diff --git a/.changeset/sapiom-metadata-clone-loss.md b/.changeset/sapiom-metadata-clone-loss.md
new file mode 100644
index 000000000..e1fcef1c4
--- /dev/null
+++ b/.changeset/sapiom-metadata-clone-loss.md
@@ -0,0 +1,23 @@
+---
+"@sapiom/fetch": patch
+---
+
+Fixed `__sapiom` per-request metadata (e.g. `{ enabled: false }`) being
+silently lost when a `Request` instance was passed as `fetch`'s `input`.
+
+`sapiomFetch` reconstructs the request via `new Request(input, init)`
+before reading `__sapiom`. Native `Request` cloning does not preserve
+custom properties, so a `__sapiom` override set on the original `Request`
+was dropped before it could be read - the documented per-request bypass
+(e.g. `request.__sapiom = { enabled: false }`) silently had no effect.
+
+`__sapiom` is now captured from the original `input` before cloning and
+re-attached to the clone, including after the identity-header re-wrap
+later in the same function (the same class of loss, one function down).
+
+Deliberately scoped to the reproduction reported in the issue and this
+identical pattern within `sapiomFetch` itself. `handleAuthorization`
+(`interceptors.ts`) does its own internal `Request` re-wrap before
+returning, which could still drop `__sapiom` for a caller relying on it
+past the authorization step (e.g. at payment-retry time) - left as a
+separate, deeper propagation concern rather than folded into this fix.
diff --git a/packages/fetch/src/fetch.test.ts b/packages/fetch/src/fetch.test.ts
index e6a63f253..d381fd1d0 100644
--- a/packages/fetch/src/fetch.test.ts
+++ b/packages/fetch/src/fetch.test.ts
@@ -47,4 +47,29 @@ describe("createFetch", () => {
 
     expect(typeof fetch).toBe("function");
   });
+
+  it("should honor __sapiom = { enabled: false } on a Request input, surviving the internal clone", async () => {
+    // sapiomFetch internally does `new Request(input, init)` before reading
+    // __sapiom. Native Request cloning drops custom properties, so this
+    // regression-tests that the metadata set on the *original* Request is
+    // still honored after that clone (issue #690).
+    const globalFetchSpy = jest
+      .spyOn(globalThis, "fetch")
+      .mockResolvedValue(new Response("ok"));
+
+    const fetch = createFetch({ sapiomClient: mockSapiomClient });
+
+    const request = new Request("https://example.test/public");
+    (request as any).__sapiom = { enabled: false };
+
+    await fetch(request as any);
+
+    // The enabled:false bypass calls globalThis.fetch directly, skipping
+    // authorization entirely. If __sapiom were lost, this would instead
+    // fall through into the (unmocked) authorization path.
+    expect(globalFetchSpy).toHaveBeenCalledTimes(1);
+    expect(mockSapiomClient.transactions.create).not.toHaveBeenCalled();
+
+    globalFetchSpy.mockRestore();
+  });
 });
diff --git a/packages/fetch/src/fetch.ts b/packages/fetch/src/fetch.ts
index ea97ee485..1b6cacac7 100644
--- a/packages/fetch/src/fetch.ts
+++ b/packages/fetch/src/fetch.ts
@@ -120,7 +120,17 @@ export function createFetch(config?: SapiomFetchConfig): typeof fetch {
     input: string | URL | Request,
     init?: RequestInit,
   ): Promise<Response> => {
+    // Native Request cloning (`new Request(existingRequest, ...)`) does not
+    // preserve custom properties, so a `__sapiom` override set on a Request
+    // passed in as `input` would otherwise be silently dropped here. Capture
+    // it before cloning and re-attach it to the clone so the documented
+    // per-request override keeps working.
+    const inputMetadata =
+      input instanceof Request ? (input as any).__sapiom : undefined;
     let request = new Request(input, init);
+    if (inputMetadata !== undefined) {
+      (request as any).__sapiom = inputMetadata;
+    }
 
     const requestMetadata = (request as any).__sapiom || {};
     const userMetadata = { ...defaultMetadata, ...requestMetadata };
@@ -137,7 +147,11 @@ export function createFetch(config?: SapiomFetchConfig): typeof fetch {
       if (identityHeaders["Sapiom-Identity"]) {
         const headers = new Headers(request.headers);
         headers.set("Sapiom-Identity", identityHeaders["Sapiom-Identity"]);
+        const metadataBeforeRewrap = (request as any).__sapiom;
         request = new Request(request, { headers });
+        if (metadataBeforeRewrap !== undefined) {
+          (request as any).__sapiom = metadataBeforeRewrap;
+        }
       }
     }