diff --git a/src/testdir/test_vim9_disassemble.vim b/src/testdir/test_vim9_disassemble.vim
index e24e72f..363aaea 100644
--- a/src/testdir/test_vim9_disassemble.vim
+++ b/src/testdir/test_vim9_disassemble.vim
@@ -770,7 +770,7 @@
             'if has("gui_running")\_s*' ..
             '\d PUSHS "gui_running"\_s*' ..
             '\d BCALL has(argc 1)\_s*' ..
-            '\d 2BOOL (!!val)\_s*' ..
+            '\d COND2BOOL\_s*' ..
             '\d JUMP_IF_FALSE -> \d\_s*' ..
             '  echo "yes"\_s*' ..
             '\d PUSHS "yes"\_s*' ..
@@ -1537,13 +1537,13 @@
   assert_match('ReturnBool\_s*' ..
         'var name: bool = 1 && 0 || 1\_s*' ..
         '0 PUSHNR 1\_s*' ..
-        '1 2BOOL (!!val)\_s*' ..
+        '1 COND2BOOL\_s*' ..
         '2 JUMP_IF_COND_FALSE -> 5\_s*' ..
         '3 PUSHNR 0\_s*' ..
-        '4 2BOOL (!!val)\_s*' ..
+        '4 COND2BOOL\_s*' ..
         '5 JUMP_IF_COND_TRUE -> 8\_s*' ..
         '6 PUSHNR 1\_s*' ..
-        '7 2BOOL (!!val)\_s*' ..
+        '7 COND2BOOL\_s*' ..
         '\d STORE $0\_s*' ..
         'return name\_s*' ..
         '\d\+ LOAD $0\_s*' ..   
diff --git a/src/testdir/test_vim9_expr.vim b/src/testdir/test_vim9_expr.vim
index 44ff105..0e0e34e 100644
--- a/src/testdir/test_vim9_expr.vim
+++ b/src/testdir/test_vim9_expr.vim
@@ -282,6 +282,20 @@
       g:vals = []
       assert_equal(false, Record(0) || Record(false) || Record(0))
       assert_equal([0, false, 0], g:vals)
+
+      g:vals = []
+      var x = 1
+      if x || true
+        g:vals = [1]
+      endif
+      assert_equal([1], g:vals)
+
+      g:vals = []
+      x = 3
+      if true || x
+        g:vals = [1]
+      endif
+      assert_equal([1], g:vals)
   END
   CheckDefAndScriptSuccess(lines)
 enddef
@@ -357,6 +371,9 @@
   # TODO: should fail at compile time
   call CheckDefExecAndScriptFailure(["var x = 3 || 7"], 'E1023:', 1)
 
+  call CheckDefAndScriptFailure(["if 3"], 'E1023:', 1)
+  call CheckDefExecAndScriptFailure(['var x = 3', 'if x', 'endif'], 'E1023:', 2)
+
   call CheckDefAndScriptFailure2(["var x = [] || false"], 'E1012: Type mismatch; expected bool but got list<unknown>', 'E745:', 1)
 
 enddef
diff --git a/src/version.c b/src/version.c
index d18c0f8..d8b39eb 100644
--- a/src/version.c
+++ b/src/version.c
@@ -751,6 +751,8 @@
 static int included_patches[] =
 {   /* Add new patch number below this line */
 /**/
+    2755,
+/**/
     2754,
 /**/
     2753,
diff --git a/src/vim9compile.c b/src/vim9compile.c
index 15d2c30e..59d1339 100644
--- a/src/vim9compile.c
+++ b/src/vim9compile.c
@@ -990,7 +990,7 @@
     if (type == &t_bool)
 	return OK;
 
-    if (type == &t_any || type == &t_number)
+    if (type == &t_any || type == &t_number || type == &t_number_bool)
 	// Number 0 and 1 are OK to use as a bool.  "any" could also be a bool.
 	// This requires a runtime type check.
 	return generate_COND2BOOL(cctx);