diff --git a/mcp/streamable.go b/mcp/streamable.go
index 4ab343b2..8072a637 100644
--- a/mcp/streamable.go
+++ b/mcp/streamable.go
@@ -1018,7 +1018,7 @@ func (t *StreamableClientTransport) Connect(ctx context.Context) (Connection, er
 	// Create a new cancellable context that will manage the connection's lifecycle.
 	// This is crucial for cleanly shutting down the background SSE listener by
 	// cancelling its blocking network operations, which prevents hangs on exit.
-	connCtx, cancel := context.WithCancel(context.Background())
+	connCtx, cancel := context.WithCancel(ctx)
 	conn := &streamableClientConn{
 		url:        t.Endpoint,
 		client:     client,
@@ -1230,7 +1230,7 @@ func (c *streamableClientConn) Write(ctx context.Context, msg jsonrpc.Message) e
 
 // testAuth controls whether a fake Authorization header is added to outgoing requests.
 // TODO: replace with a better mechanism when client-side auth is in place.
-var testAuth = false
+var testAuth atomic.Bool
 
 func (c *streamableClientConn) setMCPHeaders(req *http.Request) {
 	c.mu.Lock()
@@ -1242,7 +1242,7 @@ func (c *streamableClientConn) setMCPHeaders(req *http.Request) {
 	if c.sessionID != "" {
 		req.Header.Set(sessionIDHeader, c.sessionID)
 	}
-	if testAuth {
+	if testAuth.Load() {
 		req.Header.Set("Authorization", "Bearer foo")
 	}
 }
@@ -1394,14 +1394,10 @@ func (c *streamableClientConn) reconnect(lastEventID string) (*http.Response, er
 // Close implements the [Connection] interface.
 func (c *streamableClientConn) Close() error {
 	c.closeOnce.Do(func() {
-		// Cancel any hanging network requests.
-		c.cancel()
-		close(c.done)
-
 		if errors.Is(c.failure(), errSessionMissing) {
 			// If the session is missing, no need to delete it.
 		} else {
-			req, err := http.NewRequest(http.MethodDelete, c.url, nil)
+			req, err := http.NewRequestWithContext(c.ctx, http.MethodDelete, c.url, nil)
 			if err != nil {
 				c.closeErr = err
 			} else {
@@ -1411,6 +1407,10 @@ func (c *streamableClientConn) Close() error {
 				}
 			}
 		}
+
+		// Cancel any hanging network requests after cleanup.
+		c.cancel()
+		close(c.done)
 	})
 	return c.closeErr
 }
diff --git a/mcp/streamable_test.go b/mcp/streamable_test.go
index 3b967f8f..3576d2b5 100644
--- a/mcp/streamable_test.go
+++ b/mcp/streamable_test.go
@@ -1310,8 +1310,9 @@ func textContent(t *testing.T, res *CallToolResult) string {
 }
 
 func TestTokenInfo(t *testing.T) {
-	defer func(b bool) { testAuth = b }(testAuth)
-	testAuth = true
+	oldAuth := testAuth.Load()
+	defer testAuth.Store(oldAuth)
+	testAuth.Store(true)
 	ctx := context.Background()
 
 	// Create a server with a tool that returns TokenInfo.
@@ -1430,3 +1431,57 @@ func TestStreamableGET(t *testing.T) {
 		t.Errorf("GET with session ID: got status %d, want %d", got, want)
 	}
 }
+
+func TestStreamableClientContextPropagation(t *testing.T) {
+	type contextKey string
+	const testKey = contextKey("test-key")
+	const testValue = "test-value"
+
+	ctx, cancel := context.WithCancel(context.Background())
+	defer cancel()
+	ctx2 := context.WithValue(ctx, testKey, testValue)
+
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, req *http.Request) {
+		switch req.Method {
+		case "POST":
+			w.Header().Set("Content-Type", "application/json")
+			w.Header().Set("Mcp-Session-Id", "test-session")
+			w.WriteHeader(http.StatusOK)
+			w.Write([]byte(`{"jsonrpc":"2.0","id":1,"result":{"protocolVersion":"2025-03-26","capabilities":{},"serverInfo":{"name":"test","version":"1.0"}}}`))
+		case "GET":
+			w.Header().Set("Content-Type", "text/event-stream")
+			w.WriteHeader(http.StatusOK)
+		case "DELETE":
+			w.WriteHeader(http.StatusNoContent)
+		}
+	}))
+	defer server.Close()
+
+	transport := &StreamableClientTransport{Endpoint: server.URL}
+	conn, err := transport.Connect(ctx2)
+	if err != nil {
+		t.Fatalf("Connect failed: %v", err)
+	}
+	defer conn.Close()
+
+	streamableConn, ok := conn.(*streamableClientConn)
+	if !ok {
+		t.Fatalf("Expected *streamableClientConn, got %T", conn)
+	}
+
+	if got := streamableConn.ctx.Value(testKey); got != testValue {
+		t.Errorf("Context value not propagated: got %v, want %v", got, testValue)
+	}
+
+	if streamableConn.ctx.Done() == nil {
+		t.Error("Connection context is not cancellable")
+	}
+
+	cancel()
+	select {
+	case <-streamableConn.ctx.Done():
+	case <-time.After(100 * time.Millisecond):
+		t.Error("Connection context was not cancelled when parent was cancelled")
+	}
+
+}