"Life is a lot like death: it happens to everyone whether they like it or not. And the meaning of it all? Honestly? Who gives a fuck?"
— Roderick Blank
A guy's life is turned around by an email, which includes the names of everyone he's had sex with and ever will have sex with... and his current fianceé is only #29 of a list of 101. Not only does hilarity ensue but to Rodrick's horror, the final name of the list is the just discovered true identity of "Death Nell" a misandrist vigilante who drugs men into comas...
This film provides examples of:
- A.I. Is a Crapshoot: The Machine seems to have some level of thinking ability since it "Answered questions nobody ever asked".
- Alcohol-Induced Bisexuality: Rod's one male hookup is a man named Terry, and Rod orders a whole bottle of alcohol beforehand. Otherwise, he's only attracted to women.
- Asshole Victim: All of Death Nell's victims are guilty of something, from making date rape drugs to paedophilia.
- Babies Ever After: Rod ends up happily with Gillian, which is introduced when their little son wakes them up.
- Bed Trick: Rod goes into the wrong room while late at night to have sex with a woman. He learns the next day that he'd been with her grandmother (who had died happily from the experience), horrifying him.
- Death by Falling Over:
- One of Death Nell's intended victims falls to his death over a landing when stumbling backward from her.
- Miranda died after she'd slipped on spilled wine and then hit her head.
- Gillian's husband also died after he slipped on a pencil.
- Disproportionate Retribution: Some of Death Nell's victims are probably not deserving of being put in comas. At worse, they were unkind to women, e.g. by sleeping with and then dumping them, or making misogynistic insults.
- Dogged Nice Guy: Roderick is this and take the low-key yearning route even after he has been told that she is not interested. She immediately points out the problems with this trope.Miranda: "Why is it that men think that women, women, are like these giant thermometers at those telethons? Where every time you do something nice for them, they get a little redder, and a little redder, and a little redder, and we hit the top and we have to fuck you!
- Domestic Abuse: Death Nell endured abuse by her husband, who had forced her to engage in sexual roleplay she found degrading, and beat her as well.
- Double Standard Rape: Female on Male: A bus full of attractive 18 year old catholic school girls find Roderick after he injures himself falling off his bike. They decide that he was sent by God to take their virginity. He is barely conscious and would have objected had his head been together.
- Dream Sequence: Roderick actually comments that he wishes one of his sexual encounters was a dream sequence. Later in the movie there is one that involves Rod cutting his penis off to ensure he won't have sex again.
- Embarrassing Tattoo: There is a montage of Chinese characters tattooed on different girls lower back, the last one means "grapefruit".
- False Reassurance:
- Roderick is in a club with his friend Trixie when they spot Bambi Kidd and Thumper Wint, a celebrity Lipstick Lesbian power-couple. He takes a quick look at his list and finds that they're both on it.
Trixie: "Don't tell me one of em's on that fucking list. That list of fucking—"Roderick: "No, one of them is not on the list".- It's also a case of Exact Words.
- Fanservice Extra: Nearly all of the women Rod hooks up with are young and beautiful. Most only appear in one scene.
- Foregone Conclusion: The men who run the machine insist that it is always accurate and what it predicts cannot be avoided. They're right.
- Freeze-Frame Bonus: The different names on the list include Selena Kyle and Annabelle Lee.
- Kavorka Man: Simon Baker is clearly attractive but he manages to convince an assortment of beautiful women to have sex with him with practically no effort.
- Leaning on the Fourth Wall: A news reporter talks about finding Death Nell's drivers license at the scene of the crime, ending with "Later we'll have more on this dramatic license".
- Loophole Abuse: Fred tries to come up with some to help Rod with his dilemma. He suggests blow jobs to replace sex, and that he could go back to a former lover since their name only appears once no matter how many times they have sex.
- Magical Computer: The Machine which can predict a random person's entire future.
- Meaningful Name: Gillian de Raisx is an allusion to Gilles de Rais, one of Joan of Arc's closest confidants and possible child Serial Killer.
- No Bisexuals: The "Ultimate Lesbian Power Couple" Bambi and Thumper willingly engage in a threesome with Rod. He's also indicated to be far from the first. No one calls them bisexual however, despite it making this description a misnomer.
- The Oner: Roderick's sex partners 67, 69 and 71 are introduced in a 1.5 minute uninterrupted take: Roderick is in a club sitting at the bar and the camera pans back and forth over the full length of the bar counter. On every direction change, the season and guests in the bar change, starting with a regular day on the first pan, a Christmas party on the second pan and new year's eve party on the third pan.
- One-Steve Limit: Actually a plot point. Roderick has sex with an old woman and realises both her and her granddaughter are named Cynthia Rose. Later he tries to find a different woman named Gillian De Raisx but the silent x makes it extremely difficult.
- Out with a Bang: Roderick accidentally has sex with an 88 year old woman in the dark. Her son says they found her with a contented smile on her face. Roderick and Gillian both plan to go out this way in the end but change their mind.
- Prophecy Twist: Gillian aka Death Nell really is the last woman Rodrick ever sleeps with... because they get married and live Happily Ever After.
- Really Gets Around: Roderick has sex with over seventy women during the film (and even before he was a ladies' man prior to getting engaged), though most of the encounters aren't shown on screen.
- Screw Destiny: Roderick eventually falls for a woman whose name is not on the list who ends up dying before they can have sex. Rodrick almost has sex with the corpse before collapsing in grief.
- Self-Fulfilling Prophecy: If Roderick never got the list then he probably would have married Fiona and never met the rest of the women on the list. He resigns himself to doing what the list says at one point having sex with a crazy homeless woman and a man just because it says he will.
- Serial Killer: Death Nell is a de facto one, since she drugs men into irreversible comas. At the end of the movie, all of her victims wake up.
- Shout-Out: Thumper Wint and Bambi Kidd have the first names of two adorable woodland creatures from Disney's Bambi (which are also the names of a pair of henchwomen from Diamonds Are Forever) and the last names of the Bantering Baddie Buddies from Diamonds Are Forever.
- Threeway Sex: Roderick has sex with Bambi and Thumper, a (supposedly lesbian) couple.
- Vigilante Man: Death Nell seduces men who had mistreated women in different ways (ranging from date rapists to just insulting or exploiting them), drugging the guys into comas.
- You Can't Fight Fate: Rod tries to go against the list, but it never works. He eventually gets resigned and just goes along with it, his feelings be damned, sleeping with whoever it says he's going to.
