Super Awkward

The 10 Most Hilariously Awkward Sex Comedies

Get racy with Gigi Does It Mondays at 10:30P.

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Let’s face it: sex is innately funny. Body parts squishing together is always a recipe for potential awkwardness. So it’s only natural that Hollywood has mined the beast with two backs for comedy since the mid-­1950s. With Gigi getting her groove back on this week’s Gigi Does It, we thought we’d spotlight the 10 most hilariously awkward sex comedies ever lensed, from sci­fi parodies to touching teen romances.

10. Porky’s

Set in the 1950s, Bob Clark’s 1981 hit comedy follows a group of high school kids who want to lose their virginity, and travel to a nightclub in the Florida Everglades to do it. This kicks off a string of comical events that includes a “peeping on the girls locker room” scene that has been endlessly homaged and parodied. Porky’s was a massive critical flop on release, but thanks to VHS and cable airings it became a sweaty ’80s classic.

9. The Virginity Hit

The 2010 comedy The Virginity Hit takes the found­ footage approach from flicks like Paranormal Activity and transplants it into the much scarier world of high school sex and YouTube humiliation. This underrated movie laid the groundwork for a potential “third wave” of sex comedies.

8. Everything You Always Wanted to Know About Sex* (*But Were Afraid to Ask)

Woody Allen took a best­selling advice book and transformed it into this episodic comedy that cast a baleful eye on sex in the Free Love decade. The stellar cast (Gene Wilder! Burt Reynolds! Lynn Redgrave!) deliver some of the bits that rank among the best in Allen’s career. The rapid­-fire pace lets The Woodman touch on all manner of sexual deviancy, and the movie’s climax — in which the director plays a sperm getting ready to blast off into the throes of orgasm –­ is one of cinema’s most iconic moments.

7. Orgazmo

South Park creators Trey Parker and Matt Stone have never shied away from getting explicit, and their NC­-17 sex comedy was an early taste of the duo’s outrageous humor. A young Mormon missionary comes to Los Angeles to try and save souls and winds up getting hired to star in a superhero-­themed porno. When his costar invents a ray gun that gives people orgasms, all Hell (and hilarity) breaks loose.

6. Superbad

This Judd Apatow-produced hit brought teen comedies into the age of the overshare with its mix of teenage awkwardness, uproarious gags and a healthy bromance between leads Michael Cera and Jonah Hill.

5. American Pie

The second great era of sex comedies kicked off in 1999 with this remarkably ribald ensenble flick about a quartet of friends trying to lose their virginity before they graduate high school. American Pie takes its name from the scene where Jason Biggs gets caught in a compromising position with some pastry, but the movie has multiple unforgettable bits, particularly Alyson Hannigan’s reverie about band camp.

4. There’s Something About Mary

The Farrelly Brothers cemented their position as a comedic powerhouse with this still hilarious Ben Stiller/Cameron Diaz rom com. Rarely has a film that involves testicular injury and unfortunate choices in hair gel been so sweet.

3. The 40-Year-Old Virgin

Judd Apatow proved that sex comedies aren’t just for teens with his breakthrough big screen comedy which cast Steve Carell as the titular middle-aged virgin. Although there’s plenty of erotic tomfoolery in this flick, it’s the real sense of heart and emotional consequence that makes it a classic.

2. The Girl Next Door

The normalization of pornography has drastically changed the way we think about sex, and 2004’s The Girl Next Door wrings tons of laughs from what happens when dirty movies hit a little too close to home. Elisha Cuthbert is the not-so-innocent girl next door who helps Emile Hirsch find new purpose in his life. A surprisingly dark and high-­quality outing for a film that was marketed as “American Porn.”

1. The Graduate

Single­-handedly responsible for introducing the concept of the “MILF” to American culture, Mike Nichols’ 1967 comedy features genre­-defining performances from Dustin Hoffman and Anne Bancroft as a recent college graduate and the older woman he hooks up with. Sex is integral to The Graduate‘s plot and premise — it’s the fulcrum of the emotional conflict, not just thrown in for titillation, making for one of the best comedies of all time.

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Documentary Now! Robert Evans Mansion

The Reel Deal

Everything You Need To Know About “Mr. Runner Up” Inspiration Robert Evans

Watch the two-part finale of Documentary Now! this Wednesday at 10P on IFC.

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Photo Credit: Everett Collection

In its upcoming two-part finale, Documentary Now! spoofs the crown jewel of docs: The Kid Stays In The Picture. It’s the autobiographical documentary about Robert Evans, the unlikely Hollywood mogul whose mix of self-aggrandizing bravado, classic good looks and extremely circumstantial good luck took him from being a salesman to an actor to the head of Paramount Pictures.

If you’ve never seen the film, it’s totally worth it. Rotten Tomatoes agrees, with a staggeringly-high approval rating. Watch it before, or watch it after — doesn’t matter. You’ll appreciate it whenever.

