Many years ago my friend W was lamenting his lack of a girlfriend and we ended up inventing one* for him. Her name was Sally Hapsburg and she was blonde and cute and belonged to a country club. I suspect that she would wear something like this, except that I bet her pants wouldn't be from Goodwill.
T-shirt: Old Navy
Blazer: Boden
Pants: Banana Republic via Goodwill
Shoes: Dr. Martens
A few years ago, W married R, an amazing, non-fictional woman, and is living happily ever after in NYC. Here is a video of him (and our friend M) singing to his new bride.
