diff --git a/Lib/test/test_selectors.py b/Lib/test/test_selectors.py
index 59c1d26a7c5..643775597c5 100644
--- a/Lib/test/test_selectors.py
+++ b/Lib/test/test_selectors.py
@@ -131,8 +131,6 @@ def test_unregister_after_fd_close_and_reuse(self):
         s.unregister(r)
         s.unregister(w)
 
-    # TODO: RUSTPYTHON
-    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON")
     def test_unregister_after_socket_close(self):
         s = self.SELECTOR()
         self.addCleanup(s.close)
diff --git a/Lib/test/test_socketserver.py b/Lib/test/test_socketserver.py
index 113f959ff2d..cdbf341b9cb 100644
--- a/Lib/test/test_socketserver.py
+++ b/Lib/test/test_socketserver.py
@@ -178,13 +178,11 @@ def dgram_examine(self, proto, addr):
                 buf += data
             self.assertEqual(buf, TEST_STR)
 
-    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON; AssertionError: -1 != 18446744073709551615")
     def test_TCPServer(self):
         self.run_server(socketserver.TCPServer,
                         socketserver.StreamRequestHandler,
                         self.stream_examine)
 
-    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON; AssertionError: -1 != 18446744073709551615")
     def test_ThreadingTCPServer(self):
         self.run_server(socketserver.ThreadingTCPServer,
                         socketserver.StreamRequestHandler,
@@ -217,13 +215,11 @@ def test_ForkingUnixStreamServer(self):
                             socketserver.StreamRequestHandler,
                             self.stream_examine)
 
-    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON; AssertionError: -1 != 18446744073709551615")
     def test_UDPServer(self):
         self.run_server(socketserver.UDPServer,
                         socketserver.DatagramRequestHandler,
                         self.dgram_examine)
 
-    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON; AssertionError: -1 != 18446744073709551615")
     def test_ThreadingUDPServer(self):
         self.run_server(socketserver.ThreadingUDPServer,
                         socketserver.DatagramRequestHandler,
@@ -298,7 +294,6 @@ def test_tcpserver_bind_leak(self):
                 socketserver.TCPServer((HOST, -1),
                                        socketserver.StreamRequestHandler)
 
-    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON; AssertionError: -1 != 18446744073709551615")
     def test_context_manager(self):
         with socketserver.TCPServer((HOST, 0),
                                     socketserver.StreamRequestHandler) as server:
diff --git a/Lib/test/test_zipimport.py b/Lib/test/test_zipimport.py
index 488a67e80fd..b291d530169 100644
--- a/Lib/test/test_zipimport.py
+++ b/Lib/test/test_zipimport.py
@@ -730,7 +730,6 @@ def testTraceback(self):
 
     @unittest.skipIf(os_helper.TESTFN_UNENCODABLE is None,
                      "need an unencodable filename")
-    @unittest.expectedFailureIfWindows("TODO: RUSTPYTHON")
     def testUnencodable(self):
         filename = os_helper.TESTFN_UNENCODABLE + ".zip"
         self.addCleanup(os_helper.unlink, filename)
diff --git a/crates/stdlib/src/socket.rs b/crates/stdlib/src/socket.rs
index d75595648aa..b4e4dac88aa 100644
--- a/crates/stdlib/src/socket.rs
+++ b/crates/stdlib/src/socket.rs
@@ -1065,8 +1065,7 @@ mod _socket {
         fn repr_str(zelf: &Py<Self>, _vm: &VirtualMachine) -> PyResult<String> {
             Ok(format!(
                 "<socket object, fd={}, family={}, type={}, proto={}>",
-                // cast because INVALID_SOCKET is unsigned, so would show usize::MAX instead of -1
-                zelf.fileno() as i64,
+                zelf.fileno(),
                 zelf.family.load(),
                 zelf.kind.load(),
                 zelf.proto.load(),
@@ -1462,25 +1461,25 @@ mod _socket {
         #[pymethod]
         fn close(&self) -> io::Result<()> {
             let sock = self.detach();
-            if sock != INVALID_SOCKET {
-                close_inner(sock)?;
+            if sock != INVALID_SOCKET as i64 {
+                close_inner(sock as RawSocket)?;
             }
             Ok(())
         }
 
         #[pymethod]
         #[inline]
-        fn detach(&self) -> RawSocket {
+        fn detach(&self) -> i64 {
             let sock = self.sock.write().take();
-            sock.map_or(INVALID_SOCKET, into_sock_fileno)
+            sock.map_or(INVALID_SOCKET as i64, |s| into_sock_fileno(s) as i64)
         }
 
         #[pymethod]
-        fn fileno(&self) -> RawSocket {
+        fn fileno(&self) -> i64 {
             self.sock
                 .read()
                 .as_ref()
-                .map_or(INVALID_SOCKET, sock_fileno)
+                .map_or(INVALID_SOCKET as i64, |s| sock_fileno(s) as i64)
         }
 
         #[pymethod]
diff --git a/crates/vm/src/stdlib/nt.rs b/crates/vm/src/stdlib/nt.rs
index ce68b9d25f8..ada939b1549 100644
--- a/crates/vm/src/stdlib/nt.rs
+++ b/crates/vm/src/stdlib/nt.rs
@@ -1122,10 +1122,18 @@ pub(crate) mod module {
     }
 
     #[pyfunction]
-    fn _path_splitroot(path: OsPath, vm: &VirtualMachine) -> PyResult<(String, String)> {
+    fn _path_splitroot(
+        path: OsPath,
+        _vm: &VirtualMachine,
+    ) -> (
+        rustpython_common::wtf8::Wtf8Buf,
+        rustpython_common::wtf8::Wtf8Buf,
+    ) {
+        use rustpython_common::wtf8::Wtf8Buf;
+
         let orig: Vec<_> = path.path.to_wide();
         if orig.is_empty() {
-            return Ok(("".to_owned(), "".to_owned()));
+            return (Wtf8Buf::new(), Wtf8Buf::new());
         }
         let backslashed: Vec<_> = orig
             .iter()
@@ -1134,15 +1142,11 @@ pub(crate) mod module {
             .chain(std::iter::once(0)) // null-terminated
             .collect();
 
-        fn from_utf16(wstr: &[u16], vm: &VirtualMachine) -> PyResult<String> {
-            String::from_utf16(wstr).map_err(|e| vm.new_unicode_decode_error(e.to_string()))
-        }
-
         let mut end: *const u16 = std::ptr::null();
         let hr = unsafe {
             windows_sys::Win32::UI::Shell::PathCchSkipRoot(backslashed.as_ptr(), &mut end)
         };
-        let (root, path) = if hr == 0 {
+        if hr == 0 {
             // S_OK
             assert!(!end.is_null());
             let len: usize = unsafe { end.offset_from(backslashed.as_ptr()) }
@@ -1155,11 +1159,13 @@ pub(crate) mod module {
                 len,
                 backslashed.len()
             );
-            (from_utf16(&orig[..len], vm)?, from_utf16(&orig[len..], vm)?)
+            (
+                Wtf8Buf::from_wide(&orig[..len]),
+                Wtf8Buf::from_wide(&orig[len..]),
+            )
         } else {
-            ("".to_owned(), from_utf16(&orig, vm)?)
-        };
-        Ok((root, path))
+            (Wtf8Buf::new(), Wtf8Buf::from_wide(&orig))
+        }
     }
 
     #[pyfunction]