Being observant is a very powerful, powerful skill to develop, and it’s something that everyone reading this should make an effort at to become a more observant person. And the way you become a more observant person is that you start blurting out the thoughts you have in your head. You stop filtering things as much and thinking like, “Oh, I don’t want to say that because it’s weird”, or “People might not be into this” —stop that. Now observations as transitions can be real or they can be routines. So, for
example, I might be talking to a girl and if she’s really tall, I might say, “You’re really tall”, and then I have a routine that I got from Mystery about tall mothers. Or, I might see a tall girl, but she’s also really tanned, and I may be talking to her, and I might be like, “You’re really tanned, did you just get back from the beach or something?” So they can be real or they can be faked. In general, we want to develop the skill of being observant. What does the girl’s clothing say about her? Is she dressed in a business suit? Is she dressed glamorously, is she dressed sluttish, is she dressed like a hippie, is she dressed like a punk rocker? Learn to start looking for things beyond “she’s hot, I want to talk to her”, which I think is the level of thought that a lot of guys put in. So start looking for clothing, energy, attitude, hair, jewelry and environment.

In general, when you’re making observations, they’re going to be about one of three things. They are either going to be about the environment, about the girl, or about the people in the environment. So when worst comes to worst, you can always make comments about other people around, by making observation, to keep a conversation going. So again, transitioning is the most important skill of social comfort. You must be able to transition between multiple subjects. You must be aware when subjects are getting tired. When you’re starting to be less enthusiastic about certain subjects, it’s time to start transitioning. It’s almost always better to transition and get to a new subject earlier, than it is later, in my experience.