How do you start a conversation with a shy guy?

How to Talk to a Guy if You Are Extremely Shy1 Prepare a few conversation starters ahead of time.2 Act confident, even if you arent.3 Make eye contact and smile at him.4 Take a deep breath to calm down.5 Introduce yourself to start a conversation.6 Open the conversation with an observation.More items

How can a shy guy not be shy?

Shy guys are usually comfortable with silent pauses from time to time. Instead of talking whenever one comes up, try holding his hand or smiling at him instead. If you cant resist the urge to fill the silence, use this time to ask him simple questions that will help him open up about himself.