It all started the summer of 2008 before I was just starting High School.

Having 2 months of summer to kill I was scrolling through the Internet, being a rather big Star Wars fan I joined a site called Star Wars Combine. It's essentially a real time star wars game, join a faction, do work etc. Me, being the Munchkin I am went ahead and made the character most like possible to be a Jedi, a Gand Swordsman and with the random name Generator he was called Duvnar Magnum. Almost immediately I tried to join the New Republic, do the typical "Fight the Empire" thing. They accepted me (as they do everyone), and as part of their response message linked the site's RP page to kill time in while I was waiting for them to sort out paperwork and stuff (The NR eventually proved disorganized and I never actually was able to join or sign up for training).

So I was sure "Sure, why not?" and checked out the forum RPs. The first RP I joined is one I would always remember, and I made a number of friends there who I would partake in many future RPs with.
Note, with this system it wasn't a "Make an Interest Check for each RP and they all separate", all the RPs we did were with the same characters, they just took different places on an overall timeline. Allowing for very long plots, character development and bonds to be created. This lasted for a while, where at one point I got a friend of mine back from Kindergarten who I still talk to today to sign up and join as well. But there was one issue happening... Admins. The Admins had this one huge issue with "You can't use stuff in the RP that you don't physically own on Combine!", and was cracking down harder lately... and note this included NPCs. So we couldn't even fight storm troopers without owning NPC storm troopers.

I was pissed and essentially went "Fuck this! I made a new site, who wants to come with me?". And literally every active person ditched the Combine's forum RP and joined the one I made... The Combine forums to this day have not recovered from that. And now that we had so much more freedom our role play's exploded, there were far more plots to explore, characters to develop etc. This lasted for a little over a year, only switching sites once in order to update the engine. Occasionally we had new people come in over time adding to our players, eventually to a point where half of our members were those who were never on the Combine forums. And we were all rather good friends too, to the point that three of the people there were even constantly trying to give me advice for whenever the day would happen that I'd get a girlfriend.

But eventually we were hitting the end of our year long plot-line, we ended it with a giant bang and everyone had a memory to last the ages. However, over time our power level had been slowly increasing, and it got to the point where once that Big Bang happened, we were at such a power level it just didn't feel the same refreshing and starting over with new characters... or keeping our current characters and doing a "What happened after?" sort of thing for too long. So that pretty spelled out the end to the site and community, people slowly dripped away. But some of us stayed together for a bit longer cause one of us spotted the RolePlayers Guild and invited the rest of us. 

But it didn't take too long for everyone else to eventually vanish, to the point it was just me and the person who originally found the Guild were still on the Guild. And even then, after about a years time he was gone as well. So I had joined the Guild somewhere around Grade 10, and have stuck around ever since (I'm in my 3rd year of college now to give an idea of how long I've been around for).