Both Kinds of Music

With a lot of rumination, that Loretta/Sinatra duet is pretty much the worst thing ever. It’s a meeting of two worlds that shouldn’t. Conway and Loretta - similar background, same style & sensibilities. Frank and Dean - same thing. But Frank & Loretta, it doesn’t work at all.

While Dean Martin made a couple loungy country albums and would do a fair bit of crossover on his late 60/early 70 material, Sinatra barely touched country and when he did it was because he was desperate for material. Even then, he didn’t take it all that seriously (see By The Time I Get to Pheonix & Gentle On My Mind on Cycles). 

Alternately, Loretta didn’t sing standards. Watch her try to get through the structure of the song. It isn’t made for a singer like her. Frank could try to put a finer point on Don’t Come Home A-Drinkin’, but it would sound terrible - a complete mockery. 

These are different backgrounds that don’t mesh: Sinatra’s High Society and Loretta’s Butcher Holler. It’s one thing to try to do duet of material that isn’t your bag, but when your partner puts a disco beat to it (damn near unheard of in country) you should pack your bags and go home.