There's something I like to call action friction that prevents people from achieving their dreams. It's source, the current habits that you have.
So the easy way to start is to simply start off a new habit small and gradually increase the level.
For pick-up you first have to develop the habit of speaking to strangers. Not holding conversations with them, but speaking to them. This is as easy as developing the habit of simply saying hi, or good morning to most if not all of the people you encounter for a week to a month.
It usually takes a month to start a new habit.
This will feel ridiculous at first, and you'll encounter the resistance of not wanting to "bother" people. That'll all disappear quickly.
You'll most likely end up in conversations during this period as well since people tend to talk back to you. Not everyone will though, so your hi will get "rejected" a lot
. It's not a big deal, don't get upset if you say hi and someone ignores you. Some problems I encountered back in the day when I did this was that guys who seemed straight would begin trying to game me, and I had to figure out ways to get out of the conversations.
After the hi habit you'll simply start you're game. You say the easy, and trained hi/good morning bit that you trained into a habit, and then open the conversation and lay the game down.
You won't feel anxious at all about saying hi, but you'll probably experience performance anxiety for your game. That's fine, just use your hi/good day bit and then try to enjoy the game. The performance anxiety will go away eventually like it did when you were saying hi to people.
