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Life for high schooler Rick Stevens (Nat Wolff) is going all wrong. His mom tries to commit suicide and "While I'm Dead Feed the Dog" is painted on the garage door. It starts with his crush on school hottie Nina Pennington (Selena Gomez). He loses his virginity to his best friend's mom (Elisabeth Shue). His own mom (Mary-Louise Parker) appears as Saint Lola, the saint of teenage sex. He gets pushed into a bet with the mobster's son about having sex with Nina before Arbor Day. She has just broken up with her boyfriend. She likes Josh Groban and he tries to buy backstage passes from sleazy Jimmy Leach (Dylan McDermott).

This is trying to be a teen sex romp with broad satirical humor. It fails in many different ways. The first is that it fails to make Rick a likeable character. The movie needs to dump on him again and again so that he becomes sympathetic. For all the bad things that is supposed to be happening to him, the first big thing in the timeline is him having sex with his best friend's hot mom. He gets the date with the dream girl too early and too easily. He is too dislikable. Selena Gomez is completely bland as the goody girl. The movie is trying to be crude but it's trying too hard. Everything is ugly. The humor is way off. I don't know that much about director Tim Garrick and his writing partner Scott Russell. They don't have much of a track record but I did see their earlier writing effort, Jailbait. It has the same teen sex romp writing with broad satirical takes. The actors are lower grade, the production is lower, and the level of humor is similar. At least, that one's satire marginally works. None of this one works and it's a grind from the very start. I grew to hate the repeat-o-punchlines. This is wasting the talents of some pretty good actors in the adult roles. It's bad.

Mostly this screwball lewd comedy about a nerd who pursues a girl and a crazy set of events unfold does not work. There are some laugh out loud moments but they are minor ones like the Stanford thing. Also there are such good stars you kind of want to watch to see how they act. The plot isn't convincing in a comical way and the crudeness and vulgarity aren't funny most of the time and border on painful and not even funny juvenile in an American Pie way just painful. Kind of feel terrible for fine actors and actresses like Elizabeth Shue, Dylan McDermott here. Mary Louise Parker surprisingly shows some versatility here, different from her previous roles. Nat Wolff is not charismatic enough a dork to carry off this role. Selena Gomez looks cute enough. Heather Graham is quite funny.

Overall only see it if you are in the mood for a few very crude chuckles.

Stupidest movie i ever seen, but , oh what a .... Perfect for rainy afternoon

The story was hilarious the cast and the acting was amazing i recommend this movie it will bring a smile to your face.

The first time I watched it I thought it was totally enjoyable. The second time I watched I thought it's also really quite forgettable and a bit monotonous. So maybe it's only good for one watch. It can often depend on how you're feeling too, as to how you receive a film on any particular time. I think it's a contrived comedy film. The lead character has a lot of snide comments about things. It reminds me of Ferris Bueller in some ways. The Poster has Selena Gomez on it but she's a very incidental character to the plot. It shows the target audience. I however like and know the two female leads, mainly Elizabeth Shue whom I remember from the 80s and the chick from Weeds. What's his name from Earl is wasted. In fact that's the thing about this film, it's all over the shop in terms of a coherent story line. That is fatiguing to watch.