How to Date a Shy Boy

Dating a shy man takes patience and understanding. As with any date, you should act natural. Those who are shy tend to avoid talking about themselves, resist asking intimate questions and dislike large crowds. It may take a little more work to find your way through his shy shell, but the process can be worth it if the relationship works out. You can push to avoid him being complacent without causing him to be uncomfortable.

Instructions

Initiate contact, activities and conversations. His shyness may be preventing him from asking you out, asking questions, kissing and other activities. Start these acts yourself with confidence. As he becomes more comfortable with you, he will initiate these and more.

Use patience when choosing date locations. His shyness may prevent him from being comfortable in large crowds. Start with intimate dinner dates at cafes and quiet restaurants. Move up to double-dates with his friends, then your friends. Do not go out with a large group until he says he is comfortable. Make sure he knows at least two people in any group so he feels more at ease.

Tell him what you like and don't like. A shy man may not feel comfortable asking what you like and don't like. Don't give him all the information on the first date. Spread it out over several. This not only prevents overload, but makes you seem less eager. When saying what you like, ask him to reciprocate.

Speak and act calmly. Overreacting, being overexcited and being too loud can cause him to feel uncomfortable. Be yourself, but don't scare him.

Ask open-ended questions.

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