Is JW’s Classic Hobie Shirt Vintage Or Trashy?[VIDEO]

This morning on the show we talked about JW's shirt and we had a discussion on how old it really is. I say the classic Hobie shirt is probably late 80's or early 90's vintage and JW's son said its from the 50's. By the way JW's son David says all of his old stuff is from the 50's. We want to know is the shirt vintage cool with its frayed collar, or just trashy and should probably be retired to yard work duty?