I have 2 teenagers who recently left the org and me too, partly what woke me up was seeing their struggles with the strict bad association rules and the very real detrimental effects it had on both of them. I can only tell you how they handled this problem.
My son wanted to leave like you from about age 14, he would make friends at school etc and wanted desperately to go out with them, he was very 'normal' and popular (not what they want you to be at assemblies), always befriended them on social media, texted them, played online games etc, he would tell them his dad was really strict and he wasn't always allowed out but he didn't give them the whole religion back story, not unless he became very close with 1 or 2.....then he started to make excuses to meet up time to time for a 'school project', he then started sneaking out, in the meantime being as friendly and normal as possible during school hours. The results was that when he made the break he had a big group of friends waiting to greet him.
There were lots of rows with his dad, lots of nights in crying alone, lots of hidden texting and sneaking out....but as his mum I could see all this and the fact that he just didn't have the friends he needed in the org, and worse, when it became clear he was struggling, the witnesses started to shun him (even though he was still doing his best to be a good jw) It was a very painful 2 years for him but now he's out and I am too.