Issa Rae showed up to Cosmo the morning after a fun night out, and we decided to keep the party going as we presented the writer and actress trays of cheap and expensive liquor. Issa Rae is posed with the option to answer a juicy question, or risk taking a cheap shot. Watch as she struggles to answer trivia about herself, gives hot takes on other celebs, and downs cheap whisky, gin, and more.
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PeopleTranscript
00:00 Okay.
00:00 All right.
00:06 This is the worst day of my life.
00:08 Hey, I'm Issa Rae and I'm taking cheap shots with Cosmo.
00:13 All right.
00:17 There will be three rounds with five questions each.
00:21 And for every question, there's a drink.
00:22 One of those drinks is a cheap shot.
00:24 Bottom shelf liquor, baby.
00:26 Like, kind of smells like nail polish remover,
00:28 but I'm game.
00:29 Nail polish remover is really tasty.
00:31 Have you ever drank acetone?
00:33 I either have to answer honestly or risk death.
00:37 Just kidding, a hangover, which I just had last night.
00:40 So we're in good company.
00:42 Let's do it.
00:43 In round one, I'll be taking shots at myself.
00:46 The drinks here are hard seltzers, four are regular,
00:50 and one spiked with a shot from a $13 bottle of vodka.
00:54 All right.
00:55 Personal shots.
00:57 Barack Obama said he loves your work.
01:00 Beyonce told you you were beautiful.
01:03 Which compliment meant more and why?
01:07 Very easy, Beyonce saying I'm beautiful.
01:09 I'm sorry.
01:10 Like, thank you, Mr. President.
01:11 He said he loved the soundtrack at the time.
01:14 Like, that was a collaborative effort.
01:16 Beyonce was looking at my face
01:17 and she hugged me and touched me and it was all about me.
01:22 And Beyonce's kind of my president.
01:26 You once said I would do my 20s even dumber if I could.
01:30 Be dumb in your 20s, I did say that.
01:31 What's the dumbest thing you did in your 20s?
01:33 Oh my God, that's like, there are infinite things.
01:37 But the dumbest?
01:39 Oh!
01:39 I lied to this guy about being from Atlanta.
01:46 To not, like, see him again, to not talk to him.
01:51 So I put on this accent.
01:55 It was so bad.
01:57 Then he ended up seeing me walking out of Kaiser
02:00 with my mom, clearly living in LA,
02:03 and was just like, you effing liar.
02:05 And my mom, like, witnessed all of that
02:07 and I had no coverage for it.
02:09 But just generally lying.
02:11 I was basically like, uh.
02:13 I did it in the 'choo.'
02:18 So I'd be like, what's up with 'choo?'
02:20 What's up with 'choo,' shawty?
02:21 And he was like, what?
02:22 I don't feel comfortable saying a whole sentence.
02:25 Usher recently serenaded you at his Las Vegas show.
02:30 Who is your hall pass?
02:33 I don't have a hall pass
02:34 and I'm wondering if it's too late to ask for one.
02:38 I think it is.
02:39 Does that mean I have to take a shot?
02:40 Or is it, I have to take a shot
02:42 because I don't have a hall pass?
02:44 Okay.
02:44 Hard seltzer.
02:47 Okay.
02:54 That's not, it should just taste like water.
02:57 The bubbles burn.
03:00 Name a role you didn't get, but think you deserved.
03:06 That's hard because like, as an auditioner,
03:11 I'm a like, bad auditioner, but I know.
03:14 You know what?
03:18 I'm gonna take this shot.
03:22 (upbeat music)
03:25 That's so bad.
03:28 What is one red carpet fashion look you regret wearing?
03:33 Tell us why and who designed it.
03:35 I have it at the top of my head.
03:36 My glam team is in the room and I will shade them all.
03:39 It was like top down, a miss.
03:42 I went to like the Espy's.
03:43 It was like an upside down trash bag dress.
03:46 The hair was not right.
03:47 I just looked like I was at the wrong place.
03:50 And like, you know, sometimes people write an article
03:52 about you and they'll use a random picture
03:54 and sometimes they choose that.
03:55 And I'm like, why would you?
03:56 There's so much and you chose this.
03:59 So yeah, I hate it.
04:02 That's round one.
04:03 Round two is 30 second shots.
04:07 I'll have 30 seconds to answer trivial questions
04:09 about my career or take a shot.
04:10 I have to get these right about myself.
04:13 These drinks are whiskey ginger ales.
04:15 Four are top shelf and one is mixed with cheap whiskey
04:18 from a plastic bottle.
04:19 Mm, I love plastic bottles.
04:21 IMDb lists you as a writer on five different projects.
04:26 What are those projects?
04:27 I don't (beep) know.
04:29 I, Insecure, Rap Shit.
04:33 What do I do?
04:36 I be writing.
04:39 Awkward Black Girl.
04:40 This is crazy.
04:46 I do write.
04:49 Five projects?
04:51 I haven't done that much yet.
04:54 What am I missing?
04:57 Damn, I gotta take a shot.
04:58 That's (beep) up.
05:01 Those are, okay.
05:02 IMDb, like now that you expanded to internet shit,
05:06 it could be anything.
05:07 That, that didn't even have ginger ale in it.
05:16 That was just whiskey.
05:17 My eyes are watering.
05:18 - I'm gonna start a new one.
05:21 - You were nominated for four People's Choice Awards
05:24 in 2020.
05:25 What were the categories?
05:26 What?
05:27 I, four People's Choice Awards.
05:31 It had to be, I guess, Best Show.
05:33 But I don't know what the other categories are.
05:37 Best Actress?
05:38 Four categories?
05:40 Me.
05:40 What other things?
05:43 Best Person?
