An attempt at cocktail dressing

Cocktail dressing
Cocktail dressing

Dressing for some form of date night/cocktail hour has always been something I've struggled with, probably because the majority of my wardrobe is hardly appropriate for such a formal occasion. So alas, this is the best I can do. A pair of semi-heeled boots (for ease of stumbling through the streets, of course), a midi skirt that's two sizes too big and my usual leather/black top-half combo. The verdict? It might not be as comfy as the sweats, but then again who am I to care after a few delicious Bordeaux Wines?

Leather jacket from Warehouse (similar here)
Tee from T By Alexander Wang (cheaper here)
Skirt from Monki (also here)
Boots from Steve Madden (very similar here)