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Film / My Awkward Sexual Adventure

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My Awkward Sexual Adventure (2012) is a Canadian Sex Comedy about the... well, awkward sexual adventure of an ungainly, boring accountant named Jordan Abrams. Dumped by his long-term girlfriend, Rachel, due to his lack of sexual skill, Jordan first embarks on a quest to make her jealous, but soon finds himself on a mission of sexual self-exploration, helped along by a stripper named Julia. While Rachel tries and fails to find fulfillment in her own sexual adventure, Jordan begins to wrest control of his own life. It just takes him some time to get there.


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  • All Women Are Doms, All Men Are Subs: Inverted - Julia has herself Bound and Gagged and Jordan whips her. Actually subverted, since it's a learning exercise for him to take a verbal stand and she's the one mocking him.
  • Apologizes a Lot: Jordan. Julia tries to cure him of it by having him play the aggressor while she's tied up.
  • Attractive Bent-Gender: Jordan realizes that his bully of a boss was actually more attracted to him after she saw him crossdressing on television.
  • Beta Couple: Dandak falls in love and he and Reshma serve as this just as Jordan breaks out of his boring relationship with Rachel.
  • Bitch in Sheep's Clothing: Rachel. Julia helps Jordan see this after pointing out how often she's said hurtful things to him without caring about his feelings... while Julia is chained up in BDSM gear and goading him to whip her, no less.
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  • Blatant Lies: After they go their separate ways, Julia insists to Jordan that she prefers being a stripper. Cut to her giving a lapdance with an unhappy look on her face.
  • Bouncer: Spike from the strip club is a sympathetic example.
  • Bread, Eggs, Milk, Squick: Dandak's description of falling in love with Reshma:
    Dandak: It's like waking up from a long nap and eating curried scrambled eggs and being tucked in by your mom and like peeing in the bath, all at the same time, but even better.
    Dandak: (while Reshma's massaging him) I wanna die on this couch.
    Reshma: I wanna have our babies on this couch.
    Dandak: I want our babies to die on this couch. I want this couch covered in dead babies.
  • Break-Up/Make-Up Scenario: Julia refuses to see Jordan again after he left her for Rachel while she was confessing her feelings for him, but he wins her back with a Grand Romantic Gesture.
    • Subverted with Jordan and Rachel, who get back together even as the former is no longer really interested in the latter.
  • Call-Back: While on the phone with Rachel (who's with another partner), Jordan hears a song from their sex playlist playing in the background and deduces she's sleeping with someone else. The same songnote  plays over the end credits to the sounds of Julia and Jordan having Their First Time.
  • Chekhov's Skill: Early on, Dandak's ramblings about clitoral stimulation (despite him trying to hide his slutty side) seem unimportant. However, this is how Jordan starts his relationship with Julia and then gets Rachel interested in him.
  • Cluster F-Bomb: When Rachel dumps Jordan for the second time:
    Rachel: You f... You little fucker, you did mean those things. Oh my God, I knew that you did... Fuck... you! Fuck you!
    Jordan: Fine! So fuck you!
    Rachel: Oh fuck you harder, you don't even know how to fuck. Fuck you!
    Jordan: You fucking motherfucker, I'll fucking fuck you!
    Rachel: You are a fucking fuck... tard, fuck you and fuck you forever!
    Jordan: Hey, you know what? Fuck you, you fuckstress, you fucking fuckstress!
    Rachel: You don't know how to fuck anything, you fucking fuck-fucker! Fuck! You fuck so bad!
    Jordan: Fuck yourself, you fuuuuck!
    Rachel: Fuck you!
  • Control Freak: Rachel cannot stand anything being out of her control. Neither can Jordan's mother.
  • Country Matters: A role-playing Jordan says this to Julia, who's playing Rachel, right as the real Rachel walks in. It startles all parties involved, considering how diffident Jordan usually is.
  • Cringe Comedy: Well, it does have "awkward" right in the title.
  • Disposable Fiancé: Rachel, especially after Jordan leaves her at their own engagement dinner.
  • Dogged Nice Guy: Jordan is a Deconstructed Character Archetype - on all the pictures with Rachel after whom he's been pining for 24 years, he is present as this. When he finally got a shot with her, he continued to be meek and obedient which ruined any chance of a decent relationship. The film is about him not being able to stop with the Dogged Nice Guy behavior well after they break up.
  • Dragged into Drag: Julia pushes Jordan to cross-dress to deal with his sexual insecurities, only for him to encounter his old rabbi, a crossdressing blogger, and a news crew who broadcasts his appearance to friends, family, and coworkers.
  • Extreme Doormat: Jordan is used to groveling, not standing up to his boss, and blaming himself for things that aren't even his fault.
  • Forgot to Pay the Bill: Julia regularly ignores any and all financial documents, preferring not to worry over finances. This comes back to bite her when her furniture is repossessed due to unpaid debts.
  • Friendless Background: Julia's loan application reveals that she has no family to speak of and very few friends.
  • Good People Have Good Sex: Nice Guy Jordan fails to keep Manipulative Bitch Rachel interested in sex, but though it's prefaced by his usual awkwardness, he and Julia have a pretty great first time.
