Please open a ticket, this may be a bug.

On Feb 29, 8:37 am, Anthony <abasta...@gmail.com> wrote:
> > Grrr. Sorry to go around in circles on this. I traced my code some
> > more and, yes, there was a bug. But I fixed it and yet the upload file
> > is not being deleted. As improbable as it seems that this would be a
> > bug in web2py, my Question #1 above remains open.
>
> Using the latest trunk, I tried your exact table definition (minus the
> reference field), and deleting a record did result in the two uploaded
> files being deleted as well (on Windows 7).
>
> Anthony

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