If you do these songs, here are some 'connect with the audience' tips:
Back in the Saddle Again (Gene Autry) I do a what's the name of this cowboy's horse quiz -
The Lone Ranger's horse... Silver; and Tonto's horse?... Scout
Roy Roger's horse... Trigger; and Dale Evans' horse?... Buttermilk
Hopalong Cassidy's horse... Topper
Gene Autry's horse... Champion
Cherry Pink and Apple Blossom White:
I'm asthmatic so the Bridge presents a problem, esp going from the last line into the last verse - without taking a breath!! So I mention that this is a difficult song for asthmatics... and sometimes I take a puff from my inhaler, you know to work the 'sympathy' angle
any song from the teens or earlier (1890's to early 1920's):
I mention that this is a song 'Their" parents enjoyed. The older ones are so used to being the oldest, it's a kick for them to consider that others older than they are (their parents) enjoyed the song(s).
After "Five foot two", or a bit later in the set, I do 'Ramblin' Rose' as the 'NAME' of the 'Gal' (has anybody seen my gal?)
In general, if I have the dates of the older songs (20's, 30's, etc.) I try to bring up what might have been happening around the time the song was becoming popular.
Also, I introduce "Take me Out to the Ballgame" as one of the most well-known 'waltzes' in America, since it is 3/4 time. If there are other 3/4 time songs that are not known as waltzes, I introduce them as a waltz... again just for the shock effect
I'm sure you can come up with other 'interesting' comments and data to help introduce your next song/selection.
keep uke'in',