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Nowadays, portrait drawing has gained significance in cultivating painting skills and human sentiments. In practice, novices often struggle with this art form without proper guidance from professionals, since they lack understanding of the proportions and structures of facial features. To solve this limitation, we have developed a Portrait Drawing Learning Assistant System (<i>PDLAS</i>) to assist novices in learning portrait drawing. The <i>PDLAS</i> provides auxiliary lines as references for facial features that are extracted by applying OpenPose and OpenCV libraries to a face photo image of the target. A learner can draw a portrait on an iPad using drawing software where the auxiliary lines appear on a different layer to the portrait. However, in the current implementation, the <i>PDLAS</i> does not offer a function to assess the exactness of the drawing result for feedback to the learner. In this paper, we present a drawing exactness assessment method using a <i>Localized Normalized Cross-Correlation</i> (<i>NCC</i>) algorithm in the <i>PDLAS</i>. <i>NCC</i> gives a similarity score between the original face photo and drawing result images by calculating the correlation of the brightness distributions. For precise feedback, the method calculates the <i>NCC</i> for each face component by extracting the bounding box. In addition, in this paper, we improve the auxiliary lines for the nose. For evaluations, we asked students at Okayama University, Japan, to draw portraits using the <i>PDLAS</i>, and applied the proposed method to their drawing results, where the application results validated the effectiveness by suggesting improvements in drawing components. The system usability was also confirmed through a questionnaire with a <i>SUS score</i>. The main finding of this research is that the implementation of the <i>NCC</i> algorithm within the <i>PDLAS</i> significantly enhances the accuracy of novice portrait drawings by providing detailed feedback on specific facial features, proving the system’s efficacy in art education and training.