Scared of the dreaded awkward silence on your first date? Or perhaps it’s already a few dates in and you’re running out of topics to talk about. This is where astrology can be your best friend. Check out my 7 best subjects to chat about with your sexy but sometimes-intimidating Leo fella!
Want to impress your Leo man? Of course you do! He’s a real catch.
He’s warm, proud, expressive and even a bit dramatic , and he prefers to be the one doing the talking a lot of the time.
However, prompting always helps, and there’s nothing that a Leo man loves more than talking about himself and being asked questions. It makes him feel flattered, seen, and heard, and it boosts his ego like nothing else!
In fact, asking the right questions and finding the right topics may be the very thing that helps him to fall in love with you.
Of course, you may also want to fill up the awkward silences that can sometimes ruin a great date.
Every sign has things that they like to talk about, and the Leo man is no different. Here are some of his favorite topics, in my experience as a relationship astrologer, that you can bring out to get the conversation flowing!
I have spent more than a decade as a relationship astrologer, and I have walked alongside thousands of women through their first dates, second dates, and full-blown love stories with Leo men. Here is something you might find encouraging: in our recent reader survey, 41% of women dating a Leo said they felt confident he was interested in them, the highest rate of any sign in our research.
When a Leo man wants more time with you, he is not subtle. The conversation you have on your date matters less than how engaged you keep his Sun-ruled curiosity, but the topics below are the ones that consistently pull his attention to you and keep it there.
Want the full inside guide to his Sun-ruled mind, including the specific phrases that pull him closer? My Leo Man Secrets guide walks you through it from first date to forever.
7 Things to Talk About on a Date With a Leo Man
1. Why Asking About His World First Is The Fastest Way To A Leo Man’s Heart
The truth is, ladies, Leo men are vain. They can be very self-involved, yet their confidence, warmth, and expressiveness are all qualities that you want to see more of.
He inspires you through his life stories and experience, and he has plenty of them.
If you don’t know what to say the next time you’re on a date, simply talk about him. His day, his work, his feelings, his plans. Ask him about his past, present, and future. Ask him what his favorite anything is (TV shows, books, color, food) and just let him take the lead.
The chances are very good that you won’t need too much prompting to get him on a roll, and with his dramatic flair for communication and his booming voice, you should be endlessly entertained!
The reason this works is rooted in his ruling planet. The Sun is the center of the solar system, and the Leo man is the center of his own world by design. When you ask him about himself, you are not feeding his ego, you are speaking his actual language. He notices the woman who is genuinely curious about how he thinks, what he is proud of, and what he is building.
He will lean in, he will hold eye contact, and you will feel the temperature of the conversation rise. Ask one good question and let him take the lead. The fastest mistake on a first date with a Leo is competing for the spotlight before he has had a chance to feel that you see him.
2. The Single Topic That Makes A Leo Man Drop His Guard On A First Date
Dating in these times often means that the guy you are seeing might have children from a previous relationship.
Leo is the family sign , they typically love children (and can be childlike themselves). The typical Leo man will have children in his life that he absolutely adores, whether they’re his own kids, his nieces and nephews, or the children of his good friends.
Failing that, you can also ask him about his own childhood, what it was like, and what he loved best.
You could even fish to find out if he wants kids. This is one sign that isn’t usually shy to discuss how he feels about having children.
Family is the topic that turns a Leo man’s date persona into the actual man underneath. Watch his face when he talks about his mother, his sister, his nieces, or his children. The performance softens. The voice changes. The first time you witness this version of him, something inside you will shift, because you are seeing the man he is in his most loyal moments. If he has kids, ask one specific question about who they are as people, not just how old they are. He will reward that kind of attention with a tenderness most women never get to see on a first date with him.
3. How A Leo Man’s Hobbies Tell You Everything About How He Will Love You
Leo men often have quite a few hobbies that they are passionate about.
Whether it’s sports, acting, painting, writing, or singing, your guy is bound to have quite a few talents that you’ll be surprised to learn about!
Finding out what he loves to get up to in his spare item will make him feel inspired, and he’ll sweep you along in that tide of enthusiasm that Leo is so well-known for. Who knows, maybe you even share a hobby or two to bond over!
Pay attention to how he talks about his hobbies, not just what they are. A Leo man pours real intensity into the things he loves. He does not have casual interests. If he plays guitar, he plays with feeling. If he runs, he is training for something.
If he cooks, he wants you to taste it. Ask him to describe the last time one of his hobbies made him feel alive, and you will get a window into how he expresses passion. That same energy is the energy he will eventually direct at you, when he has decided you are the one he wants to pour himself into.
Take my free Cosmic Attraction Quiz here and find out what your stars say about how he sees you.
4. What A Leo Man Does To Recharge (And Why It Matters For Your Future)
Aside from his talents, what does he like to do to relax and have fun?
