Not really an answer your question, but if I only had room for 2 machines right now I would be looking at getting a Heighway game and the Multimorphic P3 when it is released. I think that would be an awesome 2 machine set. You could then buy the latest playfields each time a new one was released and build up a collection or swap/trade/sell them as you go.
Iron Man
Game of Thrones
OR
Attack From Mars
Monster Bash
At least those two are what I am thinking today but there are tons of great 2 game combos that would work long-term. There are only a few in this thread that I wouldn't want as the vast majority look like great 2 games lineups.
I love my Borg trio of Tron/Met pro/IM but I have to pick Met pro overall as I think it has a lot more rules than both IM and Tron plus IMO Met has better artwork and great music. I think the trio are all valid but pick Met pro as the top dog.
Next I'd like to have a very deep/complex rule pin so therefore I'd pick either Tspp or AcDc premium.
Last night I was playing WoZ RR edition and while it's still not my favorite pin, that edition is really boss and I think possibly in time it could grow on me. I dislike the single ramp, but overall think Woz has got a very interesting layout and the rules appear to be very nice now.
At this point I'm going to lean towards Tspp since it's rules and more interesting layout than AcDc.
--------------------
Met pro
Tspp
Assuming that excludes a Virtual Reality pin - which would mean access to all pins in theory, I would pick Metallica and Scared Stiff
Quoted from nosro:The award for originality goes to oldskool1969
Not to mention for having such an eclectic collection as well (including I believe one of only two Whoa Nellies in Australia.) 
Quoted from pinsanity:Not to mention for having such an eclectic collection as well (including I believe one of only two Whoa Nellies in Australia.)
one of three, two are in WA. I was going to mention my GI ( best game ever )but I think most people that know me, already know it is part of my DNA now so no need to mention it again.
MMR & Spider-Man
However, there is no reason you cannot change one of the two occasionally. Having the same 2 FOREVER? Might become boring?
WOZ and Indiana Jones
Getaway / TAF
When I started collecting 11 years ago, I wanted 2 pins in a room full of video games. Back then, I chose High Speed and Star Trek: The Next Generation. Over the years, I got more into pins, and actually sold off all but one of my vids (Stunt Cycle). Now a few years later, I have sold a few pins, bought some more vids, and I am back to 2 pins in a room full of vids. Metallica and GnR made the cut this time. I can't think of any pair I would rather have.
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Leeds
Sunshine
Smithtown, NY
tough question
Kitchener, ON