| 1. | Revisiting Pulse - Two Years Since the Pulse Nightclub Shooting | 14 | |
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| 2. | FFS Pre-Op Appointment, Going Off Hormones for Surgery | MTF Transgender | 17 | |
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| 3. | San Francisco Pride 2019 | 18 | |
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| 4. | What's Your New Year's Resolution??? | MTF Transgender Transition | 20 | |
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| 5. | Quitting My Job and Going Back to School! | MTF Transgender | 21 | |
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| 6. | Transgender Day of Remembrance (TDOR) 2018 | MTF Transgender | 22 | |
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| 7. | Meet the Trans Women Running for Florida Senate | Part 2 with Melina Rayna Farley-Barratt | 22 | |
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| 8. | Pulse - Why It's Important to Continue to Remember | MTF Transgender | 24 | |
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| 9. | Body Confidence & SRS - 5 Month Update | MTF Transgender | 25 | Vlog |
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| 10. | Advice for Parents and Guardians of Transgender & Queer Youth - LGBTQ Competency Intro | 26 | | Guardians
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| 11. | National Coming Out Day! I'm Trans, Lesbian, and I think Demisexual | 27 | |
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| 12. | ThredUP Unboxing - Random Reject Items | MTF Transgender | 28 | |
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| 13. | Gender Transition Advice - Episode 0: Series Intro | MTF Transgender | 28 | |
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| 14. | Allow Trans People to Come Out on Own Terms (NikkieTutorials Response) | MTF Transgender Transition | 28 | Tutorial |
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| 15. | Come Climb a Waterfall With Me | Quarantine Nature Escape in the Little Grand Canyon | 29 | |
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| 16. | Facial Feminization Surgery (FFS) - Pre-Op Discussion and Why I'm Getting It | MTF Transgender | 31 | Discussion |
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| 17. | More Dancing, More Dying! | Let's Play Everhood - Part 2! | Chloe Connection Livestream | 32 | Let's Play | Everhood
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| 18. | Holidays Can Be Difficult When You're Queer or Transgender | 32 | |
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| 19. | Remembering Pulse in 2020 | #PulseNightclub #OrlandoStrong #HonorTheAngels | 32 | |
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| 20. | Transgender Military Ban is Now in Effect.... | #ProtectTransTroops | 34 | |
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| 21. | Trans Video Games Livestream! Tell Me Why - Chapter 3 | 35 | | Tell Me Why
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| 22. | A #Transgender Woman Survives (and Loves) the First Semester of Grad School | #MTF #Transition | 35 | |
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| 23. | Trans Horror Livestream! Let's Play Ouija Sleepover! | 36 | | Amnesia: Rebirth
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| 24. | This is Nonsense! Let's Play There is No Game: Wrong Dimension! | Chloe Connection Livestream | 37 | Let's Play | There Is No Game: Wrong Dimension
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| 25. | Trans Video Games Livestream! Night in the Woods - Part 2 | 37 | | Night in the Woods
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| 26. | Meet the Trans Woman Running for Florida Senate | Interview with Melina Rayna Farley-Barratt | 37 | |
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| 27. | Unbox Some Mystery Video Game Stuff With Me! | Christmas Unboxing | 38 | |
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| 28. | Cat Lady Loses Her Mind In Quarantine | Garbage From My Home Video Collection: Wholesome Cat Content | 40 | |
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| 29. | What Advice Would I Give to My Younger Self? Things I Wish I Knew Before | 41 | |
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| 30. | Trans Video Games Livestream! Secret Little Haven - Part 2 | 41 | | Haven
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| 31. | Grim Reaper Simulator | Let's Death & Taxes | Chloe Connection Livestream | 41 | | Calico
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| 32. | More Death Awaits! Let's Play Dark Souls 3 - Part 2! | Chloe Connection Livestream | 41 | Let's Play | Dark Souls III
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| 33. | Happy Valentines Day 2020! I love you all (Being trans today can be difficult) | MTF Transition | 42 | |
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| 34. | Transgender Athletes, Trans Activism, & Being a Trans Ally | Interview with Marissa Alexa McCool | 42 | |