Leo is a sign that loves a good time, and they’re often the ones found on a dance floor or chatting late into the night after a great time out! He probably likes to shake his tail feather, but he may also love relaxing hikes or jigsaw puzzles.
Once he gets talking about fun, he’s instantly in a good mood, and you’ll see him practically lighting up the room.
He’ll be making plans with you in no time for fun times together, so this is totally a win-win topic for a date.
How a Leo man recharges is the quiet test of whether you can build a life with him. The Sun is generous, but it also burns hot, and a Leo man who never rests becomes the dramatic, snappy version of himself that women in our community describe as exhausting. Ask him what he does when he needs to step out of his own pace.
The answer tells you whether he has self-awareness about his own intensity, and whether he will respect the same need in you. Pay attention if he describes solitude with comfort. The Leo man who is at peace alone is the Leo man who can love you without consuming you.
5. The Truth About Why Talking About His Career Lights A Leo Man Up
Most Leo man love their careers almost as much as they love their families.
They often are found at the very top of the career ladder as managers, CEOs, or other authority or leadership positions.
If he’s not managing, he’s likely a creative of some kind. In all areas of life, the Leo man must express who he really is.
Talk to him about his work , both the work he does and the work he would choose if he could do something different. What were his childhood dreams? Try to find out!
His career is not just what he does for money, it is how he plants his flag in the world. Leo men are wired to lead, to be the manager, the founder, the named expert, the person whose work has his fingerprints on it. In our reader survey, 14% of women met their Leo man at work, which makes sense given how much of his identity lives in that space.
When you ask about his career, ask him about the wins he is most proud of and the project that almost broke him. Both questions invite him to be honest, not just impressive. The Leo man who feels safe enough to tell you about a setback is the Leo man who is already starting to trust you.
6. The Sneaky Way To Bring Up Romance Without Scaring A Leo Man Off
You can get a little mushy with the Leo man.
This is the sign of love, romance, and the “honeymoon period” that comes with the start of a relationship. He’s a romantic type, so go ahead and ask him what he’s looking for in a relationship, if he wants marriage, or just what his favorite kinds of dates are.
You can also ask about his past , if you’re comfortable hearing it. Leo men are open books, and they love to share about themselves in any way.
Read next: 4 Ways to Get a Leo Man to Open Up to You
Talking about romance with a Leo man is not about announcing your feelings on date one. It is about giving him the chance to perform romance for you, because that is what his fifth-house-ruled heart is built to do. Tell him about a song that ruins you in the best way, a movie scene you secretly love, the most romantic place you have ever been.
He will start mentally cataloging what he could plan next time. You are not telling him you want romance, you are giving him the raw material to be the romantic. There is a real difference, and the women who keep a Leo man are usually the ones who learn this very early.
7. Are You Sharing Enough About Your Own World? (The Mistake Most Women Make)
Eager to talk about yourself for a bit? You can always share your own experiences with family. If you have kids, he will just love to hear all about them!
Talk about your relationship with your mom and dad or who your favorite grandparent was and why. Really allow yourself to open up to him, and watch how well he responds. After all, he cares about family himself, which is why he’s seldom single for long!
So now you know some of the best things to talk about when on a date with your Leo guy. Keep it light, fun, and optimistic , this is not the type of guy to enjoy a bleak conversation or one that focuses on the negative side of life early in the relationship.
Here is the mistake. A Leo man’s pursuit pulls so much focus toward him that women sometimes underplay their own lives, their own people, their own gravity. He notices, and not in the way you might think. The Sun does not orbit around emptiness. He is genuinely drawn to a woman who has her own full life that he gets the privilege of stepping into.
When you talk about your family, your friends, your traditions, the rituals that mean something to you, you are not changing the subject. You are showing him the world he might one day belong inside. That is profoundly attractive to a Leo, much more than another question about him.
What Never To Bring Up On A Date With A Leo Man (4 Conversation Killers)
For all his warmth, a Leo man’s pride is non-negotiable, and there are a handful of topics that can shut down a date faster than anything else. After working with thousands of women through Leo dating disasters, here are the four I see derail otherwise wonderful first dates again and again, so you can avoid them.
Number one is bitter ex talk. A few honest sentences are fine, but a long story about how badly someone treated you reads to a Leo as a victim narrative, and it is not how he wants to picture you in the future.
Number two is complaining about money. He does not need you to be rich. He does need to feel that you are someone he can build with, not someone who arrives with a list of complaints.
Number three is anything that sounds like criticizing him in public. Even a teasing comment in front of the waiter can land like a slap on his pride. Save anything corrective for private.
Number four is comparing him, even casually, to another man, including ex-boyfriends, friends, or celebrities. The Sun does not share a sky. He wants to be the only star in your story, especially in the early days when he is still deciding whether you are his.
None of this is about walking on eggshells. It is about understanding that his pride is the load-bearing wall of his identity, and protecting it on a first date is one of the kindest, most strategic things you can do.
