diff --git a/litellm/router_rust/core.py b/litellm/router_rust/core.py
index 4d932287d24..d69ca08eba4 100644
--- a/litellm/router_rust/core.py
+++ b/litellm/router_rust/core.py
@@ -2886,6 +2886,16 @@ class RustCore(
                 await await_all(driver.outcomes.take_pending())
             match step["kind"]:
                 case "attempt":
+                    _raw_dl_at: Final = driver._request.get("request_deadline")  # pyright: ignore[reportPrivateUsage]  # same-module internal
+                    _dl_at: Final[float | None] = float(_raw_dl_at) if isinstance(_raw_dl_at, (int, float)) else None
+                    if _dl_at is not None and monotonic() >= _dl_at:
+                        from litellm.exceptions import Timeout
+
+                        raise Timeout(
+                            message="request deadline exceeded before retry attempt",
+                            model=str(driver._request.get("model", "")),  # pyright: ignore[reportPrivateUsage]  # same-module internal
+                            llm_provider="",
+                        )
                     outcome = await driver.attempt(step)
                 case "sleep":
                     _secs: Final = _sleep_seconds(step)
@@ -2952,6 +2962,16 @@ class RustCore(
                 driver.log_outcomes_sync()
             match step["kind"]:
                 case "attempt":
+                    _raw_dl_ats: Final = driver._request.get("request_deadline")  # pyright: ignore[reportPrivateUsage]  # same-module internal
+                    _dl_ats: Final[float | None] = float(_raw_dl_ats) if isinstance(_raw_dl_ats, (int, float)) else None
+                    if _dl_ats is not None and monotonic() >= _dl_ats:
+                        from litellm.exceptions import Timeout
+
+                        raise Timeout(
+                            message="request deadline exceeded before retry attempt",
+                            model=str(driver._request.get("model", "")),  # pyright: ignore[reportPrivateUsage]  # same-module internal
+                            llm_provider="",
+                        )
                     outcome = driver.attempt_sync(step)
                 case "sleep":
                     _secs_s: Final = _sleep_seconds(step)
diff --git a/tests/unit/test_router/core/test_retries_cooldowns.py b/tests/unit/test_router/core/test_retries_cooldowns.py
index c0fd549379a..3d0575d4d85 100644
--- a/tests/unit/test_router/core/test_retries_cooldowns.py
+++ b/tests/unit/test_router/core/test_retries_cooldowns.py
@@ -8,6 +8,7 @@ inside ``[base, base + JITTER)`` rather than exactly.
 from collections.abc import Callable, Mapping
 from time import monotonic
 from typing import Final
+from unittest.mock import patch
 
 import httpx
 import pytest
@@ -29,6 +30,7 @@ from tests.unit.test_router.core.scripted_host import (
     server_error,
     timeout,
 )
+from tests.unit.test_router.core.retries_health_helpers import attempt_sync
 
 MESSAGES: Final = [{"role": "user", "content": "hi"}]
 
@@ -882,3 +884,92 @@ async def test_no_deadline_leaves_backoff_unchanged(make_core: MakeCore, host: S
     assert len(host.sleeps) >= 2
     assert all(3 <= slept < 3 + JITTER for slept in host.sleeps[:2])
 