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| 35. | Let's Play The World Next Door - Part 2! | LGBTQ+ Puzzle Adventure | Chloe Connection Livestream | 43 | Let's Play | The World Next Door
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| 36. | MORE CATS | Let's Play Calico! Part 2! | Chloe Connection Livestream | 43 | Let's Play | Calico
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| 37. | Trans Video Games Livestream! Tell Me Why - Chapter 2 | 44 | | Tell Me Why
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| 38. | Legends! Secrets! FREE! Let's Play There is No Game: Wrong Dimension! | Chloe Connection Livestream | 44 | Let's Play | There Is No Game: Wrong Dimension
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| 39. | Trans Video Games Livestream! Night in the Woods - Part 3 | 45 | | Night in the Woods
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| 40. | Hi there | Sunday morning check in | 45 | |
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| 41. | Freaky Classic Psychological Horror! Let's Play Silent Hill 2 | Chloe Connection Livestream | 45 | Let's Play | Silent Hill 2
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| 42. | FFS Post Op Recovery Update - Almost 3 Weeks | MTF Transgender Transition | 45 | Vlog |
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| 43. | Dance Til You Die | Let's Play Everhood! | Chloe Connection Livestream | 45 | Let's Play | Everhood
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| 44. | More Dreamy Daddies. Let's Play Dream Daddy: A Dad Dating Simulator | Chloe Connection Livestream | 45 | Let's Play | Dream Daddy: A Dad Dating Simulator
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| 45. | Trans Video Games Livestream! Tell Me Why - Chapter 1 | 46 | | Tell Me Why
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| 46. | Gender-Affirming Eating Disorder Treatment | Interview with Asher Pandjiris | Transgender Transition | 71 | |
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| 47. | What Is It Like Going to a High School Reunion After Coming Out? | MtF Transgender | 46 | |
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| 48. | Let's Play Sea of Solitude: Director's Cut | Mental Health in Games | Chloe Connection Livestream | 46 | Let's Play | Sea of Solitude
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| 49. | Dads Dating Dads. Let's Play Dream Daddy: A Dad Dating Simulator | Chloe Connection Livestream | 46 | Let's Play | Dream Daddy: A Dad Dating Simulator
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| 50. | Spooky Season... featuring Zombies. Let's Play Resident Evil! | Chloe Connection Livestream | 47 | Let's Play |
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| 51. | SRS Revision & Complication Follow Up #2 | MTF Transgender | 47 | |
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| 52. | Trans Video Games Livestream! Let's Play One Night, Hot Springs | 48 | | One night, Hot springs
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| 53. | I AM GOOSE | Let's Play Untitled Goose Game! | Chloe Connection Livestream | 48 | Let's Play | Untitled Goose Game
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| 54. | Self Care, Grad School, and Saying No | MTF Transgender Transition (+ A Life Update) | 50 | Vlog |
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| 55. | Let's Play The World Next Door! | LGBTQ+ Puzzle Adventure | Chloe Connection Livestream | 50 | Let's Play | The World Next Door
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| 56. | Trans Video Games Livestream! Secret Little Haven - Part 1 | 50 | | Haven
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| 57. | How Many Times Will I Die? Let's Continue Celeste! | The Chloe Connection | 50 | | Celeste
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| 58. | Let's Talk About Nina Pop, Iyanna Dior, and Tony McDade | 51 | Discussion |
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| 59. | Cat Cafe Simulator | Let's Play Calico! | Chloe Connection Livestream | 52 | Let's Play | Calico
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| 60. | Let's Play Tacoma! | LGBTQ+ Sci-Fi | Chloe Connection Livestream | 52 | Let's Play | Tacoma
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| 61. | Creepy Killer Animatronics! Let's Play Five Night's at Freddy's | Chloe Connection Livestream | 53 | Let's Play | Five Nights at Freddy's
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| 62. | Retro Horror with Chloe & Tipsy! | Clock Tower PS1 | Chloe Connection Livestream | 54 | | Clock Tower 2
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| 63. | Trans Video Games Livestream! Let's Spring Leaves No Flowers | 54 | | One night, Hot springs
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| 64. | Trans Video Games Livestream! Night in the Woods - Part 1 | 54 | | Night in the Woods
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| 65. | Who is Chloe and What is The Chloe Connection? | Get To Know Chloe and Her Channel | 54 | |
