The I have had the same delemma. Most of my cosplays are of characters from Inuyasha, Dragon Ball and an attempted Tuxedo Mask from Sailor Moon, these shows that i call "the old relics." While I'm one of the few that cosplays them, most everyone else is busting out Naruto, Bleach, Death Note, Kingdom Hearts 2 which I finally have, and the other games of FF7 while I only had the pleasure of playing through the one, original game and finally watching the Advent Children movie.
I thought I was being looked at for not having one of the "in" themed cosplays and wearing relics of days long past, than how fast and clumsily I pulled it together from unusual combinations of clothing. Inuyasha had some fans at Sakuracon, and Red the ninja had a brief spotlight at MEWcon, but never anywhere else have I gotten praise for my attempts.
Actually I also cosplay as Inuyasha, not just because I love the series, but because I feel the same way he does. "Not really an outsider, not dedicated to one thing. There's no place for me, so I had to make one for my own. Then I realized, I had a place, but I was the only one in it." I would also cosplay as Cloud if I had the money and patience to wait for the online orders, not just because I'm a fan, but because he fits my profile. In a way, Naruto does too, but Sasuke gets all the fangirls and has easier parts to find.
I know what needs to be done now...my old wigs are going to be looked at for possible help. Meanwhile, I'll just get new ones from the same store I bought them before. And I keep forgetting that I'm going to come, guns blazing as Goku for K-con.