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Jasper is our expert conversationalist and wordsmith. He loves coming up with questions, jokes, and topics designed to create natural conversation. His work has been featured on Marriage.com, iHeart Media, Elite Dai ...
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by Jasper | January 5th, 2022
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Why should every guy know some good questions to ask your girlfriend?
Well... you’ve got a girlfriend now and she’s pretty great, huh? You want to keep her around, don’t you?
Well you have to keep it interesting!
Taking her on dates will only get you so far. One of the best ways to start a conversation or keep it moving is with the right questions. But you need a list of good questions to ask your girlfriend if you want her to find you interesting.
People love talking about themselves - their life and their experiences. And there are unlimited questions you can use to know someone better. We even have a list of over questions to ask a girl, which will keep her on her toes whether she’s your girlfriend or that’s your end goal.
This list we compiled has questions that range from silly to serious and should show her you’re legitimately interested in getting to know her on a more personal level.
via: Pexels / Polina Zimmerman
Conversation starters are your life blood when it comes to talking to people, not to mention women. They're direct and will provide you with a wealth of knowledge about the girl you're talking to.
If you're dating her, conversation starters for couples are more geared towards improving an already strong relationship. They're usually fun and get the conversation off on a lighthearted note.
Here are 10 conversation starters to ask your girlfriend:
Goofy songs are always fun to share with someone. And when you hang out with her you can belt it out together. This one is my favorite.
We all have that one time where we almost died. This is a good opportunity to share your experience as well, which will make her more comfortable knowing that you can admit you get scared sometimes.
You'd be surprised some of the things people find attractive (slightly NSFW because fetishes). Maybe you're really hairy and she's into hairy dudes. This is the best way to know!
via: Pexels / cottonbro
Ask her to play them the next time you're in the car together. You might find something you like! Common ground is always good for a relationship and life per se.
This question to ask to your girlfriend is the perfect excuse and the best way to meet up with her for lunch some time if you can! A relationship is something that gets better over food, right?
via: Pexels / Matthias Zomer
Of course, there are things in life we cannot change, but we can always do wishful thinking.
Challenge her to a dollar bill paper airplane contest. Whoever makes the airplane that flies the farthest gets to keep both dollars!
This one has the potential to introduce sex into the conversation, but please consider where you are in the relationship before you go there.
via: Unsplash / Dani Marroquin
Women tell their girlfriends everything, especially the guy their dating. This is the best way to make sure she's sharing good things about you.
Jokingly interpret her nightmares if you're looking to make her laugh.
via: Pexels / Wildan Zainul Faki
via: Pexels / Murat Garan
Maybe you've been dating her for a while or you want to progress the relationship and get a little more personal while staying lighthearted.
These questions to ask your girlfriend will push her mind into overdrive and really get her thinking about the answers. They might even make her laugh. So, if you're wondering what questions to ask a girlfriend are out there, you can start with this.
Here are the 12 best questions to ask your girlfriend:
Help her get started on tapping into them. Maybe she wants to learn how to paint. Take her to one of those Paint and Wine places where you paint a pretty picture and get wine drunk.
Once you get this one answered, offer to host a dinner party with her pals or take them out to eat. You;ve got to have a relationship of some sort with her friends too.
Hopefully she's never walked in on her parents having sex, like what we frequently see in a TV show.
via: Pexels / Andrea Piacquadio
If she travels and appreciates those opportunities, she has the capacity to motivate you to be more worldly.
Find out this one thing early and you'll avoid an awkward drive home.
via: Unsplash / Ben White
Maybe the two of you have similar reading tastes. If neither of you are readers, audiobooks are a non-invasive way to experience a well-written story. I listen to them when I'm meal prepping for the week.
What is she most proud of? One of the keys to a happy relationship is support. Help her out and encourage her to reach her goals for one of the healthiest relationships you'll ever have.
You never want to go through a woman's purse but you can still ask about what secrets it holds.
via: Pexels / Pixabay
Maybe she bites her toenails but finds people who pick their noses disgusting. Life is unfair, right?
Was she one of the first people to see the sunrise on Cadillac Mountain in Acadia National Park? What are you going to do to make her new favorite a reality?
Side note: I've been to roughly 30 National Parks and monuments and Acadia is in the top 3. I highly recommend you visit.
Airports are a nightmare when your flight gets delayed or canceled. What experience made her want to pull her hair out?
I once sang One Direction with a girl I was dating and ended up finding out I actually like One Direction. Another life mystery there.
via: Unsplash / Brooke Cagle
You've passed the test by asking questions to ask to get to know a girl and she's now your girlfriend. Good job! That doesn't mean you can start slacking though. Life doesn't end there.
A happy relationship takes work to maintain and while you may know what her favorite dinner spot is, do you know about her hidden talent that she's freakishly good at? Simple get to know you questions are great, but she's your girlfriend and you need to dig a little deeper to truly understand her.
