I'll play if Despare takes his turn now!

Lets start this back up with an easy one.

Item: "Gladys".

No idea. Next hint. :p

In the film, "Gladys" is shown to be part of a collection of items that no boyscout should be without.

In this case: Rubber tubing, gas, saw, gloves, cuffs, razor wire, hatchet...and some mitts.

"She" is black and white - most of the movie is - but the bloodshed "she" assists with is shocking red.

Sin City.

Well done sir - took long enough! Heh, guess this wasn't as easy as I thought ;)

You're up!

I was thinking Sleepaway Camp myself until you posted that last clue.

Anyway, here goes...

Goodship Quest.

Galaxy Quest?

Very good guess, but nope.

Another hint?