The Pits of Despair

 

Interesting little harem going on here.

 Let's take a closer look...

 Yowza! Someone get that woman a razor! :p

More info on Lord Creator here.

Annie galore!

 

The musical. (duh)

 The movie. (duh again)

I saw the play at Moncton High School several years ago. They did a great job! I still dig the movie, too. :)

More info on Little Orphan Annie here.

Dr. Seuss times two!

 A different story on each side. :)

More info on Dr. Seuss here.

Aww, Mr. Hooper...

You can tell that it's an old album when he's on the cover.

I was only 5 when he died and I don't remember that time too well, but I never forgot the character. Some good info on Mr. Hooper (Will Lee) here.

My name is Otto, and I love to get...

 Classic comedy rock album. Their biggest hit was 1982's "Metal Head", which I heard many years ago (1994-ish) and thought was pretty funny. Catchy, too! See it here. "I Wanna Be a Lifeguard" was another fun hit. (here)

Check out their official site here!

'That's how I play'

...is what the guy at the pawn shop I bought this at said when he saw Donnie in his underwear. Haha.

 Seriously, though, nice guitar! Goes well with the yellow suit. Heh.

More info on Donnie here.

Because it was the thing to do!

 Yes, everyone with a modicum of fame had a record in the 80's, including TV star Adrian Zmed, most famous for his roles in T.J. Hooker, Grease and Grease-related...things.

More info on Adrian here and here.