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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.  Do things together that will reinforce his self-esteem, like cooking.

Shy men are often comfortable just sitting with you and enjoying your company.  In quiet moments, hold his hand or smile at him. Ask him questions about himself.

Introduce your friends and family slowly.

Remain patient and supportive during social situations.

Reinforce him with positive comments.  Tell him that he looks handsome today,  Compliments will counteract feelings of inadequacy and make him feel loved and appreciated.