I'm still pondering the feasibility/practicality of buying my second pair of saddle bucks.  I bought a pair of Walk Over dirty bucks recently, which are eminently satisfactory, yet I still crave that early 1970s Woody 'Play It Again, Sam' look: the shirt with sleeves rolled, rumpled chinos, maybe even the fishing hat.
None of these, I think, currently find much favour on 'Talk Ivy'.  In fact, I'd go so far as to say the hardcore American influence is in terminal decline.

Woody's character was surely, from movie to movie, a 'throwback' - and never more so than in 'Play It Again, Sam', which, as a play, had been set in New York (Greenwich Village, I think).  The look would, in San Francisco, have been conservative.  Trad?  Ivy?  Or just Woody? 
The white buck might have been more of a Southern look.  Once upon a time, on this forum, an American poster would have kept us informed.  But saddle bucks, like loafers and canvas low-tops, were worn by both sexes.  I'm willing to bet, though, that - as Spendthrift says - saddle bucks were worn mostly by girls.  But in which time period?  The recent biography of Sinatra I was reading claimed that his female fans wore jeans with cuffs and loafers.  This would be before 1940 (give or take a year or two).

Not Southern, then?  At all?

One of those items that doesn’t cross the Atlantic very well? Certainly you would need to exercise caution with what else you wore. A pale blue seersucker suit (as just launched by JS) would by itself already be right on the edge for the UK, the addition of a pair of white bucks might push you squarely into ‘can I have a flake in mine’ territory.

A few years ago I saw some Rancourt white bucks in J Press NY, they were a quality item as you might expect from Rancourt. The red sole had Goodyear stitching and instead of being the dead flat, lethal in the wet, type it was the red version of a Dianite sole., very solid, hardwearing and grippy,  They had metal eyelet lace holes enabling the use of round stringlike laces. Plus beautiful white suede. I was smitten, on of those items you didn’t know you needed until you walked into the shop. I dithered over them for a while then took the plunge. Brought them home, wore them a couple of times, felt a bit self conscious then put them in my wardrobe and forgot about them.

Now I have reached an age where I worry less about what other people think, I have undergone a white buck renaissance and they have gone into action this spring. I have worn them a few times for walks along the towpath into town during the daytime with jeans. Most people probably think you are wearing trainers. Last night we went out with friends in Windsor, I deployed wheat colour Levis, a JS madras long sleeve shirt and a J Keydge jacket. I reached for the white bucks …. and bottled it.

Once I bought a cheap new pair of white bucks on eBay from a small concern over Essex way that made and sold retro shoes. On arrival they looked good, but after a couple of outings the red brick heel had worn down so much they were verging on unwearable. It back before the days when buyers had an any rights on eBay and when I contacted the seller they pretty much blanc’ed me.

I think Robbie raises a good point here.  The Dexter bucks I had from Russell Street lasted just about four years before wearing them would have been risky.  I can't remember whether or not the soles are capable of being repaired/replaced, although I have a funny feeling Chris_H said it was possible.

Interesting that the red soles can be replaced but I suspect that the cost is too much for saving my Walkovers.