There are a few things you can do to encourage it. Remember that her courage comes from familiarity with the clubs and the experience. The more she goes the more she will let her guard down and discover that she really likes the experience.
My wife and I take it even further by planning to go a week or so in advance. The planning of what to wear, where to go, what to do afterward and so on, make for an interesting week. I also find that discussing the things she liked and disliked helps with ensuring her experience is positive.
When we first went my wife was like yours. She drank a third of a bottle of Jose just to get up her courage. While there she had a 40 minute conversation with a couple of the dancers that were more interested in her than me. After she realized that she was getting more attention than I was, it put her more at ease. When she makes a trip to the rest room, pay a dancer $10 to talk to her when she comes back. Let her know that she likes the clubs but is a bit shy and takes some time to warm up. Most dancers will go out of there way to be friendly to them because they understand what it takes to get comfortable with a club. They also know that if they get her enjoying the place, your more likely to spend more money.
Also keep in mind that just because she likes to go to the clubs, she will also have a limit that may never be crossed. Discuss the limit, understand the limit and respect the limit. You may find that she may allow the limit to be crossed but it has to be her choice and not something she is guilted into crossing. For if you do, the limit may go the other way.
Comments made by Warloch