It always seems to be those who've never been ruled who advocate the 'happiness' of those who were, how they were so much better off when they were oppressed under their thumb.
...the heck are you talking about?
I'm referring to how the Rising in Ireland during the year of revolutions across all of Europe was an incredibly damp squib, in which roughly two people died, and how the Fenian cause in the 1860s had as its main objective to annex Canada (for some reason), with the risings in Ireland itself failing precisely because there was no popular surge to the colours.
The later rise in Nationalist sentiment was only due to the deliberate decision of the IRB to turn away from armed struggle in favour of building a broad, nationalist movement. Even after forty years of building this movement, the British were still capable of suppressing the small minority who took part in the Easter Rising, despite Britain being engaged in all-out continental war and the rebels being supplied by the German Government - and many of the leaders of the IRB fought in WW1 on the Western Front.
If you want to see what a popular uprising looks like, look at Poland in 1863, most of the other Revolutions of 1848, or for that matter the secessions from the US in 1861 - a sudden massive surge of enthusiasm when the keg is touched off.
It's a matter of fact that the 1848 and 1867 risings (one driven by a general wave of revolutions across Europe, one driven by the Fenian movement and thousands of demobbed Irish-Americans providing enthusiasm) were the only ones between 1804 and 1916. Even Sinn Fein, at its foundation, saw the Austro-Hungarian dual monarchy model as the party's end goal. Moreover, the overwhelming majority of Irish Nationalists had no intention of taking advantage of Britain's strategic difficulties: during WWI, one of the two British parliamentary leaders to see their sons die in action fighting for the British army was John Redmond, leader of the Irish Parliamentary Party.
Parnell agreed with Rhodes that 'continued Irish representation at Westminster will immensely facilitate'
Imperial Federation, just as Major William Redmond's
last speech in the House of Commons hoped he could 'meet the Canadians and the Australians and the New Zealanders, side by side in the common cause and the common field, [and] say to them, "Our country, just as yours, has self-government within the Empire."' In fact, an unnamed Fenian leader- who we would naturally expect to be more hard-line than Parnell-
confessed that 'An Irish Parliament was certainly the next best thing to absolute separation, and many of us would be quite content to close the account with England on the basis of legislative independence.' This willingness among Irish Nationalists to maintain links with Britain are why I think it's important that we avoid conflating the ideas of autonomy and independence.
(some of this post taken from fitting sections from Cerebropetrologist's analyses)
Now, on the separate issue of whether people prefer being free or subjects, I would venture the opinion that the vast majority of people throughout history haven't cared overmuch one way or another.