Good to see you over at S&W Rob!
As for your list, I'm working on ALL of the S&W's you mentions. Just bought a 1947 version of the K-22 and am selling the 70's model to finance. Have a 1936 vintage Outdoorsman, 4" Kit Gun, also a cut-down 22/32 a M-42 auto and a Colt Huntsman (fixed sight Woodsman).
The real aficionados say the S&W .22 are the most accurate revolvers while the Colt OMM .38 will out-shoot the K-38 (hard for me to believe?). The Colts are fine revolvers, but lack some of the Smith charisma, IMO.
In my decidedly biased opinion, the late 40-50's S&W .22 K-Frame is the revolver to strive for if simple shooting pleasure is your desire (6" Masterpiece M-17 or 4" Combat Masterpiece M-18). The 22/32 and Outdoorsman's sights, balance and grips aren't quite as user friendly and while I love the Kit Gun, its rather small and easy to carry but difficult to control.
That said, I'm looking for an earlier Kit Gun and a M-35 (6" Barreled Kit Gun J- Frame) Here are a few pix.
1970's K-22, M-17-3 with Herrett thumbrest grips.

1936 Outdoorsman with Fitz thumbrest grips.

1970's Kit Gun with Herrett grips.

Cut-down (3 1/2") 22/32 with custom grips.

10" 3rd Model Single shot

And maybe my fav shooter, at least until the 6" gets here, 1950's 4" .22 Combat Masterpiece (Pre-Model 18) with El Paso holster & Tyler grip adapter

They are ALL great!