15 Questions You Should Never Ask on a First Date.

First dates can be both exciting and nerve-wracking! So you are about to meet someone new and you wonder if  the two of you will hit it off or not.

Are you wondering what if the chemistry isn’t there? Or what if the conversation gets boring and just isn’t flowing?

Sometimes we get too nervous and unconsciously not at our best.  This can make it easy to blurt out something unexpected and weird in the heat of the moment. So it’s a good idea to prepare yourself and know what topics and questions to avoid on your first date. 

There are two kinds of first dates: The one that flows marvelously and magically and the one that turns out miserably. 

The one that flows marvelously is when two people magically hit it off, have a great conversation, shares the same sense of humor and turns out into a potential second date leading into a more serious connection. 


The one that turns out miserably is when two people did not hit it off.  Either one of them was not really interested, didn’t share the same sense of humor, or it was not fun at all and the conversation was so boring that it left the both of you in that state of awkward silence.  Maybe one of you was asking the wrong questions that led to the turn off and lost the chemistry in your date.  The reasons could be many.

So to make sure that your date doesn’t  end miserably.  Avoid asking these questions at all costs and you will have so much fun on your date.  Who knows, it might turn out into a potential second date and a serious relationship;)  Below are some questions I compiled that may help you avoid asking the wrong ones on your date. 


15 Questions You Should Never Ask on a First Date

15 Questions You Should Never Ask on a First Date

1. Can you tell me about yourself?

Asking your date to tell them about themselves, can be very overwhelming that can cause a long awkward pause.  Remember, you’re going on a date not a job interview. 

2. Do you always drink/ eat this much?

Asking this question can be a huge red flag and a turn off for your date. They may think you view them as either a glutton or a drunk.

3. What is your favorite love making position?

This type of question is best reserved for if or when you two reach that stage in the relationship.   Asking this question can totally kill any possibility for a serious relationship.  If you are serious about the date and hope it evolves into a wonderful and long lasting relationship, then avoid this type of question.  It can be a turn off for many.

15 Questions You Should Never Ask on a First Date

3. Do you have your own house?

Trying to figure out how much your date has in his bank account is never a good idea! You will turn out to look a gold digger and actually just being very rude.  You’re on a date, not applying for a bank loan.

4. How many people have you slept with?

This is totally none of your business. Asking this question on a first date is not appropriate. It is very personal and private.  This can put your date in an awkward position.

5. What are you looking for in a relationship?

You are putting pressure on your date with this kind of question. Let him enjoy the first date without having to worry about what’s going to happen next. If there’s a potential second date with him, then trust me, you will know it. And If there’s no second date, then It’s best to make it as smoothly as possible for him to walk away happily and kindly. It’s best to let things happen naturally and authentically. Don’t rush things.

15 Questions You Should Never Ask on a First Date

6. Why did your last relationship end?

I know you are curious, but never ask about your dates exes or any previous relationships. Don’t spend your time on the date digging out his past relationships. Don’t ruin your date by spending it with complaining about each other’s exes.

7. Do you drink a lot?

Drinking too much on your first date is already a huge turn off, and asking if he drinks a lot could make him feel awkward.

8. Why are you still single?

Even if you are trying to compliment him like “you look great, so why are you still single?” you should still avoid asking this question. It may sound like there is something wrong being single or with your date.

9. How much money do you make? 

Asking about each other’s careers are normal.  You’re getting to know each other on a first date.  But asking him about his salary at this stage will likely be perceived as intrusive.  

I know you are curious about he does for a living ,but don’t show any interest in money. You don’t want to look like a gold digger or an opportunist. Your date wants you to be interested and attracted to him and not on his wallet.

10. Where do you see this relationship heading?

Remember this is a first date! Don’t attempt and assume to make this a long term relationship, or else you will look like desperate and needy. If the date turns out really well, then let things happen naturally. 

15 Questions You Should Never Ask on a First Date

11. What was your most embarrassing moment?

Put yourself in your dates shoes. Would you like to talk about your most embarrassing moment on your first date? Don’t jump into something too personal quickly.

12. Do you want kids?

Asking this quickly can be a turn off to your date.  But if your date brings it up, then it’s alright, but asking it yourself can be an air of desperation that will become a red flag to your date.

13. Are you attracted to me?

Don’t ask questions like “do you like me?” “do you think i’m sexy/pretty?” and anything about your physical appearance, because this might give him an impression that you are obsessed with your looks, needy for reassurance, or lack of self confidence. 

14. Who’s your hot friend?

Keep your attention on your date, not on his friends. You might give him an impression that you are not really interested in him but rather his friend.

15. How’s your relationship with your parents?

Again this is another very personal question. The subject about relationships with parents can be uncomfortable to talk about on first dates, especially if he is not on good terms with his parents. And you don’t want to spend your first date listening about his issues with his parents or make him uncomfortable about it, right? 

There you have it! I hope these tips of 15 Questions You Should Never Ask on a First Date will help you prepare for your next exciting date experience.

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Author: Rosanna Lundberg

I am passionate about helping you to manifest your relationship goals and dream life one day at a time.

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