When I got home from my last day of my old job, I shed all semblance of corporate office attire and went into full weekend mode for celebratory drinks with friends.  For a laid back night out in the East Village, this sheer neckline leopard skater dress and leather biker jacket felt like the right combination.

I topped the look off (quite literally) with a bowler hat, another new sartorial venture for me.  I have a life-long hang up about hats – even as a child, I was always paranoid that I looked “weird” in them.  You can imagine how fun that was for my mother trying to get me bundled up in the winter.  Recently, though, I’ve decided to give hats another chance.  I actually like this bowler, which just reaffirms that I need to be willing to go outside of my comfort zone more often.

Sheer yoke leopard print dress: Forever 21+

Leather jacket: Mossimo (Target)

Bowler hat: H&M

Triangle drop chain clip earrings: ASOS

Leather ballet flats: Steve Madden