diff --git a/src/lib.rs b/src/lib.rs
index 4b96df4..3ffa369 100644
--- a/src/lib.rs
+++ b/src/lib.rs
@@ -844,14 +844,18 @@ impl IntoIter {
         if self.opts.follow_links && dent.file_type().is_symlink() {
             dent = itry!(self.follow(dent));
         }
-        let is_normal_dir = !dent.file_type().is_symlink() && dent.is_dir();
-        if is_normal_dir {
-            if self.opts.same_file_system && dent.depth() > 0 {
-                if itry!(self.is_same_file_system(&dent)) {
-                    itry!(self.push(&dent));
+        let should_descend = if !dent.file_type().is_symlink() {
+            if dent.is_dir() {
+                if self.opts.same_file_system && dent.depth() > 0 {
+                    // Only descend into directories on the same filesystem as
+                    // the root directory.
+                    itry!(self.is_same_file_system(&dent))
+                } else {
+                    // Don't check the filesystem; descend all directories.
+                    true
                 }
             } else {
-                itry!(self.push(&dent));
+                false
             }
         } else if dent.depth() == 0
             && dent.file_type().is_symlink()
@@ -867,11 +871,14 @@ impl IntoIter {
             let md = itry!(fs::metadata(dent.path()).map_err(|err| {
                 Error::from_path(dent.depth(), dent.path().to_path_buf(), err)
             }));
-            if md.file_type().is_dir() {
-                itry!(self.push(&dent));
-            }
+            md.file_type().is_dir()
+        } else {
+            false
+        };
+        if should_descend {
+            itry!(self.push(&dent));
         }
-        if is_normal_dir && self.opts.contents_first {
+        if should_descend && self.opts.contents_first {
             self.deferred_dirs.push(dent);
             None
         } else if self.skippable() {
diff --git a/src/tests/recursive.rs b/src/tests/recursive.rs
index e415b91..7b12ea1 100644
--- a/src/tests/recursive.rs
+++ b/src/tests/recursive.rs
@@ -1090,3 +1090,44 @@ fn regression_skip_current_dir() {
     wd.skip_current_dir();
     wd.next();
 }
+
+// Tests that entries are returned in the correct order when contents_first is
+// on and the root is a symlink to a directory.
+//
+// See: https://github.com/BurntSushi/walkdir/issues/163
+#[test]
+fn regression_sym_root_dir_nofollow_contents_first() {
+    let dir = Dir::tmp();
+    dir.mkdirp("dir/a/b");
+    dir.touch("dir/a-file");
+    dir.symlink_dir("dir", "link");
+
+    let wd = WalkDir::new(dir.join("link")).contents_first(true);
+    let r = dir.run_recursive(wd);
+    r.assert_no_errors();
+
+    let ents = r.ents();
+    assert_eq!(4, ents.len());
+
+    // link (the root) should always be the final entry.
+    let link = &ents[3];
+    assert_eq!(dir.join("link"), link.path());
+    assert!(link.path_is_symlink());
+    assert_eq!(dir.join("dir"), fs::read_link(link.path()).unwrap());
+
+    // link/a/b must be followed directly by link/a
+    let path_link_a_b = dir.join("link").join("a").join("b");
+    let path_link_a = dir.join("link").join("a");
+    let mut expect_link_a = false;
+    for ent in ents {
+        if expect_link_a {
+            assert_eq!(path_link_a, ent.path());
+            break;
+        } else if ent.path() == path_link_a_b {
+            expect_link_a = true;
+        }
+    }
+    if !expect_link_a {
+        panic!("Did not find link/a/b in results");
+    }
+}