An Explanation

Every once in a while you run across an individual who just emanates douchebag. He orders jager shots, eats copious amounts of chicken wings and won't share his celery, and he often will tell you: "No, seriously bro, this chick was the bomb! She had a tattoo on her lower back... fucking got a boner looking at it."

That is a douchebag.

Then, you ask him to name his favorite teams... his favorite sports teams... and it turns out that the three teams that he loves are spread across the country, and he tends to live no where near any of them. It seems the only reason he likes these teams is that they win. And because they win, he gets to tell himself that he's successful in at least one aspect of life: that of choosing sports teams. These are the teams that he likes.

Or he's from Boston. That also could follow suit with this description.