5 Things That Will Make a Woman Think About You Non-Stop: Unlock the Art of Introducing Yourself

make a woman think about you

Namaskar, Hi everyone, welcome back, today I’m going over things that will make a woman think about you non-stop. Most videos I’ve seen on how to build attraction come across as pretty manipulative, which I don’t like at all. So, I wanted to put a healthier spin on this: How can we naturally build attraction? How can we avoid coming on too strong? How can we leave a little to be desired? There are small shifts you can make to naturally build attraction without forcing it. At the end of the day, I want you guys to be authentic and show up as your best self. If you’re new to dating and watching videos telling you to act a certain way, it can be confusing and lead to self-sabotage. When you build attraction naturally, she can’t help but think about you when you’re apart—I’ve definitely been there! Certain things make you memorable, and we want to use what you already have to put your best foot forward. So, how do you do that? Let’s dive into my five tips!


Tip 1: Be Attentive to Make Her Feel Special

Number one is to be attentive. There are a few points here I want to touch on. First, listen and remember what she says. Being attentive to small details makes you stand out in a good way. Women are incredibly attentive to detail, so we notice when a man does this too. Be present and give her your full attention when you’re together. If you’re stuck in surface-level conversations, there’s nothing meaningful or memorable about that. Instead of thinking about what you’ll say next, listen to what she’s saying. This leads to deeper, better conversations.

The secret recipe for a memorable date is a good conversation. I’ve done an entire video on how to have a good conversation with a woman—if you don’t know where to start, check it out! I’ll link it in the description below. Be present, have deep conversations, and remember something she says. Bring it up later when texting or the next time you see her, and she’ll be impressed. It shows you’re genuinely interested and makes you stand out.


Tip 2: Be Independent to Build Attraction

Number two: Independent equals attractive. The last thing you want is to be needy or clingy—it’s a surefire way to kill attraction and send her running. Have your own life going on—your own purpose, passions, hobbies, and interests. You shouldn’t rely on others to provide that for you. As a woman, it’s incredibly attractive when a man has his purpose and passions, enjoys what he does, and shares that with you. The more aligned you are with what brings you joy, the less needy you’ll be because you know you’re fine on your own.

If you’re good at something or enjoy certain activities, don’t be afraid to share that—it’s attractive when a guy is skillful or interesting. I’ve done a video on how to be more interesting, and a key point is to do more things in life—it makes you more engaging! Another aspect of independence is having boundaries. Know you wouldn’t drop everything to see her. That sounds romantic in movies, but it’s not healthy early on. For example, if you’re a busy guy focused on work but make time for her after work on Friday, it shows you prioritize her without neglecting your life. She’ll think, “Wow, he’s busy but made time for me—I must be important.” That’s a great sign and makes you memorable.


Tip 3: Be a Gentleman to Stand Out

Number three: Be a gentleman. If you’re pursuing a girl, being a gentleman makes you stand out in the best way. She’ll remember small gestures like opening the door or giving her your jacket when she’s cold. These seem small but are incredibly meaningful. For example, on one of my first dates with my boyfriend, we were walking to a coffee shop, and I was cold. He gave me his scarf—I still have it three years later, and I’ve never forgotten that moment. I promise, she’ll remember these gestures years later. Being a gentleman makes you unforgettable and shows you care.


Tip 4: Give Non-Physical Compliments

Number four: Non-physical compliments. Compliments should be genuine—don’t lie to get someone to like you. The best compliments aren’t always about appearance. If she’s attractive, she likely hears “You’re so hot” all the time. Stand out by complimenting something else: “I love your energy,” “You’re so down-to-earth,” “You’re super smart,” or “I love how passionate you are about [topic].” These are memorable because they’re unique. I get flattered by any compliment, but the ones that stand out on my YouTube videos are about how I speak or my knowledge, not my looks. Those mean the most because they’re about what I’m proud of. Focus on non-physical compliments, and she’ll remember them.


Tip 5: Try Something New Together

Number five: Try something new together. We can get caught up in routines, so doing something different feels refreshing. Go on a date you’ve never tried or do something neither of you has done before—it’s less predictable and more fun and memorable. It’s a great way to bond and build a deeper connection because you’re both learning together. If you take her to a cooking class she’s never done and you have an incredible time, she’ll think about it later. I’m a routine, Type-A person, but doing something new adds a memorable factor.

