"If you apply text wrap to an anchored object, the wrap affects the lines of text in the story that follow the anchor marker. However, the wrap
doesn’t affect the line of text that includes the anchor marker or any lines before it." the InDesign CC manual says.
Any way to override this? I just want all lines of a paragraph to wrap around a custom placed anchored photo, the first line where the anchor is as well...
Put the anchor in the previous paragraph. If necessary, make a new paragraph just to hold the anchor, set the leading to 0 and set the keep options to keep with next.