20 Fun Questions to Ask Your Boyfriend
Sometimes you’re on a boring date, and you want to spice things up a little bit. Sometimes you want to get to know your boyfriend a bit more. Or sometimes you just want to have a good laugh during a conversation. In any case, here are 20 fun questions you can ask your boyfriend that will prompt some very interesting answers…
In your opinion what is your best personality trait?
His answer is most likely going to be the characteristic that he is most proud of and desires most out of his friends and his long-term partner, so it is important that you pay close attention for this one to make sure that you are the girl for him. If you don’t have the trait he mentions, try to develop it.
In your opinion, what makes a healthy relationship?
This is where you really get to know what he’s into, and the type of boyfriend that he is. Does he prefer to spend lots of quality time cuddling up on the couch together? Or does he believe that distance makes the heart grow fonder?
What is your relationship with your mother like?
His mother is the first ever portal to the world of women. How well do him and his mother get along? Is he too much of a mommy’s boy? This will give you a rough indication of how he is likely to treat you in the relationship.
What is your proudest achievement?
This answer will tell you what he is passionate about and what he values in life. Who knows? Maybe you both have this in common. Whatever he answers with, assure him that you believe in him and that you are there every step of the way to help him achieve it.
What is your political stance?
Try not to get into a heated argument over this one. We all know how political debates can get. But this is quite an important discussion to be had as your political views are likely to indicate (to a degree) your compatibility.
What do you think a good man is?
You can also ask him if he thinks he’s a good man, and what he needs to improve on to become a better man. This is a question to assess whether he has a good level of self-awareness, or whether he’s just arrogant.
What would you do if you lost your job?
This is a good one to gauge his practical thinking. In an emergency, how would he react. Would he sit on the couch sad all day? Or would he immediately start his hunt for a new source of income. If he answers quickly and confidently, then he is likely to be a competent man who knows how to solve problems.
What do you think you should have had more of as a kid?
This one will give you an idea of what he believes his biggest weakness is, as well as indicating how he is likely to raise your children to make sure they don’t develop said weakness from lack of experience.
What keeps you awake at night?
To become as close and intimate with your partner as possible, it’s very important to be vulnerable with one another. Share your deepest secrets and your worst fears. You will find yourselves more connected than ever.
What ‘s the craziest thing you have done on a night out?
Get a feel for how daring and crazy he is. Everyone has a wild side. The question is: how big is it? The crazier the story he recounts, the more fun your relationship is likely to be.
What are some of your family traditions?
This is extremely important because the type of values he was raised with literally explain parts of his personality, but also gives you an idea how he plans to structure your family when you guys get there.
Do you remember what your best day was?
This tells you more about what he values in life. If his best day was getting drunk at a soccer match, then he’s probably not the one. But, if his best day was the day he bought his mother a house, now you know he has good character.
Are you a mentor to anyone?
If his answer is yes then he’s likely to be a mature person who enjoys helping others, as well as the fact that he would have developed some fatherly qualities, which is good.
Did you love P.E. or hate P.E. back at school?
Let’s be honest, you know you want an athletic man who’s in shape, don’t you?
What did you like to do during recess?
From this question, you can get a feel for what someone’s personality is like. Did he like to stay inside and read a book? Probably an introvert. Was he the most popular kid out on the playground? Probably more extroverted.
Do you play an instrument or sing?
This is a great one to ask on a date when the conversation is dying down. Who knows? Maybe you can even convince to sing for you on the date, so you guys can have a laugh.
What is the kindest thing you ever did?
Use this one to check if he has a big heart and a pure generous soul. The more kind acts he has conducted, the better he is likely to treat you in your relationship.
How chivalrous are you?
Again, his answer to this one will be a direct indicator of how well he is likely to treat you during the relationship. Will he open doors, buy you flowers, pull out chairs and give you his jacket in the rain?
What gets on your nerves?
This one will tell you how patient or tolerant he is a man, depending on how big or small the thing that gets on his nerves is. Also, you will find out what not to do, so that you can avoid getting on his bad side.
What’s the kinkiest thing you’ve done in the bedroom?
It’s getting hot in here! Find out how freaky your boyfriend is so you know what to expect in the bedroom. Or better yet, don’t find out: keep it a mystery so that it is a surprise when the time comes (wink, wink)…