My best friend hounded me for a year to play WoW starting in BC. Then after he had given up, I decided to start a trial, and eventually started playing.
My friend, however, had apparently decided he no longer felt like playing anymore, and I've hounded him ever since trying to get him to consistently play again.
In hindsight, I should have never started playing.
Adding to this post with a proper history.
During my trial (during 3.1) I rolled a night elf hunter. When my friend was showing me the game he was in Darnassus and Teldrassil, so that area has always been nostalgic for me, even though I haven't rerolled night elf until recently.
That was on some PVE server I don't remember–when I bought the game I rolled a tauren druid on Frostwolf and played him to 20ish, until my friend suggested rerolling Scilla. Apparently one of his friends ran a guild there and could help us with gold and such, so I made a human mage.
Unfortunately that didn't work out since his friend wasn't active, so I floated around. I enjoyed my mage, but I bought BC to roll a draenei paladin. She was my main for a while, reaching 74 before I switched back to my mage and capped him at 80. I had taken a few months off from the game for classes, but when I came back I ended up in a steady guild. At some point we even tried to do ICC, although we were a casual guild and didn't get anywhere. I did grind enough badges to buy full Tier 9, though, that was cool.
Scilla was an interesting (but apparently dying server). It was where I became socially involved in the game. On Alliance, faction politics were dominated by Casual, the server's premier raiding guild. The GM was Forumpost, which I found funny, since he did also post on the forums a lot. He also stood idle on the AH bridge in IF, and I got to ogle his warlock epics.
During Wrath, I found out some co-workers played on Kil'Jaeden Horde. Their guild, The Vagrants, were a progression raiding guild, and I didn't know hardly anyone in it, so I didn't pay too much attention. I did roll some toons here, however. A troll hunter named Chilblane I leveled to around 44, before growing bored of him, and when 4.0 hit, a dwarf hunter to check out the redone areas.
The troll hunter had been in a couple of random guilds (including Waffle, I think) because I didn't want to bother the Vagrants (who I assumed all did nothing but raid and weren't accepting casuals). The dwarf's first guild was <Ruin>. I joined, saw all the weird demands to join the ruinous channel and other odd stuff, thought "This is too weird and huge for me, I'm out" and /gquit immediately.
So yes I was in Ruinous at one point.
Then I found another guild, that were rebuilding. Apparently they were a PVP guild that Ruinous stole a bunch of members from, and were highly upset about it. Their anger forever stuck with me, I guess, because I didn't understand why one guild would sabotage (their words) another. But I lost interest in my hunter and didn't play him again until he was transferred horde.
Cata apparently had killed off most of my Scilla guild. The leadership left for a PVE server and my remaining friends were planning on leaving too. My mage had hit 85 and was comfortably heroic-geared, so I bit the bullet and transferred him to KJ and joined the Vagrants. Scilla became a distant memory. And that is that.