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10 Best Flirty Questions to Ask a Girl on the Online Dating Site

It can often be difficult to come up with the right words when talking to a girl online. Especially if you are looking for something serious, the right questions and the flow of the conversation is crucial to success. Fortunately for all of you men out here, one of the online dating users decided to share his personal experience and picked out the best flirty questions to ask a girl you like:   

“Hello, readers! As someone who had used various kinds of dating sites for quite some time, I would like to pass on my knowledge and tips to you all. I joined the online dating sites a few years ago and chatted with a lot of women, went on a dozen of dates until I met my now-wife. It was quite hard at first, not knowing what is the best thing to ask or say to a woman. I have realized that some questions are better to ask in real life, than online and visa versa.

During these years I learned a lot about the dating culture. I  believe my personal questions to ask a girl you like will help you to succeed in finding The One. I mastered my skills at this dating site, for sure you too can start your dating journey at it.”

Online dating sites questions

#1 What is a typical day in your life like?

“I like this one. This is not exactly the most flirty question, but you will definitely stand out from all the other guys who will ask her the typical questions, such as “What do you do in your free time?”, or ” What are your hobbies?” By answering this question, the woman is likely to describe you her whole day routine, job, and hobbies. You will learn a lot about her lifestyle, goals, and dreams. his question might to lead to further discussion and other possible flirty questions to ask a girl over text. Maybe, you will even get to find out if she has any free time for a date with you on one of the upcoming days ;)”.

#2 What do you notice first about a man?

“Ask her this question and you will find out what matters the most to her in the opposite sex. Is it the appearance or something more meaningful, such as intelligence or sense of humor? The answer to this question will help you to determine if the woman you are chatting with is looking for something casual or a serious relationship. This a good way to learn if you are on the same page with the woman you have been talking to on the dating site or not, without being too straightforward.”

#3 What is your favorite type of food?

“ What is a better way to bond and come up with other personal questions to ask a girl you are interested in than sharing a plate of nachos, or a freshly baked pizza!” Maybe you both enjoy the same type of food, or maybe not. Anyhow, this question is a great way to ask her out to her favorite restaurant, or maybe you prefer cooking at home. It is all up to you. “

#4 What is the craziest thing you have done in your life?

I always ask this question, personally it is really interesting to hear different stories and what other people have done in their lives. Does the woman you have been chatting with online prefer an extreme lifestyle or is she more of a quiet type? Or perhaps she has done something very cool and you would like to do it again together. There is only one way to find out.

#5 If you could pick a new ability or skill, what would it be?

” A nice way to find out what the lady is interested in. You two could have the same hobby, or you might be able to teach her the skill she would like to have over a romantic walk at the park or a study date.

#6 If you had to leave the country right now and could only bring three things with you, what would those be?

“This is a funny way to find out what matters to her the most, what she values enough in her life that she would not want to leave behind. This funny topic also gives you a chance to find more flirty questions to ask a girl over text to keep the conversation going. Maybe the woman you have been texting with absolutely cannot live without her new Louis Vuitton purse and her cats, or is it you that she cannot imagine not seeing again?:)”

#7 What is your dream in life?

This one will get her thinking…You will find out what kind of a person she is and what she is looking for in life. Perhaps she would like to own luxury hotel and eventually start a family. Now, is this something you might be interested in as well?

# 8 What is your idea of a perfect date with a man from the online dating site?

Well, this is a fairly direct question. Nevertheless, it will certainly help you to avoid an awful date and you will know exactly what the woman enjoys to do. Would she prefer a romantic walk by the beach or maybe she would like to go to a local spider museum instead? Who knows.

#9 What do you like to do on the weekends?

Time to find out if the woman you have been talking to online is a party animal or more of a stay at home kind. You both might enjoy doing the same things during your free time. So, will you meet up on the dancefloor or at the cinema on a Friday night?

#10 What is your life quote?

“Her favorite life quote says a lot about her intentions and the outlook on life. She might even share her life goals and experiences with you, and this is always interesting to hear.


I hope my list of flirty questions to ask a girl you like will be helpful on your online dating journey. Remember to always be yourself in every situation, whether it is real life or online even if you are a little bit older then 40). There are women who will accept you for who you are. Best of luck!


2 thoughts to “10 Best Flirty Questions to Ask a Girl on the Online Dating Site”

  1. You could certainly see your expertise in the work you write. The world hopes for more passionate writers like you who aren’t afraid to say how they believe. Always follow your heart.

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10 Best Flirty Questions to Ask a Girl on the Online Dating Site

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