I was a pretty damn successful pot dealer in high school.
In 2006 I was starting my freshmen year of high school and my sister was starting her freshmen year of college. We lived about 20 minutes from Boston, where her school was, so she lived at home to save money. She had started dating this guy, Evan, who was also in college. The first time I met Evan, I was a stoned 15 year old trying to keep my shit together (and failing) at a family party. Me and 3 of my friends "went for a walk" and came back absolutely lit. Evan knew right away, and must have found my sloppiness endearing or something because anytime I saw him after this he would sneak me a bag of great weed. It was never a lot of weed but every time I saw him I got some without exception. This went on for months but my sister dumped Evan at the beginning of my 2007 summer break and the flow of free bud finally dried up. There's nothing worse than trying to find a new dealer, except trying to find a new dealer when you're a socially awkward 16 year old.
As far as weed went, the summer of 07 sucked. My group of friends and I got screwed, got sold TERRIBLE weed at high prices, got stood up, and one of us got beat up and robbed at a drug deal. One night, I was saying how I wished my sister and Evan were still dating so we could just mooch some decent bud off of him. I was convinced Evan was just a cool dude who occasionally gave me some of his bud, but all of my friends were convinced he was a drug dealer. We decided I might as well send him a message online to see if he could help me out. His answer was a phone number and instructions to call him later that night. I call him and it turns out my friends were right, he is in fact a drug dealer. He told me because I was like his little bro he would do me a favor and sell me a small amount which is not something he normally does. Perfect, so I ask how much he had in mind, assuming by a small amount he meant like a couple joints. The smallest amount he was willing to sell me was a half ounce, which was more weed than I had ever seen at once. I told him I'd get back to him and then told my friends never mind he wanted to sell us way too much. Then someone did the math and realized although he wanted us to buy way too much, it was a hell of a lot cheaper than any of us were used to paying. So we pooled our money, I went and got the weed and then we divided it up. This happened several times before Evan finally said enough was enough, it wasn't worth his time and it was screwing him up selling me small amounts, I would have to buy at least a full ounce at a time for now on if I wanted to continue buying from him. School was starting soon so instead of pooling with my friends I saved up some cash and bought an ounce by myself and divided it into a bunch of small amounts. I knew how much of a bitch it was to buy good weed at my school so I figured I could fill the void and become the missing hookup.
What I thought was going to be just a small thing quickly escalated. I sold it for about the same price as the "ok" weed available but the stuff Evan was selling me was way better. Word gets out quickly in small towns and soon I was selling weed to kids I had never spoken to before, and it seemed like I had a new customer all the time. It didn't hit me until an older kid on my wrestling team, Dan, texted me and told me there was a party at his house and to come over if I wanted to make some money. I grabbed a good amount of bud, and rode my bike over to his place. I get there and Dan leads me to a dark room where there was 5-6 people a few years older than me smoking a bong. Someone looked at me and with a face of confusion/disgust asking who I was or why I was there. Dan quickly says, "dont worry, he's my drug dealer." and it instantly became ok in their eyes that I was there with them. That was the moment I realized, Yeah, I am a fucking drug dealer. I stayed in that room the rest of the night selling weed to older kids and then smoking that same weed with them. I was on top of the world. How cool was that? I just sold these older kids all these weed and then they not only let me hang out with them but smoked me up!
So the way this all worked was I had to meet Evan in Boston once a week to pick up. I lived just south of Boston and my girlfriend at the time lived just north of Boston. On Friday I would take the train from school and go meet Evan, and then take the train to her town and walk to her house. It wasn't planned, but dating her was the perfect cover to have to go into the city all then time. Evan would text me at some point during the week to see if I wanted to "hang out" and if I said yes he would give me a train station and an approx time. It was almost always South Station but sometimes he would mix it up, I used to think it was to elude the police but I'm pretty sure now it was because he just lived or worked near South Station and the times we didn't meet there were times he just happened to not be in that area. We both used "burner" phones. A burner phone is a cell phone you buy with no contract or account. You buy the phone at a convenience store and can buy "time cards" to add minutes or texts to your phone. I used one because my parents refused to buy me a real cellphone because I had broken/lost several phones. Evan used one because he was a fucking criminal and that's what criminals do; there's no way to track the phone back to you and every few months you just throw it away and get a new phone. I eventually bought a second phone, one to use as my cellphone and one strictly to contact Evan and for people to text me to buy weed. I stashed the weed, cash and phone in a duffle bag in the loft of my parent's detached garage.
This went on for 3 years and I absolutely loved it. I was rolling in cash and weed and I thought that I was this criminal mastermind gangster motherfucker. I didn't want my parents to know I was making all this money so I just spent it as fast as I made it. I used the money from my legitimate job as a cashier at Stop&Shop and some money from my parents to buy a used jeep wrangler. Then I just started dumping large amounts of money into unnecessary upgrades like tires, bumpers, exhaust. My parents are not car savvy at all so they had no idea about any modification that wasn't obvious and the ones I couldn't hide (like big tires) I just lied about and acted like I got a ridiculous deal or just downplayed the price. I bought a really expensive Alienware laptop (I know, stupid. but I was in high school give me a break) with all the bells and whistles and then plenty of games for it. I wore expensive clothing, I bought my girlfriend a bunch of stupid shit, I gave my friends free weed all the time. Anything I could pay cash for I used drug money, and only spent my legitimate money when I absolutely had to. My parents were very proud at how responsible I was with my money, little did they know I was throwing away hundreds of dollars a week. I had just got accepted into a pretty decent tech university in Boston and was looking forward to bringing my business there as well.
One sad week though, Evan didn't text me. So I texted him... nothing. The next week the same thing happened. The next week I went to South Station to look around for him, I figured he tossed his phone and had forgotten my # or something, but no luck. I started buying from someone else but they were too expensive, their weed was shit, and they were really fucking sketchy. The April of my senor year I reluctantly retired from the weed selling business. My girlfriend of 3 years broke up with me less than a month after this happened. I guess we know why she was dating me!
Years later, I'm out at a bar at a little reunion with my sisters and some cousins and I overhear my sister talking about Evan. She was saying how she was only dating him because he always seemed to have good weed but dumped him when she realized it was because he was a drug dealer. He had been lying to her the whole time telling her he was a college student and that all his money was coming from a trust. She made some comment about how he got what was coming to him. I asked what she meant and it turns out he didn't lose my number, he got busted and went to prison!
The whole ride was a blast and I can't believe I never got caught. I know that it was extremely stupid and dangerous but if I could go back I would 100% do it again. In my freshman year of college I knocked a glass of juice onto my alienware laptop and destroyed it. I also realized all the expensive clothing I wore in high school screamed "douchebag" and I donated or threw most of it out for a more normal wardrobe. My jeep is the only thing I have to show for my time as a criminal and that thing is my baby. Oh, also, through Facebook I can see that my old girlfriend's life sucks now, haha bitch!
TL;DR My sister's ex boyfriend used to sell me large amounts of weed every week from my sophomore-senior year, I had a blast but wasted all the money.