2010 Romantic Comedy starring Jay Baruchel and Alice Eve.Boy meets girl. They fall in love. But she's very attractive, while he doesn't consider himself much of a catch — and neither do his friends, who pick at him for being luckier then they think he deserves. Thus he's scared of losing her, even before her gorgeous ex-boyfriend steps in on the scene and declares that he will do all in his power to get her back.
All Girls Want Bad Boys: Inverted; When Molly is going through airport security, Kirk's the only one who's polite to her. Later we find out that she wanted to date him because she was tired of bad boys/cocky "hot" guys.
Digging Yourself Deeper: One of Kirk's friends, happily married, gets a little obsessed when he hears that a woman other than his wife finds him attractive.
Dysfunctional Family: Kirk's family actively try to embarrass him and are deeply incredulous at him going out with Molly. His brother specifically enjoys tormenting him, even though they are both grown adults.
Embarrassing Nickname: Stainer originally had this, but Kirk told him to adopt the nickname so it couldn't be used against him.
Going Commando: Molly claims to be doing this in one scene, but it's likely she was lying to avoid having to swim with Kirk's brother. Later in the movie we learn that she does, indeed, wear underwear when she strips down to her bra and panties in front of Kirk.
Stainer: I am an insane motherfucker! You know that from the break room!
Overreacting Airport Security: Kirk and Stainer's manager tries to hold up Molly, obviously because of her attractiveness, but Kirk gets him to stop.
Race for Your Love: A gender-inverted version of this trope. Whereas many romantic comedies end with the man chasing the woman through an airport so that he can declare his love to her before she flies out of his life forever, in this film Molly chases Kirk through the airport.
"The Reason You Suck" Speech: Kirk gives one to his whole family (minus his mom) and Marnie on the plane. He intended to get off the plane but couldn't...and boy were they pissed.
Devon also lays into Kirk's other friends for both their constant ragging on him and their supposed knowledgeability about the opposite gender, pointing out that for all their supposed wisdom and experience they're just jealous and insecure and don't know nearly as much as they pretend:
You know what, Stainer? All it takes is one. Man, you... You guys sit here and talk about relationships but the truth is, I'm the only one here that's married. Yeah, and I'm tired of you guys busting my nuggets cause I've only been with one girl. It's cause she was the right girl. That's why I married her.
Molly gives one to Kirk, saying because of he issues, he's not a 5, he's a 0.
This is inverted slightly by the fact that Molly lied to her parents about Kirk's line of work and later admits she asked him out because she thought he was "safe".
So Beautiful, It's a Curse: Molly bemoans being placed on a pedestal, when she honestly has plenty of her own hang-ups, insecurities and flaws. The movie primarily focuses on how it's a bit of a curse from Kirk's point of view, since he has to deal with his own insecurities and the petty jealousy and spite of those around him, which consciously or unconsciously work to sabotage the relationship.
Straw Loser: Kirk may be presented as just an average guy, but he looks great next to assholes like his lecherous boss at the airport and especially his brother, who is fat, dumb, boorish, wears tighty-whities and is a sore loser. They're the "1"s to Kirk's supposed "5", basically.