I will try to make this a serious discussion.
The truth is that we were, and to an extent still are, and expansionist and imperial nation; however, we do so often economically, rather than militarily when we establish dominions.
Now, if we were to expand as YOU suggest, obviously Cuba, Puerto Rico, and the Phillipines would be territories of the United States. Ironically, I am reading a book call "The Imperial Cruise" that goes over this era (and removes much of the gilding that has been done to history). Panama would be added later as a Commonwealth when American troops occupy it in 1903. This would be followed by Nicaragua in 1912, the Haiti in 1915, and the Dominican Republic of 1916. They may take control of a port in China as a naval base since everybody else was doing it, and it would serve as the projection for American influence in China (which in some ways may be troublesome.
After victory in the First World War, we DO NOT get much. Africa has been shut out by the European powers, as has the Pacific by Japan. However, it makes up for it with control of Northern Turkey (including Istanbul) and "Wilsonian Armenia" (which made up a significant portion of Eastern Turkey). The American presence keeps the Turks from succeeding in reclaiming the lands lost in the Treaty of Sevres. Armenia and Pontus eventually become American Commonwealths in their own right. There is likely a larger intervention in Russia, but the experiances of the Great War prevent it from strongly influencing the Civil War. Instead, a White Russian Republic is established that reaches from Vladivostok to the Umur River, with Commonwealth status.
Mexico could come under American control, but the entrance into the Great War would likely prevent any meaningful development of control over the nation. All is quiet from then until 1939 due to the Great Depression.