"Is it your mission in life to humiliate yourself?" anti-hero Roger is asked by his boss and ex-girlfriend Joyce. "No," he replies, "It's mostly a hobby."
Roger's latest social gaffe is to gate-crash the party of advertising executive Joyce (Rossellini) - to which he wasn't invited - with his 16-year-old nephew in tow.
They are half-way through an evening whose sole aim is (with Roger's wise counsel) losing the virginity of Nick (Eisenberg) - they're in the Big Apple to lose his cherry.
Earlier, they hit on two girls-about-town, Andrea (Elizabeth Berkley) and Sophie (Jennifer Beals) who warm to the youngster but freeze out Roger.
"I thought you said you succeeded every night," Nick challenges his uncle. "I say a lot of things."
Kidd's big-screen debut - which he also wrote - is a dry torrent of one-liners and bon mots from the copywriter with an opinion on everything.
"Your personality," he tells one bright young thing at the bar, "could be a collection of Vanity Fair articles."
When his ego is dented (as with Andrea and Sophie), he simply panel-beats it out and continues his trawl down the Upper East Side.
However, Kidd, realising he could have created a wise-cracking cliche, twigs that there has to be some sort of moral endgame and engineers a scenario even Roger wishes to dodge.
Scott produces a tour-de-force as the lothario who shoots from the lip while Eisenberg convinces as the virginal teen.
Low-budget it may be but this contains some priceless quips and a pace and flow that leaves you breathless. Dodge it at you peril.
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