diff --git a/emulators/wine-devel/Makefile b/emulators/wine-devel/Makefile
index b734a40c684c..f368b099ff14 100644
--- a/emulators/wine-devel/Makefile
+++ b/emulators/wine-devel/Makefile
@@ -35,6 +35,10 @@ USE_GCC=	3.4
 
 .include <bsd.port.pre.mk>
 
+.if ${OSVERSION} < 503000
+BROKEN=		"Versions of FreeBSD before 5.3 lack sufficient threading support"
+.endif
+
 .if defined(DEBUG)
 STRIP=
 .else
diff --git a/emulators/wine-devel/pkg-plist b/emulators/wine-devel/pkg-plist
index 71901ea146c6..b44724dbe4a1 100644
--- a/emulators/wine-devel/pkg-plist
+++ b/emulators/wine-devel/pkg-plist
@@ -725,3 +725,5 @@ share/wine/wine.inf
 @dirrm include/wine/msvcrt
 @dirrm include/wine/windows
 @dirrm include/wine
+@unexec rmdir %D/share/applications 2>/dev/null || true
+@dirrm share/wine
diff --git a/emulators/wine/Makefile b/emulators/wine/Makefile
index b734a40c684c..f368b099ff14 100644
--- a/emulators/wine/Makefile
+++ b/emulators/wine/Makefile
@@ -35,6 +35,10 @@ USE_GCC=	3.4
 
 .include <bsd.port.pre.mk>
 
+.if ${OSVERSION} < 503000
+BROKEN=		"Versions of FreeBSD before 5.3 lack sufficient threading support"
+.endif
+
 .if defined(DEBUG)
 STRIP=
 .else
diff --git a/emulators/wine/pkg-plist b/emulators/wine/pkg-plist
index 71901ea146c6..b44724dbe4a1 100644
--- a/emulators/wine/pkg-plist
+++ b/emulators/wine/pkg-plist
@@ -725,3 +725,5 @@ share/wine/wine.inf
 @dirrm include/wine/msvcrt
 @dirrm include/wine/windows
 @dirrm include/wine
+@unexec rmdir %D/share/applications 2>/dev/null || true
+@dirrm share/wine