diff --git a/src/runtime/test_runner/pretty_format.rs b/src/runtime/test_runner/pretty_format.rs
index 0c59618aa3d4..424efe745f9b 100644
--- a/src/runtime/test_runner/pretty_format.rs
+++ b/src/runtime/test_runner/pretty_format.rs
@@ -3,7 +3,7 @@ use crate::test_runner::expect::JSValueTestExt;
 use core::ffi::c_void;
 
 use bun_collections::HashMap;
-use bun_core::{fmt as bun_fmt, Output};
+use bun_core::{fmt as bun_fmt, Output, StackCheck};
 use bun_jsc::{
     self as jsc, ComptimeStringMapExt as _, JSGlobalObject, JSObject,
     JSPropertyIterator, JSType, JSValue, JsError, JsResult, VM,
@@ -342,6 +342,7 @@ pub struct Formatter<'a> {
     pub failed: bool,
     pub estimated_line_length: usize,
     pub always_newline_scope: bool,
+    pub stack_check: StackCheck,
 }
 
 impl<'a> Formatter<'a> {
@@ -357,6 +358,7 @@ impl<'a> Formatter<'a> {
             failed: false,
             estimated_line_length: 0,
             always_newline_scope: false,
+            stack_check: StackCheck::init(),
         }
     }
 
@@ -1156,6 +1158,13 @@ impl<'a> Formatter<'a> {
         if self.failed {
             return Ok(());
         }
+        if !self.stack_check.is_safe_to_recurse() {
+            // Deeply nested (non-cyclic) values would otherwise exhaust the native
+            // stack. Checked before the circular-reference gate so every
+            // self-recursive tag (Array/Object/Map/Set/JSX) is covered.
+            self.failed = true;
+            return Ok(());
+        }
         // reshaped for borrowck — `WrappedWriter` borrows both writer_
         // and &mut self.estimated_line_length; we use a local wrapper and sync
         // `failed` at scope exit. estimated_line_length is unused by WrappedWriter
diff --git a/test/js/bun/test/pretty-format-overflow.test.ts b/test/js/bun/test/pretty-format-overflow.test.ts
index 4acdf03b5110..cdb53c0879ad 100644
--- a/test/js/bun/test/pretty-format-overflow.test.ts
+++ b/test/js/bun/test/pretty-format-overflow.test.ts
@@ -3,7 +3,7 @@
 // Platform: Windows x86_64_baseline, Bun v1.3.0
 
 import { describe, expect, test } from "bun:test";
-import { bunEnv, bunExe, tempDirWithFiles } from "harness";
+import { bunEnv, bunExe, tempDir, tempDirWithFiles } from "harness";
 
 describe("pretty_format should handle deeply nested objects without crashing", () => {
   test("deeply nested object with many properties", async () => {
@@ -51,3 +51,109 @@ test("deep nesting", () => {
     expect(stderr).toContain("expect(received).toEqual(expected)");
   }, 30000);
 });
+
+// A failing toEqual / toMatchSnapshot on a deeply nested (non-circular) value used to exhaust
+// the native stack in pretty_format's Formatter::print_as and SIGSEGV the runner mid-run. Run
+// in a subprocess so a regression fails these tests instead of segfaulting the outer runner.
+describe.concurrent("pretty_format stops recursion before native stack overflow", () => {
+  const depth = 20000;
+
+  test("failing toEqual on a deeply nested array", async () => {
+    using dir = tempDir("pretty-format-deep-array", {
+      "deep.test.ts": `
+        import { test, expect } from "bun:test";
+        test("deep array", () => {
+          let a: any = [];
+          for (let i = 0; i < ${depth}; i++) a = [a];
+          expect(a).toEqual([1]);
+        });
+      `,
+    });
+    await using proc = Bun.spawn({
+      cmd: [bunExe(), "test", "deep.test.ts"],
+      env: bunEnv,
+      cwd: String(dir),
+      stderr: "pipe",
+      stdout: "pipe",
+    });
+    const [, stderr, exitCode] = await Promise.all([proc.stdout.text(), proc.stderr.text(), proc.exited]);
+    expect(stderr).toContain("expect(received).toEqual(expected)");
+    expect(stderr).toContain("+ Received");
+    expect(stderr).toContain("1 fail");
+    expect(exitCode).toBe(1);
+  });
+
+  test("failing toEqual on a deeply nested object", async () => {
+    using dir = tempDir("pretty-format-deep-object", {
+      "deep.test.ts": `
+        import { test, expect } from "bun:test";
+        test("deep object", () => {
+          let a: any = {};
+          for (let i = 0; i < ${depth}; i++) a = { k: a };
+          expect(a).toEqual({ k: 1 });
+        });
+      `,
+    });
+    await using proc = Bun.spawn({
+      cmd: [bunExe(), "test", "deep.test.ts"],
+      env: bunEnv,
+      cwd: String(dir),
+      stderr: "pipe",
+      stdout: "pipe",
+    });
+    const [, stderr, exitCode] = await Promise.all([proc.stdout.text(), proc.stderr.text(), proc.exited]);
+    expect(stderr).toContain("expect(received).toEqual(expected)");
+    expect(stderr).toContain("+ Received");
+    expect(stderr).toContain("1 fail");
+    expect(exitCode).toBe(1);
+  });
+
+  test("toMatchSnapshot on a deeply nested array", async () => {
+    using dir = tempDir("pretty-format-deep-snapshot", {
+      "deep.test.ts": `
+        import { test, expect } from "bun:test";
+        test("deep snapshot", () => {
+          let a: any = [];
+          for (let i = 0; i < ${depth}; i++) a = [a];
+          expect(a).toMatchSnapshot();
+        });
+      `,
+    });
+    await using proc = Bun.spawn({
+      cmd: [bunExe(), "test", "deep.test.ts"],
+      env: { ...bunEnv, CI: "false" },
+      cwd: String(dir),
+      stderr: "pipe",
+      stdout: "pipe",
+    });
+    const [, stderr, exitCode] = await Promise.all([proc.stdout.text(), proc.stderr.text(), proc.exited]);
+    expect(stderr).toContain("1 pass");
+    expect(stderr).toContain("Ran 1 test");
+    expect(exitCode).toBe(0);
+  });
+
+  test("failing toEqual on a deeply nested React element chain", async () => {
+    using dir = tempDir("pretty-format-deep-jsx", {
+      "deep.test.ts": `
+        import { test, expect } from "bun:test";
+        test("deep jsx", () => {
+          let e: any = "x";
+          for (let i = 0; i < ${depth}; i++)
+            e = { $$typeof: Symbol.for("react.element"), type: "div", key: null, ref: null, props: { children: e } };
+          expect(e).toEqual({});
+        });
+      `,
+    });
+    await using proc = Bun.spawn({
+      cmd: [bunExe(), "test", "deep.test.ts"],
+      env: bunEnv,
+      cwd: String(dir),
+      stderr: "pipe",
+      stdout: "pipe",
+    });
+    const [, stderr, exitCode] = await Promise.all([proc.stdout.text(), proc.stderr.text(), proc.exited]);
+    expect(stderr).toContain("expect(received).toEqual(expected)");
+    expect(stderr).toContain("1 fail");
+    expect(exitCode).toBe(1);
+  });
+});