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When transforming a layer, content is stretched, but holding Shift prevents stretching. To resize a landscape photo to fit a 9x16 portrait aspect ratio without stretching, duplicate the layer and use Content-Aware Scale to protect visual elements like people, buildings, etc. Be cautious not to push it too far, or Photoshop may start contracting the wrong pixels. Make a selection with a tool like the Lasso to tell Photoshop which pixels to protect.