When July–August 2009, Bangladesh toured the West Indies, Hossain was included in the 15-man squad. By winning the first Test, Bangladesh secured their first win against the West Indies, their first overseas Test victory, and only their second Test win. The West Indies side was very inexperienced due to the fallout of a dispute between the West Indies Cricket Board and the West Indies Players' Association over pay. The first XI had made themselves unavailable for selection and a new squad had to be chosen. Seven West Indies players made their Test debut in the match and the side was captained by Floyd Reifer who had played the last of his four Tests ten years earlier. Hossain was fined 5% of his match fee for excessive appealing, one of three Bangladesh players reprimanded after the match for the same reason. Bangladesh went on to win the second Test, and in the process secured their first overseas series win. Having played in both Tests, Hossain took three wickets at an average of 42.66.