In the meantime, here’s a bit of background that will come in handy…

Robert Loves Robert

Robert Evans desk

USA Films/Everett Collection

Robert Evans is the ultimate Robert Evans fan. The movie was written, produced, directed and narrated by Robert Evans. It is totally unbiased.

He’s Kind Of A Big Deal

Robert Evans, Chinatown
Paramount Pictures

Evans produced some of Hollywood’s true classics: Chinatown, Rosemary’s Baby, The Godfather, Love Story…the list goes on. Totally legit and amazing movies.

He’s Also Kind Of A Joke

Wag The Dog
New Line Cinema

Evans has been parodied in TV shows and movies like Entourage and Wag The Dog. He is the quintessential “producer” you already have in your head.

So Wrong He’s Right

Robert Evans Slap
20th Century Film Corp

Robert Evans is a notorious narcissist whose love of self is so blind and sincere that it’s actually adorable.

There’s Something Missing

via Giphy

Entire sections of Robert Evans’ life are left out of the documentary. Maybe it’s because of timing. Maybe it’s because real life isn’t a tidy narrative. Who knows.

He Blew It

Spider coke

Evans had a pretty spectacular fall from grace. He was convicted of cocaine trafficking in the early 80’s, and was connected to a contract killing during the production of The Cotton Club. Oops.

Losing Is For Losers

Everett Collection
Everett Collection

In the Robert Evans mythology, all tragedies are just triumphs in disguise, and every story has a happy ending…for Robert Evans.

Bill Hader Jerry Wallach

With these simple facts in hand you are now prepared to thoroughly enjoy the two-part finale of Documentary Now! starting this Wednesday at 10/9c on IFC.

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Weird Roles

Anthony Michael Hall’s Most Rotten Movies

Catch Anthony Michael Hall in Weird Science on Friday at 8P on IFC.

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Photo Credit: Universal/Everett Collection

Anthony Michael Hall was the quintessential ’80s nerd. We love him in classics like The Breakfast Club and National Lampoon’s Vacation. But even the brainiest among us has his weak spots. In honor of Weird Science airing this Rotten Friday, we analyze Hall’s worst movies.

Weird Science (1985) 56%

A low point for John Hughes, Weird Science is way too wacky for its own good. Anthony Michael Hall’s Gary and his pal Wyatt (Ilan Mitchell-Smith) create the “perfect woman.” Supernatural chaos ensues. The film costars a young Bill Paxton, floppy disks, and a general disconnect from all reality.

The Caveman’s Valentine (2001) 46%

This ambitious drama starring Samuel L. Jackson couldn’t live up to its rich premise. Jackson plays Romulus, a Juilliard-educated, paranoid schizophrenic who lives in a cave. Hall co-stars as Bob, a rich man, who wants to see Romulus play the piano. The plot centers around Romulus investigating a murder, but with so much going on, the movie never quite finds its rhythm.

All About the Benjamins (2002) 30%

Ice Cube plays a bounty hunter who teams up with Mike Epps’ con man to catch diamond thieves. Hall plays Lil J, a small-time drug dealer. It’s definitely a role we’ve never seen Hall in, but overall the movie isn’t funny or original enough to justify its violence.

Freddy Got Fingered (2001) 11%

This showcase for Tom Green’s goofy gross-out comedy is often hailed as one of the worst films of all time. Green plays Gord, a 20-something slacker, who dreams of having his own animated series. Hall is Dave Davidson, a CEO of an animation studio who eventually helps Gord find success. Too bad Tom Green wasn’t so lucky.

Johnny Be Good (1988) 0%

Hall plays against type as Johnny Walker, a star quarterback. Robert Downey Jr. is his best friend and Uma Thurman plays his devoted girlfriend. Despite the support of a future A-list cast, the movie lacks central conflict and charm. Or, as TV Guide put it, “Johnny be worthless.” Ouch.

Catch the “Too Rotten to Miss” Weird Science this Friday at 8P on IFC.

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Season 6: Episode 1: Pickathon

Binge Fest

Portlandia Season 6 Now Available On DVD

The perfect addition to your locally-sourced, artisanal DVD collection.

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End of summer got you feeling like:

Portlandia Toni Screaming GIF

Ease into fall with Portlandia‘s sixth season. Relive the latest exploits of Fred Armisen and Carrie Brownstein’s cast of characters, including Doug and Claire’s poignant breakup, Lance’s foray into intellectual society, and the terrifying rampage of a tsukemen Noodle Monster! Plus, guest stars The Flaming Lips, Glenn Danzig, Louis C.K., Kevin Corrigan, Zoë Kravitz, and more stop by to experience what Portlandia is all about.

Pick up a copy of the DVD today, or watch full episodes and series extras now on and the IFC app.

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