Well I can really admit I never flew an aircraft I never liked or felt uncomfortable in. I guess my favorites would be:
(1) DHC-3 "Otter" R1340 radial engine
on amphibious floats or wheel/skis
Probably the best bush aircraft ever built and now
re-engined with a turbine
(2) DHC-1 "Chipmunk"
Great trainer and aerobatic aircraft
(3) Tiger Moth
Great bi-plane and of course in my books there are
no bad bi-planes
(4) Canso
You got paid more to fly it than the DC3
Both were a lot of work to load and unload
(5) T33 "T Bird"
Good trainer and a lot of fun to fly
Off the top of my head that is what I would consider the top 5 for me I THINK

, but maybe that is because I can't afford to own anything more than a C172 unless I trade in the wife

LOL
Now that is a thought...OUCH

Didn't know she was in the room.
Cheers...Happy Landings...Doug