During arrival, the pilot entered the traffic pattern for a landing on runway 30 with a 7 knot tailwind. On final approach, he was not satisfied with his pattern and elected to go-around. During the go-around and climb, a map and checklist fell into the recess between the seats and interfered with the gear handle. The pilot continued in the pattern while removing the articles. He thought that he had lowered the gear prior to the next landing. However, witnesses reported that on the second approach, the aircraft touched down with the gear up. The pilot initiated another go-around and pulled up to clear obstacles beyond the end of the runway. However, the left wing of the aircraft hit trees and a house top. The aircraft then struck a telephone pole as it crashed. A number of propeller slash marks and a four inch wind scrape mark were found about 500 to 700 ft down the 1800 ft runway. In this aircraft, the gear is extended by raising the gear handle and retracted by lowering the handle.