diff --git a/block.go b/block.go
index 45c21a6c..4e8779f8 100644
--- a/block.go
+++ b/block.go
@@ -1051,8 +1051,8 @@ func (p *parser) oliPrefix(data []byte) int {
 		i++
 	}
 
-	// we need >= 1 digits followed by a dot and a space
-	if start == i || data[i] != '.' || data[i+1] != ' ' {
+	// we need 1,2 or 3 digits followed by a dot and a space
+	if start == i || start < i-3 || data[i] != '.' || data[i+1] != ' ' {
 		return 0
 	}
 	return i + 2
diff --git a/block_test.go b/block_test.go
index 820fe890..e9d99cd6 100644
--- a/block_test.go
+++ b/block_test.go
@@ -836,6 +836,15 @@ func TestOrderedList(t *testing.T) {
 		"* Start with unordered\n    1. Ordered\n",
 		"<ul>\n<li>Start with unordered\n\n<ol>\n<li>Ordered</li>\n</ol></li>\n</ul>\n",
 
+		"random numbers:\n\n 3. Bird\n 1. McHale\n 8. Parish",
+		"<p>random numbers:</p>\n\n<ol>\n<li>Bird</li>\n<li>McHale</li>\n<li>Parish</li>\n</ol>\n",
+
+		"big numbers should be skipped:\n\n 3. Bird\n 1. McHale\n 8. Parish\n\n 999. last element",
+		"<p>big numbers should be skipped:</p>\n\n<ol>\n<li>Bird</li>\n<li>McHale</li>\n\n<li><p>Parish</p></li>\n\n<li><p>last element</p></li>\n</ol>\n",
+
+		"big numbers should be skipped:\n\n 3. Bird\n 1. McHale\n 8. Parish\n\n 2019. is the actual year",
+		"<p>big numbers should be skipped:</p>\n\n<ol>\n<li>Bird</li>\n<li>McHale</li>\n<li>Parish</li>\n</ol>\n\n<p>2019. is the actual year</p>\n",
+
 		"1. numbers\n1. are ignored\n",
 		"<ol>\n<li>numbers</li>\n<li>are ignored</li>\n</ol>\n",