I think as long the overall entry has both ugly and cute, then it should be fine.

(Also, I plan to actually enter this contest.)

21XX, mainly for his first picture. It's nothing special on its own, but the angle makes it work extremely well, and when this contest (in my opinion) was weak (no pictures seemed to pop out and scream "HERE I AM! LOOK AT ME!"), something as subtle as a great angle can make an entry that would take maybe third in a strong contest a winning entry.

I have no clue as to how I could even approach the theme well...