Macaulay Culkin and Brenda Song have been together since 2017, but does all that time together mean they know each other’s careers inside and out? In this playful Cosmo Couples quiz, the two get super competitive, from Brenda nailing which co-star bit Macaulay’s finger (and kissing his booboo) to Macaulay calling London Tipton’s catchphrase a "layup"—yay him! Watch as they realize they both starred in Christmas movies, share their love for Jamie Lee Curtis, and rave about each other’s work in the sweetest way. Brenda confidently declares, “We both won at life, but I won at these quizzes”—but who will truly come out on top?
Check out Macaulay Culkin and Brenda Song on the cover of Cosmopolitan’s 2025 Love Issue here: http://cosmopolitan.com/macaulay-culkin-brenda-song
#MacaulayCulkin #BrendaSong #Cosmopolitan #CosmoCouples
Check out Macaulay Culkin and Brenda Song on the cover of Cosmopolitan’s 2025 Love Issue here: http://cosmopolitan.com/macaulay-culkin-brenda-song
#MacaulayCulkin #BrendaSong #Cosmopolitan #CosmoCouples
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PeopleTranscript
00:00I could hear him karaoke-ing from another backyard.
00:02I was like, I know that karaoke.
00:05Yep, I'm a crooner.
00:06What can I say?
00:06I'm a crooner.
00:07Hi, I'm Macaulay Culkin.
00:09And I'm Brenda Song.
00:10And today, we are going to see who knows each other's career
00:13better.
00:16I think I'm going to do OK.
00:18I'm just, I'm very competitive.
00:19And I know we're not keeping score,
00:20but I'm going to keep mental score.
00:21No, we're going to keep score.
00:24All right, well, good luck.
00:25Yeah, oh, yeah, good luck.
00:27Are you ready, honey?
00:28Yes, I'm ready.
00:28OK.
00:29What was my first acting gig?
00:32Santa Claus with Muscles?
00:33Nope.
00:34I never saw Santa Claus with Muscles.
00:35Sorry.
00:36How dare you?
00:36I just knew you were in it.
00:37My best work, my best work.
00:38I just knew you were in it.
00:40See, both of us star in Christmas movies.
00:42Yeah, true.
00:43Wow, yeah.
00:45First commercial was Little Caesar's Pizza commercial.
00:48OK.
00:49And first, like, show was Thunder Alley.
00:53Maybe I'm going to win this.
00:54All right, well, fine.
00:55OK, which role did I prepare for by visiting
00:58someone in prison?
01:01Party Monster?
01:02Yes.
01:03Like Oleg, right?
01:04Yes, yes, yes.
01:06Party Monster is one of my favorite movies.
01:07I love that movie.
01:07Oh, thanks.
01:08So you're the one.
01:10How dare you?
01:11What was Lennon Tiffin's go-to catchphrase?
01:15Yay me.
01:17More shopping.
01:18Yay me.
01:20That's easy.
01:20That's easy.
01:21That's a layup.
01:22All right, all right.
01:23That's a layup.
01:24OK, which past co-star left a permanent scar on my finger?
01:28Joe Pesci in Home Alone.
01:30He bit your finger when you were hanging on the back of the wall.
01:31You told me that story.
01:32There it is.
01:33There it is.
01:34Can you kiss my boo-boo?
01:36Thank you, baby.
01:37Do you remember your reaction when he bit your finger?
01:39Yeah, I said, ow.
01:41I was like, ah.
01:42And it was during rehearsal.
01:43And we were kind of just rehearsing.
01:44And nobody was paying attention.
01:46And I could see his face.
01:47And he was like, oh my god, I bit a child.
01:51And it was a little bit of like, don't tell anyone, kid.
01:53But I didn't snitch.
01:54I didn't snitch on him.
01:55It was until I was an adult where I actually told that story.
01:58I'm not even sure if I know this one.
02:00What was my first titular role?
02:01Tell me.
02:01Oh, gosh.
02:02I think it's the Netflix one that you did.
02:04Something Strange or Something.
02:05No?
02:06No?
02:06I think it's Wendy Wu.
02:08Oh, yeah.
02:09Homecoming Warrior.
02:10Yep.
02:11Yes.
02:12Am I wrong?
02:13Oh, I got my own quiz right.
02:15Yes, yes, yes.
02:16Oh, man.
02:17We actually had the poster up in the house for a while.
02:19It's just an amazing poster.
02:20Like, I wish I mocked that up.
02:22Hey, I actually had to do that.
02:23They had me on like, I was in a harness.
02:26They had to pull me up and I had to kick and smile at the same time, honey.
02:30Wow.
