Jada, Jada, Jada.

Yes, you are rich.  Yes, you are famous.  Yes, you are one smoking-hot, hard-bodied MILF.

But, umm, that doesn’t mean it’s a good idea for your 39-year-old sassy self to be bopping around town like a video vixen on duty.  I am sorry to inform you that 4 out of 4 Pleat staffers think this look has you barreling straight into FAIL territory.

I personally see where you’re going with this.  I mean the 70’s are back and you seem to have a little kick of Diana Ross in Mahogany in you!  The hat is great, the blouse is great, the shorts are great and your legs are what I wish for when I dust off my Thigh Master once a year.  But JPS, Sexy served up with a side of Sexy and washed down with a glass of Sexy only results in Sexy OD (which strangely enough, is very Un-Sexy). Personally, this Pleater thinks you need to do 1 of 2 things:

1. Return this whole concoction to those you picked it up from (i.e. those hard-working ladies of the night).

2. Disassemble this mess and re-assemble with different parts.  For example, why don’t you save the cape and hat for another day and replace the leather shorts with the classy/not trashy, buckled leather pencil skirt from last week’s Sportswear/Angela Bower story?  (Don’t forget that Angela was also a successful working mom like you!)  Or alternately, keep the cape and blouse and pull on a pair of high-waisted YSL pants (Net-a-Porter.com).

Look, with gams like yours, I can’t blame you for pulling on the teeny shorts, but why don’t you simmer things down a bit with these tomboy basics from Steven Alan?  A desert boot (StevenAlan.com) and boyfriend button-down (StevenAlan.com) would most certainly resuscitate this look from a FAILing flatline and back to life!

-JC

Image Courtesy of Stefania d’Alessandro/Getty Images