Ooh, this sounds fun! 
Double - Captain of Her Heart
High on my “songs that desperately needed a guitar solo” list. An easy listening bent does not excuse flogging the same effin’ four lines ad nauseum. Could you tell us how she handled this callous abandonment? Where she’s going from here? Why she never made a move on the first mate? Something?
Nazareth - Hair of the Dog
The reason it was so shocking to hear Inigo Montoya use the expression “son of a bitch” was that was the only instance of that phrase in the movie. It kind of loses its impact if you repeat it for about 95% of the frickin’ song. No, I’m not going to count.
Jefferson Starship - We Built This City
One of the most hated rock songs ever, and for good reason. Five minutes of largely incomprehensible rambling. Even by sellout standards, this is pretty sad. Anyone who actually performs this in San Francisco should be thrown under a cable car.
R.E.M. - The One I Love
Look, guys, you’re awesome, some of the best music of my college years, but you could’ve put a little more effort into this. Even George Harrison never released a song consisitng of ONE LOUSY STANZA REPEATED THREE TIMES. Not that I know of, anyway.
Enya - Anywhere Is
Sorry, just because you singlehandedly brought New Age music into the mainstream does not mean you get a free pass on this. Orinoco Flow wasn’t exactly a lyrical masterpiece either, but at least we could tell what it was about (i.e. a cruise ship that got way off course). This, as far as I can determine, is the result of a 5-minute brainstorming session that you intended to turn into a somewhat comprehensible song but never got around to. And I gotta ask this…anywhere is what, exactly?
Re. Horse With No Name. It’s America. Their songs are weird. All of it. Taking issue with “the heat was hot” or “'cause there ain’t no one for to give you no pain” is like saying an Enzo Ferrari has a really kick-awesome driveshaft. Personally, I think HWNN is the perfect choice for introducing kids to creative incomprehensible weirdness. When they’re older, they can move on to They Might Be Giants.
Re. Land of 1,000 Dances - See, the thing I never understand is why nobody ever takes issue with the the two metal screams. How you can blow a gasket over “na na na na na” etc. but don’t even flinch at “WHOOOOOOAAAAAAAAHHHHWWWW!!!” is beyond me.
P.S. “Song she brang to me?” There’s a word for this, Mr. Diamond: “No.” It’s very hard to be poignant when you sound like Senor Cardgage.
P.P.S. “Achy Breaky Heart?” Achy Breaky Heart? ACHY??? BREAKY??? HEART??? Were you trying to become the most loathed country music singer of all time? (And if so, how much did Hank Williams Jr. pay you?)