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The phrase "again guess" is not standard in written English and may cause confusion.
It could be used in contexts where someone is prompted to make another attempt at guessing something.
Example: "After hearing the clues again, I had to guess again what the answer could be."
Alternatives: "guess once more" or "take another guess".
Exact(4)
Then again, guess who won 4-2 at Dean Court exactly a year ago to the day, puncturing the Cherries' play-off aspirations?
Well, whatever, our country-persons are -- again, guess what, walking (if they ever were)!
I don't know you in those clothes/I don't know you with that hair/Two-dimensional reflection/Unforgiving, unaware/Part time dreamer, would be player/You thought fame could outrun fear/Something clearly terrified you/Did you choose to disappear/Guess again, guess again/You made friends, and some still ask about you/Now and then...More to come.
Dec. 2011 Republican Hostage-Taking Threat Again Guess Who Benefits, Once again, Republicans are holding government hostage, trying to force through unpopular cuts to the things We, the People -- "the 99percentt" -- do for each other and our economy, while giving handouts to the 1percentt who pay for their campaign ads and smears.
Similar(56)
Ramsey changed direction but the goalkeeper again guessed the right way and was rewarded with a save.
Again, guessing how the states will vote in November is not the way primaries are resolved, but the Clinton camp has been trying to legitimize this view for months and is hoping it might prove persuasive to superdelegates.
I let myself be provoked again and again: I guess I liked the rush of feelings, and the sense that I was defending my team's honour.
Clinton gets the last word again - guess her quip about always getting the first question paid off in the end - and says that the election is about who can actually change the country - and that her experience proves it.
Again, I guess so.
Again though: guess what?
Again, I guess only time will tell.
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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