The Mating Grounds

11 Essential Questions to Ask Him to Make Him Crazy About You

Getting to Know Him: Questions to Ask

Dating can be exciting and nerve-wracking all at once. Whether you’re on your first date, or just trying to get to know the guy you’ve been seeing a little better, it can be hard to know what to ask to really get the conversation flowing.

Fear not! We’ve put together a list of questions that will help you get to know him better in no time.

Entertainment-related Questions

Everyone loves a good TV show or movie, and asking someone about their favorites can lead to some great conversations. Here are a few entertainment-related questions to get you started:

– What TV shows are you currently watching?

– Have you seen any good movies lately? – Do you play any video games?

What’s your favorite? – What book are you reading right now?

Questions about His Childhood

Our childhood experiences shape who we are today, and asking someone about their past can be an intimate and revealing experience. Here are a few questions to get the ball rolling:

– What’s your earliest childhood memory?

– Did you get along with your siblings growing up? – What’s the best advice your parents ever gave you?

– What was your most embarrassing moment as a kid?

Questions about Music

Music is a universal language, and asking someone about their musical preferences can be a great way to bond. Here are a few questions to ask:

– What’s your all-time favorite song?

– Who’s your favorite musician or band? – Do you play any musical instruments?

– What are some of your favorite lyrics?

Dirty Questions to Ask Him

If you’re feeling bold, asking some more risqu questions can be a lot of fun. But remember, it’s important to respect boundaries and not push someone to answer anything they don’t want to.

Here are some questions to ask if you’re feeling daring:

Sexual Preferences

– What’s your favorite sex position? – Do you prefer going down on girls or being on the receiving end?

– What really turns you on?

Relationship History

– Have you ever dated multiple girls at the same time? – What went wrong in your last relationship?

– Have you ever had a one-night stand?

Physical Preferences

– Do you prefer a girl with curves, or someone more slender? – Are you more of a boob guy or a bum guy?

– Do you prefer girls who are trimmed or bare down there? In summary, knowing which questions to ask a guy to get to know him better is crucial in jumpstarting your relationship.

Whether you go with the safe entertainment-related topics or dive in with the dirty questions, it’s important to approach each topic with respect and empathy. By asking the right questions, you’ll be on your way to building a strong emotional connection in no time.

Why Asking Questions Leaves Him Crazy About You

When it comes to dating, it can be tough to know how to make a lasting impression. You want to stand out, make him think about you, and increase his attraction to you.

One great way to accomplish all of these goals is by asking questions.

Dialogue Flowing

The beauty of asking questions is that it keeps a dialogue flowing. Engaging and insightful questions not only keep him talking but also give you insights into who he is as a person.

By asking questions about his passions, childhood, and interests, you help him and yourself open up, allowing you to understand each other better.


Asking questions not only reveals insights about him but also about the two of you as a potential couple. Through conversations, you get to know each other’s thoughts, ideas, and perspectives on various topics which could help you identify common grounds for potential shared interests.

Thoughts and Secrets

Asking questions about his thoughts and opinions is a great way to get to know him better. Everyone has secrets that they may not have shared with anyone else, and by asking questions and actively listening, you may be the first person he feels comfortable enough to confide in.

This helps build trust, which is essential in any healthy relationship.

Make Him Feel Special

Men love to feel desired, if you want you crush to think about you more, then engage him with questions that keep him thinking about you. Questions such as what makes you smile?

or what are you passionate about? are an excellent way to make him feel special and heard.

Desired Insight

One way to make him feel special is to ask for his desired insight. Ask him about his expertise, what he thinks about current events, or anything he’s good at that you might want to learn more about.

This helps him know that you value his opinion and knowledge.

Increase Attraction

Asking questions can also help increase attraction. If you want your crush to develop a deeper liking for you, try asking questions that encourage him to share his experiences.

For instance, ask questions about his favorite memory growing up or what makes him happy. These types of questions make him feel comfortable around you, and he’ll be more likely to open up.

Draw Out Crush

The right questions can draw out the crush. By asking questions about his passions and interests, you show that you are interested in him beyond just physical appearance.

This helps him feel more secure, and he will be more likely to open up and share his thoughts and feelings. In conclusion, asking questions is a great way to build connections and enhance relationships in the early stages of dating.

It helps him to open up, feel special, and increase his attraction towards you. By asking insightful questions, you can draw him out, and he’ll be more likely to remember you as unique and thought-provoking.

So go ahead, ask away, and watch as your conversations transform into deep, meaningful interactions that leave him crazy about you!

In conclusion, asking questions is a powerful tool in dating and can lead to a deeper, more meaningful connection between two people. Whether it’s asking about his childhood or sharing secrets, asking questions shows an interest in him as a person and can make him feel special and desired.

By actively listening and engaging with him, you can draw out a deeper attraction and help him open up and share his thoughts and feelings. So the next time you’re out on a date, don’t be afraid to ask away – you never know where the conversation might take you!

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