having said that

A phrase used to negate something that you just said so that you can then say what you actually think.

Larry: The book looks great, Jason. Having said that, I would consider it more of a pamphlet than a book. It's looking a little thin.

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having said that

A phrase used to completely negate what you said before. It is often used by an individual who is weary of revealing their true feelings on a subject matter.

Jeb: I'm not a racist but having said that I think all non-white people are dumb.

Jeff: So you are saying you are a racist...

Jeb: Yes. Absolutely.

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shouldn't have said that

The split second after you've said something that you really shouldn't have said, specifically if it results in something bad.

Guy #1: You motherfucker!

Guy #2: What did you say?
Guy #1: Uh oh, shouldn't have said that.

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