Woodsy,
Your post on observation windows really struck a chord!
The first two photo's show what I have running on my train layout right now!
It's from K-Line's Milwaukee Road Hiawatha set from 2002 and represents one of the Skytop Lounge observation cars built by the MR for its famous Hiawatha fleet.
The cars were designed by famous industrial designer Brooke Stevens and first entered service in 1948. The Tri-ang version appears to be a caricature of that car as there was - to my knowledge - no other railroad observation car designed like that.
Also, here's a short video I posted to Y'allTube last week:
Las Vegas Skytop
Ed