Soldato
I played scanty clad female characters in games such WoW and SWTOR I once had a guy so desperate to talk to a Female he gave me presents such as 1000gold, mounts and in-game romantic items... I strung him along for 3 weeks all while screenshotting the chat and sending it to my guild for lols. He seemed like a nice guy but was too easy a target to pass up, in the end I broke it to him that I wasn't a female but I was a G.I.R.L(Guy in real life). He didn't take the news well and I felt a bit crap for a day or two ended up giving some stuff back to him but he went pretty depressed and quit the game. Part of me still feels bad but the chats were pure comedy gold!