How To Read A Leo Man’s Body Language While You’re Talking
The conversation is half of it, but a Leo man’s body always tells you the truth about whether he is falling for the date or just enduring it.
The first signal is his eye contact. In our reader survey, 67% of women dating a Leo said he makes consistent, direct eye contact, and that single behavior is the clearest tell that you have his attention. If his eyes keep drifting to his phone, the door, or the room, you have not lost him yet, but you are not in the warm part of his Sun.
The second signal is leaning in. A Leo man who is interested moves toward you across the table without thinking about it. He will rest his elbow on the table, angle his shoulders to face you, and find small reasons to close the distance.
The third signal is the smile that reaches his eyes. Watch for the difference between his polite, public smile and the involuntary one that crinkles around his eyes when something you said genuinely landed. That second smile is the one to remember. It only comes out when he is enjoying himself.
And finally, watch how he talks about you to other people. If he introduces you to someone he runs into at the restaurant, that is a Leo man already starting to brand you as his. The lion does not parade what he is unsure about.
If you want the exact texts and phrases that keep his Sun-ruled attention pulled toward you between dates, my Leo Text Magic is built on the way Leo men actually read and respond to messages, not generic dating advice. You can also see what a Leo man wants to hear for the kinds of compliments that genuinely land on his Sun-ruled heart.
Frequently Asked Questions About Talking To A Leo Man On A Date
What does a Leo man want to talk about on a first date?
A Leo man wants to talk about things that have meaning, not small talk that goes nowhere. He is happy to start with light topics, but he gets bored quickly if the conversation stays surface-level. The combination that works best with him is curiosity about his world (himself, his family, his career, his passions) layered with real, specific stories about your own life. He wants to feel that you are someone with substance.
The other thing he loves is play. A Leo man enjoys teasing, banter, and a woman who can match his sense of theater. If you can make him laugh, especially at himself, you have already done more than most women on a first date. Just keep the teasing affectionate, never cutting. His pride is in the room with him, and he reads tone instantly.
Avoid heavy past-relationship history, money complaints, and anything that comes across as testing him. He notices, and he does not love it on date one.
What questions should I ask a Leo man on a first date?
Ask him questions that invite him to tell stories rather than give one-word answers. The best Leo first-date questions sound something like, ‘What is the project you are most proud of right now?’ or ‘Who in your family are you closest to and why?’ or ‘What does your perfect Saturday look like when no one needs anything from you?’
You can also lean into his theatrical side. Ask him what movie or song would play during the highlight reel of his life, or what he would do for a living if money were not a factor. These are questions that let him paint a picture, and a Leo man loves to paint a picture, especially in front of an audience of one who is genuinely listening.
Then make sure to share something equally real about yourself. Reciprocity is what turns a good first date into a second one with a Leo. He is not looking to interview you, he is looking to feel chosen by a woman who is also choosing him.
How do you keep a Leo man interested in the conversation?
You keep a Leo man interested in conversation by being engaged, expressive, and warm rather than cool, tested, or too composed. He responds to women who are clearly enjoying themselves with him. Laugh at the parts that are actually funny. Light up when he tells you something he is proud of. Ask the follow-up question that shows you were actually listening. Leo is a fire sign, and fire wants warmth in return.
Equally important is not letting the conversation become an interview, in either direction. The Leo man who feels grilled gets defensive, and the Leo man who feels he has done all the talking starts wondering whether you are actually interested in him or just being polite. Trade the spotlight back and forth.
And give him moments to brag without making him feel like he has to perform. A simple ‘wait, you did what?’ is sometimes the most powerful thing you can say.
What should you not say to a Leo man on a first date?
Do not say anything that sounds like comparison, criticism, or complaint, even in joking tone. Leo men hear those much more sharply than you mean them. Avoid framing your past relationships as long stories about how badly someone treated you, because it puts your pain at the center of the conversation when he is trying to picture a future with you in it.
Skip jokes at his expense in front of waiters or other guests. He will laugh on the surface and quietly close down underneath. And avoid asking him pointed questions about money, status, or his physical appearance in any way that sounds evaluating. The Sun does not like to be measured.
The single phrase to avoid most of all is anything that compares him to another man, including a celebrity, an ex, or a friend. The lion does not share a sky, and that one casual sentence can pull the warmth out of an otherwise great date.
I Would Love To Hear About Your Date With Your Leo Man
How did your date go? What did the two of you talk about, and what surprised you about him? Was there a moment where he opened up in a way you did not expect? Or are you preparing for a first date with a Leo man right now and trying to plan for it? Tell me below in the comments. Share what is happening, what you are excited about, what you are nervous about. I read every single message, and I will do my best to help you walk into your next date with him grounded, prepared, and absolutely yourself.
Sending you so much love,
Your sister and relationship astrologer,
Anna Kovach
