A little introductory flirtation is a fantastic way to get the ball rolling! Try out these fun questions to set the tone for your conversation.

  • Hit me with your best pick-up line
  • Why is red such a popular color for lingerie?
  • What are your thoughts on PDA?
  • Have you ever had a bad first date? Why?
  • What is the silliest reason you decided not to date someone?
  • Is showering together sexy or overrated?
  • What’s the first thing you notice about someone (no lying!)
  • (After sending a selfie): Are you smiling like a fool right now?
  • What’s the best dating advice you’ve ever received?
  • If you could know one thing about me, what would you ask?
  • What color should I wear for our first date?

Sugar dating icebreaker questions


Want to talk about their experience with and ideas about sugaring but are not sure how to ask? Here are a few icebreakers for your sugar dating questions:

  • Why do you think sugaring isn’t more mainstream?
  • Does anyone in your life know that you’re part of this community?
  • How has sugaring made your life better?
  • Is there anything a sugar partner has asked that you thought was totally inappropriate?
  • What would you do if you started developing romantic feelings for a sugar partner?
  • Are there any topics of conversation that are off-limits for you?
  • What about my profile made you interested in talking to me?
  • What are your sugar dating deal breakers?

Topics to avoid

Worried you might ask a question that grinds the conversation to a halt? There are a few topics that you should steer clear of:

  • Personal details. If you feel like a potential partner asking you about your mother’s maiden name is scammy, you can understand why they might not be open to answering similarly personal questions. Once you get to know each other a little more, you may be able to ask more about their personal life. But for now, keep things light!
  • How much money they make. Maybe you’re a sugar baby who wants to make sure you’re not wasting time with a salt daddy. But, be careful about asking questions about a potential partner’s income. No one wants to feel interrogated.
  • Specific details about past sugar relationships. It’s understandable to want to know whether someone has experience with sugar dating. But asking too many details about their past partners is off-putting.
  • Anything related to sex. To be sure, if you’re looking for a relationship that includes intimacy, you will want to talk about this. But if you ask questions about sex too soon, it probably won’t land well.
  • Politics. I mean, do we have to say more? There’s a time and a place to talk about politics. And your sugar dating inbox is really not that place.

Have some questions you’d like to ask?

Hopefully, this list has shown that there are so many amazing conversation topics you can use to get to know a potential partner. Whether you want to keep things flirty or you’d rather cut through the small talk and get real, these early conversations can help you build the connections that turn into first (and second, and third!) dates.

So, which online dating icebreaker questions will you choose?

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