- Many of Judd Apatow's works, namely The 40-Year-Old Virgin, are this if they aren't "Give The Perverted Stoner With Arrested Development A Chance."
- Subverted in A Cinderella Story in that by the end, the Alpha Bitch is willing to give the geek a chance - but he chooses the weird, purple-haired announcer girl. Not to mention the real reason why she wanted to get with him was after he starred in that commercial and became popular. Earlier, after they had kissed during the ball and when she found out she had actually kissed him, she promptly expressed her disgust.
- In the American Pie films, Jim Levenstein and Michelle Flaherty fit this trope. While it's true that Michelle is also a geek (specifically, a band geek), she's a sexed-out band geek played by Alyson Hannigan. In-universe, Jim initially dismissed Michelle for her dorkiness, whereas she seems to have chosen him at least partly by physical attraction.
- In Back to the Future, sci-fi writing and socially inept George McFly gets the girl, though with a bit of help from his time-traveling son. Although, he still managed to get together with Lorraine originally even without the help of his future son. The difference being, due to Marty's involvement, was how they got together, ultimately ending up improving their lives drastically, which Marty discovered upon returning to 1985.
- In Can't Buy Me Love, nerd Ronald Miller ends up with cheerleader Cindy Mancini.
- Discussed in Clerks II, possibly a lampshade-hanging of the Real Life Kevin Smith example. Becky explains to Dante that Emma (played by Smith's wife Jennifer Schwalbach Smith) is the type of girl who has had her share of good-looking Jerkass types and is now ready to settle down with Dante.
- The 2008 Get Smart movie has Maxwell Smart (played by professional nerd Steve Carell) and gorgeous bombshell Agent 99 (played by authentic hotness Anne Hathaway) hook up.
- High School Musical offers a gender-flipped version, with basketball star Troy falling for shy, science geek Gabriella. Gabriella is very attractive, but the fact she's on the academic decathlon team, gets labelled the 'freaky math girl', and her Establishing Character Moment is reading a book at a party, plants her firmly in geek territory. However, they're both equally smitten from the moment they meet, and Troy is outright proud of her achievements rather than put off.
- In the Disney Channel movie Geek Charming, Josh Rosen, a high school film geek, decides to make a documentary about high school popularity and chooses Dylan Schoenfield, the most popular girl in school, as his subject. Over the course of making the film he discovers the real Dylan and she begins to see that Josh is the one for her.
- Ghostbusters:
- Applied with irony in the original film when geeky accountant Louis Tully keeps hitting on pretty cellist Dana Barrett, despite Dana's constant hints that she wants absolutely nothing to do with him. However, once they're both possessed, they merge the key and the gate. In Ghostbusters II Louis and the Ghostbusters' Sassy Secretary Janine Melnitz end up babysitting Oscar and, after some wine and pizza, start making out on the couch.
- Janine also experienced Ship Tease with Egon, The Smart Guy of the Ghostbusters, both in the original film and in the animated series. Egon's first reaction with Janine is to come out from under her desk, in a possibly suggestive manner (he was fixing her computer), she cries into his chest when she worries he might die in the showdown with Gozer (he reciprocates with an awkward hug), and comes up to Egon eagerly once they've defeated him. In the cartoon, he's Oblivious to Love, to the point where she lets an evil fairy possess her and change her appearance, hoping she'll finally get Egon's attention. The Janine/Louis relationship is part of why some fans (especially those who grew up with the cartoon) disavow the second film.
- 2009's I Love You, Beth Cooper. High school valedictorian stalker nerd with an enormous nose meets up with Hayden Panettiere as Beth Cooper. Nuff said! They don't actually end up a couple at the end, although he plans to continue pursuing her after the film. She does mention that she envies him. He might be a nerd, but he's going places, while she's a popular girl who may go to a community college.
- Love Hard: Natalie has been swiping right on hunks the entire film but eventually realizes she's genuinely in love with the nerdy Josh.
