The first ever OC I made was probably some lame character for one of the various novel ideas I had as a book-reading child. Probably a super generic fantasy protagonist boy. That's boring though, and my first roleplay character ran the gamut of goofy stupidity to super angsty, so strap in for story time.
Back when I started playing World of Warcraft, I started on one server and made a character with an inappropriate name that got me in trouble. I had some friends at school that also played WoW, and they said I should join *their* server, which happened to be one of the RP servers. I made a character named Jorick, so named because I started with the randomly generated name Yorik that was already taken and I tweaked it until I got a name that was available. He was a Human Paladin, and for a while I just played the game with no character in mind, because I didn't really get roleplaying at that point and didn't intend to take part in it.
But then, one day, I saw someone running around the city of Stormwind (human capitol city in WoW) and yelling about some place called The Dungeon that was opening in a few minutes. They noted that there would be food, drinks, and women getting naked. Being 16 (I think) at the time, I was very intrigued by that last item on the list. It took me some time to find the little out of the way place they'd claimed for their deviant activities, and when I arrived the party was in full swing. It turned out to be a roleplay strip club (with some lowkey brothel activity too), which meant that there were people with female character doing the game's dance animation while writing out roleplaying emotes as they slowly removed pieces of armor. I stuck around and watched, both for the obvious teen hormones reason and to see how this whole thing worked, and the way roleplay worked kinda clicked for me.
When I first started actually joining in the roleplaying, I decided Jorick was a drunk, because that would be funny. I loaded him up on in-game booze that made it so things you type automatically get slurred a bit, and he ended up running around the strip club in nothing but his underwear and a cape calling himself "Shtuporman." It was awful and broke immersion and everything, but I had a good time for a few weeks doing that. Eventually people started gently patting me on the head out of character and telling me I was being silly and needed to chill, and so I did. I ended up deciding on a tragic backstory for poor Jorick to explain his drunken antics: he'd been a fighter in some of the wars of Warcraft lore, and he'd lost all of his family to various horrible things, so he had renounced his role as a Paladin and started drinking to drown his sorrows.
That edgy initial backstory was the foundation to all that came after it. Jorick the character cleaned up his act and stopped drinking so much after one of the strippers had a heart to heart talk with him about how he needed to face his problems instead of just hiding behind booze. That pushed him into being a more serious character (though he also fucked that stripper and some others, so he still knew how to have a good time). I fleshed out his whole history with lore-accurate details, including the fun stuff of one of his sisters and his father both dying in the fight against some undead things and rising again as zombies that Jorick had to kill, which was the root cause of his trauma that caused the drinking. However, there was still plenty of dumb shit to be had, like the time I decided he was sort of possessed by a demon and they were fighting for control of his body and it acted like shitty movie depictions of split personalities. Oh, and I signified the demon being in control by swapping clothes from whatever RP gear I'd had on to this fully white outfit including a white bandit mask thing across the face. I thought that was so fucking cool, man.
Jorick the character ended up having a weird like on again off again romance with this assassin lady who was also like.. some kind of cannibal serial killer or something? I dunno, it was weird, and it made no sense in character but we the players wanted to have the characters hook up and bone so we made it into a sort of forbidden romance kind of thing. Very dumb. Eventually he reconciled his whole angsty hatred for the Light (WoW lore name for the generic deity thing that gives most Paladins their power) failing to protect his family and he rejoined the whole Paladin order. The Wrath of the Lich King expansion dealt with the undead horde stuff that featured prominently in his backstory, so for that time he was RPed as being part of the good guy army fighting that stuff, and after that I just had him kinda RPed as going around doing fighty stuff as a good guy Paladin. It was the justification I made for there being like months between times where I roleplayed as him, rather than using my roleplay-only characters, but it actually made sense in character too so that was nice.
And there you have it, the story of the character from whence I derived my general internet username. 8D