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The phrase "a grudging affinity with" is correct and usable in written English.
It can be used to describe a reluctant or hesitant liking or connection with someone or something.
Example: "Despite their differences, she felt a grudging affinity with her colleague, appreciating his dedication to the project."
Alternatives: "a reluctant connection to" or "an unwilling fondness for".
Exact(1)
Like Pike, Affleck admitted to feeling a grudging affinity with the character he plays.
Similar(59)
Neither organisation has disappeared, but both have made at least a grudging peace with capitalism.
Experimentation and a grudging familiarity with occasional failure are part of LA's ethos.
I felt a strong affinity with them.
"In Beijing I felt a definite affinity with the Jamaicans.
I feel a strong affinity with the flower scene.
I also feel a simple affinity with RFK.
Until then, humans had a close affinity with nature.
There is a great affinity with our museum.
Clinton also had a better affinity with black Americans than just about any other president, and this seemed like one of the facets of that affinity.
Humans have a strong affinity with dolphins.
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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