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| 66. | Ace in Space! | Asexual Representation | Chloe Connection Livestream | 57 | | Ace In Space
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| 67. | SRS Complications Follow up & Revision Surgery | MTF Transgender | 57 | |
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| 68. | Cute & Creepy! Let's Play Spooky's Jump Scare Mansion HD Renovation | Chloe Connection Livestream | 57 | Let's Play | Spooky's Jump Scare Mansion
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| 69. | How Did I Know I Was Trans? - Episode 2: Teenage Years | MTF Transgender | 59 | Show |
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| 70. | I Need Your Help! Letโs Talk Directions and Plans for YouTube in 2021 | 59 | Let's Play |
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| 71. | How Did I Know I Was Trans? - Episode 3: Confiding in Others | MTF Transgender | 59 | Show |
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| 72. | Death Awaits! Let's Play Dark Souls 3! | Chloe Connection Livestream | 59 | Let's Play | Dark Souls III
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| 73. | Trans Video Games Livestream! Let's Play Celeste! | The Chloe Connection | 59 | Let's Play | Celeste
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| 74. | Coffee Talk - Part 2 | LGBTQ+ Visual Novel | Chloe Connection Livestream | 59 | | Coffee Talk
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| 75. | Hello! | 61 | | The Missing: J.J. Macfield and the Island of Memories
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| 76. | Let's Play Coffee Talk | LGBTQ+ Visual Novel | Chloe Connection Livestream | 62 | Let's Play | Coffee Talk
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| 77. | FFS 5 Day Recovery Timeline Compilation | MTF Transgender | 62 | |
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| 78. | Transgender Day of Visibility (and First Video!) | 64 | |
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| 79. | Livestream with Chloe & Tipsy: Tarot and AMA | The Chloe Connection | 65 | |
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| 80. | Transgender Family Planning, Sperm Banking, & Egg Freezing | Interview with Dr. Stephanie Rothenberg | 65 | |
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| 81. | GRIS | A Beautiful Emotional Journey | Chloe Connection Livestream | 65 | | GRIS
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| 82. | Will HRT Make Me Sterile? Should I Sperm Bank? | MTF Transgender Transition | 66 | |
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| 83. | Livestream with Chloe & Tipsy: Tarot, Chat, & Hang Out | The Chloe Connection | 64 | |
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| 84. | GRIS & The Red Strings Club | LGBT Cyberpunk Thriller | Chloe Connection Livestream | 67 | | The Red Strings Club
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| 85. | Transgender Representation & Accessibility in Video Games | Interview with Laura Kate Dale | 80 | |
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| 86. | 6 Tips to Achieve Your Goals and Dreams | MTF Transgender Transition | 68 | |
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| 87. | FFS Before & After (7 Weeks Post-Op) | MTF Transgender I Facial Feminization Surgery | 70 | |
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| 88. | How Did I Know I Was Trans? - Episode 1: Childhood | MTF Transgender | 71 | Show |
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| 89. | Trans Representation in the Media | What We Can Learn from Disclosure & the Halle Berry Incident | 72 | |
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| 90. | Let's Chat, Hang, and Tarot! | Chloe Connection Livestream | 71 | |
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| 91. | Hi there | 73 | |
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| 92. | We Need To Talk About This | #BlackOutTuesday | 74 | Discussion |
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| 93. | Why Coming Out Helped Me Quit My Job | MTF Transgender Transition | 75 | Let's Play |
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| 94. | Being Transgender vs. Transitioning? | MTF Transition | 77 | |
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| 95. | Lesbian Visibility Day - I'm Both Trans and Lesbian?!? | MTF Transition | 79 | |
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| 96. | Halloween Holds a Weird Place in My Transition Journey | MTF Transgender Transition | 80 | |
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| 97. | Should I Come Out To My Parents? When is the Right Time? I MTF Transgender Transition | 81 | |
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| 98. | When Do I Tell My Partner? | Dating While Trans | MTF Transgender Transition | 85 | |
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| 99. | SRS 6 Month Post Op Update! | MTF Transgender | 85 | |
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| 100. | FFS Post-Op Same Day | MTF Transgender Transition | 86 | |
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