02:30Multi-talented over here.
02:31I know.
02:31Look at you.
02:32You're so lucky.
02:33Yeah.
02:33Miss kick-smile over here.
02:35Luckily, I never had to use my skills on you, honey.
02:37Yes.
02:37Maybe we can strut your stuff after this.
02:39Oh, god.
02:39OK, continue.
02:40Next question.
02:40All right.
02:41All right, this one's not too hard.
02:42OK.
02:43In which 2004 comedy did I play Mandy Moore's brother?
02:46Saved.
02:47Yeah.
02:48Yeah, yeah.
02:49I still haven't seen it, though.
02:50You're not the only one.
02:52Which of your former co-stars did I
02:54star alongside in The Last Showgirl?
02:57Oh, Jamie Lee Curtis.
02:58The best.
02:58She's the best.
02:59She was the sweetest.
03:00I forced Mac to come up to the shoot with me.
03:02And we lived in Vegas for a month.
03:03Yep.
03:04And we walked in and Jamie writes children's books.
03:07And she had a stack of children's books
03:09that she personalized to our kids.
03:11Each one to our kids.
03:12It was the sweetest thing.
03:12I'd never met her.
03:13And she's just wonderful.
03:14Yeah, and visited on set.
03:15Yeah.
03:16And like, yeah, just hadn't seen her in like 30 years.
03:19She's the best.
03:19Yeah, no, yeah.
03:20She's the best.
03:21I miss her.
03:22What was the last film I appeared in before going
03:25on a decades-long hiatus?
03:27I don't know if it's Rich Rich or Getting Even with Dad.
03:29And then you went on a big break.
03:31Oh, gosh.
03:31Hold on.
03:32Hold on.
03:32Hold on.
03:34I'll say Getting Even with Dad.
03:37Rich Rich?
03:38Dang it!
03:39I was kind of right.
03:40I knew it was one of those two.
03:42Yeah, yeah.
03:42No, you certainly did.
03:43And then you did a big break.
03:43And then it's saved in the Party Monster.
03:45Yeah.
03:45You had a coin flip and you blew it.
03:48I feel like I get like half a point.
03:50Nah.
03:50How dare you?
03:53I don't know if you'll listen.
03:54Maybe you will.
03:55All right.
03:55What TV series did I guest star on alongside America Ferreira?
04:00Oh, my goodness.
04:01I kind of know this one.
04:04Hold on.
04:04Hold on.
04:05New Girl?
04:06No.
04:07No.
04:07Superstore.
04:08Super?
04:08You were in Superstore?
04:09Yeah, Superstore, yep.
04:10I had absolutely no idea that you were on that show.
04:12I did.
04:13I did.
04:13OK.
04:14This one shouldn't be too hard.
04:15OK.
04:16Name three actresses who have played my mom on screen.
04:19Oh, I think you told me this.
04:20Hold on.
04:20One of them is Farrah Fawcett.
04:22Yeah.
04:23Oh, yes.
04:23Catherine O'Hara.
04:24Yeah, that's the layup.
04:25And then who played your mom in Rock at Gibraltar?
04:30Ooh, that's a deep cut.
04:32I know.
04:32That's what I'm trying to think of, but I can't.
04:34That's a deep pull.
04:35I mean, I pulled out Farrah Fawcett, OK?
04:37Yeah, that's a good pull.
04:38That's a strong pull.
04:41I don't know the third one.
04:42The one you were trying to pull was Patricia Clarkson.
04:44That's what it was.
04:45Oh!
04:45Yeah.
04:46Yeah.
04:46She played my mom in my first movie.
04:48Yes, in Rock at Gibraltar.
04:49Yes, yes.
04:50So I get like three quarters of a point.
04:51No.
04:53Incomplete.
04:54OK.
04:55In which Fox sitcom did my on-screen love interest steal my cat?
05:00Oh, I'm going to go back to New Girl.
05:03Yes, you got it.
05:04Yes, yes, yeah.
05:05Lamorne, who you just met, actually.
05:06Oh, indeed.
05:07Yes.
05:08Finish this iconic My Girl line.
05:10OK.
05:10You can't marry a teacher.
05:12It's blank.
05:13Oh, no.
05:15I don't know it.
05:18It's a crime.
05:20Oh, no.
05:21It's against the law.
05:23Yeah.
05:24I'm mad at myself.
05:27What's your favorite line from any of your films?
05:29Sometimes, like, you know, I pay something for cash.
05:32And then, like, you know, they only give me like a buck or something.
05:35Just keep the change.
05:36Keep the change, you filthy animal.
05:39Or they just go, oh, no, never mind.
