50 Important Questions To Ask The Guy You're Dating
Swoon

50 Questions To Ask Someone You Want To Get To Know On A Deeper Level

Dig a little deeper.

407

Just like travel is good for the soul, so is good conversation. Consider getting to know another human being a form of exploration. Similar to wandering through the wilderness, exploring another soul is full of unknowns. You really don't know what you might uncover, or what surprises may lie ahead.

This is not something that can be sufficiently accomplished in minutes, it takes time to fully explore someone's depths and peel back their many layers. All human beings are complex, some more so than others, holding more baggage, trauma, secrets, and stories. But, make no mistake, we do all have baggage.

So be kind and gracious before you make judgments about someone else. The task of uncovering someone's truth, learning their mysteries, their stories, and hidden treasures, is anything but an easy effort. It's one that requires patience and care. Not everyone is open.

Most of us have built up high, sturdy walls to protect ourselves from getting hurt by others. Therefore, it isn't easy to then break them down and there truly is no such thing as an open book. Even the most open people have things they don't like to share or things that are difficult to talk about. One has to take the time, effort, and care to open the cover, turn the pages, and discover the mysteries carefully embedded within them. Keep this in mind before you take off on your journey. Word to the wise, I hope you packed lots of water and a snack because there's a long journey ahead of you!

Whether talking to a complete stranger, a new friend, someone you're interested in dating, your current partner, or someone else special in your life, here are 50 questions and conversation starters to spark deeper and more meaningful conversations. You might just be surprised at what you find!

Would you consider yourself more of an introvert or an extrovert?

Do you believe humans are inherently good or bad?

What was your childhood like? Do you have a favorite childhood memory?

Do you believe in luck, miracles, or fate? Why or why not?

How did you meet your best friend? What are they like and how long have you been friends?

What would you say is your best quality and why?

Name one weakness and one strength of yours.

What is your biggest challenge on a daily basis?

What is something most people don't know about you?

What is something that can always put a smile on your face? What makes you happy?

Do you consider yourself an optimist, a pessimist, or a realist? Explain.

What is one of the best compliments you've ever received?

What inspires you?

When you were younger, what did you want to be when you grew up?

What is your dream job? Are you finding it or creating it?

Where do you see yourself in 5 years? How about in 10 years?

How often do you set goals for yourself? Would you consider yourself driven and/or goal-oriented?

What role does family play in your life? What does family mean to you?

What does an average day in your life look like? Walk me through it.

What are five things you couldn't possibly live without?

After a bad day, how do you like to be comforted? What is your go-to comfort food?

Would you live in another country? If so, which one?

What is your biggest pet peeve?

What is something you are proud of?

Do you believe people can change?

What are your thoughts on love and marriage?

Do you want a family of your own someday? If so, what does this look like?

Describe your dream vacation.

Describe a role model in your life. Who is this person and what do they mean to you?

What is your favorite holiday? How do you like to celebrate it? Do you have a favorite tradition?

In your opinion, what are the key components to a happy life?

What is one thing you would change about our society?

At this moment, what are three things you are grateful for?

Is there a quote or saying that you live by?

Tell me something that's happened in your life that's made you a stronger, better person. Has there been a time where something has truly tested you?

What is one lesson in life that you've had to learn the hard way?

What is your biggest fear?

What are your guilty pleasures or favorite pastimes?

If your life was a novel, what would the title be?

Describe yourself in just five words. If your friends and family had to describe you in one word, what would it be?

What is the first thing you notice about the opposite sex?

If you could have a superpower, what would it be? Explain.

Where do you want to travel? What places do you desire to see?

Name three things on your bucket list.

What is the wildest thing you've ever done?

Where do you go when you feel like escaping, need to be alone with your thoughts, or find peace?

Where is one place you feel most like yourself?

Would you rather time travel to the future or the past?

In your opinion, what is the true meaning of life? For what purpose were we put on this Earth for?

When you leave this life, how do you want to be remembered?

Be curious, explore people, see how far the connections in your life can go, as well as what meaning they hold. I hope this was helpful for you... from wherever you may be reading this.

Follow Swoon on Instagram.

From Your Site Articles
Report this Content
Health and Wellness

This Survey Shows How Quarantine And Drinking Relate, And I Can't Say I'm Surprised

"5 o'clock somewhere" is more of a guideline now than ever.

As it stands, and my friends and I are finally 21. We're extremely excited to be able to go out to bars and "get lit" as the kids say, but due to the pandemic, all of our plans have been put on hold. We'd rather wait and go when it's safe than risk spreading the infection and hurting our loved ones. So, we've all been quarantining apart, getting on the occasional wine zoom call. This made me wonder if anyone else our age were doing the same thing.

Then, I discovered this survey: We Surveyed Millennials And Gen Z About Their Quarantine Drinking Habits — Cheers. Here are 3 things that I discovered through the survey results.

