Here are a few characters I've considered cosplaying. My next con will most likely be in four months (Naka-Kon) unless I go to OhayouCon in January. Comment on any you feel are good. They are not in any particular order.
Sexy no Jutsu Sakura Naruto - This is an original creation. I've seen a few done, but they've all been girls, which is stupid since Sakura's should be a guy. The costume is a red vest with white zig-zags around the openings on the front edge and around the vest. The pants could either be shorts or puffy pants like Ken from Street Fighter. The forehead protector would be worn on the forhead as most Konoha boys do. The hair could either be like Sarah's wig or like Hotaru's Shuichi wig, but would be pink.
Lv. 2 Sasuke Naruto - Oddly enough, I can't think of anything but negatives for this one. I don't want to be labeled as a one-character cosplayer. Plus, the costume sucks and is ugly. The wings would be hard and the face makeup would be hard, too. However, if I did it correctly it could make me a better cosplayer.
Shaoran Tsubasa Chronicle - I love Shaoran and cosplaying him would rock! I never like older people cosplaying his 10 yr. old version, but now that he's a teenager, it a little more believable. The costume wouldn't be so bad, either. However, I'd really want to pair with someone who does a good Sakura.
Sora Sukisho - Easy costume and cool hair. I don't know if the flipped hair is possible, but I'm talking with Nova about it. Again, I'd really like a Sunao to cosplay with me, b/c it would be so much cooler.
Uruno Damekko Doubutsu - So cute! I've always wanted to get an animal suit from a costume store for many years now. Granted it was a raccoon, but a wolf would be cool, too. Plus making it is bound to be cheaper. I like Uruno's character a lot too. For those who don't know about Damekko Doubutsu, it about animals that aren't anything like what they're supposed to be. Uruno is a wolf that is often depressed and scared and make poppouri. There's also a chain-smoking rabbit, drunk unicorn, clumsy cheeta, and orca that can't swim, and many others. It would be amazing to do a big group cosplay.
Wolfram Kyou Kara Maoh! - The costume requires much presision. Plus, I think people would think I was a state alchemist with a sword. Also, I'd really like to have a Yuri to cosplay with.
Hikaru Hikaru no Go - I have the shirt for this and was going to do this for Japan Festival, but I couldn't get the hair yellowed. I could easily get extensions and get the rest of the costume, but Hikaru is in middle school at this point. It may be too young of a character for me and I hate small characters being portrayed as a 6 ft. tall cosplayer.
Chrono Chrono Crusade - A very detailed costume, but would be good if it turns out. I've seen a few Chrono's and some are pretty good, so I'd have competition.
Ishida Bleach - Sarah recommended this. Ever since my home computer broke, I haven't been able to catch up on fansubs and have only seen about 10 episodes of Bleach, and I don't think this character was fully uncovered, making it the only one I don't have an attachment to and I pretty much have to really like a character to cosplay as him. I'm sure I will like him, though. Making his bow would be pretty cool.
Shannon Scrapped Princess - Detailed costume, but it totally kicks ass! Don't know how I'd do the sword without breaking con rules, though.
This took a lot of time, so you all better give your imput.