I saw this one going around and I couldn't help but do it as well.
Please excuse the messy artwork but this is best I could do as all I had to work with was MSpaint and a mouse. (Which isn't half bad considering)
...and I kinda lazied out on a few...

These really shouldn't be hard for you folks to guess... I see maybe having problems with one or two.

Hummm... should I be worried that only 1.5 of these characters are female? >_>

So... here are my favorite characters (that I could think of) Feel free to draw Elessara with or as any of the above... Ya know... Halloween, Christmas and my birthday are coming up in just a few months.... hint, hint, prod, prod, poke

Aaaand they've all been named. :3
1) Gatomon and Gomamon
2) Weebl Stuff
3) Diddy Kong
4) The Springwood Slasher <333
5) Simon
6) Ariel
7) Repoman (Although I am much more into the entire Nathan/Repoman character rather than just "Repoman")
8) Indiana "asian" Jones :P
9) Sherlock Holmes
10) Batman