Factual error: A minor only has a certain amount of time (typically, 6 months) to invalidate a contract entered into when such person was underage once that person turns 18 (or the age of emancipation in that state). This brings up a plot hole: If the marriage was not invalidated because Samantha Cole was underage, the prenuptial agreement would not be either, and Fletcher could not have used that argument to win the case, since he specifically states that she was seventeen at the time of her marriage.

Liar Liar (1997)
1 factual error - chronological order
Directed by: Tom Shadyac
Starring: Jim Carrey, Cary Elwes, Jennifer Tilly, Maura Tierney, Amanda Donohoe, Anne Haney, Justin Cooper
Continuity mistake: The gift changes position from when Gretta holds it to when Fletcher takes it away. (00:08:45)
Trivia: In the scene where Carrey is in the stretcher at the airport, if you look in the back of the crowd to the right, you will see Fire Marshall Bill from In Living Color. He can be seen when Carrey's ex-wife is speaking to the officer speaking on a walkie-talkie. (01:16:11)
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Answer: As you said, he was testing to see if the wish was broken--by going up to an attractive woman and talking to her. While we don't hear what happens, he apparently said something a little too "forward" to her (probably more forward than he would have done otherwise, hence the "not as well as I had hoped"), and got slapped, so he knew that he was still under the wish's effects.
Chanteuse66
But I want to know what he said to the woman.
It's deliberately made unclear what he specifically said, because him getting slapped in the face is the gag that shows the audience that he's still under the spell. If we heard what he said, then we would know right away the new wish wouldn't have worked. It's ultimately up to the viewer's imagination to decide what he told the woman.
Phaneron ★