You dress better than me

As someone who is obsessed with all things fashion, it's probably the biggest blow to my ego when my date looks better than me. I had that experience on Saturday.

We planned to meet up for drinks & dinner at this super casual Mexican place in my 'hood. I wore a pretty flowered dress from H&M with a matching Zara cardi -- nothing crazy, but simple and cute. My date walks up to me and I thought to myself, "....damn." He was rocking a Ralph Lauren big pony polo in a nantucket red color and Seven for All Mankind jeans. I loved it but felt out-labeled.

The date itself was sub-par. He was awkwardly smart and made it very difficult to talk to him. I kinda wanted him to stop talking so I could just look at him.

In his super preppy duds.

Pretty bastard.