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The most awkward sex scenes in movies (with video)

The most awkward sex scenes in movies (with video) (photo)

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Nothing can reach the heights (or is it depths?) of awkwardness quite like sex. Here are 11 such embarrassing moments in cinema, from the near-bestiality of “Howard the Duck” to Jason Biggs getting intimate with his mother’s baked goods in “American Pie” to the endless pounding (and yammering) of “Bridesmaids.” Never before has a turn-on seemed so… off.

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Howard the Duck (1986)

A film so appallingly misguided that we’re still waiting for it to be revealed as one big put-upon in the first place (kind of like producer George Lucas’ later “Star Wars” prequels), “Howard the Duck” reaches its lowest low with the would-be sex scene between Cleve-Land rocker chick Lea Thompson and a wisecracking, cigar-chomping alien duck. “Would-be” is enough to send anyone over the edge in this particular situation, though, as it dares to go beyond “Wrong” territory and into borderline bestiality — complete with a few seductive eyebrow-raises from the duck himself. Both fortunately and unfortunately in equal measures, Howard stops Lea before she gets completely naked, suddenly becoming possessed by the audience’s discomfort and outrage and putting a stop to all this before it goes completely batshit insane. Whew, that was close! “Howard, you really are the worst!” says Thompson at one point. Yeah.


Knocked Up (2007)

Having “pregnant sex” has its physical and practical challenges, and “Knocked Up” doesn’t shy away from really getting into the sordid details. The first attempted sexual position between Ben (Seth Rogen) and Alison (Katherine Heigl) has her on her back and him on top — “Just do it!” she exclaims, frustrated, but Ben can’t shake the image of his penis poking their unborn child in the face. Their next attempted position has him on his back and her riding him, but she quickly becomes self-conscious: “I know I look gross… my boobs are all mushy, it’s all like National Geographic.” The third and final attempted position has them on their sides and him doing her from behind; this looks like it might be the answer to all their problems — until he freaks out about feeling the baby kick. “It was a bad kick!” he exclaims, and again goes back to not being able to shake the image of poking the poor kid in the face with his cock. Thank you, Judd Apatow, for showing us the true consequences of a drunken one-night-stand.


Superbad (2007)

The somewhat harrowing sex scene between Becca (Martha MacIsaac) and Evan (Michael Cera) in “Superbad” is a classic example of your first time not being anywhere near how you imagined it would be. Becca is way drunk, and her attempts to arouse her partner with (rather adorable) “dirty talk” just aren’t working. “I’m so wet,” she whispers, to which he responds, “Yeah, they said that would happen… in Health…” It goes on like that for a while: Becca says something she thinks is going to turn the highly dubious scenario into a rousing session of writhing passion, and Evan counters with some sort of nervous hesitation. “I am going to give you the best Blow-J ever… with my mouth!” she squeals; “Why don’t we just kiss a lot?” he responds. “You have such a smooth cock,” she giggles; “Thank you, you would, too, if you were a man… ” This is a truly funny and ultimately heartbreaking scene that ends with her vomiting all over the damn place.


Can’t Hardly Wait (1998)

“Yo, I gotta have sex tonight!” So proclaims Kenny Fisher (Seth Green), aka Special K, a wannabe hip hop artist who vows to lose his virginity at the hottest high school graduation party in town. He’s armed and prepared for the endeavor with “The Love Kit,” a backpack full of sexual assists and enhancements, including but not limited to a “‘Fragrance of Love’-scented candle, bitch! Damn.” Once at the party, Kenny retreats to the bathroom to “get ready” — unfortunately, his warm-up exercises inspired by the writings of the Kama Sutra (another accessory of The Love Kit) lead to an unexpected case of “premature evacuation.” As he struggles to clean up the mess, Denise (Lauren Ambrose), who just had a brownie thrown at her face, enters the bathroom, catches sight of him and… well, this awkward moment becomes even more awkward after the handle on the bathroom door breaks off, locking them both in. They eventually have sex in the bathroom, though, so what started off as a train wreck turned into a home run, didn’t it?


American Pie (1999)

Jim: Guys, uh, what exactly does third base feel like?
Kevin: You want to take this one?
Chris “Oz” Ostreicher: Like warm apple pie.
Jim: Yeah?
Chris “Oz” Ostreicher: Yeah.
Jim: Apple pie, huh?
Chris “Oz” Ostreicher: Uh huh.
Jim: McDonald’s or homemade?

