Really good watch, would watch again, and can recommend.
I love the opportunity to see Rachel Leigh Cook act again. There are a few moments in the movie where she's a little stiff, but I'm quickly reminded that she's playing a "stuffy" lawyer type as she goes into a highly emotional mode.
Damon Waynes Jr. is great and not only embodies a level of cynicism that also makes him act "stiff" in a couple of points, it clearly shows his character is cynical because of how open he actually is to love.
The writing itself holds some great values, from its concept of the legality of corporate lying, and testing the bounds of a terms of service agreement through such a ridiculous implementation as 1,000 dates to using a situation to do something good for charitable service (like a rehabilitation clinic) to capitalizing on situations despite the cost.
There is a lot of good "drip feeding" of information despite it not being a mystery movie. The discovery being used as a character building is a really good mechanic and you don't see it very often.
I think most of the credit goes to the actors for bringing such charming characters and situations to life, but I'm just glad that there is a 30's style romantic comedy this good out there.
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