The top 10 Lonely Island 'SNL' digital shorts

The Lonely Island is behind a hilarious new movie, “Popstar: Never Stop Never Stopping,” but I’ll always think of them as that trio of weirdos on “Saturday Night Live” coming up with ridiculous “SNL Digital Shorts.” They were awesomely inappropriate and sometimes their catchiness was a problem—not that I’m specifically recalling the time my 13-year-old brother got in trouble for constantly singing “Dick in a Box” at summer camp.

Andy Samberg, Akiva Schaffer and Jorma Taccone were responsible for more than 100 digital shorts during their years with “SNL,” but here are 10 of the most memorable.

Lazy Sunday

While not technically the first digital short (that was “Lettuce”), “Lazy Sunday” was such an instant sensation that it made the dozens of shorts that followed possible. The 2005 sketch was basically a turning point in the history of “SNL,” which desperately needed to freshen up its approach. Love it like McAdams loves Gosling.

Natalie’s Rap

Natalie Portman’s complete commitment to being a psycho marked the first time a host participated in the digital shorts, legitimizing them and opening the door for future guest appearances. Plus, the whole thing serves as a deconstruction of the stupid questions actors get asked in interviews.

Dick in a Box

Wikipedia describes this one as “a Christmas song about two men giving their lovers a box with their genitalia inside as presents,” although that’s obviously false because the song clearly addresses that the gift is appropriate for all holidays. The ‘90s R&B spoof was also the first of many collaborations with Justin Timberlake.

Jizz in My Pants

Samberg and Taccone split the time in this British pop spoof about premature ejaculation, and even Schaffer makes a brief appearance. It was released in 2008 as the first single of their debut album, “Incredibad.” Timblerlake also has a cameo as a janitor but doesn’t sing a single note, letting you know he’s just in it for the laughs.

I’m on a Boat

Featuring T-Pain, “I’m on a Boat” serves as parody of rap music video cliches. The song went platinum. And it was nominated for a Grammy.


Timberlake returns for a follow up to “Dick in a Box.” Five months later, the guys stumble out of jail just in time for Mother’s Day. Legitimate actresses Patricia Clarkson and Susan Sarandon play their moms, and the boys decide to pull a switcheroo. Because every Mother’s Day needs a Mother’s Night.

I Just Had Sex

The first single from The Lonely Island’s second album, “Turtleneck & Chain,” this one would go on to be played in college dorm parties everywhere. Taccone sings, “It felt so great when I did it with my penis,” but professionally hot women Blake Lively and Jessica Alba looked less than pleased to be subjected to this. Akon is pretty happy singing the chorus, though.

The Creep

Poking fun of middle-aged creepers, the objectification of women and dumb dance crazes all at once, this video featuring Nicki Minaj fall into that “funny because it’s true” category.

Jack Sparrow

Michael Bolton joins The Lonely Island to back them up. Except he just wants to sing about “Pirates of the Caribbean” and “Forrest Gump.” “Turns out Michael Bolton is a major cinephile.”

3-Way (The Golden Rule)

The final installment of the Timblerlake-Samberg trilogy—they leave each other’s mothers to have a threesome with Lady Gaga, who was the hottest thing at the time (remember 2011?). Because "it's not gay when it's in a three-way."

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Lauren Chval

Lauren Chval

Lauren Chval is a writer and columnist for RedEye. She reviews movies, recaps TV shows, interviews celebrities and has general opinions about pop culture that you may or may not agree with.