Being spontaneous and thinking on your feet is also attractive. On my first date with my boyfriend, we planned brunch, but it went so well that he suggested we keep going. We went shopping, and it was fun and memorable. In a video I did with a group of girls, every one said their best first date involved a guy being spontaneous and thinking on his feet. It shows confidence, reliability, and the ability to take the lead—qualities women find attractive. You don’t need to go skydiving, but don’t be afraid to try something new to build attraction.


Final Thoughts: Be Your Best Self

That’s my list of five things that will make a woman think about you non-stop. Unlike manipulative tactics or psychology tricks, these tips are about showing up as the best version of yourself. You don’t need to trick someone or be someone you’re not. If you’re new to dating, feel like you’re self-sabotaging, or want to make a great first impression, these are a great place to start. I hope you found this helpful! If you did, give it a thumbs up and subscribe to stay in the loop for new content. Follow me on Instagram at @moodframespace—I love connecting with you there!

In the comments, let me know:

  • What do you think of these dating tips?
  • Any first date stories or tips you’d add?
  • Have you tried being spontaneous on a date?

Thanks for watching, and I’ll see you next time!


FAQ: Common Questions About Building Attraction

Q: How do I make a woman think about me after a date?
A: Be attentive, listen to her, and remember small details to bring up later. Stay independent, show your passions, and be a gentleman with thoughtful gestures. Non-physical compliments and trying new activities together also make you memorable.

Q: How can I build attraction naturally?
A: Focus on being your authentic self—listen actively, have your own life and boundaries, give genuine compliments, and try fun, new experiences together. Avoid manipulative tactics and prioritize connection.

Q: What are some memorable first date ideas?
A: Try something new like a cooking class, a unique café, or a fun activity neither of you has done. Spontaneity, like extending a great date with a walk or new plan, also creates lasting memories.

Top 5 Best First Date Tips For Men

First Date

Namaskar, I’m sharing how to have a great first date. Today, I’m sharing five tips for a successful first date to ensure you leave feeling confident, regardless of the outcome. Follow these tips, and you won’t be thinking, “I could have done this better.” Let’s jump into it!


Tip 1: Dress Well for Your First Date

Number one on my list is to dress well. I’m not saying dress like someone you’re not or wear what you think she wants. If you buy an outfit just for the first date and don’t have similar clothes for a second date, she might notice you dressed to impress in a way that’s not your style. When I say dress well, I mean dress like the best version of yourself. This depends on the date setting:

  • For a casual brunch on the weekend, go for jeans, sneakers, and a nice shirt to fit the vibe.
  • For after-work drinks or dinner, maybe lean toward business casual.

I won’t get super specific about outfits since that’s a whole video on its own. If you want me to cover what to wear on a first date, let me know in the comments! Just dress for the setting—don’t try too hard with a full suit unless you’re hitting a gala, which I wouldn’t recommend for a first date anyway. Look like you put in effort, not like you rolled out of bed. If a guy shows up in a stretched-out V-neck looking hungover, it’s an instant turnoff. First impressions are key, so make a good one!


Tip 2: Pick the Perfect First Date Location

Next, pick the perfect place. This varies based on where you live and the season. In California, where it’s sunny and 75° year-round, you have more options than in Cleveland, where it’s cold seven months of the year and winter activities are limited. Choose a public setting where you can get to know each other without revealing too much too soon. I don’t recommend inviting her to your place on the first date—it shows all your cards and leaves no mystery.

Go somewhere casual and fun where you can talk one-on-one. A fancy dinner date isn’t ideal for a first date. If you realize 20 minutes in that you don’t click, you’re stuck in a four-course meal with someone you don’t like, and you’re footing the bill. Plus, flashing too much money might attract the wrong type of person. Avoid places like movies for a first date with someone you’ve never met. Sitting in silence for two hours sharing popcorn is awkward and kills any chance to connect. If you’re already friends, a movie’s fine, but for online matches, stick to conversation-friendly spots like a café or a relaxed restaurant.


