OK, let's have a go at this.
I think Fixit 2, the 1920 HCS Touring Car is the odd one out, as with the other three, the make (or at least part of it) also appears in the title of a song with music composed by Burt Bacharach.
Fixit 1: Pope-Toledo, 1905 or 6, and the song
Toledo (Bacharach/Elvis Costello).
Fixit 3: Apple 8 and the song
As Long as There's an Apple Tree (Bacharach/Hal David), and
Fixit 4: Fox Touring Car and the song
After the Fox (Bacharach/David again).
The illustrations which give the generous clue are from the book
Right Dress: Success Through Better Grooming (1955) by Bert Bacharach, who was Burt's father.
I'm not too sure where the Cookie Monster fits in, but I don't think that was part of the question, was it?