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I started role-playing on The Specialist, which was a Halflife mod, that was probably in 2005. The server's I mostly played were JustRP and M7XRP (Something like that..) I eventually moved to SA:MP RP which I only played LS:RP there, in like 2007-2008 era.
Project Apocalypse Roleplay is where I took everything more seriously, but before that I spent some time on Zombie Outbreak.
My first RP server was a local one, just for where I live - that was like 10-11 years ago lol.