I added some images from a directory and missed adding some. Some items were missing. When I later went to add the items, I didn't want to add the ones that were already there because they may have been changed, so I choose the "Apply To All" and hit "No" to the Overrite existing items. I expected that the new items would be added that didn't exist, but instead nothing was added. I had to overwrite the existing items and the undo checkout in order to add the new items.
Visual Studio/Team Foundation Server/.NET Framework Tooling Version
Steps to reproduce
Operating System Language