While at university, I was required to read Reaching a New Generation by Alan Roxburgh.  I've been skimming it again this week, especially where I have highlighted the book, and there's some good stuff in there. 

The contextualizing congregation must learn to "listen" and "see" where God is at work in the midst of secularism, pluralism and technological transformation.  This requires the evangelist, pastor or missionary to participate in the culture at an interactive level.  But it is not a relationship in which the Christian has something to give but nothing to receive--leaving the context changed but the Christian unchanged.  Contextualization requires a dynamic interaction in which both sides are changed through dialogue. (p 69)