A guy dressed as a woman and a woman dress as a guy is crossplay. If you're a guy and you dressing as Bridget from Guilty Gear, you are not cross-playing, since he is still a guy, despite what he looks like.
Though, honestly, I don't know why it matters. :/
Goku - Dragon Ball Z (Otakon 2015, revamp and/or DB Super)
Zoro - One Piece (Eventually)
Ippo - Hajime no Ippo (Eventually)
Free - Soul Eater (Otakon 2013, Completed)
Goku - Dragon Ball Z (Otakon 2014, Completed)
My Facebook cosplay group - Southern Maryland Cosplay
(Anyone can join)
Author of the "Getting Fit for Cosplay" Katsucon panel.