Sometimes I look at an outfit I’ve put together and on the hanger it looks great. Then I put it on and might feel it looks okay, but decide after seeing my StyleDiary decide that it was just a hot mess. It happens to the best of us, right!? I think most of you will agree these were definite misses in 2009:

At Work and Play

I just didn’t like the way this jacket looked in this outfit. A little too small or out of proportion?

Houndstoothing

People asked if I was pregnant. Enough said.

Naughty Monkey

This would have been much better with some black tights, no?

Mocha Chocha Lattta

WORST. OUTFIT. EVER. Seriously, how did I let myself walk out the door wearing this?!

Copy Cat

Wow, our den has come a long way since then! This outfit would be great if I lost the puffy vest on a ski slope somewhere!

Tennis Anyone?

I love all of these pieces, but perhaps not together. Don’t know exactly what went wrong here, I just know it was wrong!

You win some, you lose some…but you win none in fashion without taking risks! So make 2010 your year of pushing the envelope and taking fashion risks. You won’t regret it!