[quote=@Mattchstick]
[@ArenaSnow]One time I pretended to be a girl on Omegle (back before it was a trollfest) because I was matched to a really lonely guy. I basically just told him that everything would be okay and he would find someone, and it seemed to cheer him up.
[/quote]

Happy story, then. The only times I've made a semi-serious effort to appear female is on sites where there would be a full inbox of "hey wan sum fuk" in the morning, apparently from excessively desperate males.

Fun times, trolling the living shit out of them. Some even got to the grand finale.