python
diff --git a/‎Lib/bdb.py
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+10Lines changed: 10 additions & 0 deletions b/‎Lib/bdb.py
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diff --git a/‎Lib/test/test_pdb.py
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+30Lines changed: 30 additions & 0 deletions b/‎Lib/test/test_pdb.py
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diff --git a/‎Misc/NEWS.d/next/Library/2024-09-24-18-16-59.gh-issue-58956.0wFrBR.rst
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+1Lines changed: 1 addition & 0 deletions b/‎Misc/NEWS.d/next/Library/2024-09-24-18-16-59.gh-issue-58956.0wFrBR.rst
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@@ -34,6 +34,7 @@ def __init__(self, skip=None):
         self.breaks = {}
         self.fncache = {}
         self.frame_returning = None
+        self.enterframe = None
 
         self._load_breaks()
 
@@ -341,6 +342,7 @@ def set_trace(self, frame=None):
 
         If frame is not specified, debugging starts from caller's frame.
         """
+        sys.settrace(None)
         if frame is None:
             frame = sys._getframe().f_back
         self.reset()
@@ -404,6 +406,14 @@ def set_break(self, filename, lineno, temporary=False, cond=None,
             return 'Line %s:%d does not exist' % (filename, lineno)
         self._add_to_breaks(filename, lineno)
         bp = Breakpoint(filename, lineno, temporary, cond, funcname)
+        # After we set a new breakpoint, we need to search through all frames
+        # and set f_trace to trace_dispatch if there could be a breakpoint in
+        # that frame.
+        frame = self.enterframe
+        while frame:
+            if self.break_anywhere(frame):
+                frame.f_trace = self.trace_dispatch
+            frame = frame.f_back
         return None
 
     def _load_breaks(self):
 
@@ -2371,6 +2371,36 @@ def test_issue26053(self):
         self.assertRegex(res, "Restarting .* with arguments:\na b c")
         self.assertRegex(res, "Restarting .* with arguments:\nd e f")
 
+    def test_issue58956(self):
+        # Set a breakpoint in a function that already exists on the call stack
+        # should enable the trace function for the frame.
+        script = """
+            import bar
+            def foo():
+                ret = bar.bar()
+                pass
+            foo()
+        """
+        commands = """
+            b bar.bar
+            c
+            b main.py:5
+            c
+            p ret
+            quit
+        """
+        bar = """
+            def bar():
+                return 42
+        """
+        with open('bar.py', 'w') as f:
+            f.write(textwrap.dedent(bar))
+        self.addCleanup(os_helper.unlink, 'bar.py')
+        stdout, stderr = self.run_pdb_script(script, commands)
+        lines = stdout.splitlines()
+        self.assertIn('-> pass', lines)
+        self.assertIn('(Pdb) 42', lines)
+
     def test_step_into_botframe(self):
         # gh-125422
         # pdb should not be able to step into the botframe (bdb.py)
 
@@ -0,0 +1 @@
+Fixed a bug in :mod:`pdb` where sometimes the breakpoint won't trigger if it was set on a function which is already in the call stack.
Original file line number	Diff line number	Diff line change
`@@ -0,0 +1 @@`
	`1`	+Fixed a bug in :mod:`pdb` where sometimes the breakpoint won't trigger if it was set on a function which is already in the call stack.