Wedding Daze (The Pleasure of Your Company) (2006)

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This movie seems to be twice in the listal database. See http://www.listal.com/movie/wedding-daze-2008 for the other entry. But I think this is the correct one.

Honestly, I wasn’t expecting much from this flick but, somehow, I still ended up watching it. As usual, Jason Biggs was basically playing the same character he plays in all his movies and he did quite well but, at this point, it is getting rapidly annoying to see him playing Jim Levenstein over and over again. Concerning Isla Fisher, this actress has just so much charm and talent, you wonder why... read more

After losing the woman of his dreams, Anderson is convinced he'll never fall in love again. But at the urging of his best friend, he spontaneously proposes to a dissatisfied waitress named Katie and an innocent dare evolves into the kind of love that both have been looking for all along.