Tip 3: Master First Date Conversation

Conversation is arguably the most important part of a first date. Get to know her—what she’s into, who she is—but she should be curious about you too. If she’s not asking you anything, it might mean she’s not interested, and that’s okay. Not every date will be a match. If you’ve checked her Instagram and know things you shouldn’t, don’t ask questions to seem impressive or robotic. Be candid, go with the flow, and notice what she lights up about. Focus on those topics and see if you share common interests.

Don’t talk about yourself the whole time—I’ve been on dates where the guy did this, and it’s awkward and unenjoyable. If you’re asking all the questions and getting nothing back, it’s a turnoff. Show curiosity if you’re interested. After the date, ask yourself: Do I want to know more about her? Are we compatible? Is a second date worth it? A good first date conversation in the right setting helps you figure this out.


Tip 4: Know When to End or Continue the Date

My next tip is knowing when to stop or continue the date. This is why a public place with a natural endpoint, like brunch, is ideal. When the bill’s paid and you’ve chatted a bit, decide: Do I want to keep going, or am I ready to call it? If you’re not feeling it or sense she’s done, be polite, say you had a nice time, and part ways. But if you’re both having fun, be spontaneous! Suggest something else, like a walk or a quick activity.

On my first date with Teddy, we clicked instantly at brunch. Neither of us wanted it to end, so he invited me to go shopping with him at an outdoor mall. We walked, talked, and I learned so much more about him in that relaxed setting. It was attractive that he thought on his feet and showed interest. Spontaneity can turn a good date into a great one, maybe even a full day that leads to years together!

Another thing: Pay the bill on the first date. I have traditional values, and I find it attractive when a guy takes initiative. It avoids awkward moments when the bill arrives. Teddy and I now split bills sometimes, but on the first date, grabbing the check is a confident move.


Tip 5: Be Clear About Next Steps

Finally, be clear about next steps. If you don’t want a second date, don’t say you do. Be polite, but don’t lead her on, especially if you’re both looking for something serious. If you’re unsure, don’t commit right away—go home, think it over, and decide later. Don’t seem too eager or overly available; it can set unrealistic expectations. But if you’re into her, let her know. At the end of my 12-hour date with Teddy, he said, “I’d love to see you again,” and it felt great knowing we were on the same page.

Now, the dreaded after-date text. As a girl, we overthink this—should I text him? Should I wait? Guys, if you had a great time, text her when you get home. Say, “Had a great time tonight, it was awesome meeting you!” It’s confident and stops her from stressing. Don’t rush to plan the next date, but if she responds with similar energy, you can suggest a second date later. For example: “Hey, had a great time today. I don’t know what your week looks like, but I’d love to see you again.” This shows interest without being pushy. Sincerity beats games when you’re looking for a quality connection.


Wrap-Up: Make Your First Date Unforgettable

That’s my list of five tips for a great first date! I hope you found this helpful. If you did, give it a thumbs up—I love connecting with you there and putting faces to the comments!

In the comments below, let me know:

  • What do you think of these first date tips?
  • Did I miss anything, or do you disagree?
  • Share your first date stories—mistakes you made or learned from. They’re fun and help us all grow!

Thank you so much for reading, and I’ll see you next time!


Top Conversation or Chat Starters With a Girl at coffee shops or park

chatting with girl

Have you ever wanted to approach an attractive woman but you had no idea what to say? Approaching someone new can be nerve-racking, especially when you don’t know how to start a conversation. In this article, we share three conversation openers that have worked for many of my website readers, so you can use them too. These simple, authentic icebreakers are perfect for casual chatting, or even one on one settings like coffee shops or parks, helping you connect confidently without feeling cheesy.

1. The Classic “Hello, How Are You Doing Today?” Opener

The first one is just hello how are you doing today? I have a lot of guys actually say this to me in places like coffee shops. Coffee shops are great because you tend to be either waiting in line to order or waiting for your beverage once you have ordered. So, it’s a really easy place to be able to just say how’s your day going? But how’s your day really going? Tell me how you really feel.

A lot of times people have to actually stop and think about that because our automatic response is to just be polite and say oh, it’s good, but if you say how’s your day really going or they might answer first and then you can say okay, but how’s your day really going. So, that’s kind of cute and if she’s having a good day then she’ll probably be more amenable to talking. If she’s not having a good day, but she’s actually got a decent personality and she wants to be cheered up then she might be okay with talking.

