Brennan Huff in Step Brothers (2008)

After Brennan Huff's mother and Dale Doback's (John C. Reilly) father get married, their worlds get turned upside down. At first, the pair seem to have nothing in common and are constantly at each other's throats. Things then take a turn when they find a common ground, but their ridiculous antics end up straining their parent's relationship. As a result, they are forced to work together and grow up in order to reunite their parents.

Memorable quotes:

• "Did we just become best friends?"
• "It'll give us so much extra space in our room to do activities."
• "Maybe someday we could become friends. Friends who ride majestic, translucent steeds, shooting flaming arrows across the bridge of Hemdale."
• "I was watching Cops."
• "Get out of my face or I'm gonna roundhouse your ass."

Step Brothers is currently available on Amazon Prime. [5]

Jacobim Mugatu in Zoolander (2001)

Made famous by "Blue Steel," male model Zoolander (Ben Stiller [6]) is worried about becoming obsolete thanks to his rival Hansel (Owen Wilson [7]). In turn, this makes Zoolander an easy target for evil fashion designer Mugatu, whose main goal is to brainwash the model to kill Malaysia's prime minister. The only solution is for Zoolander and Hansel to set aside their differences and take Mugatu down.

Memorable quotes:

• "It's that damn Hansel! He's so hot right now!"
• "The man has only one look for Christ's sake! Blue Steel? Ferrari? Le Tigra? They're the same face! Doesn't anybody notice this? I feel like I'm taking crazy pills!"
• "I invented the piano key neck tie! I invented it! What have you done, Derek? Nothing."

Zoolander is currently available on Amazon Prime. [8]

Sky Corrigan in Superstar (1999)

Socially awkward Catholic schoolgirl Mary Katherine Gallagher (Molly Shannon) dreams about dating popular student Sky Corrigan and becoming a star. In order to achieve her dreams, she enters a talent contest where her biggest rival is Sky's girlfriend Evian Graham (Elaine Hendrix). Against the wishes of her grandmother, Mary Katherine prepares to win both the contest and Sky's heart.

Memorable quotes:

• "I made up a new dance move. It's called the 'move on with your life.'"
• "Nice moves!"
• "I call this one, the pepper mill."

Superstar is currently available on Hulu with a Starz account. [9]

Gene Frenkle on Cowbell on SNL (2000)

The "More Cowbell" sketch is a fictionalized version of VH1's Behind the Music focussed on the recording of Blue Öyster Cult's "(Don't Fear) The Reaper." While the rest of the SNL cast portrays the real members of the band, Ferrell portrays fictional cowbell player Gene Frenkle. After Gene's overzealous playing gets in the way of the others, they ask for him to pull back. It isn't until producer Bruce Dickinson (Christopher Walken [10]) states "I've got a fever and the only prescription is more cowbell" that Frenkel is allowed to fully embrace his performance.

Memorable quotes:

• "I'm standing here, staring at Bruce Dickinson! And if Bruce Dickinson wants more cowbell, we should probably give him more cowbell!"
• "And, Bobby, you are right — I am being selfish. But the last time I checked, we don't have a whole lot of songs that feature the cowbell."
• "And I'll be doing myself a disservice and every member in this band, if I don't perform the hell out of this."

Click here to watch the "More Cowbell" SNL sketch. [11]

Chazz Michael Michaels in Blades of Glory (2007)

Chazz Michael Michaels and his rival, Jimmy MacElroy (Jon Heder), are banned from singles figure skating after they get into a fight upon tying for gold at the Winter Olympics. The only way they can get back into the sport they love is to skate as a pair.

Memorable quotes:

• "We're gonna dance to one song, and one song only: 'Lady Humps' by the Black Eyed Peas. What you gonna do with all that junk, all that junk inside your trunk? I'm a get you, get you drunk, get you drunk off my lady humps, my humps, my humps, my lovely lady humps."
• "Yeah, mind-bottling. You know, when things are so crazy it gets your thoughts all trapped, like in a bottle?"
• "You're living in the past, Sammi. Me and the Woodland Fairies, we're living in the here and now."
• "I am never satisfied! It's a curse . . ."

