SNL Digital Shorts-Off
Two weeks, 32 videos and a couple million views later, it turns out all you need to determine the best SNL Digital Short is three easy steps. Step 1: Cut a hole in a box. Step 2: Get Andy Samberg and Justin Timberlake to sing about their junk. Step 3: Think about how unnecessary Step 1 was and watch "D**k in a Box" become the runaway winner of SNL's Digital Shorts-Off. It faced (ahem) stiff competition from "I'm on a Boat" and had to dethrone "Lazy Sunday" in the Finals. But "D**k in a Box" wound up being the most loved Digital Short ever.

Wonderful First-Person Experiences

Saturday Night Live: SNL Digital Short: I Just Had Sex

Premiered on 12/18/10

Akon, the Lonely Island crew, and even John McEnroe bust out the fireworks and cake to celebrate the best 30 seconds of their lives, even if their dates (Jessica Alba and Blake Lively) were left hanging.


Matchup-vs
Saturday Night Live: SNL Digital Short: I'm On A Boat (Uncensored)

Premiered on 2/7/09

Ocean living never sounded as good as it did when T-Pain and Lonely Island got on a boat like Leo. Bust out your swim trunks and flippy-floppies, and take a good hard look — you might even see a mermaid.


But Seriously, Don't Do This

Saturday Night Live: SNL Digital Short: Motherlover (Uncensored)

Premiered on 5/9/09

It may be wrong, but they don't wanna be right. Justin Timberlake and Andy Samberg decide to turn Mother's Day into Mother's Night by doing each other's mother (Patricia Clarkson and Susan Sarandon).


Matchup-vs
D**k in a Box (Uncensored) #1 Digital Short
Saturday Night Live: SNL Digital Short: D**k in a Box (Uncensored)

Premiered on 12/16/06

Justin Timberlake, Andy Samberg and their unbelievably creepy facial hair recite three easy steps for giving your junk as a holiday gift to the one you love. Note: These instructions don't work.


Improbable Gangsters

Saturday Night Live: SNL Digital Short: Natalie Raps

Premiered on 3/4/06

Miss Portman taps into her inner N.W.A. by rapping about killing your pets for fun, snorting yay at Harvard, and pouring nitrous down your throat. This is hardcore.


Matchup-vs
Saturday Night Live: SNL Digital Short: Lazy Sunday

Premiered on 12/17/05

The digital short that launched a thousand cupcake wars. We've dropped plenty of Hamiltons to mack on some frosting because of Andy Samberg and Chris Parnell's rhymes. Red Vines and a movie never seemed so gangsta.


Horrible Bosses

Saturday Night Live: SNL Digital Short: Like A Boss (Uncensored)

Premiered on 4/4/09

Seth Rogen sits down for a chat with Andy "I'm the Boss" Samberg, who takes us on a journey from spot-on-boss to gross exaggeration. Come on, we all know bosses don't eat chicken strips.


Matchup-vs
Saturday Night Live: SNL Digital Short: The Japanese Office

Premiered on 5/17/08

In this Japanese spoof of "The Office," Steve Carell proves he doesn't need to speak English to get a laugh. Leave it to Ricky Gervais to make you feel like a complete jerk for laughing at Kristen Wiig's "moshi moshi."