Ponapel

Hmm... Going by the relative sizes of tents and doorways, tents 2 and 3 are big (gambling tents), and tent 4 is small.
"House" #1 is like the Airstream Trailer version of a carnival tent, such as where Oopah might relax between acts. (You need an artistic licence to draw one of these things, I hear)

So - agreeing with Epantiras on questions 1 and 3 - I'm guessing:

1. Nashkel carnival
2. The Great Gazib & The Amazing Oopah, the exploding ogre.
3. gambling tent where Vitiare picks your pocket.
4. normal gambling tent, where the money you lose is of your own free will.
5. Zordral & Bentha.

But where's Alaja all this time? Off playing BG2...? I hope she shows up again soon...

Ah, good, this is going again! I was afraid I kinda derailed the normal process of things last time, & messed with a good working system. Well, I'll remember that next time I "don't want to spoil the fun." Sorry, everybody.

That Shadow in solid form was pretty tricky - but it does have a subtle trademark branching to its tail, & those hands... Some crafty attention to detail by Aliya - Good job! Gotta love the big grins on the umber hulks here too.
(Wait, could they really be umber hulks then? Now I'm strangely confused... Oh, okay, never mind!)

Picture 4:
Question 3 seems to still be unanswered, with TorGal being mentioned only as a pet owner so far. Let's officially put him in for this spot - at least make it clear for the judges ;-)

My email is enabled in my profile here. (Just click on "Ponapel" over where my avatar should be) Same for getting to the "Send Message" feature. (I believe this is known as PMing someone, PM for Personal Message)

I emailed you anyway a little while ago, please check!

Alas, you must have just missed my edit last post, where I suddenly remembered the PM feature.
I sure didn't wish to cause you any embarrassment, sorry! You are very kind for giving your email so quickly!

But since I made you give out yours, here's mine for all to see:

ponapel@yahoo.com

Okay, I just tried the PM thing too. check your own profile page, at the very top right corner, where it says "#new messages."

Hi, Aliya, nice picture!

I'm sure I know what this is, but I don't want to spoil the next 3 days' worth of guessing fun.
Can I send you a message to get my guess in?

Not sure how it works, but we have these "Send Message" buttons on our profiles. I should fill mine out a bit!

-Ponapel

Hey guys, sorry to keep you waiting, the correct answer is a few posts back already.

Icen said:

Maybe Candlekeep Inn

Well, bless my elven arse! You've been here before, haven't you? Belly up to the bar, friend, & let ol' Winthrop pour you a pint!

(Insert sound of everyone else kicking themselves here)

Although "the Candlekeep Inn" isn't much of a name, & the "quest" is only to fetch an Identify scroll for 50 xp... Ah, well, such are the humble beginnings of an adventuring career. One of the big chimneys in the back is directly over the stairs, but that doesn't stop Charname from making his unappointed rounds.

Thanks for your indulgence, Creepin, & moderators. And for everyone who makes Layers of Reality so much fun!