Strangers in the night... Over the Rainbow... Something Stupid... My Way...
Most Helpful Girl
Love Ol' Blue Eyes! I like Strangers in the Night the best of these four but he's got a lot of classics!1
Most Helpful Guy
Ole blue eyes that's my man right there, my single most favorite musician.
Some of my favorite songs are his less known ones or ones not on your list though.
Only the Lonely Know
My Funny Valentine
Are among some of my favorite pieces and fun fact Sinatra actually hated the Strangers in the Night song.2