Think of these as a window into the future of your relationship and a potential avenue that can lead to a long and happy life and time, or lifetime together.
Here are 10 questions to ask you girlfriend to get to know her better:
Look into volunteer work the two of you can do together for a memorable date. You'll help others and opens the prospects of meeting new people, thus making new friends. It's also free!
Keep this in mind and whenever you're with her, do your best to help her feel comfortable when she's uneasy. She'll notice.
Hopefully, she has a family member she looks up to. This is good because you can delve into family life and her life as a child with it, those definitely made her the person she is today.
via: Pexels / Pixabay
Many of us have a terrible date story. They're great to laugh about. Be careful though because what's funny to you may be offensive to another person.
That term paper wasn't going to write itself. If you've reached the point where you're comfortable talking about sex, ask her if she wants to stay up all night tonight.
No matter your beliefs on fortune tellers, it's kind of fun having your fortune read and not terribly expensive. Plus, you're helping another person make a living.
via: Pexels / kendall hoopes
Self-improvement is essential to being a better person. If she's constantly looking for ways to improve herself, you probably want to keep her around more than anything.
via: Pexels / freestocks.org
Where does she see herself in her friend group? Is she the loner? The leader? The hot one? This will speak a lot about the relationship she has with her friends.
Darkness houses our deepest fears. What monsters stalk her in the night? Is there anything particular she's afraid of?
Sometimes those monsters aren't monsters at all. Sometimes, they're relationships, commitments, or even persons.
via: Unsplash / Syarafina Yusof
via: Pexels / Andrea Piacquadio
Since you kept things interesting in the beginning and you asked the best questions to ask a girl over text, you now have a girlfriend and are on Cloud 9.
Keep it up. You've only just begun.
Things don't get magically easier and require less work once you attach a label to them. You're still expected to work at it if you want a solid foundation for a relationship. Texting is a convenient and socially acceptable way to do so! (Just don't overdo it).
The following will leave her wishing you weren't on the opposite end of her phone but instead snuggling under a blanket with her.
Here are 10 great questions to ask your girlfriend over text:
She may have already showed you a few of her favorites.
You can't handle the truth.
Q: How many tickles does it take to make an octopus laugh?
A: Tentacles!
Silly, stupid and hilarious.
via: Unsplash / Tom Lam Hoang
Add that to her birthday or Christmas list. Or just buy it for her out of the blue. She'll be impressed you remembered.
There's a NSFW Donald Trump blowup doll that you can get creative with.
via: Pexels / Negative Space
Did it hurt?
When I fell from Heaven?
No, when you fell down the stairs the other day.
I pulled this one on my girlfriend and while the resulting punch didn't feel so great, we both laughed like idiots about it.
It turns out missiles fired from helicopters move much more quickly in real life than in movies. (That video is LOUD)
Restaurants, entertainment, hidden spots or just about anything that qualifies as a gem to her. She hopefully has a few she'll take you to.
Scents can send us back in time. What are her favorites from her past? Search them out to have that smell forever linked to you.
via: Pexels / Kaboompics.com
From large crowds to complete silence to anything under the sun, we all have triggers that make us uneasy. Ask her how you can help her feel more comfortable when she's skittish.
via: Pexels / cottonbro
Intimacy and romance are what woo a woman. She wants to feel loved, and wants to talk about love, the past and future, and her hopes and dreams. A man who can talk to her about these things is tough to come by but you're a commodity and you don't mind talking about that stuff, do you?
Intimate and romantic questions are seriously deep and can have unexpected consequences. They can certainly bring you two closer together but they may also make you realize that she’s not the one for you (or vice versa).
No worries though. They're perfect for figuring out if she's the right girl for you because honestly, you don't want to be with someone who isn't your cup of tea. Asking questions that are intimate/romantic will bring about necessary discussions and will help you both find your flavor of love.
Here are 12 romantic questions to ask your girlfriend:
Consider writing a love letter and mailing it to her. Sure it’s antiquated but she’ll tell all her friends about how amazing her boyfriend is.
via: Unsplash / Alejandro Escamilla
Asking these might make or break your relationship. You both need to be on the same level when it comes to these or be able to find a compromise.
We all have different needs, which can pretty much be anything. If she’s willing, help her with hers and if she loves you, she’ll do the same. Don't be too clingy about it though.
These are extremely important to ask in a long-term relationship.
People sometimes interpret things in ways we couldn't imagine. There's bound to be a time or two where you said something in the wrong way so talk it out, listen and offer a genuine apology and you should be good. Just don't let it happen again.
via: Pexels / Leah Kelly
My definition: One with LOTS of communication and a mutual desire to please the other person. If you don't like getting each other off, you're going to run into trouble.
via: Unsplash / Jordan Bauer
Don't take her answer personally. Remember, change is necessary for growth. If anything, just think that this can make you a better person.
She probably has something she's been dying to ask you but has been too nervous to actually do it. Open up and answer honestly.