  • Grand Romantic Gesture: Jordan buys a vacant lot that Julia had been eyeing to remodel and converts it into the same restaurant she had always dreamed of, and invites her on as chef. And they had only known each other for a couple of weeks at this point and had been apart for a month!
  • Green-Eyed Monster: Rachel doesn't care about Jordan, but is furious when she sees him with Julia to the extent that she seeks out her address and goes there to reclaim him.
  • The Grovel: Jordan cannot stop doing that.
  • Hands-On Approach: A NSFW version when Julia encourages Jordan to experiment his newfound cunnilingus skills on her.
  • Henpecked Fiancee: Jordan at his engagement party. Combined with My Beloved Smother.
  • Hidden Depths: Julia is a talented cook who takes great pride in the craft.
  • Idealized Sex: Completely averted, even at the end.
  • Jerk Ass: Jordan's boss.
  • Jewish and Nerdy: Straight-laced, diffident accountant Jordan is Jewish.
  • Jordan From Accounting
  • Ladykiller in Love: Dandak, with Reshma.
  • Love Confession: Julia admits her growing feelings to Jordan after their first kiss, not realizing he's already gone. Jordan does one to her in the end... sort of.
  • Manipulative Bitch/Master of the Mixed Message: Rachel strings Jordan along when she wants his attention and kicks him away when she's bored of him.
  • Mean Boss: Jordan's boss is a Jerk Ass bully who takes smug pride in giving him extra work and mocking him.
  • Mentor Ship: Jordan and Julia fall for each other while the latter helps the former experiment with sex.
  • Moment Killer: Dandak and Reshma, as Julia is trying to get a Love Confession through the bathroom door.
  • My Girl Is a Slut: Dandak is relieved to find out that Reshma is secretly promiscuous, as he is too.
  • No Social Skills: Jordan.
  • Not What It Looks Like: After he orgasms right into the eye of the rub-and-tug worker, Jordan tries to help her... only for security to walk in with him looking like he's trying to assault her.
  • Operation: Jealousy: Jordan attempts this unsuccessfully, trying to take pictures with hot girls and send them to Rachel, then calling her and lying about how much fun he's having. Then Julia shows him how to do it properly and Rachel flips out.
    Julia: I'm going to give you a photo that'll make your girlfriend so wet she's gonna get yeast infection.
  • Parental Incest: Played for squicky laughs when Jordan tries to prolong his erection at the rub-and-tug by thinking of his mother — which in turn makes him hallucinate that the worker is his mother, and he has an orgasm after she gives him a finishing move, much to his humiliation.
  • Parodies for Dummies: Jordan buys a book on Cunnilingus. Julia points out it's useless unless he learns from experience.
  • Perfectly Arranged Marriage: After Dandak's parents spend years unsuccessfully trying to find him a wife, sparks fly immediately when he meets Reshma. Especially after he finds out she's just as promiscuous as he is.
  • Perpetual Poverty: Julia has little money and a mountain of debt, combined with poor personal finance skills and and refusal to learn. That she constantly blows money on frivolous culinary purchases doesn't help. Jordan's half of the bargain is dealing with her finances, and he guesses that she keeps herself with little money because she's afraid of chasing her dream of owning a restaurant, and the look on her face suggests he's completely right.
  • Pitbull Dates Puppy: Headstrong, aggressive Julia falls for Extreme Doormat Jordan.
  • Really Gets Around: Rachel has sex with no less than 4 people within a week or so.
  • Sex Comedy: Combined with Cringe Comedy.
  • Sex Is Liberation: Played straight with Jordan, who becomes a little more confident and assertive with Julia's help, but averted with Rachel, who is consistently left disappointed and unsatisfied with exploring sex.
  • "Shut Up" Kiss: At the end.
    Jordan: See, that's what I meant-
    Julia: Shhh. *"Shut Up" Kiss*
  • Sickeningly Sweethearts: Dandak and Reshma. They even go to the bathroom together. Both are faking it to cover up their love of promiscuity, which ends up bringing them even closer together when they both admit it to each other.
    Dandak: We want to pee.
  • Single Woman Seeks Good Man: Julia.
  • Stripper With A Heart Of Gold: Julia helps a piss-drunk stranger, takes him home, treats him cookies and takes a sexy photo with him to help his plight. And she gives him pants so he doesn't have to go in his boxers all the way back.
  • That Man Is Dead: After his fiasco at the party, Jordan asks Dandak to be his sexual mentor.
    Jordan: I need the old Dandak back, okay, the old Dandak to teach me his tricks and go out and talk to girls for me and have them sleep with me so I can get better-
    Dandak: No, I have to concentrate on this, okay, you need to consider that Dandak gone.
  • Their First Time: Audio of Jordan and Julia's first time plays over the end credits, juxtaposed with a shot of them blissfully asleep in bed together.
  • The Social Expert: Dandak.
  • Think Unsexy Thoughts: Jordan desperately tries this to prolong his erection at the rub-and-tug. It works... temporarily.
  • Unlucky Everydude: At 36, Jordan has a boring job, is ordered around by his boss, his mother and his girlfriend and lacks any confidence whatsoever.
  • What Happened to the Mouse?: Rachel is never seen again after Jordan breaks up with her at the engagement dinner.
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