Chelsea have always had glamour though. Their location the main cause of that one.
I wasn't around in the 60's but was Everton fashionable then? Certainly haven't been in my lifetime. No iconic managers, run down stadium. The only really iconic thing is Dixie Dean, but he's known solely by us as pre war is ignored. Handing out sweets is about it (bit like West Ham and their bubbles).
We lack an instantly identifiable feature that other clubs have. United (Busby Babes, Best/Law/Charlton, Old Trafford "theatre of dreams"), RS (Shankly, Anfield/The Kop, YNWA), Arsenal have lost some of their lustre by leaving Highbury and the marble halls, but as a club they are still associated with style. Those three have always stood out a mile.
Spurs, they have the London factor, plus are known for their history of classy domestic (Hoddle, Waddle, Gazza) and foreign players (Villa, Ardiles, Klinsmann)..eyecatching football albeit unsuccessful.
Man City are the only ones of the top six who weren't fashionable or have much of an identity prior to the Sheik.
We have the money (over 235 million spent in under 2 years) but we can't draw the top players or a top manager. French journalist Julien Laurens kinda sums up how we are perceived when talking about where Jean Seri could move to:
"It looks like Everton are leading the race. But when you are so close to Barcelona I don't think it's the greatest feeling to be linked with Everton. But he wants to leave and they might let him go for the right price. I still think he is a very good player and he would be a great addition to this Everton team but he could do better."
http://www.bbc.co.uk/sport/football/42620798
Oh dear.