diff --git a/plover/system/english_stenotype.py b/plover/system/english_stenotype.py
index 60baec14e..77904244f 100644
--- a/plover/system/english_stenotype.py
+++ b/plover/system/english_stenotype.py
@@ -85,7 +85,8 @@
     (r'^(.+)y \^ (ial|ially)$', r'\1\2'),
     # == +if ==
     # spaghetti +ification = spaghettification (*spaghettiification)
-    (r'^(.+)i \^ if(y|ying|ied|ies|ication|ications)$', r'\1if\2'),
+    # pretty +ify = prettify (*prettyify)
+    (r'^(.+)[iy] \^ if(y|ying|ied|ies|ication|ications)$', r'\1if\2'),
 
     # == +ical ==
     # fantastic +ical = fantastical (*fantasticcal)
diff --git a/test/test_orthography.py b/test/test_orthography.py
index 2a85ab688..1e25ba425 100644
--- a/test/test_orthography.py
+++ b/test/test_orthography.py
@@ -41,6 +41,7 @@
     lambda: ('hobby', 'ist', 'hobbyist'),
     lambda: ('copy', 'ist', 'copyist'),
     lambda: ('beauty', 'ful', 'beautiful'),
+    lambda: ('pretty', 'ify', 'prettify'),
     lambda: ('weary', 'ness', 'weariness'),
     lambda: ('weary', 'some', 'wearisome'),
     lambda: ('lonely', 'ness', 'loneliness'),