You might not find gems like this every day in Costa Rica, but the prevalence of North American clothing mixed with the subtleties of a foreign language make situations like these all but inevitable. If you spend enough time in Costa Rica, you're bound to get a few chuckles here and there from ironic clothing.
It's quite common to see people wearing old sports t-shirts and jerseys for teams that are explicitly for the opposite sex of the person wearing it. You might also see someone wearing a humorous t-shirt that says, "Smooth Operator" or "Why am I so thirsty if I drank so much last night"? In most of these occasions when I have known the person wearing the t-shirt, the t-shirt owner did not fully understand the message and, in many cases, would not have purchased the t-shirt having known what it meant.
If you have any ironic t-shirt stories from Costa Rica or elsewhere, please share in the comments.