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You may have found a girl you’d really like to ask out, but you’re not sure how to go about it due to her shyness. In most cases, shyness doesn’t mean that she’s rude or uninteresting. It is simply a personality trait. Don’t be afraid to talk to her! First, try getting to know her. Then, work up the courage to ask her out. If she says yes, plan a date that you can both enjoy.

Part 1
Part 1 of 3:

Getting to Know Her

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  1. Try to make her laugh. When getting to know a shy girl, it’s important to make her feel comfortable around you. She will be more willing to open up to you if you make her feel comfortable. An easy way to do this is to make her laugh. Tell jokes and act goofy, but don’t make fun of her. Make sure your humor comes from a place of kindness and isn’t cruel to anyone. [1]
    • If you’re in school together, make jokes about the class or school in general.
    • Friendly joking, especially if it’s complimentary, is a great way to break the ice and help someone overcome their self-consciousness.
  2. Her shyness or quietness may be a predominant part of her personality, but it is best not to point it out to her; she is likely very aware of it. Poking fun at her shyness or asking her why she doesn’t talk more could make her become even quieter. Instead, encourage her to talk about herself. [2]
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  3. Conversation may be difficult for her at first, so try to initiate a conversation by asking her questions about herself. Choose questions that she can easily answer as these might encourage her to open up to you. Ask her about her interests, dreams for the future, her childhood, and what her family is like. Try to ask follow-up questions to show that you are really interested. [3]
    • For example, if she says that she would like to be an engineer one day, ask her exactly what type of engineering she’d like to go into.
    • If she tells you something interesting about herself, respond in a sincere, complimentary way. For example, if she tells you she wants to be an engineer, say, “Wow, that’s so awesome!”
    • Don’t push her if she doesn’t seem to be comfortable with a question.
  4. Once she begins to open up to you, try to have regular conversations with her. This way, you can form a friendship with her. You can talk about simple things, like homework or how her day was. While she is talking, be a great listener and be supportive of the things she tells you. [4]
    • Don't interrupt her. Let her say what she wishes to say at her pace.
    • Talk only a little about yourself. She can find out more later, and a little mystery is a great thing.
    • Reader Poll: We asked 641 wikiHow readers who've gone on a date with a shy girl, and 74% of them agreed that the best way to ask her out is by getting to know her as a friend first. [Take Poll]
  5. Along with having regular conversations, spend time with her as much as she feels comfortable with. You can be study buddies, and pick each other's brains for ideas and solutions to schoolwork or college assignments. Or, you can attend a performance, games of hers, or whatever activity she enjoys to show your support. [5]
    • Sit with her in the cafeteria at lunch and simply chat about everyday life.
    • Compliment her on her reading choices and talk about books together.
  6. They will be a useful source of support and information as you get to know each other better. They can also serve as a source of reassurance to her, helping her to realize that you mean well and are worth letting down her barriers for. You should, however, show that you are genuinely interested in her friends instead of acting like you just want to impress the girl you’re interested in.
    • Ask if you can join her when she is hanging out with her friends. Don’t push it if she says no.
    • She might think you like one of her friends if you put too much emphasis on spending time with them. Try to spend time with them only when she is around—at least at first. Say positive things about her to her friends.
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Quiz

wikiHow Quiz: Does She Like Me?

Some girls can feel like a total mystery. How can you figure out if she likes you just as a friend or if she wants something more? Take this quiz to find out!
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How do her friends treat you?

Part 2
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Asking Her Out

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  1. Asking her out while she is in a group or around people in general may embarrass her. Instead, wait until you have the opportunity to spend some time alone together. It should be your goal to make her feel as comfortable as possible when you ask her out. [6]
  2. At this point, you should have built up some kind of relationship with her. Act like you usually do around her. Acting too nervous or overbearing could make her feel uncomfortable. Approach at a time when you normally see her. If you want to make the moment special, you could ask her to go for a walk in the park first [7]
  3. This is an easy way to give her an idea that you like her and think highly of her. You can compliment her looks by saying “You look beautiful today.” Or, you can compliment aspects of her personality. For example, you could say “I think you are incredibly smart and kind.”
    • Don’t overdo the compliments. One or two nice compliments to begin with is enough.
  4. You can ask her as casually or as formally as you’d like. If you want to be casual, say something like "Hey we can grab dinner later if you aren’t busy.” If you want to make sure your intentions are clear you can say, “I’m really starting to like you, and I would like to take you out on a date if that’s okay with you.” [8]
  5. If she says no, simply back down and say maybe another time. If she says yes, act pleased and make plans. Either way, you should react in a way that makes her feel comfortable. [9]
    • Don’t be angry with her if she says she’s not interested.
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Part 3
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Taking Her on a Date

