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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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Tony Montana is all about money, power and respect. And while we can’t promise you’ll get money or power by taking our Scarface quiz below, you will get respect if you get a perfect score. One out of three ain’t bad. Click below to take the quiz, and catch Scarface this month on IFC.

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With a career spanning five decades, “Weird Al” Yankovic has defined the song parody genre and become a beloved pop culture icon. Starting June 3rd, you’ll be able to catch him as the brand new Comedy Bang! Bang! bandleader Fridays at 11P on IFC.

We recently chatted with Al about joining Scott Aukerman on the new season, his upcoming tour, favorite CB!B! characters and his future dream projects. (Hint: it might involve actors spontaneously breaking into song.)

The Comedy Bang! Bang! bandleader gig seems like a natural fit for you. Did it take any time to get acclimated?

Weird Al: Yeah. It’s a slightly different skill set. The accordion is my main act, but I don’t use it on the show at all. It’s a keyboard setup. The actual setup is a little bit of a combination of what Reggie [Watts] had and [Kid] Cudi had. And a few extra things thrown in. So I’m trying to do my own version of what they brought to the show.

You’ve been on the Comedy Bang! Bang! podcast and the show many times. Do you have a favorite CB!B! character?

Weird Al: I’d probably have to say Doctor Time. Every time Scott wants me to do an evil character, he’s always got a bad English accent. [Laughs] Any time my character goes evil, he becomes sort of British.

Any favorite guests you’ve worked with?

Weird Al: Gosh, I love them all. Paul F. Tompkins is always fun. His Andrew Lloyd Webber character, Cake Boss, everything he does. And Andy Daly as well. They’re so versatile and so amazing at improv. That’s the one thing I was a little nervous about because I’ve never been super confident with my improv skills. But Comedy Bang! Bang!, particularly the TV version, is good for that because it’s all heavily edited. So it kind of gives me permission to try out whatever comes to my mind, so if it really sucks, they’re not gonna use it. [Laughs]

Scott Aukerman Weird Al

Your upcoming tour is a continuation of your Mandatory Fun tour from last year. Any new elements to the show?

Weird Al: Well, it is the same tour, so it’s not that much different. I might freshen some video a little bit. I’m hoping to use a bit or two from the current season of Comedy Bang! Bang! and slip that into the show somewhere.

The tour starts June 3rd in St. Petersburg, Florida and ends September 24th at Radio City Music Hall. How do you keep up the pace? 

Weird Al: It’s just a mindset. I’m really only working for two hours a day, so I basically just save up my energy for the show. I relax, surf online, watch satellite TV, read a book, rest my voice, and then give it all I got when I’m onstage.

Looking back at your vast song catalog, was there ever a parody that came to you immediately upon hearing the song?

Weird Al: Yeah, that’s happened a few times. More often than not, I have to think about it and analytically work out all the variations on a theme that I can and pick out the one with the most potential. But there’s been a few times where the idea came to me spontaneously. I think the first time I saw Michael Jackson’s “Bad” video, before it was even over, I thought, “Oh! I gotta do ‘Fat’! Super-plus-sized actors trying to get through a turnstile on a subway! I gotta do that!”

Do you have a favorite of your many hilarious videos?

Weird Al: Oh boy, it’s hard to say. “White and Nerdy” has been my biggest hit and that was a really fun video to do. But in terms of making a video, “Tacky” was really fun to do because it was so easy and I got to work with amazing people like Jack Black, Margaret Cho, Kristen Schaal, Eric Stonestreet, and Aisha Tyler. And we knocked it out in a couple of hours. We were having so much fun while making it, I kinda wish we weren’t so efficient and professional. [Laughs] I could’ve done that all night.

Was it filmed all in one take or was it stitched together?

Weird Al: That was all one take. Some people say, “Oh, I see where the edit is,” but it was all one shot. We did a total of six takes, and I think four of those takes were usable, but the last one was the best.

And you were directing while performing?

Weird Al: I directed that one, yeah. We location scouted and found a building in downtown LA that I thought was good for the shoot. I’ve since seen that building in a lot of other movies and TV shows — I think it was used in The Big Lebowski and a few others. It was difficult because I start the video in one set of clothes and I also end the video in a completely different set of clothes. So while the cameras were off me, because there’s only one elevator in the building, I had to run down five flights of stairs, quickly change my clothes, and hit my mark for the end. And after the take, we’d all just watch what we did, and say, “OK, let’s do it again.”

Is there a director you’d love to work with in the future?

Weird Al: Oh gosh, yeah, but I mean, music videos are notoriously low-budget so that’s why I end up directing them myself. [Laughs] But I’d love to be in a movie codirected by Steven Spielberg and Quentin Tarantino.

Do you have a particular genre of music that you love parodying the most? Or is it more of the moment and different for each song?

Weird Al: It doesn’t necessarily revolve around personal taste so much. It really depends more on the song than the genre. But I found rap songs tend to lend themselves to parody, mostly because there’s a lot of words to play with. A lot of pop songs are repetitive, and that’s sometimes been an issue. With rap, there’s no shortage of syllables to mess around with.

Given that you’ve been so prolific and done so much, is there any type of art left that you’d like to dip your toe in? Dramatic acting, perhaps?

Weird Al: Well, if Spielberg and Tarantino want me for their film, I wouldn’t want to turn them down. But there’s no burning desire to do drama. I love doing comedy and feel comfortable doing that. Writing a musical might be something I do down the line. I don’t know when but I might take a shot at something in that area. Other than that, I’ve done pretty much all I wanted to do in my life so far. A lot of it not successfully. [Laughs] But I took a stab at it and feel gratified by that.

You’ve had such a eclectic career in music and comedy. What do you attribute your longevity to?

Weird Al: [Laughs] I don’t know what I’d attribute the longevity to. There’s a modicum of talent, but it’s mostly because I surround myself with very talented people. I’ve got a great support group, I’ve got the same band since the early ’80s, and I’ve worked with the same people for decades. And I got a very loyal fan base and I love what I do. And somehow I’ve been very lucky and it’s worked out so far.

Watch “Weird Al” in an episode from the new season of Comedy Bang! Bang! right now, before the season premiere on Friday June 3rd at 11P.

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