There’s been lots of times where I’ve maybe had a cranky day and then by conversing with somebody I’ve been able to get out of that bad mood so, really it’s that simple. One, is just hey, how’s your day going? And then when either right away or once they’ve answered say but really, how’s your day really going? And it’s kind of cute because it’s a little bit intimate and inappropriate in a way. But because you’re saying it in a kind of a cute way then you can get away with it.

Side note, don’t worry about their reaction, if they’re having a cranky day and they don’t want to be cheered up oh well, you did your best. And if they’re having a cranky life and they don’t want to cheer up then thank goodness you dodged that bullet. For more on handling social interactions, check out our guide on building confidence.

Why it works: This opener is simple, non-threatening, and invites a genuine response, making it easier to build a connection.

2. The Observational “What Are You Reading?” Approach

Here’s another one that has worked before many times, Now the reason why that works is because if someone says I think you’re a nice person so, I thought it would be safe to come over and say hi. Well, most people don’t want to be viewed as not nice so, they will at least be polite and if they’re really not interested in sharing company at that time they can say you know I just really prefer to be alone right now.

If there are any women watching this don’t be a ***, if a guy approaches to you that takes a lot of guts just be kind and just be courteous and say I just prefer to be by myself right now, but thank you for having the guts to come and say hi, I hope you have a good day. Be polite you don’t have to be a jerk about it.

Guys watching this, if you approach a girl and she is ordinary or not polite about it then like I say either she’s having a bad day or she’s having a bad life or she’s been approached way too many times. And it’s just really tired of it or she has a boyfriend or whatever, don’t take it personally maybe you know wrong time for her or it may be that she’s just the wrong person to chat with. Learn more about navigating rejection in our article on overcoming rejection.

Why it works: This approach is context-specific, feels organic, and shows genuine interest in what she’s doing.

3. The Time-Limited “I Only Have a Few Minutes” Approach

I was actually in a coffee shop and I was sitting down and a guy just came over and literally just didn’t even really ask permission to sit down. And sat down and said I really love to chat with you, I only have a few minutes because I’m meeting a friend but I saw you over here I thought you were really attractive and do you mind if I just chat with you for a little bit?

Now the reason why this could potentially work is because it’s a limited time only. She’s not going to get saddled with you for hours. You just already said that you’re going to be leaving very shortly because you’re meeting somebody else. But you also wanted to take the chance because you didn’t want to lose the opportunity to maybe strike up a conversation with someone that you’d like to get to know better.

And then you do actually have to have a short conversation and leave. Even if you don’t have anywhere to go. You pretend you have somewhere to go because that makes the look interesting because you have a life because you’re going somewhere to meet somebody and you also look very confident because you were also willing to sit down and chat with someone and go for what you might want and at least play that out.

And again, she might say no, I’m really not comfortable with that or no, I have a boyfriend or no, I’m really focusing on this. It doesn’t matter if you get the no’s. In fact the more no’s you get the happier you should be. Because the more no’s you get the closer to a yes you’re going to be. So, don’t think about it as personal rejection just think about it as practice.

Why it works: This opener shows confidence, respects her time, and reduces pressure by setting a clear time limit.

BOUNS Tips for a Successful First Date:

I’m gonna help you with some tips that you need to follow in order to have a successful date. Yes, certain things that you’re not supposed to do on your first date. Well, there are a lot of singles roaming about in the world and definitely competing for that first date. Now when you get one, what happens? Well, dating is more like a game. We all want to win that ultimate prize. Unfortunately, that’s not how the game ends. Well, there are times when there’s no spark, there’s no attraction, but there are times when you say something or do certain things that’s gonna ruin your first date. So which are these things that you need to avoid? Well, let’s have a look.

