Gliomas are the brain tumors in glial cells, which are categorized into four numerical grades, I-II-III-IV, to quantize the aggressiveness and severity of the tumors; while divided into two major groups, high-grade (HG) and low-grade (LG), in general. Among many differences between these groups, one of the most distinct and characteristic features could be seen in the shape of the tumor boundaries by magnetic resonance imaging (MRI). Due to aggressive nature of the HG tumors in proliferation phase, the boundaries of HG tumors become more shape-wise complex compared to the LG tumors, which could be differentiated by analyzing the fractal complexity of the cell membranes. However, the complexity cannot be either manually calculated or estimated by eye inspection without a reference point with one single image or sometimes even with an image set. Therefore, we present an automated glioma grading framework to provide an insight on the grades with a novel contouring and fractal dimension analysis system. The primary component of the proposed system is an automated Nakagami imaging module with a specialized fuzzy c-means algorithm to contour the boundaries of the whole tumors. The contoured images, afterwards, are analyzed by the Minkowski–Bouligand and Hausdorff methods for two panning options to generate the fractal dimensions and to estimate the fractal complexities for classifying the gliomas The results are greatly encouraging that the overall classification accuracy is computed as 88.31 % using the basic support vector machines (SVM) classifier; while as 91.96 % with the arbitrary thresholding appended. The outcomes of this paper with implementable mathematical infrastructure would be very useful and beneficial as an expert system in intelligent and automatic glioma grading, for researchers and medical experts.