Tampa Bay Buccaneers
Why it was cool - At some point in their lives, all kids pretended to be a pirate. It's just one of those stages. When you did, what was the first things you did? Got an eyepatch, tied a stuffed bird on your shoulder, and found a knife to put in your teeth. When you thought pirate, what their logo was was not far off the mark.
Why it will never be seen again - Unfortunately he has a few things going against him. First of all, the toughest pirate around loses a bit of credibility when he is decked out in orange and red. Second, with that way too big feather and wink, he seems a little too soft for a sport like football. Hope is not completely lost however. Thanks to the "Pirates of the Caribbean" movies, this Johnny Depp-like pirate could be reborn.
New England Patriots
Why it was cool - Just look at him! He's all American and he's playing football! What could be better than a minuteman decked out in the old red, white, and blue playing the country's favorite sport. Strong, manly and partiotic.
Why it will never be seen again - Well, leaving alone the fact that it's no longer cool to be patriotic, he seems a little too patriotic. Red knee high socks and that really red hat. Wow. At least the coat isn't powder blue. Also, without getting too gross, by that facial expression it appears he's bent over for some other reason.
Why it was cool - This is still among one of the best hockey logos ever. The whale tail combined with a clean design make it one of the most recognisable logos still. Add the 'H' in the void between the 'W' and the tail and you put a good logo into hall of fame good.
Why it will never be seen again - When the Whalers left town for North Carolina, there was a battle over just who owned the rights to the team name, color scheme, and logos. To make matters worse, the owners of the team sold off the rights before it was known if the rights were even theirs to sell. It now is making it's way through the courts and very well could be years before the issues is decided. That's really too bad, because it keeps Pucky out of the public eye.
Mighty Ducks of Anaheim
Why it was cool - Ok, so it was only cool if you were under 10, but the clean design and a concept that stayed inside the sport made it tolerable.
Why it will never come back - No more Disney. The only reason that this design made the cut in the first place was the fact that Disney owned the team and wanted to connect the team to the movies. Although, considering what they changed it to, the team may make the change back.
Why it was cool - Nuggets...miners...they play basketball...Um...Ok, maybe it was never cool, but it was the '70's. A lot of things seemed cool at the time that wasn't (disco, John Travolta, LSD) back then.
Why it will never be seen again - Please. We've got a better chance of seeing Frank Caliendo in a speedo.