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I'll give you an example so you know what I'm on about:

In Series 5 on the last quest (Kelly's), she walks onto Smirky's back and he's in front of a ruined castle.  One of the advisors says "You're still flying now towards a castle", even though Smirky hadn't actually started flying! I laughed when she said that!  And then when Smirky lands and Kelly walks towards a portal, another advisor says "There's a hole in the wall..." I thought that was funny too, but I don't know why! Lol, it must be me!

I've always found it funny when advisors try guiding their Dungeoneer during Eye Shield sequences. They tell them to side-step, or speed up a bit and it ain't gonna happen.

Yeah, that is funny - remember in S4 in the original path after the eye shield room they always tell the dungeoneer to step over that patch of grass, describing it as a "blockage"!

And then they often call portals a "box" or a "black hole".  

Another bit I find funny from Kelly's quest is when she's in the clue room after the room with Hordriss in it.  A skull appears and Kelly is being guided towards the exit.  Treguard says "It's up there to the left, I think", after which Pickle shouts "NNOO!" because Kelly nearly bumps into the skull! Lol, the reason I remember that is because I've had part of that quest on a video for years!

Hehe! Perhaps they should have been briefed before starting (and if they HAD been, they should have been briefed again )

I can't remember that bit from Kelly's quest, it's been a while since I've seen it. Aw, well, guess I'll just have to watch it again! Drat.

Lol, tell me when you see it if you think it's funny  :)

I laugh whenever Pickle says "It sees master, it sees!" now.  I think it's because of the time when he laughs in the middle of saying it!  ;D

Hehe, will do.

I remember Pickle laughing during that, too. I think that was during the last quest of series 4. They were just corpsing.

And Treguard laughed when he said "It does indeed".  I always laugh when Treguard and Pickle laugh!  :D