diff --git a/internal/session/session.go b/internal/session/session.go
index b31e829..59eb2ad 100644
--- a/internal/session/session.go
+++ b/internal/session/session.go
@@ -200,23 +200,22 @@ func (s *session) waitForSessionEnd() error {
 }
 
 func (s *session) waitForTCPIPForward() *ssh.Request {
-	select {
-	case req, ok := <-s.initialReq:
-		if !ok {
-			log.Println("Forwarding request channel closed")
+	for {
+		select {
+		case req, ok := <-s.initialReq:
+			if !ok {
+				log.Println("Forwarding request channel closed")
+				return nil
+			}
+			if req.Type == "tcpip-forward" {
+				return req
+			}
+			log.Printf("Ignoring unexpected global request: %s", req.Type)
+			_ = req.Reply(false, nil)
+		case <-time.After(500 * time.Millisecond):
+			log.Println("No tcpip-forward request received within timeout")
 			return nil
 		}
-		if req.Type == "tcpip-forward" {
-			return req
-		}
-		if err := req.Reply(false, nil); err != nil {
-			log.Printf("Failed to reply to request: %v", err)
-		}
-		log.Printf("Expected tcpip-forward request, got: %s", req.Type)
-		return nil
-	case <-time.After(500 * time.Millisecond):
-		log.Println("No forwarding request received")
-		return nil
 	}
 }
 
diff --git a/internal/session/session_test.go b/internal/session/session_test.go
index 9cff8be..c217947 100644
--- a/internal/session/session_test.go
+++ b/internal/session/session_test.go
@@ -807,7 +807,7 @@ func (m *mockNewChanFail) Accept() (ssh.Channel, <-chan *ssh.Request, error) {
 }
 
 func TestWaitForTCPIPForward_EdgeCases(t *testing.T) {
-	t.Run("Wrong Request Type", func(t *testing.T) {
+	t.Run("Wrong Request Type Then Timeout", func(t *testing.T) {
 		_, sReqs, _, cConn, cleanup := setupSSH(t)
 		defer cleanup()
 
@@ -817,10 +817,65 @@ func TestWaitForTCPIPForward_EdgeCases(t *testing.T) {
 			_, _, _ = cConn.SendRequest("not-tcpip-forward", true, nil)
 		}()
 
+		start := time.Now()
 		req := s.waitForTCPIPForward()
+		elapsed := time.Since(start)
+
 		if req != nil {
 			t.Error("expected nil request")
 		}
+		if elapsed < 400*time.Millisecond {
+			t.Errorf("expected timeout ~500ms, got %v", elapsed)
+		}
+	})
+
+	t.Run("Multiple Non-Forward Requests Then Success", func(t *testing.T) {
+		_, sReqs, _, cConn, cleanup := setupSSH(t)
+		defer cleanup()
+
+		s := &session{initialReq: sReqs}
+
+		go func() {
+			time.Sleep(100 * time.Millisecond)
+			_, _, _ = cConn.SendRequest("keepalive@openssh.com", false, nil)
+			time.Sleep(100 * time.Millisecond)
+			_, _, _ = cConn.SendRequest("hostkeys-00@openssh.com", false, nil)
+			time.Sleep(100 * time.Millisecond)
+			_, _, _ = cConn.SendRequest("tcpip-forward", true, nil)
+		}()
+
+		req := s.waitForTCPIPForward()
+		if req == nil {
+			t.Error("expected tcpip-forward request, got nil")
+		}
+		if req != nil && req.Type != "tcpip-forward" {
+			t.Errorf("expected tcpip-forward, got %s", req.Type)
+		}
+	})
+
+	t.Run("Timeout After Non-Forward Requests", func(t *testing.T) {
+		_, sReqs, _, cConn, cleanup := setupSSH(t)
+		defer cleanup()
+
+		s := &session{initialReq: sReqs}
+
+		go func() {
+			time.Sleep(100 * time.Millisecond)
+			_, _, _ = cConn.SendRequest("keepalive@openssh.com", false, nil)
+			time.Sleep(100 * time.Millisecond)
+			_, _, _ = cConn.SendRequest("hostkeys-00@openssh.com", false, nil)
+		}()
+
+		start := time.Now()
+		req := s.waitForTCPIPForward()
+		elapsed := time.Since(start)
+
+		if req != nil {
+			t.Error("expected nil request after timeout")
+		}
+		if elapsed < 400*time.Millisecond {
+			t.Errorf("expected timeout ~500ms after last request, got %v", elapsed)
+		}
 	})
 
 	t.Run("Channel Closed", func(t *testing.T) {