First Date Mistakes to Avoid: Don’t Talk Too Much About Yourself

Here’s the first thing that you need to avoid in your first date: you gotta avoid talking too much about yourself. So you meet the person for the first time, and you definitely want to impress her or him. And there you go, in order to impress that person, you just talk about yourself, and that too way too much. “Well, I work here, my boss is in love with me, my friends love me, I love watching movies, I love playing golf, I love doing this, I love doing that.” Okay, period. Yes, you are just talking about yourself. That’s not fair. Well, you need to create a balance between speaking about yourself and asking questions to the other person. Yes, that’s when you are going to create that spark. Well, you will get to know that person, right? So you need to ask questions to the other person, let that person talk as well. You just can’t go all about yourself. So I’m sure that would not be the end of your first date. So therefore, it’s important for you to avoid talking too much about yourself.

How to Stay Present on a First Date: Avoid Using Your Phone

Yes, what do you do? Uh-huh, sure, I can do that. Yes, right, what are you doing? Well, you need to stay off your phone when you’re on your date. Well, I’m sure you all love to text, to tweet, to post things on Facebook, to share pictures. Yes, we all do that, but you’re not gonna do that on your first date. You’re not gonna be on your phone. There’s a life outside that screen. You are with someone for the first time, so make sure that you stay off your phone. So put the phone aside and focus on your date.

First Date Etiquette: Limit Alcohol Consumption

The third thing: avoid drinking way too much. You can’t be drunk on your first date. It’s okay if you have one or two alcoholic beverages, but please not more than that. Well, if you are drunk, the room starts spinning, you end up getting into an ugly situation. Either you start talking rubbish, or you really don’t pay attention to the other person, or you are so drunk that you pass out. So what does that guy or the girl do? Carry you and take you home? That’s not fair. Well, it’s your first date, you are here to impress that person, so keep drinking to the minimum. Please don’t get drunk.

First Date Conversation Tips: Avoid Talking About Your Ex

So what’s the next thing that you need to avoid on your first date? Well, you need to avoid talking about your ex. Ha, the moment you bring in your ex in your conversation, that’s it, you are definitely not gonna have a great date because this is a sign that you are not completely over your ex, and this date of yours is merely a rebound. So avoid conversations like, “Me and my ex, we used to party so much, me and my ex, we used to love eating this.” No, you can’t do that. Avoid talking about your ex and focus on your current date, right?

What Not to Discuss on a First Date: Marriage and Kids

What’s the next thing? You need to avoid talking about marriage and kids. Well, on the first date, you’re not even sure if you would like to share your brownie with your date, forget about the future. Yeah, I mean, bringing up marriage and kids, it just seems that you’re rushing into that relationship, and you really can’t do that. That’s definitely going to be your last date. Now, if you want your first date to be successful, please do not bring in marriage or kids. It’s okay to ask general questions like talking about your family, asking about the other person’s family, or even just asking, “So, do you have any kids in your family or any cousins of yours?” Now, these are general questions, and just keep it to that. Do not bring in talking about the future, talking about marriage, or talking about having kids. Avoid that, please.

Safe First Date Topics: Steer Clear of Controversial Subjects

While you are on your first date, the next thing that you need to avoid is avoid talking about controversial topics. Yes, topics like finances, politics, religion—that’s a big no. Well, this date would turn into an argument. It’s not going to be an amazing date for you; it’s just going to be an awful date for you. While talking about finances, talking about politics, well, yes, we all have our views, but discuss it with your friends, discuss it with your families, but not on your first date. Now, general things that you can talk about or various topics that you can talk about on your first date are movies, talking about food, talking about different gadgets that you like, or the things that you really like to do in life. Yes, that’s about it. Keep it very simple. Please don’t make it ugly. So make sure you avoid controversial topics.

Building a Connection on a First Date: Avoid Sexual Topics

If you are looking for a committed relationship, what’s the next thing that you need to avoid? Well, you need to avoid getting sexually involved with your first date. Yes, you are not here to get involved sexually with that person. You don’t want your first date to end in a one-night stand, right? Well, it just shows that you are way too desperate, and you will be judged for that. That’s not fair, right? So it’s important for you to just have general conversation and do not have sexual conversations or show signs that you are sexually attracted to that person, and definitely avoid sleeping with him or her on your very first date.

Final Thoughts

They work because they’re authentic and adaptable to casual settings. Practice them, stay confident, and don’t fear rejection. Every conversation is a step toward mastering social interactions. For more confidence-building strategies, visit our confidence-building resources on Moodframe Space. Curious about the memoir mentioned? Find it here.