05:40Your money's no good here.
05:41Like, you know.
05:43Name three animated series that I have starred in.
05:46Amphibia.
05:48The Proud Family.
05:49No, Phineas and Ferb.
05:52Both.
05:53No.
05:54Oh, and I don't know.
05:56I don't.
05:57OK.
05:58Well, I was in The Proud Family.
05:59OK, I knew that one.
06:00And Blue-Eyed Samurai.
06:01Oh, yeah, duh.
06:02That's the lowest one.
06:03I didn't know you were going to be so mad about that.
06:05We just went to the after party.
06:06I know.
06:07We just started season two.
06:09The low-hanging fruit, and I missed.
06:11I couldn't pluck it.
06:12I don't think you're going to get this one, but maybe.
06:14How dare you?
06:15What's my character's name in Righteous Gemstones?
06:17Oh, dang it.
06:19I don't think you're going to get this one.
06:20No, I don't.
06:23Baby Billy Jr.
06:24No, no.
06:25I'm Harmon.
06:26Harmon.
06:27Yeah.
06:28It's not like a Dave.
06:30OK, all right.
06:31I don't think you're going to get this one either.
06:33OK.
06:34Finish this iconic doll face line.
06:36Oh, my goodness.
06:37You need to find an apartment that's aspirational.
06:39Something that says, blank.
06:41Oh, my goodness.
06:42Oh, my goodness.
06:48Poop.
06:49I'm going to guess poop.
06:50How dare you?
06:52I put the sexy in successful.
06:54Oh, OK.
06:55Yes.
06:56Yeah, no.
06:57You don't remember.
06:58You're blanking.
06:59You're lying.
07:00You don't know.
07:01I don't know.
07:02I never said.
07:03I was going to go, uh, no.
07:04You were in doll face, too.
07:05I know, yeah.
07:06That was not my episode.
07:07It was not.
07:08I clearly haven't seen it.
07:09How long did Timmy Gleason lip sync in Getting Even with Dad?
07:13Oh, no.
07:16Honey, I'll be honest.
07:17I never saw that.
07:18I never saw it either.
07:19Really?
07:20No, I saw it.
07:21I went to the premiere.
07:22I don't know.
07:23But I remember your, like, malady haircut.
07:24Yes, exactly.
07:25Yeah.
07:26What was it?
07:27Me, too.
07:28I'm sure it's, uh, Do You Love Me?
07:29Maybe we'll watch that.
07:30I'm forcing you to watch all your old movies.
07:31No, man.
07:32We can skip that one.
07:33It's cool.
07:34Do you guys have a go-to karaoke song?
07:35Oh, I.
07:36I know mine.
07:37Oh, yes.
07:38The Frank Sinatra.
07:39Yeah.
07:40The Frank Sinatra.
07:41Our neighbors were having, like, a party with their karaoke.
07:42Oh, yeah.
07:43And she, like, she couldn't.
07:44She didn't want to go.
07:45Or she was sick or something.
07:46I was putting the kids to bed.
07:47Yeah, yeah.
07:48She heard My Way being sung.
07:49I texted her.
07:50I was like, are you karaoke-ing right now?
07:51Are you singing My Way?
07:52Like, yes, you're.
07:53I've been hearing karaoke-ing from another backyard.
07:55I was like, I know that karaoke.
07:57Yep.
07:58I'm a crooner.
07:59What can I say?
08:00I'm a crooner.
08:01All right.
08:02It's time for the quickie.
08:03We have 30 seconds to answer as many of these questions as we can.
08:06Who's better at auditioning?
08:08Who can memorize lines fastest?
08:11Who's more likely to steal something from set?
08:13Oh, yeah.
08:14Yes, you.
08:15Who would make the better director?
08:16You.
08:17I'm a better producer.
08:18You're probably a better director.
08:19Who's more likely to show up to set on time?
08:22Me.
08:23How dare you?
08:24Probably you, though.
08:25Who's better at early call times?
08:26Me.
08:27Yeah, yeah.
08:28If we weren't actors, who would make the better PA?
08:29Me.
08:30Yeah, yeah.
08:31Yeah.
08:32Who's most likely to leave the wrap party last?
08:34You.
08:35Yeah.
08:36We're quick.
08:37Well, yeah, we get it.
08:38We're the best.
08:40We both won at life, but I won at these quizzes.
08:42I don't know about that.
08:44But all right, fine.
08:45Thanks so much for watching.
08:46Be sure to check out our Cosmo cover.
09:07We'll see you next time.
09:08Bye.
09:09Bye.
09:10Bye.
09:11Subs by www.zeoranger.co.uk