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- Eps 1: Appetite for Instruction
- Eps 2: Gwyneth & Tony & Chelsea & TED
- Eps 3: Dinner Party: Captain America & Friends
- Eps 4: Gwen Stefani, Tokyo Style & the Night Sun
- Eps 5: Wanda Sykes & the 2016 Political Scene
- Eps 6: Christina Aguilera & Chelsea on Ice
- Eps 7: Barbara Boxer & Souls to the Polls
- Eps 8: Perils of Porn & Rachel Bloom's Big Year
- Eps 9: Ashton Kutcher & the App Economy
- Eps 10: Dinner Party: Adventures in Parenting
- Eps 11: Magic & GMOs with Lizzy Caplan, Bill Nye
- Eps 12: Election Math & Megan Fox
- Eps 13: Warrior Dash & Will Arnett
- Eps 14: Summits, Thruples & David Spade
- Eps 15: The Case for Cannabis with Wiz Khalifa
- Eps 16: Cocaine Kingpins & the Science of Sleep
- Eps 17: Ellen Page & Inspiring Role Models
- Eps 18: Trump Mania & Kegel Exercises
- Eps 19: Paulson, Pelosi & Ayahuasca
- Eps 20: Biker Life & Michael Strahan
- Eps 21: Devine, Bamford & Adult Coloring
- Eps 22: Anna Kendrick & Social Media Snafus
- Eps 23: Blake Shelton & Hillary's VP Options
- Eps 24: Tarzan, Mars & Aubrey Plaza
- Eps 25: Vicente Fox & All Things Mexico
- Eps 26: Charlize Theron & Convention Fever
- Eps 27: Bill Maher & Dirty Water Polo Tricks
- Eps 28: LGBTQ Life with Jane Lynch & E.J. Johnson
- Eps 29: Bucking the Rules with Melissa McCarthy
- Eps 30: Brexit's Aftermath & Competitive Tickling
- Eps 31: Trump's Other Reality Show
- Eps 32: This Is My Home
- Eps 33: Tatiana Maslany Takes All the Good Parts
- Eps 34: Dinner Party: The God Question
- Eps 35: Chelsea Does the DNC
- Eps 36: You Have a Speedo For Me?
- Eps 37: A Prodigy in Our Midst
- Eps 38: Putting Compton Back on the Map
- Eps 39: Mission to Moscow
- Eps 40: The Porn King of Japan
- Eps 41: Zelda Williams Defies the Trolls
- Eps 42: Let's Go on My Tinder
- Eps 43: For You to Get This Hostile Is Weird
- Eps 44: We Have Influencers Here
- Eps 45: How Could People Go Off on You?
- Eps 46: It Felt Like Racist WrestleMania
- Eps 48: Oh, This Isn't Funny Anymore
- Eps 49: Dinner Party: The State of Politics
- Eps 50: Flashbacks to the Good Old '80s
- Eps 51: The Right, Fair Thing to Do
- Eps 52: Sex in Space
- Eps 53: I Was a Ticking Time Bomb
- Eps 54: My Story is an American Story
- Eps 55: Fame Is Just Weird to Me
- Eps 56: Would You Buy Your Dad a Hooker?
- Eps 57: Bareback Riding Skills
- Eps 58: I Was Naked on Broadway
- Eps 59: Boys Are Told Not to Cry
- Eps 74: So Fiercely Proud of My Mom
- Eps 1: I Had No Backup Plan Whatsoever
- Eps 2: Women That Are Strong Are Fun
- Eps 3: Ladies and the Trump
- Eps 4: Dinner Party: Getting Schooled
- Eps 5: Answer Me This
- Eps 6: Scientologists and Pirates and Aliens, Oh My
- Eps 7: Beauty Pageants, Black-ish and Going Broke
- Eps 8: Changing the Climate
- Eps 9: To England With Love
- Eps 10: Tear Down These Walls
- Eps 11: A Handler-maid's Tale
- Eps 12: Dinner Party: Good Sports
- Eps 13: When Chelsea Met Harry
- Eps 14: The Future Is Now
- Eps 15: Let's Keep Moving Forward
- Eps 16: Dear India
- Eps 17: We Are All Sharks
- Eps 18: Comfortably Naked
- Eps 19: Handler and High Water
- Eps 20: Game Changers
- Eps 21: The Art of the Kneel
- Eps 22: Hart of the Matter
- Eps 23: Chelsea Season 2 Episode 23
- Eps 24: Dinner Party: My American Experience
- Eps 25: Gwen We Meet Again
- Eps 26: Making a Big Bang
- Eps 27: Singing, Storms and Stoned Spelling
- Eps 28: Dinner Party: Scandalous
- Eps 29: We All Have to Fight and Be Loud
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