The worst things I think I have ever done would be getting arrest for Xanax at 16, and making my parents pay $5000 for fees and then at 18 getting arrested in school with a LOT of stupid shit that the cops never see in high school usually. I had 4 grams of weed, a Pill Grinder with residue(alprozolam,oxy's, hydro's, a few amphetamines), multiple smoking accessories, tin foil with 1 hit of blotter( turns out was fake, thank god), morning glory seeds, and dip and cigarettes. My parents paid $5000 again for that second arrest and my lawyer was good enough to get the charges dropped completely, never went to jail for booking or anything. I completely stopped using drugs except alcohol, and shrooms for about 7 months taking drug tests nearly every two weeks. Did ~80 hours of comunity service and impressed everyone for a while.
Then about halfway through the probation, about 8 of my friends skipped school and went and got fucked up at my friends house. We were being really loud and the 80 year old neighbor called the cops on us. We didn't know and unfortunately we decided to leave and just as we start to drive out the cop shows up still in the neighborhood. I am driving with like 4 kids in my car and I am definitely intoxicated, and the other car is packed with beer and kids fucked up on oxy's. I thought I was fucked but somehow the cop ct us a deal, "our one get out of jail free card," as long as we call our parents to come pick us up we can leave. So no one's parents will pick up, but what do you know, my mom picks up and she comes and drives everyone home, sees how fucked up we all are, and even worse was that my 13 and 11 year old brother and sister were in the car because they were getting picked up from school. I will never forget that look on her face, she attacked me in front of the cop basically. One kid (the only black kid) lied to the cop so he wouldn't get in trouble with his parents while he was on the phone, but the cop knew what he was trying to do and took the phone. The cop took him to jail LOL. Not really a straight kid that dude, he tried to jack some kid earlier that day.
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