The Itunes shuffle

Some time last year I decided to try and see if I could get Itunes on my laptop to play ALL of the unplayed songs just using shuffle play. (These are the kinds of thing engineers think of when they are bored). There are just over 2000 songs in my library, and probably around 500 of them were unplayed at that time. Now the list is down to 10 finalists to see which will be the song that Itunes hates the most:

Road Trippin' - Red Hot Chili Peppers Californication
Where Did You Sleep Last Night? - Nirvana MTV Unplugged in New York
Polly - Nirvana MTV Unplugged in New York
November Spawned a Monster - Morrissey Bona Drag
Spoon - Dave Matthews Band Before These Crowded Streets
Country Girl - Crosby, Stills, Nash & Young Déjà Vu
The Spangle Maker - Cocteau Twins The Pink Opaque
Road, River and Rail - Cocteau Twins Heaven or Las Vegas
Percy's Song - Bob Dylan Biograph
Selfless, Cold and Composed - Ben Folds Five Whatever and Ever Amen

Of course the problem is that the fewer unplayed ones you have, the longer it takes for the shuffle to play one of them. I figure the last 10 might take 3-5 months before it plays them all. Another interesting thing is that I have some songs that have been played more than 20 times on shuffle mode, while these have never been played once. Not sure about that random play algorithm that Apple is using....
Feel free to vote on any of them that you think will be the last to go.....