diff --git a/print/freetype2/Makefile b/print/freetype2/Makefile
--- a/print/freetype2/Makefile
+++ b/print/freetype2/Makefile
@@ -30,6 +30,7 @@
 
 SUB_FILES=	pkg-message
 
+PLIST_SUB=	DEBUG_SUFFIX=${WITH_DEBUG:Dd}
 PORTDOCS=	CHANGES FTL.TXT formats.txt raster.txt reference
 
 OPTIONS_DEFINE=		BROTLI DEBUG DOCS LONG_PCF_NAMES PNG TABLE_VALIDATION
diff --git a/print/freetype2/pkg-plist b/print/freetype2/pkg-plist
--- a/print/freetype2/pkg-plist
+++ b/print/freetype2/pkg-plist
@@ -58,7 +58,7 @@
 lib/cmake/freetype/freetype-config-%%CMAKE_BUILD_TYPE%%.cmake
 lib/cmake/freetype/freetype-config-version.cmake
 lib/cmake/freetype/freetype-config.cmake
-lib/libfreetype.so
-lib/libfreetype.so.6
-lib/libfreetype.so.6.18.3
+lib/libfreetype%%DEBUG_SUFFIX%%.so
+lib/libfreetype%%DEBUG_SUFFIX%%.so.6
+lib/libfreetype%%DEBUG_SUFFIX%%.so.6.18.3
 libdata/pkgconfig/freetype2.pc