Blades of Glory is currently available on Amazon Prime. [12]

Steve Butabi in A Night at the Roxbury (1998)

Brothers Doug (Chris Kattan) and Steve Butabi (Will Ferrell [13]) still live with their parents and have no goals in life, aside from opening the hottest club the city has ever seen. After a chance run-in with Richard Grieco (who plays himself in the movie), their luck seems to change. That is, until they drift apart due to a fight and Steve gets engaged to Emily Sanderson (Molly Shannon).

Memorable quotes:

• "I was like, Emilio!"
• "Ok. What's up? . . . 2, 3, 4. What's up? . . . 2, 3, 4."
• "You're right, we should go out for lunch after this."
• "But there's no HBO! GOD!"
• "No . . . YES!"

A Night at the Roxbury is currently available on Netflix. [14]

Alex Trebek on SNL (2000)

In a series of "Celebrity Jeopardy" sketches on SNL, Ferrell plays an exasperated Alex Trebek. One of the most iconic sketches involves Norm Macdonald as Burt Reynolds, Jimmy Fallon [15] as French Stewart, and Darrell Hammond as Sean Connery.

Memorable quotes:

• "Mr. Reynolds has apparently changed his name to Turd Ferguson."
• "That's the 'Pen Is Mightier!'"
• "Well, all you had to do was write down a number. And you wrote. . . Threeve. A combination of three and five. Simply stunning. And you wagered. . . Texas with a dollar sign in front of it. I'm speechless."
• "Mr. Connery, the category was numbers, and you wrote . . . letter V. Well, I tell you what my friend, V is a Roman numeral, so despite your best efforts, you answered correctly. Let's see what you wagered, 'Suck it Trebek.'"

Click here to watch a "Celebrity Jeopardy" SNL sketch. [16]

James Lipton on SNL (2000)

The most iconic of the recurring "Inside the Actor's Studio" SNL sketches has to be the one where James Lipton (Ferrell) interviewed Match Game star Charles Nelson Reilly (Alec Baldwin [17]). Other celebrities include Clint Eastwood [18] (Norm Macdonald), Billy Bob Thornton [19] (as himself), and Dustin Diamond (Tobey Maguire [20]).

Memorable quotes:

• "Yes it is. Match Game was absolutely scrumtrulescent."
• "If you haven't seen A Troll in Central Park, you must. It is like looking into the face of God and seeing him smiling back and saying, 'You are my most wondrous creation.'"
• "You are a delight."

Phil Weston in Kicking & Screaming (2005)

Phil Weston has always been a disappointment to his father, Buck Weston (Robert Duvall). As a father himself, Phil has inherited his father's competitiveness and wants his equally un-athletic son Sam to win. Serving as Sam's football coach, Phil hopes to take the last-place team all the way to the championship to defeat his father.

Memorable quotes:

• "I am angry. I'm like a large tornado of anger, swirling about."
• "No, you go to hell, and while you're there, why don't you grab me a juicebox!"
• "All in good time, Connor. But in the event the pizzas don't arrive, I have already made the decision . . . that we will eat Byong Sun."
• "Mike Ditka scares me! Have you ever looked into his eyes? Or at his hair?"

Wedding Crashers is currently available on Amazon Prime. [21]

Brad Whitaker in Daddy's Home (2015)

Brad Whitaker wants to be the best stepfather to his wife's (Linda Cardellini) two children. When her ex-husband Dusty (Mark Wahlberg [22]) comes back into town, things become extremely hectic. If that wasn't enough, Brad's inferiority complex finds himself in an intense battle to one-up Dusty and win back the approval of his family.

Memorable quotes:

• "The step-king has had enough of the king's BULLSH*T!"
• "I mean, kids at the end of the day, they know who's been around, and, holy balls!"
• "You can eat my dust, Dusty."

Daddy's Home is currently available on Amazon Prime. [23]