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WTF Do We Do with AI Bots on the Dating Apps? feat. Liza Treyger

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2

Should I Date Someone Who Still Lives with Their Parents? feat. The Illustrious Blacks

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3

Is It Weird To Send A Holiday Card As a Single Person? feat. Qween Jean

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4

What Do You Do with Jealousy? feat. Tariq "Black Thought" Trotter

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5

I Don’t Like My BFF’s Bae, Is It Possible to Get Along? feat. Dylan Marron

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6

Is It Too Soon to Meet Them in Paris after Two Months of Dating? (Relatable!!!) feat. Norah Jones

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7

How Do I Get Over Imposter Syndrome? feat. Julian Shapiro-Barnum

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8

The Song That Got Away! feat. Vanessa Williams and Jillian Hervey

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9

How Do I Tell My Parents I Want to Spend the Holidays Alone? feat. Sydnee Washington

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10

To Hang Or Not To Hang My Partner’s Trash Art? feat. Raquel Willis

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11

My New Boyfriend's Dog is Truly the WORST—Do I Breakup!? feat. Tasha Smith

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12

You Can Talk About My Personal Life But Not My Private Life! feat. Nicole Bus

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13

AN ASS THAT CAN SWALLOW YOU WHOLE AND OTHER WANTS AND WISHES feat. Danielle Sanchez-Witzel

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14

How Do I Tell My Mom to Stop Flirting with My Friends?! feat. Georgia Hardstark

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15

"Tickleball, Anyone?!" feat. Beth Stelling

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16

Are Women Really That Great? (Yes!!) feat. Sasheer Zamata

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17

Michelle & Jordan Talk Their Toxic Traits! feat. Dan Ahdoot

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18

How Do I Tell My Parents I'm Not a Republican? feat. adrienne maree brown

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19

Put Your Penis In Your Pocket Book feat. Ms. Pat

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20

Once a Cheater, Always a Cheater? feat. Catherine Cohen

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21

I Haven't Done "It" For a Whole Year... Am I Okay!? feat. Amber Ruffin

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22

Are You Getty Ready Go?? feat. Franchesca Ramsey

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23

Is It Okay to Take My BF to a Restaurant My Ex Intro'd Me To? feat. Tone Bell

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24

My Friend is Marrying a Clone of Their Ex... How Do I Stop It?? feat. Nicole Byer

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25

How Can I (A Man!) Make Male Friends Who Aren’t Disgusting, Horrible, and Dumb? feat. E.R. Fightmaster

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26

Should Kids Be Out Here Calling Grown Ups by Their Govt Names? feat. Jes Tom

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27

How Does One Make A Choice? (Someone please choose for us!!) feat. Dominique Jackson

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28

How Do You Tell a Bad Employee / Friend You Won’t Be a Reference for Them? (*Butt puckers) feat. Devon Walker

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29

How Many Pairs of Shoes Should One Own? (All of Them!!!) feat. Hari Kondabolu

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30

I Have Feelings For My Friend, Should I Stop Casually Seeing Them? feat. Scott Aukerman

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31

How Do I Tell My Mother-In-Law Roommate She's Too Messy? feat. Sam Jay

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32

Do I Have to Reveal I Have a Kid on a First Date? (N'Yes!!) feat. Chloé Hilliard

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33

How Do I Keep Up With the Constant Texting!? (Hint: Don't!) feat. Mike Yard

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34

How Do We Get It In...with No Babysitter??? feat. Sunita Mani

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35

Did You Miss Us?? feat. Donwill

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36

Do I Have To Pretend To Care About My Friends' Kids? feat. Peppermint

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37

Any Advice For a Single Mom / Teacher Who Works Her A** Off Everyday? feat. Padma Lakshmi

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38

At What Age Do I Stop Stealing Cleaning Supplies From My Mom’s House? feat. Jean Grae

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39

How Do I Not Take It Personally When My 8-Year-Old Teases Me? feat. Shea Couleé

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40

My Roommate is Having Loud Sex All. The. Time... What Do I Do?! feat. Joel Kim Booster

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41

How Do You Make Paper Without Working a 9-To-5? feat. Marie Faustin

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42

"I Ousted a Toxic-Ass Boss... Now How Do I Celebrate!!!!?" feat. Chris Gethard

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43

What Do They Teach @ Jersey Charm School? feat. Kenice Mobley

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44

Am I Too Old to Like Puppets? feat. Wyatt Cenac

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45

I Want to Host More Parties, but I Don't Know How to Cook... Any Hacks?? feat. Travon Free

