Dating Tips

5 Tips on How to Deal With a Shy Guy

Meeting someone new can be both exciting and nerve-wracking, but when that person happens to be a shy guy, it adds another layer of complexity.

Shy guys are often misunderstood; their quiet demeanour can sometimes be mistaken for disinterest or aloofness. However, beneath their timid exterior lies a world of depth and sensitivity. If you find yourself drawn to a shy guy and want to navigate the path towards building a connection with him, fear not!

In this article, we will explore five tips on how to deal with a shy guy and make a move toward starting a relationship with him and winning his heart.

Do not take his shyness personally

It is not your fault if a guy is shy; it has nothing to do with you. Shy people are just shy. Please do not assume that he is uncomfortable only with you or that there is anything wrong with you since a shy guy is naturally uncomfortable with women. Do not think that he is only uncomfortable with you or that something is wrong with you.

Be assertive, but not overbearing. Don’t talk too much. A shy guy does not want you to talk too much, as he doesn’t feel comfortable and likes to keep the conversation going himself. Don’t be assertive and try to argue with him or talk too much.

His timidity is only a characteristic of his temperament, which in no way reflects how he thinks or feels about you. If you start taking the shyness of the guy you’re dealing with personally and start believing there must be something wrong with you, it may make dealing with the shy guy very challenging.

Learn how to engage him in a conversation

You could wait forever for a shy guy to start a conversation, so you have to learn how to make him engage in a conversation. It requires guts to initiate a conversation with an extremely shy guy, but if you like him, it is better to try than not to try at all.

Before taking a step forward and initiating a conversation, find a common interest between the two of you so that you know what to talk about. Maybe you both love music, or you both love a particular hobby.

Ask questions about his feelings. A shy guy usually feels alone and does not know what he should be doing or thinking about. He may not make eye contact. If you want to be a part of his life, you must show that you care and are there for him.

Once there is a common interest, engaging him to talk or have a conversation with you is easier. It may take a while for a shy guy to engage in a face-to-face conversation so in this case, social media, chat apps and text messaging can be very helpful to start the conversation and get to know each other well before facing each other. No matter the medium, the most essential thing in dealing with a shy guy is to help him talk and open up to you.

Be patient to make a move

A shy guy may need time to open up because he may be an introvert so don’t expect them to be chatty and outgoing from the get-go. Give them space and allow them to escape their shell at their own pace. Dealing with a shy guy requires patience. Do not expect fast progress. If he managed to start texting you, do not pressure him to make frequent calls or flirt with you instantly. Take things slowly.

Do not rush him but provide him with a comfortable environment and make him feel that he is free to express himself when he’s ready. Do not pressure him or force him but let things happen naturally.

Don’t Expect Him to Flirt With You Right Away

Women in relationships, love that their guys flirt with them. But if are with a shy guy you might to wait for some time so he is able to feel comfortable around you.

Respect his privacy

A shy guy can be very private, and it is a big leap for him to step forward and share things with you so if he manages to accomplish that, respect his shared feelings. It is best to keep those things for yourself. He may not appreciate hearing that you shared those things he confided to you with your family and friends.

It is important to gain his trust and confidence to continue opening himself to you. Dealing with a shy guy requires respecting his feelings and privacy.

Make him feel good about himself

A shy guy lacks confidence, maybe because he has insecurities or does not know his worth. In dealing with a really shy guy, it is important to help him boost his confidence. Make him feel that he matters. If you need help on something he is good at, do not hesitate to ask for help from him. But you must be sincere and not only pretend that you need help to make him feel good.

The number one rule you should follow when trying to get a guy to like you is to be friendly. If you’re not friendly, you’re either boring or a bitch. Either way, guys are not going to want to stick around. However, guys can’t help but like you if you’re friendly. You’ll automatically start to get attention, giving you the confidence to start getting to know him.

Sincerely praise him and remember even the little things he shared with you. Let him know that shyness is something that can be defeated and let him feel that he is not alone because people, including you, can be shy too once in a while.


Dealing with a shy guy can be a challenge, but if you know what to do, you can help this guy go out of his shell and enjoy dating. Remember he is shy, not you. So, don’t be afraid to make the first move. Spend time to know him better.

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