diff --git a/lib/Overload/FileCheck.pm b/lib/Overload/FileCheck.pm
index 6238a51..0514f6f 100644
--- a/lib/Overload/FileCheck.pm
+++ b/lib/Overload/FileCheck.pm
@@ -448,11 +448,17 @@ sub _check {
         && !defined $_current_mocks->{ $MAP_FC_OP{'stat'} } ) {
         $file = $_last_call_for;
     }
+
+    # Save $_last_call_for before callback dispatch so that re-entrant
+    # calls (e.g. mock_all_from_stat callbacks invoking mocked file tests)
+    # cannot corrupt the outer call's filename context.  See GH #68.
+    my $saved_last_call_for = $_last_call_for;
     my ( $out, @extra ) = $_current_mocks->{$optype}->($file);
-    # Only cache string filenames, not filehandle references.
-    # Storing a ref here prevents the filehandle from being garbage collected,
-    # causing resource leaks (e.g. sockets staying open). See GH #179.
-    $_last_call_for = ref($file) ? undef : $file;
+    # Cache string filenames for stacked -X _ ops.  When the file is a
+    # reference (filehandle), restore the pre-callback value instead of
+    # clobbering with undef — an inner re-entrant call may have set a
+    # valid filename that a subsequent stacked op needs.  See GH #179.
+    $_last_call_for = ref($file) ? $saved_last_call_for : $file;
 
     if ( defined $out && $OP_CAN_RETURN_INT{$optype} ) {
         return $out;
diff --git a/t/reentrant-check.t b/t/reentrant-check.t
new file mode 100644
index 0000000..40982c6
--- /dev/null
+++ b/t/reentrant-check.t
@@ -0,0 +1,108 @@
+#!/usr/bin/perl
+
+# Test that _check() is re-entrant safe.
+# When a mock callback triggers another mocked file test, the outer
+# call's $_last_call_for must not be corrupted.  See GH #68.
+
+use strict;
+use warnings;
+
+use Test2::Bundle::Extended;
+use Test2::Tools::Explain;
+use Test2::Plugin::NoWarnings;
+
+use Overload::FileCheck q/:all/;
+
+# Track which filenames each mock callback receives.
+my @ftis_files;     # -e callback
+my @ftfile_files;   # -f callback
+my @ftdir_files;    # -d callback
+
+# --- Test 1: Inner call does not corrupt outer stacked-op filename ---
+
+mock_file_check(
+    '-e' => sub {
+        my ($file) = @_;
+        push @ftis_files, $file;
+        return CHECK_IS_TRUE;
+    }
+);
+
+mock_file_check(
+    '-f' => sub {
+        my ($file) = @_;
+        push @ftfile_files, $file;
+
+        # Re-entrant call: trigger another mocked file test inside
+        # the callback.  This will call _check() recursively.
+        my $inner = -e "/inner/file";
+
+        return CHECK_IS_TRUE;
+    }
+);
+
+mock_file_check(
+    '-d' => sub {
+        my ($file) = @_;
+        push @ftdir_files, $file;
+        return CHECK_IS_TRUE;
+    }
+);
+
+# Run the sequence: -f on outer, which triggers -e on inner inside the
+# callback, then -d _ (stacked) should still see the outer filename.
+@ftis_files  = ();
+@ftfile_files = ();
+@ftdir_files  = ();
+
+ok( -f "/outer/file",  "-f /outer/file" );
+ok( -d _,              "-d _ (stacked after -f)" );
+
+is \@ftfile_files, ["/outer/file"], "-f callback received /outer/file";
+is \@ftis_files,   ["/inner/file"], "-e callback received /inner/file (re-entrant)";
+is \@ftdir_files,  ["/outer/file"], "-d _ received /outer/file (not corrupted by re-entrant call)";
+
+unmock_all_file_checks();
+
+# --- Test 2: mock_all_from_stat with re-entrant file test ---
+
+my @stat_files;
+my $reentrant_result;
+
+mock_all_from_stat(
+    sub {
+        my ( $stat_or_lstat, $file ) = @_;
+        push @stat_files, $file;
+
+        # The mock_all_from_stat callback may itself trigger a
+        # separate file test in complex scenarios.  Simulate by
+        # checking if the file is /trigger — if so, do a nested -e.
+        if ( defined $file && $file eq "/trigger" ) {
+            $reentrant_result = -e "/nested";
+        }
+
+        return stat_as_file( size => 42 );
+    }
+);
+
+@stat_files       = ();
+$reentrant_result = undef;
+
+# -e "/trigger" will call the mock, which will re-enter via -e "/nested"
+ok( -e "/trigger", "-e /trigger (triggers re-entrant call)" );
+
+# After -e "/trigger", a stacked -s _ should see "/trigger", not "/nested"
+is( -s _, 42, "-s _ returns the stat size from /trigger context" );
+
+# Verify the re-entrant call happened
+ok( defined $reentrant_result, "re-entrant -e /nested was called" );
+
+# Verify the order of stat calls: /trigger first, then /nested from
+# re-entrancy.  The stacked -s _ reuses the cached stat buffer from
+# the /trigger call so it does not trigger a new callback.
+is \@stat_files, ["/trigger", "/nested"],
+    "stat callback order: /trigger, /nested (re-entrant)";
+
+unmock_all_file_checks();
+
+done_testing;