Ice Breaker Questions For Dating — Give Your Romantic Journey A Boost

Doris Gordon Dating
7 min readMay 14, 2024


Ice Breaker Questions For Dating

If you want to considerably improve your romantic ventures online, learning the most popular dating questions will certainly come in handy. I am Oliver Lewis, an online dating expert and writer. I know all the ins and outs of international communication and want to share them with you. Whether you want to draw the attention of a particular person or conquer the heart of a woman of your dreams, you can use these questions to ask when messaging online dating. Read on to dip a toe into the matter. Once you have this information at hand, you can make the spark between you even brighter.

Questions to ask when online dating: Statistics and interesting facts to know

Online dating assumes interaction between people. However, not all of them know how to behave properly during the messaging sessions. Look through the scheme to get a grasp of the most relevant facts related to the different kinds of questions people ask on dating sites. Which group of online love-seekers do you refer to?

  • People who start the conversation by talking about themselves: 14%
  • Men who ask questions by complimenting women’s appearances: 31%
  • Men who send general questions like “Hello, how are you?”: 51%
  • Women who respond to general questions like “How are you?”: 85%
  • People who start a conversation with specific questions: 22%

Online dating questions to ask her — How to chase the heart of a gorgeous lady?

The dating pool is full of numerous ladies. All of them are different, but they have one thing in common — stunning women registered on dedicated websites have an urge to communicate. However, the most beautiful girls probably have a lot of admirers, and it may be difficult to stand out from the crowd, especially if you are a conversationalist. This is where the list of questions to ask online dating will be especially useful. Aside from helping you draw the attention of a stunning lady, you can feel more confident as a partner and make your relationships flow in a completely new direction.

Get inspired by real examples of messaging between couples to make your romantic experience as successful as possible.

Online dating questions to ask her

1. Man: Hi, any fun plans for the weekend?

Woman: Yes, I am going to travel to another city.

Man: What would you do if this weekend was only ours?

Woman: I think we’d enjoy an excellent time together.

2. Man: Hi there. How’s life treating you today?

Woman: I enjoyed my tasty coffee in my favorite café?

Man: What would you prefer: hot coffee or cold ice cream?

Woman: It depends… Hot coffee makes me energized, while cold ice cream allows me to relax.

Man: I think we will eat a lot of ice cream while being together.

3. Man: Are you ready for an unforgettable messaging session?

Woman: I’m thrilled.

Man: But first, tell me what is your strongest desire for tonight.

4. Man: Are you popular here?

Woman: I think yes because you wrote to me first.

Man: So, do we have a chance?

Woman: It depends on how often you can make me smile.

Good questions to ask when online dating: Different situations covered

The cornerstone to dating success is to ask the right questions in different situations. You can adjust them to your specific purposes to take full advantage of your flirting journey. Study the entire list in order not to miss something interesting.

Good questions to ask when online dating

Start a conversation

If you want to have higher chances for further cooperation, it would be nice to start a conversation properly. You may use a kind of hook or just ask something special. Here are several examples to let your imagination run wild.

  • Can I spice up your everyday routine?
  • Are you ready for an exciting romantic adventure?
  • What do you think about what is going on in the world today?
  • Do you agree that love spins the world?
  • Can I guess your perfect date?
  • Does online communication make you feel good?

Ask about hobbies or occupations

Asking your potential partner about occupations or hobbies allows you to demonstrate your interest in a partner. Thus, you let your sweetheart feel significant and special.

  • I carefully analyzed your profile. Are you really engaged in…?
  • What do you love the most about your work?
  • What line of work are you in?
  • Can you tell me more about your hobbies?
  • What is a deal-breaker for you?
  • Are you a pragmatic person?

Compliment a lady

You can highlight the best features of your girlfriend by complimenting her appearance or behavior in the form of a question.

  • Are your eyes shining like diamonds, or does it just seem to me?
  • Is this your smile that makes my heart go pitter-patter?
  • Do you know that you make even the most boring things enjoyable?
  • Can you believe that my heart is beating so fast every time I think of you?
  • Do you know that you possess everything I imagine in a perfect lady?
  • I can’t believe I can look at your beautiful eyes. Are they real?

Talk about her interests

If you want to build a strong connection with your lady, keep talking about what she likes. You can spice up your conversations with the following questions:

  • Would you like to travel solo or with friends?
  • What motivates you?
  • What are your unfulfilled wishes?
  • What are your relationship goals?
  • Where would you go on a vacation if money was no object?
  • I like cats, do you?

Start a dating game

A well-elaborated dating game makes a big difference when your goal is to create a special connection. Look through these good dating questions to ask to give a fresh breeze to your conversations.

  • Would you rather go backward or forward in time?
  • What would you prefer: hot chocolate or red wine?
  • What is something I would not believe about you?
  • What would you do if we were the last couple on the globe?
  • If you could have any superpower, what would you opt for?
  • Do you prefer the beach or pool?

Online dating questions to ask him — How to raise interest in men?

Even the most playful and broad-minded girls can be stuck with developing conversations with their partners. That is why it is useful to know the questions to ask beforehand when online dating. The most important thing is to intrigue your potential partner to engage for a response.

Online dating questions to ask him

If you want to start a conversation, it makes sense to explore all boundaries of your creativity. You can consider the following examples to kickstart your flirting game.

  • What is your favorite ice cream flavor? I think vanilla…
  • Do you have secrets? Let me guess your deepest one.
  • Words are really powerful. Do you agree?
  • What is a perfect date for you?
  • What is your life credo?
  • What is your dream today?

In case there is a spark between you two and you want to continue the conversation to avoid awkward silent moments, feel free to use these questions. Therefore, you can give your conversations a completely new direction.

  • What do you prefer: conversations or actions?
  • What can cheer you up?
  • What do you usually do when it is raining outside?
  • Do you think love conquers fear?
  • Are you real? Because I can’t believe my happiness.
  • Do you prefer online or offline interaction?

There are also some questions to ask when replying to online dating. You can use them to make your messaging sessions even more exciting.

  • Life is too short to wait. Do you agree?
  • What do you usually do to relax?
  • Do you usually play according to the rules or cheat?
  • Are you waiting for the miracle?
  • What can you do to make me smile?
  • What is the first thing you will do when we meet?

Final word

Finding the right kind of questions to ask a lady when dating online is a cornerstone to a successful dating journey. They help build stronger bonds and preserve chemistry. Once you have a couple of such questions up your sleeves, you will definitely become more interesting to your partner. Moreover, it is a proven way to avoid silence during your conversations and learn more about your partner.



Doris Gordon Dating

Specializing in online dating. I'll help you find love in the digital age! 💘#onlinedating 🌐