- In The New Guy the geeky and socially awkward Dizzy ends up with head cheerleader Danielle.
- Nick and Norah's Infinite Playlist: The geeky, unmacho Nick gets the girl, naturally. (Inverted in the book, where she is somewhat dowdy while he is compared to a gay porn star.)
- Revenge of the Nerds: Louis Scholnik spends almost the whole movie as Abhorrent Admirer to Betty Childs, until he tricks her into having sex with him by wearing her boyfriend's masquerade costume. One best-orgasm-of-her-life later, she falls for him when he reveals who he really is.Betty: Are all nerds as good as you?Louis: Yes.Betty: How come?
- Scream 4 has an unusual zig-zagged version. Hot Tomboy Kirby has a thing for Nerdy Charlie, but can't close the deal due to a Moment Killer. Turns out, Charlie's had the hots for her for a while but that doesn't prevent him from trying to kill her later, which may have been fueled by Kirby's Oblivious to Love attitude towards him for the last several years.
- She's Out of My League has this as the central plot driver. In fact, the geek is constantly trying to find some kind of flaw in the girl in order to justify to himself and his friends why she's with him. When he finds one (her toes are slightly out of proportion), he's disappointed, and they end up breaking up over this. They do get back together at the end, though.
- Sideways. Lampshaded by Paul Giamatti's long monologue comparing different types of wines.
- Hilariously subverted in National Lampoon's Stoned Age, when the nerd is, and is called a complete moron by everyone, watches his dream girl marry his jock older brother, and when the girl is kidnapped by a rival tribe and his own tribe runs away, the nerd goes through the trouble of trying to rescue his beloved, only to find out that she's staying with the rival chief because he's manlier than her brother, and provided her with furs, jewelry, and food. Also, he has guaranteed sex with a tribe of hot amazons, but naturally, he fucks it up. In the end, though, the nerd doesn't die a virgin, because he had sex with a monkey,
- The Sorcerer's Apprentice has a science nerd get together with an attractive art student. Oh, and he's also a sorcerer. Oddly enough, the latter actually interferes with his attempts to get her to like him. Plus, she probably remembers that he actually used to be a cool kid in school until "the incident".
- Superbad
- Complete geeks Evan and Seth end up with hotties Becca and Jules. They do mention that Jules is a recent hottie. Then again, she's played by Emma Stone.
- There's also Fogel who gets to have (aborted) sex with a hot redhead before being publicly arrested (which only boosts his coolness factor up to eleven).
- In 10 Things I Hate About You, the beautiful and popular (for her age, at least) Bianca eventually chooses the fairly-geeky Cameron over the super-popular Joey when she realizes he's a legitimately nice guy. Kind of subverted, as Cameron really isn't that geeky at all; he just has to put up with the social stigma of being the "new guy." Part of the story involves Bianca finding out that many of her preconceived notions about people are wrong.
- In Can't Buy Me Love, nerd Ronald Miller ends up with cheerleader Cindy Mancini.
- Subverted in Wet Hot American Summer with Katie and Coop. Though she seems to warm up to him and even confesses her love for him, at the very end of the movie she rejects him for the hot Jerkass Andy, telling Coop that she really likes him, but she just wants to have sex with a hot guy and she doesn't care if he treats her like crap.
- In Where the Heart Is, Natalie Portman's character falls for the "library guy".
- In his movies, Woody Allen has dated or been married to Téa Leoni, Goldie Hawn, Helena Bonham Carter, Elizabeth Shue, Julia Roberts and Mira Sorvino, among others. Of course, given his string of real-life wives, this could also be a case of fiction imitating reality.
- In X-Men: First Class, Raven is incredibly forward with Hank. Unfortunately, he's too caught up in angsting over being a mutant.
- Neurotic, geeky Columbus and hot "bad girl"-type Wichita in Zombieland are a pretty textbook example, although it probably helps that he may be the only guy her age left after the zombie apocalypse.
