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!

Last, but not least, are my favorite cold weather ensembles from the past few winter months. With all the rain, it was a tough season for StyleDiaries!

Cookie Monster

I wasn’t sure if layering up this dress would be a hit or miss, but I really liked the outcome!

I Got A Feeling, Woohoo

Ruffles, Bows and fun tights made for an outfit that was fashionable, flattering and best of all, comfortable!

Don’t Be Tardy for the Party

I ordered this skirt a while back from Forever21 and I knew it would make for a perfect party/going out outfit and it did just that!

Party Like It’s Your Birthday

I love this vintage dress I wore on my birthday, not only was it really inexpensive (I think I paid less than $10), it ended up looking super chic and modern!

Party Time, Excellent

This was quite a big day for me and I felt so great after having finished the marathon and hosting our first house party in this fancy ensemble!

Bring on StyleDiary 2010!

When:

New Year’s Eve 2009

Where:

Work, yes seriously. Still not sure why I didn’t take the whole week off, but oh well. Just having a casual NYE tonight and maybe going to the movies. Does that make me an old fogey?!

What:

Coat – Kenneth Cole

Sweater – Picked up on sale at Saks outlet for $10!

Shirt and Jeans- Express

Boots – Steve Madden

Necklace – F21

Hope everyone has a happy and safe New Year! Bring on 2010!!

When:

December 29th, 2009 (Happy Birthday to my Mother in Law!)

Where:

Running some errands and after Christmas shopping. Got a surprise haircut yesterday since my aunt aka stylist had a cancellation, hello bangs!

What:

Shirt – J.Crew

Sweater – GAP

Jeans – Express

Shoes – GAP

I don’t even remember much of Fall, it seems like we went straight from Summer to Winter this year! Of course I did pull out the tights and start sporting them back in September:

Back to Life, Back to Reality

Was featured on Weardrobe with this colorful Fall ensemble:

Overworked and Underpaid

Had fun sporting a variety of multi-colored hosiery:

Geek Chic

Channeled my inner Gossip Girl fave, Blair Waldorf, complete with headache inducing headbands:

Just Call Me Blair

And toughened things up with a leather motorcycle jacket:

Biker Chic

Come back Fall, I am freezing and want more daylight pronto!

Did you have a favorite fall outfit?