diff --git a/IPython/lib/pretty.py b/IPython/lib/pretty.py
index 9e0d9b0..0393121 100644
--- a/IPython/lib/pretty.py
+++ b/IPython/lib/pretty.py
@@ -85,7 +85,7 @@ import re
 import datetime
 from collections import deque
 
-from IPython.utils.py3compat import PY3, cast_unicode, string_types
+from IPython.utils.py3compat import PY3, PYPY, cast_unicode, string_types
 from IPython.utils.encoding import get_stream_enc
 
 from io import StringIO
@@ -632,7 +632,11 @@ def _super_pprint(obj, p, cycle):
     p.pretty(obj.__thisclass__)
     p.text(',')
     p.breakable()
-    p.pretty(obj.__self__)
+    if PYPY: # In PyPy, super() objects doesn't have __self__ attributes
+        dself = obj.__repr__.__self__
+        p.pretty(None if dself is obj else dself)
+    else:
+        p.pretty(obj.__self__)
     p.end_group(8, '>')
 
 
diff --git a/IPython/lib/tests/test_pretty.py b/IPython/lib/tests/test_pretty.py
index 49c835d..6f11e99 100644
--- a/IPython/lib/tests/test_pretty.py
+++ b/IPython/lib/tests/test_pretty.py
@@ -188,12 +188,14 @@ class SB(SA):
     pass
 
 def test_super_repr():
+    # "<super: module_name.SA, None>"
     output = pretty.pretty(super(SA))
-    nt.assert_in("SA", output)
+    nt.assert_regexp_matches(output, r"<super: \S+.SA, None>")
 
+    # "<super: module_name.SA, <module_name.SB at 0x...>>"
     sb = SB()
     output = pretty.pretty(super(SA, sb))
-    nt.assert_in("SA", output)
+    nt.assert_regexp_matches(output, r"<super: \S+.SA,\s+<\S+.SB at 0x\S+>>")
 
 
 def test_long_list():