Plan low-key dates where your guy isn't feeling pressured to be the life of the party. He'll probably enjoy an evening in watching a movie to a high-octane night out with a large group.
How to Deal With a Shy Guy in a Relationship
Do things together that will reinforce his self-esteem, like whipping up a delicious meal. Resist the temptation to obsessively fill silences with chatter. Shy guys are often comfortable just sitting with you and enjoying your company. In fact, shy people often compare themselves unfavorably to outgoing, chatty types, so your monologue might be making him feel inadequate.
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In quiet moments, hold his hand or smile at him. Ask him questions about himself -- his favorite book growing up, or memories of his grandfather -- that will draw him out of his shell. Introduce your friends and family slowly. A quiet dinner with your parents will be less intimidating for your guy than a family reunion replete with cousins and your loud, obnoxious Uncle Bob.
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Invite your best friend along for mini-golfing with you and your guy, rather than bringing him along to her birthday bash. Help your guy open up to your loved ones; tell your family that he's an accomplished guitar player rather than waiting for him to volunteer the information.
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Remain patient and supportive during social situations. Focus on having strong, confident body language, and you will begin to feel more confident. Make sure to smile, too, because when you force yourself to behave in a specific manner, your brain then produces the appropriate chemicals, and the feelings become real.
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By simply going out with trusted friends who are already the life of the party, you will find it much easier to loosen up and come out of your shell. Do this often, and you will find yourself naturally becoming more like your outgoing friends. When you make the decision to approach a woman and speak to her, remain committed no many how uncomfortable you feel.
Never run away from the interaction, but practice managing tension. Any interaction can go really well or really poorly.
Stand tall and maintain your positive attitude no matter how she reacts. Do you love rock concerts?
Going in with a plan will help you feel more relaxed, and that will help you to be more you. Shy guys tend not to boast and are usually getting more action. Talkers be talking; shy guys be doing! Put yourself in his shoes.
Would you like him to reach out and hold your hand? If you feel this way, chances are, so does he.
Now, this is the make or break moment. Now all you have to do is take his hand and here are 3 possible outcomes of that bold move: This could put you well on the way to your first kiss this evening, and figuring out how versatile he really is.
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In this case, bail and abort. First dates are hard, both for you and the other guy. Nerves play a role, and self-doubt will creep in no matter how confident or shy you are.