05:44 Best,
05:47 because Best People.
05:48 Best People?
05:49 Best
05:54 outfit.
05:57 - Female Movie Star, Comedy Movie Star,
06:01 Drama Movie Star, Comedy TV Star.
06:04 - I was killing me in 2020.
06:06 What?
06:07 Okay.
06:09 All right.
06:14 This is the worst day of my life.
06:17 (sniffles)
06:18 You were born on January 12th.
06:21 Name three other celebrities who share the same birthday.
06:23 I just talked to a girl about this last night,
06:26 but I was drinking.
06:27 Jeff Bezos.
06:30 Shonda Rhimes is a day after.
06:34 Somebody, a white lady.
06:39 It's not Bette Midler.
06:43 Is it Barbra Streisand?
06:44 No, you can't tell me.
06:47 Three other celebrities.
06:49 Damn, I was about to say, my best friend.
06:51 Michelle Obama?
06:53 No.
06:54 No, bitch.
06:55 Oh, I knew him.
06:57 That's who I met by the white lady.
06:58 Actually, I got that wrong.
06:59 (laughing)
07:01 Yes.
07:04 What, birthday plans?
07:06 All right, this is for Amarie.
07:08 Name the four other women you appeared alongside
07:13 in Essence Magazine's Game Changer issue in 2015.
07:16 Something I know.
07:17 Mara Brock Akil, Ava DuVernay, Debbie Allen, Shonda Rhimes.
07:22 Woo, that was like one of the best days of my life.
07:25 Name five magazines you've graced the cover of.
07:29 Elle, Vanity Fair.
07:31 No, yeah, Vanity Fair.
07:33 Marie Claire.
07:37 Variety.
07:42 And, oh, Jesus.
07:43 - Where are you?
07:48 - Where am I right now?
07:50 Cosmo.
07:51 (laughing)
07:52 Thank you.
07:53 Woo.
07:54 Round two complete.
07:59 Round three, the category is cheap shots,
08:01 and I'll be taking literal cheap shots at everyone.
08:05 The drinks are French 75s.
08:07 Four are made with my Prosecco, the Array.
08:11 In the meantime, the cheap drink is mixed
08:13 from a bottle of $6 Prosecco and $12 gin.
08:17 $12 gin sounds terrible.
08:20 You've always described yourself as awkward.
08:25 Name one celebrity you've worked with
08:27 who you think is even more awkward than you, and why.
08:31 I mean, um, I think there's no controversy
08:36 in saying Michael Cera and Kate McKinnon.
08:40 Like, I'll throw 'em all under the bus.
08:42 They're endearingly awkward, but Kate,
08:45 just know that if you see her, she doesn't wanna be there.
08:48 And it's relatable.
08:50 So yeah, that's it.
08:51 You hosted SNL in 2020.
08:58 Name a skit you were in that you didn't think was funny,
09:01 and why.
09:02 Uh, I mean, there is a skit that I pulled myself out of
09:06 that I was just like, ah, this is not my humor.
09:10 That still aired, they still did it.
09:11 They were like, cool, we'll still do it.
09:13 But you have to watch that episode.
09:14 It was just a little too fly, overstate humor to me.
09:18 And I'll leave it at that.
09:20 Rank these actors from most to least dateable in real life.
09:26 Ah!
09:28 Kendrick Samson, Elan, no, Jay Ellis.
09:32 Now, I could go to Easy Ride and be like,
09:34 Jay, he's married.
09:35 So he's technically the least dateable.
09:37 The second least dateable is for sure Kendrick Samson,
09:41 because out of his mouth, he does not like to date.
09:46 He's not a player, but he just, a lot.
09:49 And then Elan, I think he's probably most dateable.
09:52 But even he's like, just don't date actors.
09:54 All actors are trash, honestly.
09:57 All handsome men, beautiful gowns.
09:59 But not dateable.
10:00 Oh.
10:03 You've had many guest stars on "Rap Shit."
10:06 Who was the most difficult to work with?
10:09 We had a lot of guest stars this season.
10:14 Damn.
10:16 Yeah, everybody was very pleasant.
10:19 We worked with a lot of music artists.
10:23 I mean, you can take a guess.
10:25 All right.
10:29 If this is my perspective, it's delicious.
10:34 (laughing)
10:36 That was a cheap shot.
10:40 - No, that was, okay.
10:41 - All right.
10:41 Rank these celebrity alcohol brands from best to worst.
10:48 Skinny Girl by Bethany Frankel.
10:50 Aviation Gin by Ryan Reynolds.
10:52 818 Tequila by Kendall Jenner.
10:55 Ciroc by Diddy.
10:57 I've actually tried all of these except for one.
11:00 That would be 818 Tequila by Kendall Jenner.
11:02 Sorry, girl, no offense, but hate it.
11:04 Skinny Girl, I used to be obsessed with in my 20s.
11:09 I thought I found the secret.
11:11 And then I had it like a couple years ago,
11:13 and it is trash.
11:15 It is poison, but I respect her hustle.
11:19 - Diddy doesn't have Ciroc anymore.
11:22 So by that, I'll rank it lower.
11:25 - And then I gotta give it up for Aviation Gin.
11:26 It actually is great, and I love the marketing behind it.
11:28 Ryan Reynolds is kind of a legend,
11:30 so that to me would be the best.
11:32 Thank you guys so much for watching me play Cheap Shots.
11:38 Make sure to check out and taste Vioray Prosecco.
11:41 It is not a cheap shot.
11:43 (audience laughing)
11:46 (upbeat music)
11:49 (upbeat music)
11:52 (upbeat music)
11:54 (upbeat music)
11:57 (upbeat music)
12:00 [BLANK_AUDIO]