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Is a conditional image creation with add_image_size possible and which would be the best hook? [duplicate]

I try to get the Picturefill solution described here running with the latest Wordpress install. One thing I wonder is the following. Would it be basically possible to only conditionally create image ...
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Custom image size vs CSS sizing

I am developing a theme which will have 2 configuration options for the slideshow in the header; a full width version and a half width version. The theme is also responsive and so I am trying to ...