The plaid or flannel button down shirt is probably the easiest and most casual way to wear plaid. They are fairly inexpensive, they’re comfortable and come in so many colors that you’re bound to find one you like that fits well in your wardrobe. I have to admit that I have two associations when it comes to flannel shirts – 90’s grunge and the lumbersexual millennial male. No matter what, as you can see I have embraced the current trend and am happy to reminisce the 90’s era. A word of caution – a friend wore his plaid shirt to a trendy local restaurant and got mistaken for a waiter because all of the staff were wearing those shirts as a uniform. Other than that, it’s a pretty safe choice. I like to get my shirts at Target.