I found out that it's much much easier to start practising when another person is right beside you. Here are some practical examples:
1) Bike Riding
a) I go alone. I hardly say good morning to anyone, do not stop at any point and avoid looking at people directly.
b) I go with my mate. He's a complete wuss, btw. I feel like I'm in command and I say good morning to everyone who passes by, with a nice smile. I stop all the time to ask some cute woman the time, since I never bring my watch
2) Mall
a) I go alone. I just look whatever it is I got there for to buy, and the only talk time I get is with shop-clerks, the usual "thank you".
b) I go with this girl for a date. Well, I flirt with every hot shop-clerk (chicks only!), I ask them for opinions, I ask HB costumers if they can help me with this and that products and what-not. ( This last one scenario, you have to see it for yourself. You'll be on top of the world, be the boss of your own reality... but I won't know how the fuck you did it

).
So, you should start with support. Even though they aren't aware they're there to help you, they are. A lot.
Cheers