Apply Clipping mask to all images with Above shapes

You can select a path then go to the Layers panel flyout menu and select Make Clipping Mask. The path will mask all objects on the layer and in any sublayers, but not any layers below that.

What you cannot do is select multiple paths above multiple images and expect Illustrator to mask each image iwht the path above it. If you select multiple objects then try to apply a clipping path the topmost object, if possible, will become a mask for all objects below. For what you want select each pair of objects (image plus path) then go to Object > Clipping Mask > Make (or press Command-7 or Control-7).