Some of you might recall Big Dogs shirts from the '80s and '90s, it was very much the leisurewear of suburban middle aged men then and still continues to churn out t-shirts with attitude. Above is one such shirt from the late '90s that a reader submitted and although the vintage isn't exact, it would likely be from around 1997 when Big Dogs, Inc. had an IPO and the entire US was enraptured with stock trading. Everything about this shirt is hilarious because it captures so many public stereotypes about traders: pushing wimps around, loud gold watch, the Jim Cramer-ese sleeves rolled up, etc... I could certainly see a retiree in suburban Virginia wearing it as his lucky shirt when buying Iomega options, calls natch, at the tail end of the millennium.