diff --git a/app/models/user.rb b/app/models/user.rb
--- a/app/models/user.rb
+++ b/app/models/user.rb
@@ -96,7 +96,7 @@
 
   def can_request_new_test_pair_for?(problem)
     recent = get_recent_test_pair_assignment_for problem
-    return (recent == nil or recent.submitted)
+    return (recent == nil or recent.submitted or recent.expired?)
   end
 
   def get_new_test_pair_assignment_for(problem)