This chapter explores US-Thai relations in the context of a rapidly shifting global and regional landscape since the end of the Cold War. The days when US Cold War objectives twinned with a militarised Thai state are well over. Bereft of this unifying theme, any analysis of the Thai-US relationship immediately confronts a range of seemingly contradictory phenomena. In the last several years, for example, Thailand has been declared a major non-NATO ally at the very time that it has been coy about support for US strategy in the Middle East. The Thai government initially opposed the war in Iraq, but Thailand was the first Asian nation to send troops to Iraq as part of a ‘post-conflict’ humanitarian mission. Having earlier announced that US forces would not use Thai airbases for transit to Iraq, the government cited treaty obligations to explain subsequent US access. Confronted with these inconsistencies, it is easy to see the attraction of the popular metaphoric phrase ‘bending with the wind’, which originated in the nineteenth century to describe Siam’s adaptation to evolving structures of imperial power. In the current period, a more appropriate phrase might be ‘bending US hegemony’, suggesting that Thailand has not simply glided hither and thither according to prevailing winds. Rather, it has closely associated itself with the US, while obviously seeking to pursue its own elite defined ‘national’ interests.