diff --git a/src/libstd/ffi/os_str.rs b/src/libstd/ffi/os_str.rs
index eb5ddecbd054d..717d8527fe009 100644
--- a/src/libstd/ffi/os_str.rs
+++ b/src/libstd/ffi/os_str.rs
@@ -343,6 +343,44 @@ impl Ord for OsStr {
     fn cmp(&self, other: &OsStr) -> cmp::Ordering { self.bytes().cmp(other.bytes()) }
 }
 
+macro_rules! impl_cmp {
+    ($lhs:ty, $rhs: ty) => {
+        #[stable(feature = "cmp_os_str", since = "1.8.0")]
+        impl<'a, 'b> PartialEq<$rhs> for $lhs {
+            #[inline]
+            fn eq(&self, other: &$rhs) -> bool { <OsStr as PartialEq>::eq(self, other) }
+        }
+
+        #[stable(feature = "cmp_os_str", since = "1.8.0")]
+        impl<'a, 'b> PartialEq<$lhs> for $rhs {
+            #[inline]
+            fn eq(&self, other: &$lhs) -> bool { <OsStr as PartialEq>::eq(self, other) }
+        }
+
+        #[stable(feature = "cmp_os_str", since = "1.8.0")]
+        impl<'a, 'b> PartialOrd<$rhs> for $lhs {
+            #[inline]
+            fn partial_cmp(&self, other: &$rhs) -> Option<cmp::Ordering> {
+                <OsStr as PartialOrd>::partial_cmp(self, other)
+            }
+        }
+
+        #[stable(feature = "cmp_os_str", since = "1.8.0")]
+        impl<'a, 'b> PartialOrd<$lhs> for $rhs {
+            #[inline]
+            fn partial_cmp(&self, other: &$lhs) -> Option<cmp::Ordering> {
+                <OsStr as PartialOrd>::partial_cmp(self, other)
+            }
+        }
+    }
+}
+
+impl_cmp!(OsString, OsStr);
+impl_cmp!(OsString, &'a OsStr);
+impl_cmp!(Cow<'a, OsStr>, OsStr);
+impl_cmp!(Cow<'a, OsStr>, &'b OsStr);
+impl_cmp!(Cow<'a, OsStr>, OsString);
+
 #[stable(feature = "rust1", since = "1.0.0")]
 impl Hash for OsStr {
     #[inline]
diff --git a/src/libstd/path.rs b/src/libstd/path.rs
index 10ecaed3aefd6..8236af406b7c1 100644
--- a/src/libstd/path.rs
+++ b/src/libstd/path.rs
@@ -2002,6 +2002,13 @@ impl AsRef<Path> for OsStr {
     }
 }
 
+#[stable(feature = "cow_os_str_as_ref_path", since = "1.8.0")]
+impl<'a> AsRef<Path> for Cow<'a, OsStr> {
+    fn as_ref(&self) -> &Path {
+        Path::new(self)
+    }
+}
+
 #[stable(feature = "rust1", since = "1.0.0")]
 impl AsRef<Path> for OsString {
     fn as_ref(&self) -> &Path {
@@ -2044,7 +2051,7 @@ impl<'a> IntoIterator for &'a Path {
     fn into_iter(self) -> Iter<'a> { self.iter() }
 }
 
-macro_rules! impl_eq {
+macro_rules! impl_cmp {
     ($lhs:ty, $rhs: ty) => {
         #[stable(feature = "partialeq_path", since = "1.6.0")]
         impl<'a, 'b> PartialEq<$rhs> for $lhs {
@@ -2058,14 +2065,76 @@ macro_rules! impl_eq {
             fn eq(&self, other: &$lhs) -> bool { <Path as PartialEq>::eq(self, other) }
         }
 
+        #[stable(feature = "cmp_path", since = "1.8.0")]
+        impl<'a, 'b> PartialOrd<$rhs> for $lhs {
+            #[inline]
+            fn partial_cmp(&self, other: &$rhs) -> Option<cmp::Ordering> {
+                <Path as PartialOrd>::partial_cmp(self, other)
+            }
+        }
+
+        #[stable(feature = "cmp_path", since = "1.8.0")]
+        impl<'a, 'b> PartialOrd<$lhs> for $rhs {
+            #[inline]
+            fn partial_cmp(&self, other: &$lhs) -> Option<cmp::Ordering> {
+                <Path as PartialOrd>::partial_cmp(self, other)
+            }
+        }
+    }
+}
+
+impl_cmp!(PathBuf, Path);
+impl_cmp!(PathBuf, &'a Path);
+impl_cmp!(Cow<'a, Path>, Path);
+impl_cmp!(Cow<'a, Path>, &'b Path);
+impl_cmp!(Cow<'a, Path>, PathBuf);
+
+macro_rules! impl_cmp_os_str {
+    ($lhs:ty, $rhs: ty) => {
+        #[stable(feature = "cmp_path", since = "1.8.0")]
+        impl<'a, 'b> PartialEq<$rhs> for $lhs {
+            #[inline]
+            fn eq(&self, other: &$rhs) -> bool { <Path as PartialEq>::eq(self, other.as_ref()) }
+        }
+
+        #[stable(feature = "cmp_path", since = "1.8.0")]
+        impl<'a, 'b> PartialEq<$lhs> for $rhs {
+            #[inline]
+            fn eq(&self, other: &$lhs) -> bool { <Path as PartialEq>::eq(self.as_ref(), other) }
+        }
+
+        #[stable(feature = "cmp_path", since = "1.8.0")]
+        impl<'a, 'b> PartialOrd<$rhs> for $lhs {
+            #[inline]
+            fn partial_cmp(&self, other: &$rhs) -> Option<cmp::Ordering> {
+                <Path as PartialOrd>::partial_cmp(self, other.as_ref())
+            }
+        }
+
+        #[stable(feature = "cmp_path", since = "1.8.0")]
+        impl<'a, 'b> PartialOrd<$lhs> for $rhs {
+            #[inline]
+            fn partial_cmp(&self, other: &$lhs) -> Option<cmp::Ordering> {
+                <Path as PartialOrd>::partial_cmp(self.as_ref(), other)
+            }
+        }
     }
 }
 
-impl_eq!(PathBuf, Path);
-impl_eq!(PathBuf, &'a Path);
-impl_eq!(Cow<'a, Path>, Path);
-impl_eq!(Cow<'a, Path>, &'b Path);
-impl_eq!(Cow<'a, Path>, PathBuf);
+impl_cmp_os_str!(PathBuf, OsStr);
+impl_cmp_os_str!(PathBuf, &'a OsStr);
+impl_cmp_os_str!(PathBuf, Cow<'a, OsStr>);
+impl_cmp_os_str!(PathBuf, OsString);
+impl_cmp_os_str!(Path, OsStr);
+impl_cmp_os_str!(Path, &'a OsStr);
+impl_cmp_os_str!(Path, Cow<'a, OsStr>);
+impl_cmp_os_str!(Path, OsString);
+impl_cmp_os_str!(&'a Path, OsStr);
+impl_cmp_os_str!(&'a Path, Cow<'b, OsStr>);
+impl_cmp_os_str!(&'a Path, OsString);
+impl_cmp_os_str!(Cow<'a, Path>, OsStr);
+impl_cmp_os_str!(Cow<'a, Path>, &'b OsStr);
+impl_cmp_os_str!(Cow<'a, Path>, OsString);
 
 #[stable(since = "1.7.0", feature = "strip_prefix")]
 impl fmt::Display for StripPrefixError {