Jonathan Ames, a writer of eccentric novels, penned the book on which this bizarre film is based. His story of confused identities and searching for a workable concept of self was adapted for the screen by Ames with help from co-directors Robert Pulcini and Shari Springer Berman. It is a confusing tale to watch but has moments of comedic insight and a cat of well- known actors that help to make the film entertaining – if a bit of fluff.

We meet English teacher Louis Ives (Paul Dano) after a prelude of daydreaming the three factors that characterize Louis - his obsession with classic literature of the 1920s, his untrained perception of how to relate to people ('awkward' would be a kind term),and his penchant for fantasizing about cross dressing. He is dismissed from his school 'due to budget cuts' (read 'having been discovered trying on a bra and being caught by the headmaster'),yet his inappropriate response is one of glee at having been given the opportunity to move to Manhattan to become a writer.

Once in New York City without connections, he answers an ad for an inexpensive apartment sharing – the ad having been submitted by one very strange Henry Harrison (Kevin Kline),an older down on his heels writer and playwright who supports himself teaching college level literature and who considers himself an aristocrat, serving as an 'escort' for older wealthy women. After an uncomfortable interview Henry consents to allow Louis to be his roommate: after weighing his options Louis accepts the room in the flea infested filthy apartment and begins trying to get to know the secretive and zany Henry.

Henry provides companionship for one Vivian (Marion Seldes) and eventually Louis is brought in as an 'extra man' to provide companionship for one of Vivian's friends (Celia Watson). In the meantime Louis finds work as a telephone salesman for a Green magazine, meets the pretty but unavailable Mary (Katie Holmes),begins to encounter Henry's entourage of loonies such as Henry's bearded and dirty repairman Gershon (John C. Reilly),and gives in to his urge to learn about cross-dressing by visiting a 'teacher ' and finally a make-over artist who places him in the role of a 'woman'. Louis' experience with transvestism fails and alienates Henry – for a brief time. But what this comedic episode results in is Louis' discovery of what is important – friends and family – and Henry and his entourage supply that and the changes this brings in all the characters draws the film to a close.

With a cast such as this we find ourselves wanting to connect with each character – bizarre though they all are – and to a degree this occurs. But the script is spotty and the direction is bumpy and in many ways it feels as though the film simply never gets off the ground. Good moments: no after taste to savor.

Grady Harp

Louis Ives (Paul Dano) is caught pawing a bra and leaves the small college for Manhattan. He sublets a room from eccentric Henry Harrison (Kevin Kline). Henry is a failed playwright and an Extra Man. He's an escort for older women simply for the pleasure of the company and the event. It's neither sex nor money. Louis gets a job at an environmental magazine and falls for coworker Mary Powell (Katie Holmes). He starts to test cross-dressing while Henry mentors him on being an Extra Man. There is also Gershon Gruen (John C. Reilly) who may be the strangest one of all.

Alone, each character could work in a quirky indie comedy. Each one is acted great by these excellent actors. It's too odd and not funny enough. This may need a straight man for the comedy to react. It's a bunch of weird people in a not so funny comedy.

Louis Ives (Paul Dano) has a fascination with women's undergarments, and on occasion likes to wear them. This issue causes him to leave his teaching job and go to New York where he gets a job with an environmental magazine where he develops an interest for vegan Katie Holmes. Meanwhile, Louis takes up residence with the extremely quirky Henry Harrison (Kevin Kline) who enlists Louis to be an "extra man" i.e. a non-sexual cultured escort for older women of wealth. The job doesn't pay, but you do get to meet rich people and go to expensive places.

The part of being the escort I found entertaining, more so then the cross dress fetish. I expected Louis to have gotten "introduced" awkwardly to Katie Holmes on one of his assignments, but such was not the case. The writers tried to be too cute and clever by introducing too many different themes...i.e. let's toss it at the wall and see what stick. If you like indie films, worth a view.

No f-bombs, sex, or nudity