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TimorDan

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Seems like Timor-Leste (East Timor) may have changed over more times than any other country.

https://en.wikipedia.org/wiki/Right-_and_left-hand_traffic

East Timor had traffic on the left until 1928, when it changed to the right at the same time as its colonial power, Portugal. During Japanese occupation during World War II driving on the left was imposed, and when the Portuguese returned it changed back to the right. Under Indonesian rule, East Timor changed back to driving on the left in 1976, and continued the practice under UN administration from 1999 and since independence in 2002.