Old Skool Cool

I've found that some outfits are so ugly to me that they're cool.  Here's a classic example.  I am entitling this look, "Old Skool Cool".  Because you'd expect someone's grandmother to be wearing it, it has a character that makes it kind of cool if you put it together the right way.

I think the accessories and the cute skirt make this work.  It's a very modest, covered look but it is still chic.  The blouse has a lot of unique characteristics.  Take note of the v-cut sleeves at the elbows and the poofy shoulders and the way the blouse drapes gracefully on our models body.

I also like the way she added a cute little belt to add a touch of grace and modernity to this old skool type of skirt.  Her bracelets are also up-to-date and she tops it off with a cute hand bag in a complimentary color to purple with an unexpected pair of high heeled suede boots.  You could also add pumps to make a more retro look.

There's enough modern touches to turn this look into a mesh of old and new skool.  Great job!  Would you wear this?  What do you think?

 

Now, this second look screams, "ITALY!" to me and I loooovvveee it.  I put it in Old Skool Cool because of the Old Skool skirt.  This look proves that you can make any skirt look cool if you blend it was the right pieces and aren't afraid to make a statement.  The hat is amazing and the t-shirt is a great up-to-date touch to this entire look.  The shoes are also perfect because they're so cute.  Shoes can go a long way in bringing a piece of clothing to modern times!  They do wonders with skirts- especially wedges and heels.  Tennis shoes (sneakers) can also be paired with a skirt; this is an art!