20 Deep Conversation Starter Questions for a Great First Date

20 Deep Conversation Starter Questions for a Great First Date

Namaskar, First dates can feel like a tightrope walk—exciting but a little nerve-wracking, especially when it comes to keeping the conversation going. You want to get to know your date without turning it into an interrogation room. These questions are all about digging deeper, finding common ground, and keeping things authentic, so you can see if there’s a real connection worth pursuing. Plus, I’ve added an FAQ at the end to tackle common first-date conversation worries.

Why These Questions Make a Difference

A first date isn’t just about filling the silence—it’s about learning who someone is, what they value, and if you vibe together. Courtney says asking the right questions can show you if you’re compatible in values, goals, and personality without making it feel like a job interview with cocktails. These 20 questions, taken directly from her videos, help you avoid awkward, one-word answers and get to stories, passions, and real talk that make a date memorable.

20 Deep Conversation Starter Questions

1. What Made You Interested in Going Out with Me?

This one’s a flirty way to start, asking what caught their eye—maybe something on your dating app profile or a moment you shared. Courtney says to ask it in a joking way, like “What made you swipe right?” It’s a fun, light question that shows what they’re into and can kick off a good conversation.

2. What Are You Looking for?

This gets straight to the point: are they after a casual fling or a serious relationship? Courtney’s big on believing their answer. If they say they just want a hookup and you’re looking for something long-term, don’t try to change their mind—it’s a time-saver to know early.

3. What Matters to You?

Instead of asking something narrow like “What are your hobbies?” this broad question lets them share what’s important—family, work, or maybe a passion project. Courtney says it’s a great way to learn their values without boxing them into a specific answer.

4. What Are You Most Passionate About at the Moment?

This is all about finding their “golden nugget”—that thing they light up talking about. Courtney loves this because it could be a new workout class, a TV show, or a side hustle, and it makes the conversation flow easily while showing you who they are.

5. When You Think of a Recent Big Political Event, Is There Something That Stands Out to You?

This question tests if they’re tuned into the world without going full-on political debate. Courtney says it can show if your views align and how much they care about what’s happening, which might matter to you.

6. What Does Your Work-Life Balance Look Like?

This digs into how they juggle work and personal life, which Courtney says hints at whether they can make time for a relationship. A softer way to ask might be, “What do you do when you get off work?” to see if they’re always working or prioritize downtime.

7. What Does Your Life Look Like 5 Years from Now?

This one’s about their big-picture goals—family, career, or travel. Courtney points out that if their vision (like no kids for 10 years) doesn’t match yours (wanting a family soon), you might not be compatible, and that’s okay.

8. What Would You Do If You Had a Week Off?

A fun way to learn what they love doing, this question shows if they’d travel, chill with their dog, or dive into a hobby. Courtney says it reveals their vibe and opens the door to more questions, keeping the chat lively.

9. When You Spend Time with People, How Often Are You the One Making Plans?

This shows if they take the lead or sit back in relationships. Courtney likes it because it reveals their communication style—planners might be reliable, while someone who never plans could leave you carrying the load.

10. How Well Do You Feel Like You Compromise with Others?

This can feel a bit like a job interview, but it’s about seeing if they’re flexible. Courtney suggests watching how they act—like if they insist on their choice of appetizer—or asking, “What’s a time you met someone halfway?” for a less formal vibe.

11. What Do You Think Is Important for a Healthy Relationship?

This gets them talking about values like communication or trust. Courtney warns that if they only mention something like sex, it might be a red flag if you’re after deeper connection. Watch their actions, too, not just their words.

12. How Do You Handle Conflict?

This tests if they’re self-aware about resolving disagreements. Courtney says it can feel buttoned-up, so you might try, “What do you do when you disagree with someone close?” If they say “I don’t know,” that’s a clue they might struggle with conflict.

13. What Is Something in Past Relationships You Needed to Work On?

This checks if they reflect on themselves. Courtney says if they blame their ex for everything, it’s a red flag. She suggests asking this on a second or third date so it doesn’t feel too heavy right away.

14. Who Is the Person You Talk to the Most?

A cute, light question that shows who they value—maybe their mom, best friend, or sibling. Courtney loves how it brings out stories and keeps things relaxed between deeper questions.

