Season 5 of Saturday Night Live Digital Shorts features a mix of absurd, hilarious, and occasionally bizarre skits, often blending pop culture references with unique characters and comedic situations. Highlights include the return of beloved recurring characters like "The Lonely Island" crew's musical numbers, as well as memorable sketches such as "The Creep" and "Jizz in My Pants." Overall, the season continues to push boundaries with its edgy humor and creative visual gags, making it a standout in the Digital Shorts series.

Season 5 Episode 1 - The Date

A man (Forte) with a strained voice discusses his life commanding a SWAT team and raising lambs for slaughter with an increasingly fascinated date (Megan Fox). Air Date : 26th-Sep-2009  Read More

Season 5 Episode 2 - Megan's Roommate

Andy Samberg is brought home by Megan Fox, and meets her hostile roommate "Optimus Prime" (Moynihan), a man wearing a bathing robe and a mask of the Transformers character. Cameo by Brian Austin Green as "Bumblebee". Air Date : 26th-Sep-2009  Read More

Season 5 Episode 3 - Threw It On The Ground

A beatnik (Samberg) performs slam poetry about how he fights "the system" by throwing objects on the ground. Air Date : 3rd-Oct-2009  Read More

Season 5 Episode 4 - Brenda & Shaun

A 1990s commercial for two amateur laser magicians (played by Fred Armisen and episode host Drew Barrymore). Air Date : 10th-Oct-2009  Read More

Season 5 Episode 5 - Firelight

In this parody of the movie adaptation of Twilight, a high school girl (played by host and musical guest Taylor Swift) falls for Frankenstein's monster (played by Bill Hader). Air Date : 7th-Nov-2009  Read More

Season 5 Episode 6 - Get Out!

A man (Armisen) keeps barging in on his roommate (Samberg) sitting on the toilet – even when Armisen is at the gym, on an elevator, and walking outside of Studio 8H at 30 Rockefeller Center. Air Date : 14th-Nov-2009  Read More

Season 5 Episode 7 - Two Worlds Collide

Two crazy big stars from opposite worlds ’bout to set this track on fire. Air Date : 21st-Nov-2009  Read More

Season 5 Episode 8 - Shy Ronnie

Rihanna and a redheaded nerd named Shy Ronnie (Samberg) perform an uplifting song for a classroom full of children, but the song is ruined by Shy Ronnie's weak singing (and bladder control). Air Date : 5th-Dec-2009  Read More

Season 5 Episode 9 - Tizzle Wizzle Show

James Franco guest stars on a children's show about wearing "jammies," and performs the "jammy shuffle." Air Date : 19th-Dec-2009  Read More

Season 5 Episode 10 - Booty Call

Alicia Keys' late night booty call doesn't work out because the callee (Andy Samberg) is in the middle of an intervention for his friend Air Date : 9th-Jan-2010  Read More

Season 5 Episode 11 - James Cameron's Laser Cats 5

Samberg and Hader once again try to persuade Lorne Michaels with another Laser Cats! movie with some "help" from James Cameron (appearing as himself). Air Date : 16th-Jan-2010  Read More

Season 5 Episode 12 - The Curse

In a loose parody of Sam Raimi's Drag Me to Hell, a young businessman (Samberg) is cursed by a homeless shaman (Fred Armisen) to be haunted by a sexy, shirtless saxophonist named Sergio (played by host Jon Hamm) after stepping on the shaman's dreamcatcher and not paying for it. Air Date : 30th-Jan-2010  Read More

Season 5 Episode 13 - Flags of the World

Samberg raps about the many different flags of the world, including the American flag, "Spain-ish" flag, "We Love Betty White" flag (referring to the campaign on Facebook to get her to host the show), "No You Didn't" flag, and a "Black Flag" based on the band of the same name. Episode host Jennifer Lopez makes a cameo. Air Date : 27th-Feb-2010  Read More

Season 5 Episode 14 - Zach Drops By the Set

Zach Galifianakis shows up on the sets of various NBC shows (with fictional scenes and archival footage) either talking to the actors, or just standing in the background, finishing with a clip from a 1984 SNL episode hosted by Robin Williams showing a bearded child (supposedly Galifianakis) and the words: "Zack Galifianakis: on TV for over 30 years." Air Date : 6th-Mar-2010  Read More

Season 5 Episode 15 - Boombox

A music video for the song "Boombox" featuring Samberg and Julian Casablancas. Air Date : 13th-Mar-2010  Read More

Season 5 Episode 16 - The Other Man

A man named Kyle (Ryan Phillippe) keeps knocking on his loved ones' (ex-girlfriend, best friend, parents, etc.) doors to find that they are romantically involved with a man with a bizarre European accent (Samberg). Air Date : 17th-Apr-2010  Read More

Season 5 Episode 17 - Cherry Battle

Gabourey Sidibe and Andy Samberg (dressed in kimono) spit cherries at each other in rapid succession, catching the ones the other throws. Air Date : 24th-Apr-2010  Read More

Season 5 Episode 18 - Golden Girls Theme

Samberg shows Betty White how grateful the entire SNL cast is to have her host by having the cast and guest stars (Rachel Dratch, Tina Fey, Ana Gasteyer, Amy Poehler, Maya Rudolph, and Molly Shannon) sing the theme song from The Golden Girls. Air Date : 8th-May-2010  Read More

Season 5 Episode 19 - Great Day

An unemployed cocaine addict named Dennis (Samberg) goes on drug binge while singing an elaborately choreographed Disneyesque musical-theater number about how it is going to be a great day. Air Date : 15th-May-2010  Read More