To get both ends pointed, you need to make a path (not a Shape) that follows the way you want your line to go. Once you have the path, select the Brush, and in the Brush Settings panel, under Shape Dynamics, set the size control to Pen Pressure. Then, open the Paths panel menu (the three lines), and select Stroke Path. A small dialog opens, where you can select the tool you want, in this case, the Brush. Make sure the Simulate Pressure box is checked, and click OK.