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46

I F**king Hate to Meditate but I Need to Calm Down. Any Recs!? feat. Karen Kilgariff

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47

Are Boots and Shorts An Acceptable Combo? feat. Chi Ossé

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48

Dear Emily Post, What's the Appropriate Reaction to a Queef? AFAF feat. Kyle Grooms & Jay Jurden

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49

Is It Inappropriate To Wear a Cuteish Outfit To a Funeral? AFAF! feat. Rachel Feinstein

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50

What Do You Do If You Wanna Have Sex with Your Therapist??!! feat. Jackie Fabulous

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51

I Really Hate to Swallow—Do I Have to? feat. Langston Kerman

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52

And A Hero Came Along... feat. Matteo Lane

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53

How Late Is Too Late to Venmo Someone Back? feat. Bevy Smith

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54

Am I Too Old for Graphic Tees? (If you have to ask...) feat. Roy Wood Jr.

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55

Get That AARP Card On Your 21st B-Day, amirightladies?! feat Chanel Ali

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56

Chores, Why You Gotta Be So Boring?!! feat. Rae Sanni

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57

How Often Should I Wash My Jeans, Tho????!! feat. Sudi Green

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58

Is Monogamy Real? feat. Aparna Nancherla

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59

What Should I Look for in A Cult and/or Couch? feat. Moses Storm

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60

Should Men Care About Skincare?? feat. Solomon Georgio

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61

"How Not To Make New Friends as an Adult" feat. Matt Bellassai and Yamaneika Saunders

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62

How Old Is Too Old to Go to Coachella? feat. Jeff Hiller

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63

How do I Tell My Best Friend Her Fiancé Sucks? feat. Jordan Klepper

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64

How Can I Feel More Comfortable in Social Situations? (Answer: Don’t go!) feat. Nore Davis

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65

AFAF... How Do I Break Up With a Friend? feat. Ilana Glazer

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66

I Just Quit My Job, What Should I Do Next, “Spence-sei?????” feat. Josh Johnson and Larry Owens

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67

Do You Need to Wash Your Dishwasher? feat. Sarah Cooper

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68

What's the Difference Between a 401k and an IRA? feat. Shalewa Sharpe

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69

What Is The Most Adult Thing You Own? feat. ALOK

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70

When Should Your Boyfriend Give Up On His Rap Career? feat. Maeve Higgins

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71

Introducing: Adulting with Michelle Buteau and Jordan Carlos

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72

How Many Pairs of Underwear Do I Pack for a Weekend? feat. Aisling Bea

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73

How Do I Get Out of Going to Work on Monday? feat. Aparna Nancherla, Geena Rocero, and Crissle West

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74

Is Tired the New Normal? feat. Jaboukie Young-White and Samantha Bee

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75

Is Getting a Turtle Too Much Responsibility? feat. Joyelle Nicole Johnson, Giulia Rozzi, and Becky Veduccio

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76

Is $250 Too Much to Spend at the Bar? feat. Michael Kosta and Arturo Castro

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77

Are Real Adults Allowed to Cry on the Subway? feat. Damien Lemon and Vanessa Williams

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78

When Does a Venmo Request Become Petty? feat. Gina Yashere and Liza Treyger

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79

My Boss Is a Jerk and No One Believes Me. What Should I Do? feat. Kerry Coddett and Michelle Collins

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80

Who's on Your S*** List? feat. Black Thought and Seth Herzog

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81

Is It Okay to Eat Cereal Three Times a Day? feat. Alzo Slade and Franchesca Ramsey

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82

Is There Enough Milk in Your House Right Now? feat. Michael Ian Black, Malik Yoba, and Jessica Pimentel

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83

How Do I Break Up With a Friend Who’s Holding Me Back? feat. Danielle Brooks, Chris Redd, and Yamaneika Saunders

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84

Do I Have to Wash New Underpants Before I Wear Them? feat. Nore Davis, Sara Schaefer, and Ben Sinclair

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85

Sock, Sock, Shoe, Shoe OR Sock, Shoe, Sock, Shoe? feat. Sasheer Zamata and Kate Walsh

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86

What Should I Name the Baby? feat. Chris Distefano and Jim Gaffigan

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87

What Is an Acceptable Amount of Money to Spend on Pillows? feat. Naomi Ekperigin, Wyatt Cenac and Phoebe Robinson

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