Today’s Question: In Lightroom Classic I can’t crop outside of the image the way I can in Photoshop. Is there a setting to change this?
Tim’s Quick Answer: No, but based on an update to Camera Raw, I expect that Lightroom Classic will include the ability to use Generative Expand to crop an image beyond the crop area.
More Detail: In Lightroom Classic you’re not able to expand the crop beyond the image area. The only exception to this (for now at least) is that if you have used one of the adjustments that enables you to transform the shape of the image, you can crop into the white space formed in that process. For example, if you use the Guided Upright feature to straighten a photo of a building, you can extend the crop out into the white space created when the image is transformed in that process.
However, Camera Raw was recently updated to include a Generative Expand option, which uses AI to fill in empty space beyond the existing image area. This is enabled by turning on the “Enable Expand” checkbox on the Crop & Expand tab.
Adobe generally maintains parity between Camera Raw and Lightroom, though features are sometimes added to Camera Raw before they make it to Lightroom. I therefore expect that Generative Expand will be included in a future update to Lightroom Classic, in which case it would be possible to expand a crop beyond the image area, and to fill that new image area using AI-based Generative Expand.

