Will & Jack's clothing
What were they thinking with dressing Will, but especially Jack? I'm a gay guy and sorry, but the way Jack was dressed most of the times was far from hip or trendy for a gay guy especially for a extravagant guy like Jack. He should have walked around in tight shirts, skinny jeans or anything like it. But no he walked around in shirts, blazers, pants guys in their 40's and 50's wear and criticized Will's clothes?
I don't know, maybe Jack's wardrobe was popular among gay guys in their early 30's back then in the US? But here in Europe it wasn't back then and it sure isn't now.
Also, Jack is VERY obsessed with his hair, yet he had one of the most boring haircuts I've ever seen on a gay guy. Sorry, but dressing and styling Jack was totally a mised opportunity.