First Date Questions That Will Impress Him
Source: martin-dm / Getty
Your time is precious—wouldn’t you agree? So would you rather learn everything (or most) of what you need to know about someone in one date, or four dates? The answer should be obvious and yet, so many of us leave first dates feeling like we didn’t really get to know someone. Or, we leave feeling a little confused about something they said, or uncertain about what their intention was behind this or that sentiment. Communication with someone you just met is, naturally, a bit clunky. But if you ask the right questions, you can learn most of what you need to know about someone on a first date. Asking the right questions isn’t just for your benefit, though. Any man worth his salt will appreciate a woman who asks questions that help them make the most of this date. Here are first date questions that will impress any man.
Source: vm / Getty
What are your best friends like?
People love to talk about their friends—the shenanigans they’ve gotten into, and the lovable, quirky traits they exhibit. When a man talks about what he loves in his friends, you learn a lot about what traits are important to him in all personal relationships. You’ll also really activate him and you’ll see him light up—it instantly greases the conversation.
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: EmirMemedovski / Getty
Do you love your job, or is it just to make money?
It’s an important question that you should both know the answer to. If he loves his job, then he can tell you all about why, and you’ll learn more about him. If he just works to make money, does he have a plan to some day do something he loves? (Hint: if not, then he probably won’t wind up a very happy person, which is something you should know).
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: vgajic / Getty
What incident motivated you to do what you do?
If he loves his job, ask him what incident in his life prompted him to get into that line of work. Everyone has some moment or story that was the final push to get them to do what they do. What was that for him?
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: kate_sept2004 / Getty
Are you similar or different from your parents?
This is a rich topic that teaches you a lot about someone. Does he admire his parents? Does he actually hope to not wind up like his parents? Why? Why not? You get a good insight into his values and his ability to self-reflect and analyze through this question.
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: RgStudio / Getty
When are you the happiest?
This is another great question that will bring life to an otherwise dull conversation. If your date can tell you an activity that he does regularly, or a memory of a one-time experience, that brings him the most joy, he can dive into why that is. You’ll learn what makes him tick.
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: Bloom Productions / Getty
Who has been your biggest influence?
He may not have just one answer, but several people who have influenced him in different ways. But again here you’ll learn a lot about his goals and values.
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: izusek / Getty
What is a personality trait you can’t stand?
Just about everybody can answer this question rather quickly, and rather in depth. While it may seem negative, it’s actually just the flip side of a positive question. When someone tells you which personality flaw really bothers them, it actually tells you what opposite trait is very important to them. But people tend to answer, “What personality trait drives you nuts?” more thoroughly than, “What personality traits do you value?”
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: kali9 / Getty
What are you most proud of?
This is where you get to learn how much depth and humility (or lack thereof) this man has. Do his proudest moments involve money or status? Or do they involve handling personal relationships and conflicts with grace and understanding?
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: ballyscanlon / Getty
What are you least proud of?
The important thing here is that he is modest enough to discuss his mistakes, and he is emotionally intelligent enough to recognize what was wrong with those mistakes.
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: filadendron / Getty
What makes you laugh really hard?
Understanding someone’s sense of humor is like unlocking a box that contains every other part of his personality. Maturity level, intelligence, humility, and all other sorts of traits play into what makes a person laugh.
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: Tim Robberts / Getty
What would you do with a lot of money?
Here’s a secret: what someone would do with a lot of money is pretty similar to whatever they’re doing with whatever money they have, right now. If he’d start a foundation to help the homeless, he probably gives out his spare change to the homeless now. If he’d buy a private jet, he probably spends all his disposable income on superficial status symbols, right now. That type of spending is a turnoff.
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: Pauline St. Denis/Corbis/VCG / Getty
Worst roommate experience?
You quickly learn how high strung or low maintenance someone is from this question. You learn how patient or impatient he is. You learn how responsible or irresponsible he is. You either will take his side in the worst roommate story, or you’ll take the roommate’s side. And that’s good information to have.
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: kate_sept2004 / Getty
Most important lesson you’ve learned about work?
It’s helpful to watch a man connect the dots and turn experiences into lessons. Maybe, when he was younger, he got angry over not getting enough credit for a job well done as an assistant, sent an angry email to his boss, and lost his job. From that did he learn…to remember where you stand and how much leverage you really have? To pay his dues? To exhibit more patience? To think about the end game? Or…did he learn that boss’ are stupid a*&holes? (Hint: if it’s something like the latter, he isn’t very mature).
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: Django / Getty
Most important lesson you’ve learned about relationships?
Here’s another question that lets him “show his work”—as teachers would put it— regarding past relationships. If he wasn’t attentive to an ex girlfriend and she left him, did he learn to…prioritize relationships more? To make sure people he cares for know he cares for them? Or does he say something like, “So I learned women can be very needy and crazy?” (Hint: if it’s the latter, he has a lot of growing up to do).
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
Source: Rodas Negash / EyeEm / Getty
How are you trying to improve, right now?
We all have things we can improve on. It’s important to see that A) This man knows he isn’t perfect and does have things he’d like to improve (otherwise he’s a narcissist) and B) To learn what traits he’d personally like to have. Is he trying to work on being more patient and understanding? Or is he working on something like, investing in higher interest stocks? The latter says little about personal reflection.
- Terrence Howard Bashed For Rejecting Marvin Gaye Biopic Over Gay Kiss Scene
- Why Women Get The ‘Ick’ More Than Men — It Might Just Prolong Their Lives
- Why Actress Amber Iman Calls ‘Goddess’ A Love Letter To Black Women In Theater [Exclusive]
- Wowzer! 10 Sex Games To Build Trust And Intimacy With Your Partner
- Diddy’s Defense Admits Violence But Denies Sex Trafficking In Opening Statements
![Why Actress Amber Iman Calls 'Goddess' A Love Letter To Black Women In Theater [Exclusive]](https://ionemadamenoire.staging.go.ione.nyc/wp-content/uploads/sites/9/2025/05/17468188616796.png?strip=all&quality=80&w=102&crop=0,0,100,153px)
