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12 Questions to Ask a Girl You Like for Better Conversations

Start having better conversations with that girl you like by asking her the 12 questions we compiled for you.

Alex Smith By Alex Smith Reviewed by Thessa Phillips

For some guys, the mere thought of talking to a girl they like is enough to make them nervous. They worry that one mistake or bad choice of words could ruin the conversation, and they have no guarantee that the girl will respond positively. But how can you start a conversation without dealing with awkward silence or saying something cringe-worthy?

A great way to start a conversation is to ask open-ended questions. Instead of questions that can be answered with a simple “yes” or “no,” ask questions that require more explanation. This will encourage the other person to talk more and share their opinions.

Asking open-ended questions can also give you time to plan your next move. The key is to ask the right questions and deliver them in an appealing way. Your goal is to get the girl’s attention and increase your chances of a successful conversation. Once you’ve started the conversation, you can move on to more personal questions.

Let’s dig into questions that you can ask a girl you like;

1. What Are Your Plans for This Weekend?

 Ask her about her weekend plans.
Ask her about her weekend plans.

Instead of asking “Do you have plans this weekend?” it’s better to start your question with “What?”. This way, you can get into the fine details of her weekend. A “yes” or “no” question can put the conversation at a dead-end with only two possible outcomes: you come up with a witty question or statement quickly to keep the conversation rolling, or you deal with an awkward silence.

Asking her about her weekend plans requires careful thought on her part, making the conversation more engaging and conversational. The goal is to encourage her to talk so that you can get a more detailed response, regardless of whether she responds favorably to your question or not.

2. What’s Something About You That Most People Don’t Know?

Talking to a girl you like can be both exciting and nerve-wracking. The more you get to know her, the more curious you become. So, why not delve into the juicy details of her life and personality? Ask her to share at least five random things about herself that most people don’t know.

This question can prompt her to think about interesting things she can share with you. Although the question may seem a bit personal, it’s trivial and meant to be lighthearted. It can also convey that you’re interested in getting to know her on a deeper level.

3. How Do You Spend Your Holidays?

If you have a particular interest in a girl, you may be curious about how she usually spends her holidays, where she spends them, and who she spends them with. Asking her this question is a great way to kick-start a wholesome conversation that could lead to topics such as her family, close friends, hometown, culture, and childhood traditions.

Asking casual and conversational questions like this can give you insight into her personal life, the special occasions that she looks forward to, and the people who are most important to her. It’s also a candid way to learn more about her background.

4. What Things Excite You?

Girls are often eager to talk about the things that excite them. Whether it’s their aspirations, plans for the future, or passions, it’s nice to learn what energizes their spirit. Asking this question can provide a glimpse into her character and help you plan activities that you can enjoy together.

For example, if she gets excited about outdoor activities, you could plan a hiking and camping trip. If she enjoys art, you could take her to a museum or art exhibit. Knowing what excites her can make it easier for you to connect with her and initiate a compelling and inspiring conversation.

5. What Is Your Ultimate Wish?

Starting a conversation with a girl you like can come from anywhere. Once you’ve warmed up to each other, you can ask her about the things you’re curious about. Try asking her what she would wish for if she could have anything. This thought-provoking question can lead to interesting answers and start a stimulating discussion.

Whether she wishes to become a millionaire or a famous person, it can be fun to engage in a light and carefree discussion. Sometimes, discussing things that may or may not happen in real life can reveal a lot about a person’s thoughts and deepest feelings. These conversations can be the most memorable since they are personal yet non-invasive.

6. What Qualities Do You Look for in a Guy?

Ask her what she is looking for in a man.
Ask her what she is looking for in a man.

Don’t be afraid of asking straightforward questions that demand specific answers, especially if you’re in the middle of a good conversation. Remember that it’s not what you ask that matters, but how you ask it. As long as you can deliver a direct question in a non-threatening way, you can expect an honest answer.

In this sense, don’t be afraid to ask her about the qualities she’s looking for in a guy. You need to know if you’re interested in the girl and if you’re determined to pursue her. Whether she answers positively or negatively, what’s important is that you’ll have an idea of where you stand. This will make it easier for you to gauge your chances of winning her heart.

7. What Is the Craziest Thing You’ve Ever Done?

If you want to satisfy your curiosity or figure out how free-spirited a girl is, you can ask her about the craziest thing she’s ever done so far. This question can give you an idea of how carefree or conservative she is, and whether she’s spontaneous or prefers to play it safe.

