Before DEPARTURE the pilot dipped the fuel tanks and estimated there was sufficient fuel to complete the flight. Approaching the destination the engine stopped. The pilot selected a road on a newly developed housing subdivision as the only suitable landing area, and an approach was made into the north-east with a tailwind of about 15 Knots. After touchdown, the pilot realised he would be unable to stop the aircraft before a sharp bend in the road and as a result brought it to a stop by steering it between two power poles. The pilot reported that he had flown this route many times and a weather forecast had not been obtained. Had a forecast been obtained and the forecast wind applied, the resulting estimated time interval would have confirmed that there was insufficient fuel on board to complete the flight with the mandatory reserves.