Skip to Content

25 Things to Talk about with Your Boyfriend That He Will Find Cute and Funny

25 Things to Talk about with Your Boyfriend That He Will Find Cute and Funny

Whether you are in a new relationship or have been together for a while, sometimes you may find it hard to be playful, funny and flirty. Conversations are an important part of intimacy because they help you to grow closer.

While ‘silence is golden’ sometimes with the one you love, you have to get inventive in order to continue finding out more about each other. You can ask questions or just try to make his day.

Here are 25 things to talk about with your boyfriend that he will find cute and funny.


Cute Questions to Start Conversations

Conversation starters can help generate some interesting talks. It can be fun, if you’ve been together awhile, to go back and reminisce about fun things you have done together or how much things have changed.
If you have not been together long, thinking about the past can sometimes bring up new, interesting information about each other you may not yet know.
He will love to know that you are thinking about him and how much your relationship means.

01When did you first realize you liked me?
This is a great question that will help you to reminisce about how far your relationship has come. It works because you both likely have a story and it will be fun to talk about it.


Photo by Mattheus Ferrero – under Unsplash license


02When was the last time you cried?
This can be a touchy subject but is an important thing to talk about with your boyfriend. Letting him know you are ok with his feelings, may help him share more.
Even if you are able to discover what made him cry can tell you a lot about him and help you think of other questions to ask.



03What is the best thing about your parents?
He will find this cute because you want to know about his relationship with his parents.
You might have met them, or they might still be a mystery, but giving him the chance to talk about his parents will let you know how he thinks about family and what his childhood was like.


Photo by Victoria Borodinova – under pexels license


04What do you think your favorite color tastes like?
This might seem like a strange question, but is cute and creative. Be prepared to answer back though. It is a great question if you don’t already know his favorite color.


05Where is the craziest place you have danced/visited/made out?
These questions can help you to get to know each other a little better. It will give you a glimpse into the past and maybe get some cute ideas for future dates.


Photo by Samuel Dixon – under unsplash license


Questions that Will Make Him Laugh

Laughing together is good for the soul. Here are some things to talk about with your boyfriend that will give him a chuckle.

06What is the funniest thing someone has said to you while drunk?
This question will bring up old memories. Telling stories about him and his friends is sure to cause some laughs.


Image from Pixabay – under CC0 license


07What are you looking forward to about getting old?
Old people can have a lot of fun. He might give a serious or a funny answer, but more than likely the answer will have you both laughing.



08What’s your favorite lame joke?
Lame jokes are fun for everyone involved. He probably knows a few and could make you laugh, even if the joke isn’t lame!
Jokes are things to talk about with your boyfriend that can be endless fun, and maybe turn into something you share often.


09What is the funniest thing that’s ever happened to you?
This is a good one that will hopefully have both of you laughing. He can share something with you from his past while keeping things light and easy.


Image from Gratisography – under CC0 license


10If you were an animal, what animal would you be?
This will really get him thinking and will allow you to see how he views himself.


Funny Things to Talk About With Your Boyfriend

These sayings might be a little corny at times, but it will at least make you both laugh!

11Could you give me directions to your heart?
He will see that you want to know more about him. What he likes. What makes him melt. What turns him on.


Image from – under pexels license


12I think my eyes are broken – I just can’t seem to take them off of you
Corny, but it will let him know are think he is hot!


13Do you have any band aids? I scraped my knee falling for you
He will laugh at how silly this sounds and will also know how much you adore him.


image from – under pexels license


14It’s so hot in here, it must be you
This is an old one, but it will not only make him laugh, he’ll feel good about himself too.



15Here is my library card, I am going to check you out
Again, super corny, but he will appreciate that you think he’s hot.


Photo by Skitterphoto – under CC0 license


Cute Things to Say to Your Boyfriend

Want to make your boyfriend smile? Here are some cute things to talk about with your boyfriend.

16My friends are jealous of the great relationship we have
This will let him know that you talk to your friends about him in a positive way. He will love it.


Photo by Elle Hughes – under Pexels license


17I am so lucky to have you
This might seem like one of those cliché things to talk about with your boyfriend, but if you feel it, then it will make him smile


18It would take me forever to list all the reasons I love you
This will let him know that you love him deeply and completely. It will reassure him of your feelings.


19Our first kiss is one of my favorite memories, I will never forget it
This is a cute reminder of when things were still new and uncertain.


Photo by Luiz Gustavo Miertschink – under pexels license


20When you hold me, everything feels perfect.
Not only will it make him smile, but he might go ahead and wrap his arms around you.


Cute and Funny Texts

Do you ever just want to text your boyfriend throughout the day to make him laugh or smile? Here are some cute and funny things to talk about with your boyfriend in text.

21Just thinking about you makes me smile, you know.
This is a simple text that will also make him smile.


Image from Pixabay – under CC0 license


22I think I need to see a doctor, I’m seriously lacking vitamin you.
This one will let your boyfriend know you are missing him and that it is making you ‘sick’ while also making him laugh.


23You know what’s amazing? Read the first word again
It will make him think. Then it will make him smile and think you are cute and clever.



24I’m feeling off today, but thinking of you is turning me on
It is hard going about your day missing your sweetie.  Let him know you are turned on just by thinking of him and looking forward to seeing him.


Image from Pixabay – under CCO License


25My love for you is like a belly laugh – impossible not to notice
This will make him laugh. Everyone loves a belly laugh!



These things to talk about with your boyfriend should give you plenty of ideas whether you are looking to make him laugh or make him love you even more.

Asking questions and speaking your mind can help you to become closer in your relationship with one another.