diff --git a/src/http/SendFile.rs b/src/http/SendFile.rs
index 2c7ed2d2236d..2294e740d290 100644
--- a/src/http/SendFile.rs
+++ b/src/http/SendFile.rs
@@ -57,6 +57,9 @@ impl SendFile {
 
             if errcode != bun_sys::E::SUCCESS || self.remain == 0 || val == 0 {
                 if errcode == bun_sys::E::SUCCESS {
+                    if self.remain > 0 {
+                        return Status::Err(crate::Error::RequestBodyTruncated);
+                    }
                     return Status::Done;
                 }
 
@@ -87,6 +90,9 @@ impl SendFile {
             self.remain = (self.remain as u64).saturating_sub(wrote) as usize;
             if errcode != bun_sys::E::EAGAIN || self.remain == 0 || sbytes == 0 {
                 if errcode == bun_sys::E::SUCCESS {
+                    if self.remain > 0 {
+                        return Status::Err(crate::Error::RequestBodyTruncated);
+                    }
                     return Status::Done;
                 }
                 return Status::Err(bun_errno::from_errno(errcode as i32).into());
@@ -118,6 +124,9 @@ impl SendFile {
             self.remain = (self.remain as u64).saturating_sub(wrote) as usize;
             if errcode != bun_sys::E::EAGAIN || self.remain == 0 || sbytes == 0 {
                 if errcode == bun_sys::E::SUCCESS {
+                    if self.remain > 0 {
+                        return Status::Err(crate::Error::RequestBodyTruncated);
+                    }
                     return Status::Done;
                 }
 
diff --git a/src/http/error.rs b/src/http/error.rs
index b7edb71da82a..c9c2f270ba0c 100644
--- a/src/http/error.rs
+++ b/src/http/error.rs
@@ -63,6 +63,8 @@ pub enum Error {
     UnsupportedTransferEncoding,
     #[error("RequestBodyNotReusable")]
     RequestBodyNotReusable,
+    #[error("RequestBodyTruncated")]
+    RequestBodyTruncated,
     #[error("UnsupportedRedirectProtocol")]
     UnsupportedRedirectProtocol,
     #[error("RedirectURLTooLong")]
@@ -291,6 +293,7 @@ impl Error {
             Self::InvalidContentLength => "InvalidContentLength",
             Self::UnsupportedTransferEncoding => "UnsupportedTransferEncoding",
             Self::RequestBodyNotReusable => "RequestBodyNotReusable",
+            Self::RequestBodyTruncated => "RequestBodyTruncated",
             Self::UnsupportedRedirectProtocol => "UnsupportedRedirectProtocol",
             Self::RedirectURLTooLong => "RedirectURLTooLong",
             Self::RedirectURLInvalid => "RedirectURLInvalid",
diff --git a/src/runtime/webcore/fetch/FetchTasklet.rs b/src/runtime/webcore/fetch/FetchTasklet.rs
index c3eefc24d331..531c8dd00a17 100644
--- a/src/runtime/webcore/fetch/FetchTasklet.rs
+++ b/src/runtime/webcore/fetch/FetchTasklet.rs
@@ -1350,6 +1350,9 @@ impl FetchTasklet {
             http::Error::RedirectURLInvalid => {
                 BunString::static_("Redirect URL in Location header is invalid.")
             }
+            http::Error::RequestBodyTruncated => BunString::static_(
+                "Request body source reached EOF before the advertised Content-Length was sent (the file was truncated while uploading)",
+            ),
 
             http::Error::Cert(http::CertError::UNABLE_TO_GET_ISSUER_CERT) => {
                 BunString::static_("unable to get issuer certificate")
diff --git a/test/js/bun/http/fetch-file-upload.test.ts b/test/js/bun/http/fetch-file-upload.test.ts
index b779e3b6c55a..af1e1fccbc0d 100644
--- a/test/js/bun/http/fetch-file-upload.test.ts
+++ b/test/js/bun/http/fetch-file-upload.test.ts
@@ -1,5 +1,7 @@
 import { expect, test } from "bun:test";
-import { isBroken, isWindows, withoutAggressiveGC } from "harness";
+import { isBroken, isWindows, tempDir, withoutAggressiveGC } from "harness";
+import fs from "node:fs";
+import net from "node:net";
 import { tmpdir } from "os";
 import { join } from "path";
 
@@ -159,6 +161,87 @@ test.todoIf(isBroken && isWindows)(
   10_000,
 );
 
+// The sendfile path is only taken on POSIX for a plain-HTTP file body
+// >= 32 KB; on Windows the file is read fully into memory before the
+// request is sent, so a later truncation is not observable.
+test.skipIf(isWindows)("fetch rejects when the Bun.file body is truncated mid-upload", async () => {
+  const size = 32 * 1024 * 1024;
+  using dir = tempDir("fetch-sendfile-truncate", {});
+  const p = join(String(dir), "body.bin");
+  {
+    const fd = fs.openSync(p, "w");
+    const chunk = Buffer.alloc(1024 * 1024, 83);
+    for (let i = 0; i < size / chunk.length; i++) fs.writeSync(fd, chunk);
+    fs.closeSync(fd);
+  }
+
+  let head = "";
+  let buf = "";
+  let socket: net.Socket | undefined;
+  const gotHead = Promise.withResolvers<void>();
+  const socketClosed = Promise.withResolvers<void>();
+  const server = net.createServer(s => {
+    socket = s;
+    s.once("close", () => {
+      gotHead.reject(new Error("socket closed before request head"));
+      socketClosed.resolve();
+    });
+    s.on("error", e => {
+      gotHead.reject(e);
+      socketClosed.resolve();
+    });
+    s.on("data", d => {
+      if (head !== "") return;
+      buf += d.toString("latin1");
+      const i = buf.indexOf("\r\n\r\n");
+      if (i === -1) return;
+      head = buf.slice(0, i);
+      s.pause();
+      gotHead.resolve();
+    });
+  });
+  await new Promise<void>((resolve, reject) => {
+    server.once("error", reject);
+    server.listen(0, "127.0.0.1", resolve);
+  });
+  try {
+    const port = (server.address() as net.AddressInfo).port;
+    const req = fetch(`http://127.0.0.1:${port}/upload`, {
+      method: "POST",
+      body: Bun.file(p),
+    });
+
+    await gotHead.promise;
+    expect(head).toContain(`Content-Length: ${size}`);
+
+    // With the server paused, sendfile fills the kernel send buffer and
+    // then parks on EAGAIN with the file offset well short of `size`.
+    // Truncating below that offset means the next sendfile(2) call returns
+    // 0 with bytes still owed.
+    fs.truncateSync(p, 64 * 1024);
+    socket!.resume();
+
+    let err: any;
+    try {
+      await req;
+    } catch (e) {
+      err = e;
+    }
+    expect(err).toBeDefined();
+    expect(err?.code).toBe("RequestBodyTruncated");
+
+    // The client must close the connection so the origin is not left
+    // holding a half-sent body. On macOS the server's read side does not
+    // observe the client's RST on its own, so write a byte the way a real
+    // origin would try to respond; that surfaces ECONNRESET and 'close'.
+    socket!.write("\r\n");
+    await socketClosed.promise;
+  } finally {
+    socket?.destroy();
+    server.close();
+  }
+});
+
 test("missing file throws the expected error", async () => {
   Bun.gc(true);
   // Run this 1000 times to check for GC bugs