System and method of adjusting selection areas of menu options in a radial menu utilize the frequency of selection of each of the menu options to adjust the size of various selection areas over time. The sizes of menu options or selection areas with relatively high frequency of use may increase, while the sizes of the selection areas of the remaining menu options may decrease. In addition, the size of the menu options may be further adjusted to return to the original arrangement, e.g., in which the size of each of the selection areas is equal or occupies some predetermined area. The user may hold an electronic pen over the radial menu or select an icon from the radial menu to resize the selection areas to return to the original arrangement.