diff --git a/common/dialer/dialer.go b/common/dialer/dialer.go
index bfa8af215..2ba559f9e 100644
--- a/common/dialer/dialer.go
+++ b/common/dialer/dialer.go
@@ -145,3 +145,7 @@ type ParallelNetworkDialer interface {
 	DialParallelNetwork(ctx context.Context, network string, destination M.Socksaddr, destinationAddresses []netip.Addr, strategy *C.NetworkStrategy, interfaceType []C.InterfaceType, fallbackInterfaceType []C.InterfaceType, fallbackDelay time.Duration) (net.Conn, error)
 	ListenSerialNetworkPacket(ctx context.Context, destination M.Socksaddr, destinationAddresses []netip.Addr, strategy *C.NetworkStrategy, interfaceType []C.InterfaceType, fallbackInterfaceType []C.InterfaceType, fallbackDelay time.Duration) (net.PacketConn, netip.Addr, error)
 }
+
+type PacketDialerWithDestination interface {
+	ListenPacketWithDestination(ctx context.Context, destination M.Socksaddr) (net.PacketConn, netip.Addr, error)
+}
diff --git a/protocol/tailscale/endpoint.go b/protocol/tailscale/endpoint.go
index 659277d96..ff82ef86e 100644
--- a/protocol/tailscale/endpoint.go
+++ b/protocol/tailscale/endpoint.go
@@ -63,6 +63,7 @@ import (
 var (
 	_ adapter.OutboundWithPreferredRoutes = (*Endpoint)(nil)
 	_ adapter.DirectRouteOutbound         = (*Endpoint)(nil)
+	_ dialer.PacketDialerWithDestination  = (*Endpoint)(nil)
 )
 
 func init() {
@@ -518,19 +519,7 @@ func (t *Endpoint) DialContext(ctx context.Context, network string, destination
 	}
 }
 
-func (t *Endpoint) ListenPacket(ctx context.Context, destination M.Socksaddr) (net.PacketConn, error) {
-	t.logger.InfoContext(ctx, "outbound packet connection to ", destination)
-	if destination.IsFqdn() {
-		destinationAddresses, err := t.dnsRouter.Lookup(ctx, destination.Fqdn, adapter.DNSQueryOptions{})
-		if err != nil {
-			return nil, err
-		}
-		packetConn, _, err := N.ListenSerial(ctx, t, destination, destinationAddresses)
-		if err != nil {
-			return nil, err
-		}
-		return packetConn, err
-	}
+func (t *Endpoint) listenPacketWithAddress(ctx context.Context, destination M.Socksaddr) (net.PacketConn, error) {
 	addr4, addr6 := t.server.TailscaleIPs()
 	bind := tcpip.FullAddress{
 		NIC: 1,
@@ -556,6 +545,44 @@ func (t *Endpoint) ListenPacket(ctx context.Context, destination M.Socksaddr) (n
 	return udpConn, nil
 }
 
+func (t *Endpoint) ListenPacketWithDestination(ctx context.Context, destination M.Socksaddr) (net.PacketConn, netip.Addr, error) {
+	t.logger.InfoContext(ctx, "outbound packet connection to ", destination)
+	if destination.IsFqdn() {
+		destinationAddresses, err := t.dnsRouter.Lookup(ctx, destination.Fqdn, adapter.DNSQueryOptions{})
+		if err != nil {
+			return nil, netip.Addr{}, err
+		}
+		var errors []error
+		for _, address := range destinationAddresses {
+			packetConn, packetErr := t.listenPacketWithAddress(ctx, M.SocksaddrFrom(address, destination.Port))
+			if packetErr == nil {
+				return packetConn, address, nil
+			}
+			errors = append(errors, packetErr)
+		}
+		return nil, netip.Addr{}, E.Errors(errors...)
+	}
+	packetConn, err := t.listenPacketWithAddress(ctx, destination)
+	if err != nil {
+		return nil, netip.Addr{}, err
+	}
+	if destination.IsIP() {
+		return packetConn, destination.Addr, nil
+	}
+	return packetConn, netip.Addr{}, nil
+}
+
+func (t *Endpoint) ListenPacket(ctx context.Context, destination M.Socksaddr) (net.PacketConn, error) {
+	packetConn, destinationAddress, err := t.ListenPacketWithDestination(ctx, destination)
+	if err != nil {
+		return nil, err
+	}
+	if destinationAddress.IsValid() && destination != M.SocksaddrFrom(destinationAddress, destination.Port) {
+		return bufio.NewNATPacketConn(bufio.NewPacketConn(packetConn), M.SocksaddrFrom(destinationAddress, destination.Port), destination), nil
+	}
+	return packetConn, nil
+}
+
 func (t *Endpoint) PrepareConnection(network string, source M.Socksaddr, destination M.Socksaddr, routeContext tun.DirectRouteContext, timeout time.Duration) (tun.DirectRouteDestination, error) {
 	tsFilter := t.filter.Load()
 	if tsFilter != nil {
diff --git a/protocol/wireguard/endpoint.go b/protocol/wireguard/endpoint.go
index 35ffd19e3..bcf2078ee 100644
--- a/protocol/wireguard/endpoint.go
+++ b/protocol/wireguard/endpoint.go
@@ -24,7 +24,10 @@ import (
 	"github.com/sagernet/sing/service"
 )
 
