diff --git a/enterprise/litellm_enterprise/proxy/guardrails/endpoints.py b/enterprise/litellm_enterprise/proxy/guardrails/endpoints.py
index cdf86dcea6..fcd5e82ab3 100644
--- a/enterprise/litellm_enterprise/proxy/guardrails/endpoints.py
+++ b/enterprise/litellm_enterprise/proxy/guardrails/endpoints.py
@@ -6,16 +6,28 @@ To see all free guardrails see litellm/proxy/guardrails/*
 
 Exposed Routes:
 - /mask_pii
+- /virtual_key/guardrails
 """
-from typing import Optional
+from typing import Dict, List, Optional
 
-from fastapi import APIRouter, Depends
+from fastapi import APIRouter, Depends, HTTPException
+from pydantic import BaseModel
 
 from litellm.integrations.custom_guardrail import CustomGuardrail
 from litellm.proxy._types import UserAPIKeyAuth
 from litellm.proxy.auth.user_api_key_auth import user_api_key_auth
 from litellm.proxy.guardrails.guardrail_endpoints import GUARDRAIL_REGISTRY
-from litellm.types.guardrails import ApplyGuardrailRequest, ApplyGuardrailResponse
+from litellm.proxy.guardrails.guardrail_registry import IN_MEMORY_GUARDRAIL_HANDLER
+from litellm.types.guardrails import ApplyGuardrailRequest, ApplyGuardrailResponse, Guardrail
+
+# Models for virtual key guardrail management
+class VirtualKeyGuardrailRequest(BaseModel):
+    virtual_key_id: str
+    guardrail_id: str
+
+class VirtualKeyGuardrailsResponse(BaseModel):
+    virtual_key_id: str
+    guardrails: List[Guardrail]
 
 router = APIRouter(tags=["guardrails"], prefix="/guardrails")
 
@@ -39,3 +51,55 @@ async def apply_guardrail(
     return await active_guardrail.apply_guardrail(
         text=request.text, language=request.language, entities=request.entities
     )
+
+@router.post("/virtual_key/associate", response_model=Dict[str, str])
+async def associate_guardrail_with_virtual_key(
+    request: VirtualKeyGuardrailRequest,
+    user_api_key_dict: UserAPIKeyAuth = Depends(user_api_key_auth),
+):
+    """
+    Associate a guardrail with a virtual key
+    """
+    # Check if guardrail exists
+    guardrail = IN_MEMORY_GUARDRAIL_HANDLER.get_guardrail_by_id(request.guardrail_id)
+    if not guardrail:
+        raise HTTPException(status_code=404, detail=f"Guardrail {request.guardrail_id} not found")
+    
+    # Associate guardrail with virtual key
+    IN_MEMORY_GUARDRAIL_HANDLER.associate_guardrail_with_virtual_key(
+        virtual_key_id=request.virtual_key_id,
+        guardrail_id=request.guardrail_id
+    )
+    
+    return {"message": f"Guardrail {request.guardrail_id} associated with virtual key {request.virtual_key_id}"}
+
+@router.post("/virtual_key/disassociate", response_model=Dict[str, str])
+async def disassociate_guardrail_from_virtual_key(
+    request: VirtualKeyGuardrailRequest,
+    user_api_key_dict: UserAPIKeyAuth = Depends(user_api_key_auth),
+):
+    """
+    Disassociate a guardrail from a virtual key
+    """
+    # Disassociate guardrail from virtual key
+    IN_MEMORY_GUARDRAIL_HANDLER.disassociate_guardrail_from_virtual_key(
+        virtual_key_id=request.virtual_key_id,
+        guardrail_id=request.guardrail_id
+    )
+    
+    return {"message": f"Guardrail {request.guardrail_id} disassociated from virtual key {request.virtual_key_id}"}
+
+@router.get("/virtual_key/{virtual_key_id}", response_model=VirtualKeyGuardrailsResponse)
+async def get_guardrails_for_virtual_key(
+    virtual_key_id: str,
+    user_api_key_dict: UserAPIKeyAuth = Depends(user_api_key_auth),
+):
+    """
+    Get all guardrails associated with a virtual key
+    """
+    guardrails = IN_MEMORY_GUARDRAIL_HANDLER.get_guardrails_for_virtual_key(virtual_key_id)
+    
+    return VirtualKeyGuardrailsResponse(
+        virtual_key_id=virtual_key_id,
+        guardrails=guardrails
+    )
diff --git a/litellm/proxy/guardrails/guardrail_registry.py b/litellm/proxy/guardrails/guardrail_registry.py
index 21429f462d..523ff9f4cd 100644
--- a/litellm/proxy/guardrails/guardrail_registry.py
+++ b/litellm/proxy/guardrails/guardrail_registry.py
@@ -369,6 +369,11 @@ class InMemoryGuardrailHandler:
         """
         Guardrail id to CustomGuardrail object mapping
         """
+        
+        self.virtual_key_to_guardrails: Dict[str, List[str]] = {}
+        """
+        Virtual key id to list of guardrail ids mapping
+        """
 
     def initialize_guardrail(
         self,
@@ -538,6 +543,31 @@ class InMemoryGuardrailHandler:
         Get a guardrail by its ID from memory
         """
         return self.IN_MEMORY_GUARDRAILS.get(guardrail_id)
+    
+    def associate_guardrail_with_virtual_key(self, virtual_key_id: str, guardrail_id: str) -> None:
+        """
+        Associate a guardrail with a virtual key
+        """
+        if virtual_key_id not in self.virtual_key_to_guardrails:
+            self.virtual_key_to_guardrails[virtual_key_id] = []
+        
+        if guardrail_id not in self.virtual_key_to_guardrails[virtual_key_id]:
+            self.virtual_key_to_guardrails[virtual_key_id].append(guardrail_id)
+    
+    def disassociate_guardrail_from_virtual_key(self, virtual_key_id: str, guardrail_id: str) -> None:
+        """
+        Disassociate a guardrail from a virtual key
+        """
+        if virtual_key_id in self.virtual_key_to_guardrails:
+            if guardrail_id in self.virtual_key_to_guardrails[virtual_key_id]:
+                self.virtual_key_to_guardrails[virtual_key_id].remove(guardrail_id)
+    
+    def get_guardrails_for_virtual_key(self, virtual_key_id: str) -> List[Guardrail]:
+        """
+        Get all guardrails associated with a virtual key
+        """
+        guardrail_ids = self.virtual_key_to_guardrails.get(virtual_key_id, [])
+        return [self.IN_MEMORY_GUARDRAILS[gid] for gid in guardrail_ids if gid in self.IN_MEMORY_GUARDRAILS]
 
 
 ########################################################