Unable to delete things in my library

I need to clear things out of my library to add more stuff but unable to I click delete but nothing happens, the first few deleted but after that nothing was being deleted.

Hi EngiBones! Are you deleting from the Recent Uploads folder? That's the only places where files actually "live". If you delete from a folder, you are only deleting a pointer to the actual file in Recent Uploads. Also, click once on any file in Recent uploads to bring up Folder View. From there you can make multiple selections, which makes deletion a lot easier.