diff --git a/test/test_syntax.c b/test/test_syntax.c
index f54c8bfd..272d9dda 100644
--- a/test/test_syntax.c
+++ b/test/test_syntax.c
@@ -205,6 +205,16 @@ static int test_look_behind()
   x2("(?<=a|b)c", "abc", 2, 3);
   x2("(?<=a|(.))\\1", "abcc", 3, 4);
 
+  // #295
+  n("(?<!RMA)X", "123RMAX");
+  x2("(?<=RMA)X", "123RMAX", 6, 7);
+  n("(?<!RMA)$", "123RMA");
+  x2("(?<=RMA)$", "123RMA", 6, 6);
+  n("(?<!RMA)\\Z", "123RMA");
+  x2("(?<=RMA)\\Z", "123RMA", 6, 6);
+  n("(?<!RMA)\\z", "123RMA");
+  x2("(?<=RMA)\\z", "123RMA", 6, 6);
+
   // following is not match in Perl and Java
   //x2("(?<=a|(.))\\1", "aa", 1, 2);
 
diff --git a/test/test_utf8.c b/test/test_utf8.c
index 99285857..7e2dc985 100644
--- a/test/test_utf8.c
+++ b/test/test_utf8.c
@@ -1481,6 +1481,15 @@ extern int main(int argc, char* argv[])
   n("(\\k<2>)|(?<=(\\k<1>))", "");
   x2("(a|\\k<2>)|(?<=(\\k<1>))", "a", 0, 1);
   x2("(a|\\k<2>)|(?<=b(\\k<1>))", "ba", 1, 2);
+  // #295
+  n("(?<!RMA)X", "123RMAX");
+  x2("(?<=RMA)X", "123RMAX", 6, 7);
+  n("(?<!RMA)$", "123RMA");
+  x2("(?<=RMA)$", "123RMA", 6, 6);
+  n("(?<!RMA)\\Z", "123RMA");
+  x2("(?<=RMA)\\Z", "123RMA", 6, 6);
+  n("(?<!RMA)\\z", "123RMA");
+  x2("(?<=RMA)\\z", "123RMA", 6, 6);
 
   x2("((?(a)\\g<1>|b))", "aab", 0, 3);
   x2("((?(a)\\g<1>))", "aab", 0, 2);