Puerto Rico?

[Fritz]

If they would become a state, yes.  As long as the people there keep opposing statehood, no.  Its all or nothing.  You can't have some of the benefits of statehood without the responsibilities of statehood.

[Fritz]

The Democratic Party controlling PR's congressional delegation is not a sure thing.  When Alaska and Hawaii were admitted, it was widely believed that Alaska would be totally Democrat, and Hawaii would be totally Republican.  Of course, its the other way around.

No territory applying for statehood has ever been denied it because of the political party makeup of its population.  The closest we ever came to that resulted in the Missouri Compromise, which said that whenever a slave state was admitted, a free state also had to be admitted, and vice versa.  Denying statehood to PR (if they applied for it) because of Republican fears of more Democrats in congress, would make the Republicans look really bad, I think.  There might be some resistance, but I don't think it would last long.