Lower case descenders on some italic fonts stretch outside of the measured bounding box as calculated by Pillow. Adjusting the anchors for measurement bounds of multiline_textbox. This causes the left hand pixels to be cut off in some instances. the letters p, g, j appear to be most affected.
TextBlock currently uses the anchor ld, which should cover this, but for some reason some italic fonts are miss calcuated.
https://pillow.readthedocs.io/en/stable/handbook/text-anchors.html#text-anchors