And you know what happens after that. One of the most bizarre images ever put to film — a teenage boy pleasuring himself with his mother’s homemade apple pie — actually leads to a touching scene of father-son bonding, as Jim’s Dad tries to turn the beyond embarrassing moment into an opportunity to talk man-to-man about this sort of stuff. “I have to admit, you know, I did the fair bit of… masturbating when I was a little younger. I used to call it stroking the salami, yeah, you know, pounding the old pud. I never did it with baked goods, but you know your Uncle Mort, he pets the one-eyed snake five to six times a day!” Leave it to Jim’s Dad to try to make the most of such a situation. Yeah, this bit of cinematic sexual deviance seems rather tame today, but back in 1999, oh boy was it a doozy.


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Hits from the '80s are on repeat all Christmas Eve and Day on IFC.

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It’s the final countdown to Christmas and thanks to IFC’s movie marathon all Christmas Eve and Christmas Day, you can revel in classic ’80s films AND find inspiration for your last-minute gifts. Here are our recommendations, if you need a head start:

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Most people measure time in minutes, hours, days, years…At IFC, we measure it in sketches. And nothing takes us way (waaaaaay) back like Portlandia sketches. Yes, there’s a Portlandia milepost from every season that changed the way we think, behave, and pickle things. In honor of Portlandia’s 8th and final season, Subaru presents a few of our favorites.

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Celebrity All-Star by Sisters Weekend is available now on IFC's Comedy Crib.

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Sisters Weekend isn’t like other comedy groups. It’s filmmaking collaboration between besties Angelo Balassone, Michael Fails and Kat Tadesco, self-described lace-front addicts with great legs who write, direct, design and produce video sketches and cinematic shorts that are so surreally hilarious that they defy categorization. One such short film, Celebrity All-Star, is the newest addition to IFC’s Comedy Crib. Here’s what they had to say about it in a very personal email interview…

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IFC: How would you describe Celebrity All-Star to a fancy network executive you just met in an elevator?

Celebrity All-Star is a short film about an overworked reality TV coordinator struggling to save her one night off after the cast of C-List celebrities she wrangles gets locked out of their hotel rooms.

IFC: How would you describe Celebrity All-Star to a drunk friend of a friend you met in a bar?

Sisters Weekend: It’s this short we made for IFC where a talent coordinator named Karen babysits a bunch of weird c-list celebs who are stuck in a hotel bar. It’s everyone you hate from reality TV under one roof – and that roof leaks because it’s a 2-star hotel. There’s a magician, sexy cowboys, and a guy wearing a belt that sucks up his farts.

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IFC: What was the genesis of Celebrity All-Star?

Celebrity All-Star was born from our love of embarrassing celebrities. We love a good c-lister in need of a paycheck! We were really interested in the canned politeness people give off when forced to mingle with strangers. The backstory we created is that the cast of this reality show called “Celebrity All-Star” is in the middle of a mandatory round of “get to know each other” drinks in the hotel bar when the room keys stop working. Shows like Celebrity Ghost Hunters and of course The Surreal Life were of inspo, but we thought it
was funny to keep it really vague what kind of show they’re on, and just focus on everyone’s diva antics after the cameras stop rolling.

IFC: Every celebrity in Celebrity All-Star seems familiar. What real-life pop personalities did you look to for inspiration?

Sisters Weekend: Anyone who is trying to plug their branded merch that no one asked for. We love low-rent celebrity. We did, however, directly reference Kylie Jenner’s turd-raison lip color for our fictional teen celebutante Gibby Kyle (played by Mary Houlihan).

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IFC: Celebrity seems disgusting yet desirable. What’s your POV? Do you crave it, hate it, or both?

Sisters Weekend: A lot of people chase fame. If you’re practical, you’ll likely switch to chasing success and if you’re smart, you’ll hopefully switch to chasing happiness. But also, “We need money. We need hits. Hits bring money, money bring power, power bring fame, fame change the game,” Young Thug.

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IFC: Who are your comedy idols?

Sisters Weekend: Mike grew up renting “Monty Python” tapes from the library and staying up late to watch 2000’s SNL, Kat was super into Andy Kaufman and “Kids In The Hall” in high school, and Angelo was heavily influenced by “Strangers With Candy” and Anna Faris in the Scary Movie franchise, so, our comedy heroes mesh from all over. But, also we idolize a lot of the people we work with in NY-  Lorelei Ramirez, Erin Markey, Mary Houlihan, who are all in the film, Amy Zimmer, Ana Fabrega, Patti Harrison, Sam Taggart. Geniuses! All of Em!

IFC: What’s your favorite moment from the film?

Sisters Weekend: I mean…seeing Mary Houlihan scream at an insane Pomeranian on an iPad is pretty great.

See Sisters Weekend right now on IFC’s Comedy Crib

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