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- Stars of "Orange Is the New Black" reflect on how the show has changed their lives -- and the world. Four women share their real-life prison stories.
- 2016–2017TV-MA7.4 (20)TV Episode
- Avowed non-parent Chelsea grills Kate Hudson and others about the appeal of raising kids and has her nails done by a gender-nonconforming 9-year-old.
- Kate Hudson recalls a magical holiday, LA Mayor Eric Garcetti shares his plea to Donald Trump, and Cameron Dallas and friends talk social media fame.
- Chelsea Returns from her trip around the world with all kinds of opinions and sass.
- Jennifer Aniston talks "Office Christmas Party" and her ideal superhero role. Fetty Wap explains his stance on guns. Chelsea gets high with her staff.
- Chelsea has a lively dinner table discussion with guests from various political backgrounds.
- Chelsea dives into a grueling mud race, Will Arnett puts a new spin on Trump's tweets, and "Daily Show" favorite Hasan Minhaj talks Indian toilets.
- Common looks back on Obama's impact, country star Maren Morris marvels at her wild year, and journalist Lauren Duca dissects lies by Trump.
- In the season finale, Oscar winner Jennifer Lawrence gets punchy, Chris Hardwick talks zombies, and Chelsea revisits favorite moments from the show.
- The actor-turned-mogul shares investing tips and joins Cindy McCain to shed light on human trafficking. Chelsea steps out as a dog walker for hire.
- The rapper joins California Lt. Governor Gavin Newsom to push for game-changing action on pot. Chelsea tries working out stoned with an MMA fighter.
- 2016–2017TV-MA6.8 (20)TV Episode
- Susan Sarandon breaks down the dramatic Dakota pipeline standoff and the #BankExit push. Gael García Bernal extols the pleasures of Mezcal and Venice.
- Chelsea delves into the U.S. presidential race with comedian Wanda Sykes, former Obama speechwriter Jon Favreau and a posse of senior Florida voters.
- Chelsea reaches for a big note with the Grammy-winning ''Voice'' coach and steps into the rink with a pair of Russian figure skaters.
- 2016–201729mTV-MA6.6 (34)TV EpisodeThe Science Guy weighs in on Chelsea's cryotherapy experiment and his new thinking on GMOs. "Masters of Sex" star Lizzy Caplan performs a magic trick.
- Chelsea talks threesomes with the "Do-Over" star, waits tables with her niece, and gets the inside scoop on Melissa Arnot's historic Everest climb.
- 2016–201734mTV-MA6.6 (37)TV EpisodeActress Melissa McCarthy addresses fashion norms and remaking Ghostbusters. Actor Zachary Quinto discusses the first use of an LGBTQ character in the fifty years Star Trek has been in existence.
- MSNBC's Jacob Soboroff explains the fuss over superdelegates, and astrology maven Megan Fox tries to make sense of mixed signals in Chelsea's chart.
- Chelsea talks about education with actress Drew Barrymore, rapper Pitbull, and U.S. Secretary of Education John B. King Jr.; Netflix University; Chris Martin performs.
- 2016–201734mTV-MA6.3 (76)TV EpisodeComic book expert Amy Dallen discusses the Marvel universe; Chelsea invites "Captain America: Civil War" stars Chris Evans, Sebastian Stan, Emily VanCamp, and Frank Grillo over for dinner.
- 2016–201727mTV-MA6.3 (42)TV EpisodeThe negative impact of pornography with Gabe Deem, author Noah Church and Sen. Todd Weller: also featuring an interview with "Crazy Ex-Girlfriend" star Rachel Bloom.
- 2016–2017TV-MA6.3 (28)TV Episode
- Chelsea talks lube with Gwyneth Paltrow and lobbying with Tony Hale, tests her acting chops in a telenovela, and learns the secret to an ace TED talk.
- 2016–201728mTV-MA6.2 (58)TV EpisodeChelsea talks tour life with Gwen Stefani, steps out with a colorful Harajuku squad, and studies the moon with NASA's ''Mohawk Guy,'' Bobak Ferdowsi.
- Senator Boxer and African-American churchgoers break down what's at stake in the 2016 election. Snapchat guru DJ Khaled preaches the keys to success.