To Keep Or Not To Keep…

While frantically doing my holiday shopping, I of course had to peruse the sale shoes at Barneys on Rodeo Drive. The shoe department had apparently exploded, and equally frazzled women were picking through the mangled remains of F/W 2008.

Being a size 5 (35 if we’re talking European brands), the availability of fun styles is very limited even at full retail price, so it’s almost impossible to find anything even a smidgen decent on sale. Then, my eyes rested on these Dolce & Gabbana goddesses (discounted down to $199 from $795!), I threw my Amex at the first available sales associate and floated the whole way back to my car in euphoria.

My babies – Dolce & Gabbana Oxford, Fall 2008

I love menswear. I have more fun playing in the men’s sections of department stores, touching the tweeds and houndstooths, than I do playing in the women’s chiffons and cashmeres. So, my mind trailed back to the Dolce & Gabbana Fall 2008 RTW looks, loaded with menswear for women, and I couldn’t wait to look like the 1920’s cross dresser those crazy Italians sent strutting down that runway.

Dolce & Gabbana, Fall 2008 RTW, style.com

So I got them home and now I’m faced with the eternal question…what do I wear with them???

I usually buy practical things…such as things I can wear a variety of places and can walk in for hours. These fours inchers are not practical, and now I’m undecided on whether or not I should keep them. My inner fashionista is in love with them…but my inner prude is screaming, “money better spent on something else!” Add this to the fact my wardrobe is anything but expansive or high fashion, and I’m in a dilemma.

So…here is my first attempt at putting something together (with a limited wardrobe, mind you) to help convince myself to keep them:

B.P. shirt, Banana Republic petite waistcoat, Paige Premium Denim, Dolce & Gabbana oxfords

Yea or nay?