The bounding box does not follow the shape on free transform tool

So I'm using the free transform tool to create some perspective because I need it to match the green rectangle height. I've done this in the past and it used to work fine but now I've aligned the bottom point and the bouding box stays a rectangle meaning if I move the top point it will move the bottom one again and so on. I need to grab each of them separately to a specific point keeping it available for adjustment. I've recently restarted AI so I don't know which option was changed. Hope I've explained myself clear.