RE: Extended social circle
If you're new to game, I'd recommend practicing outside of your social circle (via cold approach or online dating) to start, for several reasons.
First, you're going to be making a lot of mistakes, and you don't want these slip-ups to damage your position in circles that are important to you (work/friends/church/etc.). Bad game can quickly ruin your reputation, even amongst people you're not actively trying to game.
(Also, a rejection from one girl in a social circle will surely make its way around the group, and will make it that much harder to game any other girl in the circle. No woman wants a man her friend has already rejected. If you flame out in a cold approach, there's no collateral damage-you can just walk to the other side of the bar.)
Second, social circle is more complicated than a one-on-one cold approach. Girls are more pliable when they're alone-putting them in a group full of peers changes everything. They become more concerned with their reputation and place in the social hierarchy than in what you have to say, and are more likely to make a decision based on how their friends will judge them than on their attraction to you.
People also tend to be more guarded in groups, and stick to polite conversation instead of opening up. It's difficult to build rapport when people are talking about sports or office gossip as opposed to, say, their hopes, dreams, and passions.
Third, it's easier to fake status alone than with a group. Like CH says, Status is King, and unless you're clearly at the top of your social circle, girls will find you less attractive than if you approached her alone with the accoutrements of status (strong eye contact and body language, slow movements, low vocal intonation, fitted/stylish clothing, etc.).
Finally, if you're serious about game then your personality is going to change a lot in the coming months/years, and this will make the people who know you somewhat uncomfortable. They won't appreciate seeing you rise in value while they stay static; they'll attempt to hold you back and put you down, perhaps even sabotage your game behind your back. Better to do your own thing than let haters derail your progress.
All this being said, if an opportunity within your social circle presents itself, by all means go for it. But I'd recommend solo practice outside of any circles for a year or two first.
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