Abstract: The present invention relates to hand-held, portable twist drill sharpening devices. In the embodiment described the twist drill is placed in a holder and aligned with an optical indicating device for sharpening by a hand-held, flat surfaced sharpening stone. The holder is formed by two V-shaped clamping pieces that position the twist drill with respect to the holder apex angle and roof line. The optical indicating device includes an index member and means for positioning the index member with respect to the holder roof line at the predetermined angle for the drill cutting edge. When the index member is positioned, the twist drill cutting edge is aligned with it. The twist drill is positioned lengthwise and is already for sharpening each cutting edge without further adjustment, by moving the sharpening stone along the end faces of the clamping pieces.