Continuity mistake: When Tripp meets Crabtree and his transvestite friend at the airport you see a lady in a black leather coat walking right behind them. Then they meet and exchange pleasantries, and when they move on the same lady is walking by in the same direction. (00:05:50)
Continuity mistake: At the welcoming party Gaskell talks to Antonia. The dog comes and starts sniffing at her. When the camera angle changes the dog is sniffing at Gaskell. (00:11:05)
Continuity mistake: When Tripp and Crabtree arrive at the Gaskells' house there is no snow. A little while later he goes out to get some fresh air, and everything is covered with a thick layer of snow, although it is snowing only lightly. (00:12:40)
Revealing mistake: When Tripp talks to James in the Gaskells' garden it is snowing quite a lot in the distance, but only very little at the place where they are standing. (00:14:15)
Factual error: In the film we can see the jacket that Marilyn Monroe was wearing the day she married Joe DiMaggio, only the colour is wrong. We are shown a dark black jacket, though it actually was a brown one. (00:18:25)
Continuity mistake: When James washes a codeine pill down with liquor he spits it at Tripp's chest. In two successive shots you see first liquor spraying at Tripp, then a sole pill flying at him, but liquor neither in the air nor on his coat. (00:25:15)
Continuity mistake: When James takes a second try to get the pill down the liquor bottle is fuller than when he tries first. (00:25:35)
Continuity mistake: When Trip passes out at Wordfest, and he wakes up with Sarah standing over him, watch her hands. Every time they switch shots, her hands switch back and forth between holding a cigarette and a box of cigarettes, to her simply having her hands at her sides. (00:28:35)
Continuity mistake: After Tripp and James break into Emily's parents' house James pours himself a glass of whiskey. When he leans back the glass is fuller than before. (00:57:55)
Revealing mistake: Michael Douglas pulls up to the curb to park his car. When he opens his door, it hits a fire hydrant, which moves! This is very easy to spot. (01:08:50)
Continuity mistake: In the scene where James Leer is getting dressed in Crabtree's room, we first see James wearing just a pair of white underwear. The scene cuts away from him for a couple of seconds, and then cuts to him again, only this time he is wearing black pants. He couldn't possibly have gotten dressed that quickly. (01:21:40)
Character mistake: James Lear is described as a Sophomore Lit major in the first scene, and at the end of the movie at Word Fest as a Junior.