This is the man-tail is free and loose. Only restrained at one point to keep this man from looking completely like a woman. Although with hair groomed as well as this a mistake could still be made from afar.
No, this man is not actually wearing an animal with a long bushy tail on his head. He is sporting the incredibly rare man-dread-tail. Notice how he not only achieves great length through the dread process, but also impressive girth and weight. This tail could probably be used as a weapon to fight off chupacabras and/or terrorists if need be.
This fellow might be new to the ponytail game. He isn't really sure if he is ready to rock the man-tail, yet somehow he ended up with long hair that was getting in the way. Rather than let it be free and loose like in the first example he opts for a simple braid. This keeps his locks in check, yet might also make us question his gender. This man should make a decision about his mane ASAP.
I've got one question about these men though... Is it necessary to accompany your man-tail with some sort of strange hat? I'm not sure if there is any significance here. But I've got one more tail to share, also from Chicago. Behold:
I'll just let you judge this one for yourself. But imagine following him onto an airplane and watching him tuck his tail in from the aisle when he reaches his seat. I settled on humming this tune.