OK, technically it didn’t START with Dylan, but it’s as good a jumping off point as any. So with that disclaimer in mind…it starts with Bob Dylan, who doesn’t take a bad cover photo…

But sadly, did not END there. From more or less acceptable to…high school yearbook?

And, sadly, the phrase “me too” is never far from a singer’s mind.

Some choose to take the cover portrait to new levels of awfulness, but at least there are some laughs to be had. Behold the grimacing, hideous disembodied head of Trick Daddy, available for hire to appear at Halloween parties and Bar Mitzvahs everywhere…but never for the faint of heart.

When will it end? Hopefully, never. We NEED these buffoons, we truly do.