Deconstructing Harry (1997)

Written and directed by Woody Allen, this is one of his less impressive efforts. Harry (Allen) is a bestselling writer who has angered friends and family by putting them into his stories in only loosely fictionalised form. This indiscretion gets him into trouble again and again. 

The film tells his story, partly through visualisations of the stories he created, and it works on multiple levels in a very post-modern kind of way. As a narrative device, that’s welcome. But there are major flaws. There are some good lines but overall it’s just not funny enough. Some of the fantasy sequences (such as a trip to Hell) fall flat. There’s also something quite distasteful about it. We see Harry take off on a road trip with a prostitute, kidnapping his own child along the way – not exactly hilarious. 

Allen seems out of place against the glamorous Elizabeth Shue and Kirstie Alley, so the benefit of a skilled, all-star cast is diminished by that jarring mismatch. Also featured are Richard Benjamin, Billy Crystal, Paul Giamatti, Mariel Hemingway, Julia Louis-Dreyfus, Tobey Maguire, Demi Moore, Stanley Tucci and Robin Williams.

The most interesting aspect is the unusual editing, with sudden jump-cuts within scenes. As such, it seems to predict the annoying tic later used by countless YouTubers.

Manhattan (1979)

Woody Allen plays a 42-year-old TV writer who is dating a 17-year-old girl (Mariel Hemingway). But when he meets his best friend’s mistress (Diane Keaton), he falls for her. 

It’s shot in black and white, so the shots of New York (often at night) look stunning – elegant vistas of architecture and light. These scenes are given an additional stately grandeur by the music of George Gershwin. 

There are funny lines, as you’d expect, and the usual, masterfully handled tangle of interconnected relationships. Given the various allegations about Woody Allen’s private life, the age-difference narrative stands out as being awkward. It appears that he’s deliberately playing with taboo. And to his credit, he certainly doesn’t write a very nice character for himself. 

All of the acting is remarkable. Meryl Streep is excellent as one of Allen’s two ex-wives. Keaton is funny as a self-conscious intellectual. And Hemingway is quietly magnetic as the emotional centre of the film – the one character you really care about and who seems motivated by love rather than personal gain.

What’s New Pussycat? (1965)

Deeply unfunny farce directed by Clive Donner. 

Peter O’Toole is a playboy who can’t stop chasing after women in Paris. Peter Sellers is a lecherous therapist with his own problems. Woody Allen is in love with O’Toole’s fiance. It’s all over the place, both in terms of storytelling (a potentially interesting love triangle idea is quickly forgotten) and morals, which seem informed by a curious mixture of Carry On-style English repression and clichés about “European” looseness. In the world of this film, men are portrayed as womanising beasts and women exist only to please them. 

The only laughs come from Woody Allen, who is naturally funny in his scenes – although he does have to take the blame for writing such a poor script overall. Peter Sellers is once again wearing a silly wig and doing a silly accent, but neither of those generate any hilarity. The final section – Ursula Andress literally parachutes into the film and everyone runs around after each other in a country hotel – seems muddled and desperate, as any notion of “plot” is completely abandoned for cheap visual gags that fall flat.

I don’t like the theme song sung by Tom Jones, either.

Hannah and Her Sisters (1986)

Charming New York comedy written and directed by Woody Allen. It examines the lives and relationships of three sisters, played by Mia Farrow, Barbara Hershey and Dianne Wiest. Their husbands (or ex-husbands) are played by Michael Caine, Max von Sydow and Woody Allen, while Carrie Fisher is woefully underused as a family friend.

As with most Woody Allen films it’s intricately plotted, with wit, sophistication and emotion, but unusually for his work a few things seemed slightly unresolved. What happened to the architect that Dianne Wiest and Carrie Fisher were both going to the opera with? Did they both decide not to date him? It felt like a scene was missing. Also, there’s a moment in which Barbara Hershey’s character Lee is heading to an AA meeting. Then later she is seen dancing with Michael Caine and enjoying a glass of wine. Did he get her back on the booze and, if so, shouldn’t the story have picked up on this? Or was that a continuity mistake? These points aside, it’s a thought-provoking drama that’s resolved in a very satisfactory way.