Dating a shy woman can be difficult, but here are some tips to make it a bit easier. I personally can be shy around people I don't know very well, so I do know about what shy women are feeling. If you're beginning to date someone who is shy, don't worry, because the more she gets to know you and feel comfortable around you, the more she will open up.
First dates are the hardest for shy women. She will most likely be incredibly nervous, which just makes her even more shy. A first date is the easiest for a shy woman if the man is outgoing and talks a lot, which will make her much more comfortable. The hardest is when both the man and the woman are quiet. This creates a lot of tension, which makes everyone uncomfortable. So, if you are going on a date with a shy woman, be prepared to take control of the conversation.
This does not mean that she is not going to talk, however. She just might have some trouble coming up with things to talk about. Try asking her questions about herself, but try not to make it too personal, because she may not be comfortable sharing certain things. Talk about things going on in your life and ask her about hers, and try to keep the conversation casual to break the ice.
You should also know that just because a woman is quiet does not mean that she does not like you. Don't give up after the first date just because she was quiet. A lot of men would go home thinking she must not have liked him since she did not say much, and then they never call her again. There's a good chance she does like you even if she was quiet, so don't give up on her. If you're having trouble figuring out whether or not she's into you, look for signs like body language and whether or not she is smiling a lot. Even if she's not saying much, if she's smiling at you a lot, she probably likes you.
Even if you have a difficult first date, it is sure to be easier on the next. Most shy women will open up more and more as you get to know them. So, you may just have to work at it a little harder than with an outgoing woman, but it will be worth the effort.