Yes, this is a tough one, but I'll give it a whirl.
(in no particular order)
* Vintage Star Wars Vader MOC - hard to believe that this thing is still in the package - it's almost thirty years old! Memories...scattered pictures....
*Jedi Force Vader and Chewbacca - not mine, but my son's. First SW figures I bought for him!
Though I play with them more than him, he wants to play with the Koto Vader I have (supposedly) out of his reach. He came into our living area last night with his arms wrapped around it!! Yikes, don't drop it!
*ARC-170 - First ship I bought from ROTS - the boy loves this thing.
*POTF2 AT-AT - Never had one as a kid, always had to go over to the neighbor's house to play with his.
*TPM R2-B1 and TC-14 - Wife bought me these for Sweetest day - had no idea they were rare!
*First 24 Vintage SW figures (loose but pristine) - you wouldn't believe how tight the limbs are on these guys - I swear they've never been played with. Found them in a podunk Antique mall. Boba has the rocket disclaimer which I think is kinda cool!
*MR ANH Vader saber - first saber to make an appearance in the SW saga and hey, it's Vader! - only 1:1 saber I own and most likely ever will.