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  1. Taking her to a party is probably not the best date idea for a shy girl. Instead, take her somewhere quiet where she can open up to you. For example, take her for a walk in the park or to a picnic in the park. If you aren’t sure what she’d want to do, you can ask her if there’s somewhere she has been wanting to go. [10]
  2. If the park is a little too quiet for her, you can suggest going out for ice cream. It’s stress-free and there are some people around. A movie is another low-key date idea because it’s something you can do together without feeling the pressure to talk.
    • If she doesn’t like ice cream, suggest going out for lunch or dinner.
  3. Even if the date goes very well, do not move very fast with a shy girl. Moving too fast could be overwhelming for her. For example, don’t go in for a kiss without asking permission. If you feel like she’s having a good time with you, ask if she’d be okay with holding your hand. You can move on from there if she seems okay with holding your hand. [11]
  4. Depending on how the date or dates go, you may want to ask her to be your girlfriend. First, try to get an idea of how she feels about you. You can ask if she enjoys spending time with you. Or, if she has opened up to you a lot, ask her if she likes you in the same way that you like her. If she does, ask if she would like to be your girlfriend. [12]
    • For example, you could say “I’ve really enjoyed getting to know you. I’ve come to like you a lot, and I was wondering if you would like to be my girlfriend?”
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Expert Q&A

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  • Question
    How do I strike up a conversation with a girl?
    Sarah Schewitz, PsyD
    Licensed Psychologist
    Sarah Schewitz, Psy.D. is a licensed clinical psychologist by the California Board of Psychology with over 10 years of experience. She received her Psy.D. from the Florida Institute of Technology in 2011. She is the founder of Couples Learn, an online psychology practice helping couples and individuals improve and change their patterns in love and relationships.
    Licensed Psychologist
    Expert Answer
    Complimenting a woman is a great way to strike up a conversation. Just don't do it in a sexual way. You could say something like, “You have a great smile” or “I love that outfit” or “I think those shoes are great."
  • Question
    How do you ask someone out?
    Klare Heston, LCSW
    Licensed Social Worker
    Klare Heston is a Licensed Independent Clinical Social Worker based in Cleveland, Ohio. With experience in academic counseling and clinical supervision, Klare received her Master of Social Work from the Virginia Commonwealth University in 1983. She also holds a 2-Year Post-Graduate Certificate from the Gestalt Institute of Cleveland, as well as certification in Family Therapy, Supervision, Mediation, and Trauma Recovery and Treatment (EMDR).
    Licensed Social Worker
    Expert Answer
    You can start by identifying some interests you have in common. It is usually good to build from there. Find a common topic or interest, and start with that. Then you can add a question to that, like, "Would you like to see one of his movies sometime?"
  • Question
    How can a shy guy talk to a girl?
    Klare Heston, LCSW
    Licensed Social Worker
    Klare Heston is a Licensed Independent Clinical Social Worker based in Cleveland, Ohio. With experience in academic counseling and clinical supervision, Klare received her Master of Social Work from the Virginia Commonwealth University in 1983. She also holds a 2-Year Post-Graduate Certificate from the Gestalt Institute of Cleveland, as well as certification in Family Therapy, Supervision, Mediation, and Trauma Recovery and Treatment (EMDR).
    Licensed Social Worker
    Expert Answer
    A shy guy can plan out in advance what he might say or ask. He probably spends a lot of time observing until he feels comfortable saying something, or figures out what he wants to say.
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      Warnings

      • Never pressure her into holding hands, kissing, or doing sexual things with you.
      • Do not pressure her if she doesn’t seem comfortable talking to you.
      • Don't even think about taking advantage of her to touch her up or feel her breast or her ass! She might slap or punch in the face for being a pervert and even may be reported for sexual harassment.
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      About This Article

      Article Summary X

      If you really like a girl but she’s shy, try asking her out casually when she seems comfortable. Wait until you’ve gotten to know each other a bit so she’ll be more relaxed around you. When you’re ready to ask her out, get her alone so she won’t be worried about other people watching. Try complimenting her first, like telling her she looks nice or that she makes you laugh. Then, ask her out on a date by saying something like "Want to hang out this weekend? We can go for dinner or watch a movie if you want.” It’s natural to be nervous, but you’ll feel relieved once you get it over with. Don’t take it personally if she’s not interested. Just say, “That’s cool. I understand.” For more tips, including how to make your date special, read on!

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