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]
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