Guy Carter (Jason Biggs) is a talented architect with a hot wife and a baby on the way. Sounds like a good life, right? There is one problem: In the midst of a not-great economy, Carter and his wife (Jenny Mollen) are both out of jobs and in desperate need of health insurance for their baby. In a desperate attempt to make some cash, Guy takes an ambiguous driving job that ends up being for driving hookers around LA. The night turns out to be a wild one, complete with a bachelor party job, a kinky BDSM scene, plenty of girl-on-girl makeouts. Ashley Tisdale, Janet Montgomery, and Bria L. Murphy play the starring hookers, and all of them wear nothing but lingerie and pasties over their boobs in plenty of the scenes! Amateur Night will bring out the veteran in your pants!