I transferred high schools my sophomore year and about a month in was introduced to the major asian group of the school.  Around the same time I had found one of my junior high best friends and reconnected with him and his smaller group of friends.  So I had a choice.  The large, 15+ members, everyone rotates girlfriends group or the small, 6- but more personal group.
I went with the small crowd.  I don't regret it because I can honestly call every single one of those guys my best friends, even now with everyone in different colleges.  But I can't help but wonder how different I would've been running around with a mob mentality, rolling deep.  Parties every weekend.  I imagine I'd be a very different man.