+
+@pytest.mark.asyncio
+async def test_attempt_guarded_after_sleep_advances_clock_past_deadline_async(
+    make_core: MakeCore, host: ScriptedHost
+) -> None:
+    core: Final = make_core(model_list=[deployment("g", "a")], num_retries=3)
+    host.answer("openai/a", lambda **_: rate_limited(retry_after="0.001"))
+
+    t0: Final = 100.0
+    deadline: Final = t0 + 0.050
+    # First two monotonic() calls are the first-attempt check and the sleep remaining check.
+    # All subsequent calls simulate scheduler overrun, returning a time past the deadline.
+    call_n: Final[list[int]] = [0]  # mutable-ok: monotonic() call counter
+
+    def fake_monotonic() -> float:
+        call_n[0] += 1  # mutable-ok: incrementing counter
+        return t0 if call_n[0] <= 2 else t0 + 0.100
+
+    with patch("litellm.router_rust.core.monotonic", fake_monotonic):
+        error: Final = await attempt(core, request_deadline=deadline)
+
+    assert isinstance(error, litellm.Timeout), f"expected Timeout, got {error!r}"
+    assert len(host.calls_to("acompletion")) == 1, f"expected 1 provider call, got {len(host.calls_to('acompletion'))}"
+
+
+def test_attempt_guarded_after_sleep_advances_clock_past_deadline_sync(
+    make_core: MakeCore, host: ScriptedHost
+) -> None:
+    core: Final = make_core(model_list=[deployment("g", "a")], num_retries=3)
+    host.answer("openai/a", lambda **_: rate_limited(retry_after="0.001"))
+
+    t0: Final = 100.0
+    deadline: Final = t0 + 0.050
+    call_n: Final[list[int]] = [0]  # mutable-ok: monotonic() call counter
+
+    def fake_monotonic() -> float:
+        call_n[0] += 1  # mutable-ok: incrementing counter
+        return t0 if call_n[0] <= 2 else t0 + 0.100
+
+    with patch("litellm.router_rust.core.monotonic", fake_monotonic):
+        error: Final = attempt_sync(core, request_deadline=deadline)
+
+    assert isinstance(error, litellm.Timeout), f"expected Timeout, got {error!r}"
+    assert len(host.calls_to("completion")) == 1, f"expected 1 provider call, got {len(host.calls_to('completion'))}"
+
+
+@pytest.mark.asyncio
+async def test_attempt_allowed_when_budget_outlasts_backoff_fake_clock(
+    make_core: MakeCore, host: ScriptedHost
+) -> None:
+    core: Final = make_core(model_list=[deployment("g", "a")], num_retries=1)
+    host.answer("openai/a", lambda **_: rate_limited(retry_after="0.001"), None)
+
+    t0: Final = 100.0
+    deadline: Final = t0 + 0.050
+    call_n: Final[list[int]] = [0]  # mutable-ok: monotonic() call counter
+
+    def fake_monotonic() -> float:
+        call_n[0] += 1  # mutable-ok: incrementing counter
+        return t0 + 0.001 * call_n[0]  # advances 1ms per call, stays well within 50ms budget
+
+    with patch("litellm.router_rust.core.monotonic", fake_monotonic):
+        response: Final = await attempt(core, request_deadline=deadline)
+
+    assert not isinstance(response, Exception), f"expected success, got {response!r}"
+    assert len(host.calls_to("acompletion")) == 2, "expected initial attempt + one retry"
+
+
+@pytest.mark.asyncio
+async def test_attempt_guarded_on_fallback_without_sleep(make_core: MakeCore, host: ScriptedHost) -> None:
+    core: Final = make_core(model_list=two_deployments())
+    host.answer("openai/a", lambda **_: auth_error())
+
+    t0: Final = 100.0
+    deadline: Final = t0 + 0.050
+    # Clock before deadline on first attempt check, past deadline on any subsequent check.
+    call_n: Final[list[int]] = [0]  # mutable-ok: monotonic() call counter
+
+    def fake_monotonic() -> float:
+        call_n[0] += 1  # mutable-ok: incrementing counter
+        return t0 if call_n[0] <= 1 else t0 + 0.100
+
+    with patch("litellm.router_rust.core.monotonic", fake_monotonic):
+        error: Final = await attempt(core, request_deadline=deadline)
+
+    assert isinstance(error, litellm.Timeout), f"expected Timeout, got {error!r}"
+    assert len(host.calls_to("acompletion")) == 1, f"expected 1 provider call, got {len(host.calls_to('acompletion'))}"
+
+