-var _ adapter.OutboundWithPreferredRoutes = (*Endpoint)(nil)
+var (
+	_ adapter.OutboundWithPreferredRoutes = (*Endpoint)(nil)
+	_ dialer.PacketDialerWithDestination  = (*Endpoint)(nil)
+)
 
 func RegisterEndpoint(registry *endpoint.Registry) {
 	endpoint.Register[option.WireGuardEndpointOptions](registry, C.TypeWireGuard, NewEndpoint)
@@ -219,20 +222,34 @@ func (w *Endpoint) DialContext(ctx context.Context, network string, destination
 	return w.endpoint.DialContext(ctx, network, destination)
 }
 
-func (w *Endpoint) ListenPacket(ctx context.Context, destination M.Socksaddr) (net.PacketConn, error) {
+func (w *Endpoint) ListenPacketWithDestination(ctx context.Context, destination M.Socksaddr) (net.PacketConn, netip.Addr, error) {
 	w.logger.InfoContext(ctx, "outbound packet connection to ", destination)
 	if destination.IsFqdn() {
 		destinationAddresses, err := w.dnsRouter.Lookup(ctx, destination.Fqdn, adapter.DNSQueryOptions{})
 		if err != nil {
-			return nil, err
+			return nil, netip.Addr{}, err
 		}
-		packetConn, _, err := N.ListenSerial(ctx, w.endpoint, destination, destinationAddresses)
-		if err != nil {
-			return nil, err
-		}
-		return packetConn, err
+		return N.ListenSerial(ctx, w.endpoint, destination, destinationAddresses)
 	}
-	return w.endpoint.ListenPacket(ctx, destination)
+	packetConn, err := w.endpoint.ListenPacket(ctx, destination)
+	if err != nil {
+		return nil, netip.Addr{}, err
+	}
+	if destination.IsIP() {
+		return packetConn, destination.Addr, nil
+	}
+	return packetConn, netip.Addr{}, nil
+}
+
+func (w *Endpoint) ListenPacket(ctx context.Context, destination M.Socksaddr) (net.PacketConn, error) {
+	packetConn, destinationAddress, err := w.ListenPacketWithDestination(ctx, destination)
+	if err != nil {
+		return nil, err
+	}
+	if destinationAddress.IsValid() && destination != M.SocksaddrFrom(destinationAddress, destination.Port) {
+		return bufio.NewNATPacketConn(bufio.NewPacketConn(packetConn), M.SocksaddrFrom(destinationAddress, destination.Port), destination), nil
+	}
+	return packetConn, nil
 }
 
 func (w *Endpoint) PreferredDomain(domain string) bool {
diff --git a/route/conn.go b/route/conn.go
index 899d29391..59afe5394 100644
--- a/route/conn.go
+++ b/route/conn.go
@@ -188,6 +188,8 @@ func (m *ConnectionManager) NewPacketConnection(ctx context.Context, this N.Dial
 	} else {
 		if len(metadata.DestinationAddresses) > 0 {
 			remotePacketConn, destinationAddress, err = dialer.ListenSerialNetworkPacket(ctx, this, metadata.Destination, metadata.DestinationAddresses, metadata.NetworkStrategy, metadata.NetworkType, metadata.FallbackNetworkType, metadata.FallbackDelay)
+		} else if packetDialer, withDestination := this.(dialer.PacketDialerWithDestination); withDestination {
+			remotePacketConn, destinationAddress, err = packetDialer.ListenPacketWithDestination(ctx, metadata.Destination)
 		} else {
 			remotePacketConn, err = this.ListenPacket(ctx, metadata.Destination)
 		}
@@ -218,11 +220,16 @@ func (m *ConnectionManager) NewPacketConnection(ctx context.Context, this N.Dial
 		}
 		if natConn, loaded := common.Cast[bufio.NATPacketConn](conn); loaded {
 			natConn.UpdateDestination(destinationAddress)
-		} else if metadata.Destination != M.SocksaddrFrom(destinationAddress, metadata.Destination.Port) {
-			if metadata.UDPDisableDomainUnmapping {
-				remotePacketConn = bufio.NewUnidirectionalNATPacketConn(bufio.NewPacketConn(remotePacketConn), M.SocksaddrFrom(destinationAddress, metadata.Destination.Port), originDestination)
-			} else {
-				remotePacketConn = bufio.NewNATPacketConn(bufio.NewPacketConn(remotePacketConn), M.SocksaddrFrom(destinationAddress, metadata.Destination.Port), originDestination)
+		} else {
+			destination := M.SocksaddrFrom(destinationAddress, metadata.Destination.Port)
+			if metadata.Destination != destination {
+				if metadata.UDPDisableDomainUnmapping {
+					remotePacketConn = bufio.NewUnidirectionalNATPacketConn(bufio.NewPacketConn(remotePacketConn), destination, originDestination)
+				} else {
+					remotePacketConn = bufio.NewNATPacketConn(bufio.NewPacketConn(remotePacketConn), destination, originDestination)
+				}
+			} else if metadata.RouteOriginalDestination.IsValid() && metadata.RouteOriginalDestination != metadata.Destination {
+				remotePacketConn = bufio.NewDestinationNATPacketConn(bufio.NewPacketConn(remotePacketConn), metadata.Destination, metadata.RouteOriginalDestination)
 			}
 		}
 	} else if metadata.RouteOriginalDestination.IsValid() && metadata.RouteOriginalDestination != metadata.Destination {