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The phrase "painfully well" is grammatically correct and can be used in written English.
It is usually used as an adverbial phrase to emphasize the intensity or difficulty of a task that was performed skillfully or successfully. Example: Despite the fact that she was inexperienced, she played the piano painfully well, leaving the audience in awe. In this sentence, "painfully well" emphasizes the difficulty that the person faced while playing the piano, but also highlights their skill and success in doing so.
Exact(17)
She knows herself painfully well, which makes her both funnier and sadder than most Blanches.
River access points are not unlimited, as enthusiasts of powerboating, kayaking and other competing sports are painfully well aware.
It's pointed, painfully well observed and will make anyone who watches it consider their position on Rachel Dolezal.
As anyone who's tried to learn the language knows painfully well, Chinese writing is character-based rather than alphabetic, or syllabic.
Third, and this one every woman in the crowd was thinking but was articulated by a friend when she leaned toward my ear and shouted, her words vibrating painfully: "Well, at least she's got the body for it".
Travis Bickle's social ineptitude and inarticulacy, his "morbid self-attention" and retreat into fantasy, are characteristics that many young men grapple with, and De Niro portrays them painfully well.
Similar(40)
It is both specific, and vague, and painfully well-observed.
Laski paints a painfully well-observed picture of middle-class pretensions.
Rather, the film was a painfully well-intentioned project directed by Martin Ritt, the man behind Hud and Norma Rae.
Silly posh boys aren't exactly fresh comic terrain, but the rigorous, painfully well-observed detail on display – plus the high gag-rate, which puts many other character comics to shame – helps to make the foolish Mr Jones something rather special.
But a terrible catastrophe occurs midway through one of their painfully well-meant attempts at neighbourliness, and the new downstairs couple become their undeclared enemies, waging a new war of psychological parasitism.
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Since I tried Ludwig back in 2017, I have been constantly using it in both editing and translation. Ever since, I suggest it to my translators at ProSciEditing.

Justyna Jupowicz-Kozak
CEO of Professional Science Editing for Scientists @ prosciediting.com