diff --git a/content/src/stroke.rs b/content/src/stroke.rs
index 46b1b3f8..d9a5d446 100644
--- a/content/src/stroke.rs
+++ b/content/src/stroke.rs
@@ -15,6 +15,7 @@ use crate::segment::Segment;
 use pathfinder_geometry::line_segment::LineSegment2F;
 use pathfinder_geometry::rect::RectF;
 use pathfinder_geometry::transform2d::Transform2F;
+use pathfinder_geometry::util::EPSILON;
 use pathfinder_geometry::vector::Vector2F;
 use std::f32;
 
@@ -117,7 +118,21 @@ impl<'a> OutlineStrokeToFill<'a> {
         }
 
         let width = self.style.line_width;
-        let (p0, p1) = (contour.position_of_last(2), contour.position_of_last(1));
+        let p1 = contour.position_of_last(1);
+
+        // Determine the ending gradient.
+        let mut p0;
+        let mut p0_index = contour.len() - 2;
+        loop {
+            p0 = contour.position_of(p0_index);
+            if (p1 - p0).square_length() > EPSILON {
+                break;
+            }
+            if p0_index == 0 {
+                return;
+            }
+            p0_index -= 1;
+        }
         let gradient = (p1 - p0).normalize();
 
         match self.style.line_cap {