Tucking her in at bedtime, bringing her a care package when she's sick, surprising her with flowers when she has a bad day, and kissing her on the forehead just because you love her are all great ways to show her you care.
We have plenty of romantic ideas. Going to your local sex shop and searching for new toys is 100% worth it. Also, I hear the strip club can really get her in the mood for the rest of the evening (if she's into that).
via: Unsplash / Toa Heftiba
Save up and surprise her with a couple of plates you can't normally afford or stay in and treat her to a candlelit dinner. You can't go wrong either way unless you burn the food.
Sure tax incentives are nice, but divorce can be a nightmare. If legal marriage isn't for her, you can still have a fun ceremony without having to worry about dividing everything between the two of you if things don't work out.
via: Pexels / GUIVERG
The only way to know where you really stand with your girlfriend is to ask her, but it can seem difficult to find the right words. The beauty of relationship questions to ask your girlfriend is, the wording is all done for you.
Just sit down and ask these to find out how she's feeling and where things are going.
Here are 6 relationship questions to ask your girlfriend:
Perhaps the most important by far.
It may not be when you think it was.
Every girl wants her guy to ask her this from time to time.
via: Depositphotos / AllaSerebrina
Take notes, you'll want to put this night together at some point.
Find out now in case you're heading their with this one.
It's philosophical, but you want to make sure you're reaching that standard she sets.
via: Unsplash / Brooke Cagle
Once the conversation starters and text questions have lost their luster, you should find some deep questions to ask your girlfriend; the kind that teleports her to a different time in her life or causes her to share her favorite kink.
Deep questions to ask can be uncomfortable to answer but that's why they're fun. They force us to open Pandora's box and unleash the things we've been keeping locked up for millennia, which isn't always a bad thing.
Everyone's different. Embrace it and have fun. So if deep questions to ask a girl interest you (and they should)... then:
Here are 10 personal and deep questions to ask your girlfriend:
Our parents have their favorite child so we can have our favorite parent. This will let you know what kind of relationship she has with her parents, who are big parts of her life.
Occasionally we have to get out of a relationship because it's unhealthy for us. Be the best man you can be for her and she hopefully won't have to do this to you.
What bummed her out most recently? Has the moment passed or is there something you can do to help?
via: Unsplash / Kinga Cichewicz
She didn't fall down the stairs. She performed an ancient dancing ritual to demonstrate how gravity works.
She doesn't have to switch immediately. She can always keep her day job and follow her passion part-time. In fact, that's a big reason I'm the author of this article.
Of course she's going to swing her penis around like a helicopter. You don't do that every morning?
A lot of people say it's a bad idea to talk about exes. I disagree. The things you can learn from her past relationships can highlight red flags you may have missed or - in this case - show you what someone else did that made her happy.
via: Unsplash / Yoann Boyer
We've all done things in life that we regret. We have to forgive ourselves if we're to move forward with our lives and be happy.
Your first time is something special. There's nothing wrong with looking back at it fondly and there's nothing wrong with avoiding discussing it if it was less-than-ideal. If you feel that she's uncomfortable, ask about her first kiss instead. Sometimes, the first kiss is epic.
If you're having sex a lot, it can get repetitive and boring. Mixing things up in the bedroom and trying new acts will keep your sex life interesting and help you find your new favorite kinks.
via: Unsplash / Allef Vinicius
Starting a conversation with your girlfriend can be nerve-wracking if you're in the early stages. What if she finds ends up not liking some part of you?
On the other hand, if you've been dating for a while it can be a sign that things are a bit rocky.
Luckily you already know how to start a conversation but just in case you're still struggling...
Here is how to start a conversation with your girlfriend:
via: Pexels / Allan Mas
She already likes you, otherwise she wouldn't be texting and hanging out with you. Don't get caught up in what could go wrong and just let things happen naturally.
via: Pexels / Jep Gambardella
Listen and don't forget what she says. Sometimes it's hard to stay focused but she's your girlfriend, and when the two of you are together, she deserves your undivided attention.
via: Unsplash / Philipp Wüthrich
The list you see here won't take you all the way. Asking for specific details or further elaboration on her answers show her you're listening and truly want to understand where she's coming from.
via: Pexels / Nicolas Postiglioni
You don't want to lose her. If you hide your true self, she'll see right through you.
Here is a downloadable and printable list of questions to ask your girlfriend (right click the image and select Save Image As...):
via: Mantelligence
You found one you liked and you now have 112 questions to ask your girlfriend... and ways to keep her interested. And trust me, keeping her interested is how you're going to keep her around. Monotony is the death of desire.
But you're in the clear because you're such a good conversationalist and you have a bundle of questions to ask a girl to keep things unique.
Stay confident, be honest and kind, and always have follow-up questions to ask and she'll be your favorite conversational partner in no time because now, you'll know what questions to ask a girl will do you a favor.
One of the greatest discoveries a man makes, one of his great surprises, is to find he can do what he was afraid he couldn’t do.
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