Digital images are widely and readily in use. Text based indexing of these images is becoming tougher as the number of digital images grows. Therefore, Content Based Image Retrieval is becoming a more viable alternative because of the ability to automate this process. Dr. Wang.s Automatic Linguistic Indexing of Pictures shows great promise as a Contend Based Image Retrieval system. Our lab is looking to expand this indexing of pictures for artistic/historical purposes, which are harder to classify due certain characterizes of these pictures. Additionally, some upgrades need to be made to ALIP in order to convert it to a more user-friendly, mainstream program. I present the results of the upgrades to ALIP and the experiments conducted on a historic image database.