Feel free to share your own craziest moment as well, and you might just find yourselves sharing a good laugh. Adding humor to a serious conversation can make you both feel more comfortable with each other, break the ice, and minimize awkward silences. Those hearty laughs and silly grins between the lines can also add weight to the conversation.

8. What Are Your Biggest Turn-Offs?

Asking about a girl’s biggest turn-offs may sound risky, but it can give you an idea of the things she’s not fond of. This information can be advantageous to you since it’s just as important to know what turns her off as it is to know what fascinates her.

Ask her casually about the things she finds as major turn-offs in guys, dating, and relationships. This can be an eye-opener for you since you’ll be able to see and understand things from a girl’s perspective. Depending on her response, you may discover why girls easily change their minds or why they think and act the way they do. Be prepared to gain new insights because you’ll be hearing a female’s perspective when you ask this question.

9. How Would You Describe a Perfect Date?

It’s okay to ask thought-provoking questions, especially if you want to know what type of girl she is. Is she the “movie-and-popcorn” type, the “picnic” type, or the “romantic dinner” type? If you’re seriously interested in a girl, it’s natural to want to know what impresses her. While asking her friends may seem practical, why beat around the bush when you can ask her directly?

Asking her how she would describe a perfect date may seem unconventional, especially if you have every intention of dating her. But wouldn’t it be more intriguing to hear her response to this question coming from you?

10. How Do You Always Look Great?

Complimenting a girl and giving her a reason to smile can make her day. This flattering question can catch her off guard or make her blush, but it’s a clever way to express how much you appreciate the way she looks. Girls like it when guys give them honest compliments, as it makes them feel special and well-appreciated. It also boosts their confidence.

Instead of simply telling her she looks pretty, start a conversation by asking her how she manages to look good all the time. She may not be able to give you a definitive answer, but seeing that beautiful and modest grin on her face puts you in an advantageous position.

If you want to make her heart flutter, ask this question and watch your chances go from zero to ten. In an instant, you could become someone she’ll never forget.

11. What Is Your Most Important Life Lesson?

Showing your serious side reveals your sincerity and genuineness as a person. No matter how much you want to maintain a cool image, it’s essential to take some things in life seriously. This is how you gain wisdom and maturity. Therefore, it’s not uncool to ask the girl you like about the important lessons life has taught her because we can all learn from each other as we face different challenges in life.

Discussing life and the significant experiences you’ve had is an insightful topic that you can share with the person you like. So don’t feel uncomfortable about asking serious questions because the best way to get to know someone better is through intimate conversations about life and the lessons we learn along the way.

12. How Do You See Yourself 10 Years From Now?

Asking about her future plans may sound like a job interview question, but it’s also the most thought-provoking and challenging question anyone could answer. This requires her to think, imagine, and contemplate her own life to determine the relevance of the present to her future. Such a question could give rise to many thoughtful answers and perhaps even give you a chance to express how much you’d love to be a part of it.

Conversations can become more purposeful and unforgettable when you focus on questions that stimulate the mind in a positive way and make sense. Therefore, it’s just as important to ask introspective questions to add more substance to your interactions. After all, serious talks have their own impact, just as clever jokes and humorous stories do.

In conclusion, a nice conversation often starts with a good opening question or statement that triggers a positive response. If you can get a smile on her face, your chances of getting her attention can never be too far behind. To make this happen, create a list of good questions to ask a girl you like instead of blurting out whatever comes to your mind. This can help you put your best foot forward as you try to make a good impression.

Lastly, initiating a conversation with someone you like shouldn’t cause you a great deal of stress. If you’re uncertain about making the first move, ask her something relatable to the situation. Make sure it’s an open-ended question that requires an elaborate answer to get more from her. If you can confidently pull this off, it can ultimately set the foundation for a pleasant interaction that’s bound to be the first of many.

About the Author

Alex Smith Image

Alex Smith, a co-founder of Chat Line Numbers, is a California native who pursued his undergraduate studies in Computer Science at the University of Los Angeles. While spending a year studying abroad in Spain, Alex discovered his passion for writing. Upon his return to the United States, he continued his career as a VoIP developer on Chat Line Numbers while also collaborating with the online blog. Alex is an enthusiastic programmer with a talent for writing.