diff --git a/Lib/ntpath.py b/Lib/ntpath.py
index d81e8fb..cf7c353 100644
--- a/Lib/ntpath.py
+++ b/Lib/ntpath.py
@@ -42,11 +42,12 @@
     """Join two or more pathname components, inserting "\\" as needed"""
     path = a
     for b in p:
-        # If path is a raw drive letter (e.g. "C:"), and b doesn't start
-        # with a drive letter, path+b is correct, and regardless of whether
-        # b is absolute on its own.
-        if len(path) == 2 and path[-1] == ":" and splitdrive(b)[0] == "":
-            pass
+        # If path starts with a raw drive letter (e.g. "C:"), and b doesn't
+        # start with a drive letter, path+b is correct, and regardless of\
+        # whether b is absolute on its own.
+        if len(path) >= 2 and path[1] == ":" and splitdrive(b)[0] == "":
+            if path[-1] in "/\\" and b[:1] in "/\\":
+                b = b[1:]
 
         # In any other case, if b is absolute it wipes out the path so far.
         elif isabs(b) or path == "":
diff --git a/Lib/test/test_ntpath.py b/Lib/test/test_ntpath.py
index d1b7a00..7386900 100644
--- a/Lib/test/test_ntpath.py
+++ b/Lib/test/test_ntpath.py
@@ -65,6 +65,7 @@
 tester('ntpath.join("a\\", "b", "c")', 'a\\b\\c')
 tester('ntpath.join("a", "b\\", "c")', 'a\\b\\c')
 tester('ntpath.join("a", "b", "\\c")', '\\c')
+tester('ntpath.join("d:\\", "\\pleep")', 'd:\\pleep')
 
 if errors:
     raise TestFailed(str(errors) + " errors.")