diff --git a/src/scene/Shape.ts b/src/scene/Shape.ts
index 16b6518f..cf468154 100644
--- a/src/scene/Shape.ts
+++ b/src/scene/Shape.ts
@@ -14,18 +14,34 @@ import { generateFreeDrawShape } from "../renderer/renderElement";
 import { isTransparent, assertNever } from "../utils";
 import { simplify } from "points-on-curve";
 import { ROUGHNESS } from "../constants";
+import { isLinearElement } from "../element/typeChecks";
+import { canChangeRoundness } from "./comparisons";
 
 const getDashArrayDashed = (strokeWidth: number) => [8, 8 + strokeWidth];
 
 const getDashArrayDotted = (strokeWidth: number) => [1.5, 6 + strokeWidth];
 
-function adjustRoughness(size: number, roughness: number): number {
-  if (size >= 50) {
+function adjustRoughness(element: ExcalidrawElement): number {
+  const roughness = element.roughness;
+
+  const maxSize = Math.max(element.width, element.height);
+  const minSize = Math.min(element.width, element.height);
+
+  // don't reduce roughness if
+  if (
+    // both sides relatively big
+    (minSize >= 20 && maxSize >= 50) ||
+    // is round & both sides above 15px
+    (minSize >= 15 &&
+      !!element.roundness &&
+      canChangeRoundness(element.type)) ||
+    // relatively long linear element
+    (isLinearElement(element) && maxSize >= 50)
+  ) {
     return roughness;
   }
-  const factor = 2 + (50 - size) / 10;
 
-  return roughness / factor;
+  return Math.min(roughness / (maxSize < 10 ? 3 : 2), 2.5);
 }
 
 export const generateRoughOptions = (
@@ -54,10 +70,7 @@ export const generateRoughOptions = (
     // calculate them (and we don't want the fills to be modified)
     fillWeight: element.strokeWidth / 2,
     hachureGap: element.strokeWidth * 4,
-    roughness: adjustRoughness(
-      Math.min(element.width, element.height),
-      element.roughness,
-    ),
+    roughness: adjustRoughness(element),
     stroke: element.strokeColor,
     preserveVertices:
       continuousPath || element.roughness < ROUGHNESS.cartoonist,