You have to be in a certain mood if you are going to watch a certain movie out of the OT rather than another one, the same holds exactly true for the Indiana Jones trilogy.
If I am in the mood for seeing how it all began or want the most fully realized story out of the bunch, I'll watch ANH or ROTLA
If I am in the mood for the darker, more serious film of them all, I'll watch ESB or TOD.
If I am in a happy-go-lucky mood and I want something fun and upbeat that day or just want to watch a true popcorn flick, I'll watch TLC or ROTJ.
As for the one I've seen more out of either trilogy, I'd have to say that I have seen ESB and TLC the most.
Like I said in another completely unrelated thread, lately I've been reading the Richard Sharpe novels by Bernard Cornwell and finishing up the Hornblower novels after a long absence.
I just finished with Sharpe's Prey and next I'm going to finish up with Admiral Hornblower in the West Indies.
But we didn't fly rockets as much as we used a potato cannon seeing as we lived in a very heavily wooded area and we had to travel about 10 miles to a field.
One time we shot a copper pipe filled with grease straight through the fiberglass front and out the back of an old microwave.
I'm sure they just say that he listens to "his favorite country singers" on his iPod, you know he has got that thing loaded up with Metallica and Bon Jovi