Keep Reading... Show less
Lifestyle

5 Easy Summer Mocktail Recipes You Can Make With Items You Probably Already Have On-Hand

Keep these drinks in mind next time you're visiting your local farmer's market — you might want to grab some extra mint and limes.

With Summer 2020 in full swing comes the addition of many fresh fruits and vegetables to brighten up your dinner plate, but also your glass! Farmers markets are my personal favorite place to look for produce that is in season to make fun mocktails with.

Keep Reading... Show less
Lifestyle

5 Ways To Celebrate The 4th of July — Without Fireworks Or Social Gatherings

We created a list of things to do since social distancing may create a dent in our typical, planned traditions.

With the Fourth of July on Saturday, the usual tradition of popping fireworks, grilling out, and being surrounded by family has been modified due to the pandemic. Whether you're a loner or surrounded by family, there will most likely be some changes to your celebrations.

For weeks on social media, people across the country have been complaining that they have been subjected to fireworks going off at all times of the night into the early morning. This has sparked concern and questions about why this is happening and how are people even obtaining the fireworks.

Keep Reading... Show less
Lifestyle

Carb And Cheese Lovers, Unite — These Are The Best Mac And Cheese Recipes On The Internet

Whether you need to get through the current pandemic or want to spice up your Fourth of July celebrations, these mac and cheese recipes will do just that.

https://www.instagram.com/p/BxIKdnMHcGr/

My favorite food is mac and cheese, and it always has been. All it requires is noodles and cheese — it's so simple to make. Although it's my favorite, it can also get kind of mundane because it's such a simple recipe. This, of course, has led to many people all over the world experimenting with the American staple.

With our lives currently being turned upside down due to the pandemic, a lot of people are seeking comfort. These are scary times, and in order to make it day-to-day, we need to have our favorite foods as a standby. These recipes can also be used during your celebration of the Fourth of July.

Keep Reading... Show less
Health and Wellness

17 Things To Make You Feel GOOD This Week

Because some purchases are just necessary.

Y'all, we're struggling. You don't even have to tell me, I know. What a mess we're all in, right? This year is not going how we planned and the world has turned into one giant struggle bus. I guess you could be super philosophical about everything happening for a reason, but sometimes life is just hard.

There are plenty of ways to bring yourself out of whatever rut you're in. You could go for a run, have a snack, or read a book. Or, if you're really looking for an adrenaline rush, go shopping. This is obviously not going to solve the world's problems with one swift click of the "checkout" button, but hey, it may just give you the little boost you need today.

Keep Reading... Show less
Health and Wellness

I Wore A Butt Mask Every Day For A Month, And It's Officially Essential In My Daily Self-Love Routine Now

Thirty days later, my booty's as smooth as a baby's.

- Blissfully unaware that butt-care beyond squats was even something I should be considering in my self-care routine, I tried one of Bawdy Beauty's butt masks for the first time a month ago.

- I've never really given my butt a second though till I took a look at improvements that could be made with the mask — if one of the hydrating, firming, detoxifying, or brightening masks in the kit I received could either smooth out cellulite or tone my skin a bit more, I wasn't going to complain.

- Each Bawdy Beauty sheet mask comes in an individually-packaged sheet, soaked with a serum I massaged into my skin after removing said sheet. The clay butt mask comes in a convenient stick format I simply draw on to my skin and leave to set for about 10 minutes before hopping into the shower.

- I set a goal of committing myself to butt-care every day for one month. Between the regular use of sheet masks, clay masks, and their CBD Butt Balm in between, I didn't have many expectations.

- I thought the whole concept may just be a gimmick, but my butt has never looked so toned in my life, and the cellulite I had is almost completely gone. I wear one every single day when I get the chance.

I'm incredibly skeptical when it comes to marketing ploys and gimmicks in the beauty world. I'll be the first cynic to try out the latest serum on the market every influencer is raving about just to negate every grandiose claim it makes.

Keep Reading... Show less

Friends, you don't have to be quarantined to use a personal massager, you know? Because, sure, quarantine made for a lot of extra quality time with yourself, but no matter what phase of the reopening process you're in, it's normal and actually healthy to take care of your sexual needs on your own.

Keep Reading... Show less
Entertainment

5 Books I Didn't Realize Are About Gay Women

If you read primarily LGBTQ fiction, then this list might help to expand your TBR list.

Photo by Ketut Subiyanto from Pexels

Frequent readers of LGBTQ fiction might feel like they're reading the same book over and over again, with few exceptions.

Most of these books were on my TBR list for months and I didn't realize they were about gay women until I was reading them, hopefully, this list of books can interest you in expanding your reading material and seeking out different stories.

Keep Reading... Show less
Facebook Comments