I don't remember my first time getting alcohol underage, but I never had a fake ID so it was always a friend doing the actual 'deal' and me just chipping in cash - not sure if that even counts
I remember the first time I bought weed (the first illegal drug I tried). It was early senior year of high school, and an acquaintance of mine from the year before me who was open about his love of the greenery brought me back some schwag from college over a break. I met him down the street from my house - he rolled by in a car and dropped it off. I poorly rolled some joints (I had never smoked before or learned to roll properly) with papers my friend gave me. I didn't get high from them, and in retrospect I don't know if I even hit the damn things properly, smoked appropriate quantities given the very low quality, or even rolled them such that the smoke went into my lungs and not out a hole or something -_- I only paid like 10 bucks though, for a reasonable quantity - he was a pretty good guy, he even admitted to and apologised for copping a bowl on the way back and offered to give me a couple bucks back, which I declined.
After that, I didn't try to smoke or buy again for a couple months. Then, my girlfriend and I got smoked out at a friend's house with some more schwag, but this time I got RIPPED beyond belief. I remember my next couple purchases well. One was $20 for a few pre-rolled tiny joints of schwag from some sketchy dudes behind my high school after saturday detention (although my 'friend' who hooked me up convinced his guy to rip me off a little less by throwing in 2 more, I still probably got around a gram of schwag total for my 20-spot).
The other was through a guy who worked at a coffee/bubble tea place at the mall nearby. Another friend worked there and introduced me. My girlfriend and I met him in some random parking lot near his place and got an eighth of some AMAZING afghani for 60. Then, after our second smoke out from that stash on the balcony of my friend's apartment, I left the bag outside and a massive rainstorm started. I managed to find about half the nugg on the ground below and let it dry out, but it tasted awful and wasn't very potent after that so we ended up chucking it. I still think back and regret that to this day - even though I was inexperienced back then, I'm still pretty confident that that was among the top 5 strains I've ever smoked and I only got to smoke it twice! That guy quit selling by the time we tried to get another bag later that summer, too.
The 'first deal' I remember the most vividly, though, is the second drug I ever bought - mushrooms. I was smoking and hanging out at a friend's house along with my gf (same one), the friend who had smoked me out the first time I got high and her bf. After getting a txt, my friend asked if I wanted shrooms. I had no real idea what psychedelics were or what they did, but she assured me I would enjoy it and said having experienced sitters would make that night a good opportunity for a first experience, so I agreed. We ended up having to drive 15 minutes to find an ATM, then drive all the way to this guy's house only to find out he had just sold out, then all the way back across town to a friend he had sold a decent amount to, who was staying at his grandma's house and had to sneak out to sell us his last 4 grams of excess. I ended up eating about 2g and gave the rest for the others to split up - my gf didn't want to try them so my friend and her bf each ate a gram. I didn't really trip that hard, but I do remember staring at the various posters on the wall and seeing Escher-esque impossible shapes and angles, elements popping out in 3d, etc. We stayed up talking all night and for the most part I just felt really high. My friend's asshole roommate tried to fuck with me by telling me random ridiculous shit ("lizards are attacking" type things). He thought it worked because I was really confused, but I remember actually thinking, "is this guy OK? Maybe he's retarded... I should avoid whatever drugs he's been taking for sure!"
OK, I'll shut up now before I completely threadjack this into Soli's Random Drug Reminiscences
