I’ve found the perfect woman. Risk-averse insurance company risk assessor Reuben Feffer (Ben Stiller) takes a chance on marrying his ideal woman, realtor Lisa Kramer (Debra Messing) but she has an affair with nudist scuba instructor Claude (Hank Azaria) on the first day of their St Bart’s honeymoon. His best friend actor Sandy Lyle (Philip Seymour Hoffman) known from his bagpipe-playing role in an 80s teen movie advises him to play the field and at a gallery opening they encounter their junior school classmate Polly Prince (Jennifer Aniston) now working as a waitress. He asks her out and finds his life taking a different turn when they date because she’s a kook who tries everything (including Latin dancing and Middle Eastern food) but commits to nothing while his buttoned-up persona descends into a kind of undone madness by association. Meanwhile he has to assess daredevil accident-prone businessman Leland Van Lew (Bryan Brown) who is forever leaving a trail of destruction behind him but represents a great deal of money to the firm run by Stan Indursky (Alec Baldwin). Chaos ensues when Lisa returns to reconcile with Reuben and he has to make decisions that don’t depend on his Risk Master technology … I can’t have thrown up 19 times in 48 days if I wasn’t in love with you. Writer-director John Hamburg was listening in screenwriting class because he pushes every single character to do the opposite of what their nature impels them to – with delightfully nutty comic results in this modern take on screwball, the ill-advised toilet humour notwithstanding (an issue arising from Reuben’s unfortunate Irritable Bowel Syndrome condition). Sure, there are cheap laughs, including Polly’s flatmate – her blind ferret Rodolpho – but all of the character flaws are cleverly turned into neat plot pivots: when Reuben’s silent dad Irving (Bob Dishy) finally speaks he talks only common sense and spins the plot into its final happy resolution, with Sandy letting go of his past and getting his greatest role, posing as Reuben so that Reuben can stop Polly from leaving the country, with Polly committing at last and Reuben ultimately taking a risk. It’s crazy but works because at its beating heart it’s dramatically logical. Great silly fun with Stiller and Aniston making for a tremendously charismatic couple in a story that makes neat references to The Breakfast Club and Friends. What kind of guy are you?