Want to change your lifestyle? You need to force it, it is difficult and you need to get out of your comfort zone and put yourself in awkward situations. Here is a great book with a 30 day lifestyle challenge. Each day is a new challenge. By day 30 you will be comfortable walking up to and engaging any stranger in interesting conversations. Day one challenge for instance is start five conversations with 5 strangers. Each day there is a new challenge and they get progressively harder and funny enough easier as you become more comfortable outside your comfort zone.
http://www.amazon.com/Rules-Game-Neil-Strauss/dp/0061540455/...