The "flying feet" may also indicate someone running away from something one desists -- a dreaded, but thwarted, encounter. The hill of Cannon Street would, of course, look "ghastly" to one who looks back at the horrendous threat it posed.
In the typist episode, if Tiresius (as narrator) admits to having foreseen and foresuffered it all, it is conceivable because he has led life both as a man and as a woman.
--- On Sun, 5/9/10, Tom Colket <[log in to unmask]>
"This music crept by me upon the waters"
And along the Strand, and up the ghastly hill of Cannon Street,
Fading at last, behind my flying feet
Cannon Street is now 'ghastly' because something makes him recall his rape by Eugenides (perhaps some music heard along the Strand that was heard during the rape), as he runs away from the Cannon Street Hotel where the incident took place.
-- Tom --
P.S. For those who think The Waste Land is (at least partly) autobiographical, I quote these remarks from B.C. Southham, "A guide to the selected poems of T. S,. Eliot", sixth edition (p170):
The events described here actually happened. John Peale Bishop reported: 'Mr Eugenides actually turned up at Lloyds with his pocket full of currants and asked Eliot to spend a weekend with him for no nice reasons . . .'
Years later Eliot told an inquirer that while working in the City he had in fact received such an invitation from
an unshaven man from Smyrna with currants in his pockets.