15. What Is the Best Gift You’ve Ever Received?

This fun one reveals what they cherish, like a thoughtful handmade gift or a fancy gadget. Courtney says it can lead to stories about their interests, like training for a race, and keeps the vibe easygoing.

16. What Was Your First Impression of Me?

Ask this when the date’s going well to see if they’ve been paying attention. Courtney suggests waiting for a second date to avoid awkwardness, but it’s flirty and shows how they see you.

17. What Made You Most Excited About Going on a Date with Me?

This is like the first question but focuses on what they were looking forward to. Courtney says it can lead to fun follow-ups like “What’s something totally random you’d like to know about me?” to keep things flowing.

18. What’s Something Totally Random You’d Like to Know About Me?

This playful question, straight from Courtney’s advice, brings out quirky facts or hidden talents. It’s a great way to add humor and balance out the deeper stuff.

19. What’s a Project You’re Working On That You’re Excited About?

Inspired by Courtney’s tip to dig into passions, this question gets them talking about something they’re into right now, like a creative project or a fitness goal, to spark an enthusiastic chat.

20. What’s Something You Do for Fun on the Weekends?

Courtney suggests asking about free time to see their lifestyle and interests. This question reveals what they enjoy outside work, like hiking or binge-watching a show, and helps you see if your vibes match.

How to Make These Questions Work

Courtney’s tips from her videos help you use these questions to keep things natural and engaging:

  • Prepare a Little Bit: Have a few questions in your head as a backup, but don’t script the whole date. Courtney says it’s like having a plan for an interview—just enough to feel at ease.
  • Ask the Right Questions: Go for open-ended ones that lead to stories, not one-word answers. Courtney says this makes the conversation snowball naturally into deeper topics.
  • Find Their Golden Nugget: Look for that thing they light up about and dive in. Courtney learned this from sorority recruitment—it makes them feel heard and keeps the chat effortless.
  • Tell Her About Yourself Too: Share your own experiences to make it a two-way conversation. Courtney says finding commonalities makes things more comfortable and natural.
  • Silence Is Normal: Don’t panic over brief pauses. Courtney says they’re okay and can even make the date feel more like you already know each other.
  • Be Authentic: Be yourself, not someone you think they want. Courtney says this helps you attract someone who likes the real you, making the connection genuine.

Why These Questions Are Great

These 20 questions come straight from Courtney’s videos, blending fun and depth to help you learn about your date’s values, passions, and lifestyle. They’re designed to avoid the interrogation feel, encourage storytelling, and show you if you’re a good match. Whether you’re digging into their dreams or laughing over a random fact, these questions set the stage for a date that feels real and leaves you both wanting more.

Wrapping It Up

First dates don’t have to be stressful. With these 20 conversation starters from Courtney Ryan’s videos, you’ve got a toolbox to spark meaningful, natural chats. From finding out what matters to them to sharing a laugh over a quirky question, these prompts help you see if there’s a connection worth chasing. Pick a few, stay yourself, and let the conversation roll. Let me know in the comments what questions you love for first dates or if you’ve tried any of these!


FAQs About First-Date Conversation Starters

Q: How many questions should I ask on a first date?
A: Don’t rapid-fire a bunch of questions. Courtney says to pick a few good ones—maybe three to five—and let them flow naturally so it doesn’t feel like an interrogation.

Q: What if they give short answers?
A: Try a follow-up like “What made you want to do that?” Courtney says if they’re still not engaging, it might mean you’re not clicking or they’re not into the conversation.

Q: Should I steer clear of politics or past relationships?
A: Courtney says a question about a recent event can show their values without getting too heavy, but save past relationship talk for a second or third date to keep the focus on you two.

Q: How do I keep it from feeling like a job interview?
A: Share your own stories and build on their answers. Courtney says finding their golden nugget—the thing they love talking about—makes it feel more like a real conversation.

Q: What if we run out of things to say?
A: Have a couple backup questions ready, and don’t sweat small silences. Courtney says pauses are normal and can actually make things feel more comfortable.

Q: Can I use these questions when texting?
A: Totally. Courtney says these tips work for texting too. Ask open-ended questions like “What are you passionate about right now?” to keep things interesting online.