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Where to watch
Not available to stream in US
🔔 Notify me about new seasonsSynopsis
Follows a 20-something woman in Los Angeles, as the mundane and routine events in her life become awkward and funny.
Episodes
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- E1 That Time When I Got CircumcisedNext upJun 5, 2017 · 2 min
Synopsis

Kelly drives with her boyfriend, Jordan, and gets an unexpected call from Mom that she takes on speaker phone.
Guest stars: Clayton Snyder (Jordan), Cean Okada (Mom)
- E2 That Time When I Started AdultingJun 12, 2017 · 3 min
Synopsis

Kelly sits down with her boss to discuss her new job, but things get awkward when she realizes her boss has no idea that she's been hired.
Guest stars: Claire Koonce (Joyce), Valentina Latyna Plascencia (Yogui)
- E3 That Time When Once A Week Wasn't EnoughJun 24, 2017 · 2 min
Synopsis

Kelly is caught off guard when she runs into her friend, Elle, and she jumps into a sex talk.
Guest stars: Jillian Rose Reed (Elle)
- E4 That Time When I Leaned InJun 26, 2017 · 2 min
Synopsis

We hear Kelly's inner dialogue as she sits in a work meeting.
Guest stars: Philippe Brenninkmeyer (Creepy Kyle), Josia Elliott (Sandra), Lauren Nyczak (Linda)
- E5 That Time When My Vagina Fell OffJul 3, 2017 · 2 min
Synopsis

Kelly has a bizarre, quirky dream. Her boyfriend tries to help her from the other side of the door. Things get awkward when he finds out what the strange problem is their dealing with.
Guest stars: Clayton Snyder (Jordan)
- E6 That Time When Kyle Gave Me The CreepsJul 3, 2017 · 2 min
Synopsis

Kelly walks in on her co-worker, Creepy Kyle, while he's Facebook stalking her. We hear Kelly's thoughts as she tries to leave this awkward situation.
Guest stars: Philippe Brenninkmeyer (Creepy Kyle)
- E7 That Time When Sugar Wasn't So SweetJul 10, 2017 · 2 min
Synopsis

Kelly gets a Brazilian wax, but instead of a traditional wax, she opts for 'sugaring'. She's surprised when she finds out her regular esthetician is out, and Marsha will be waxing her instead. We hear Kelly's thoughts as she tries to get through this awkward situation.
Guest stars: Maya Lynne Robinson (Marsha)
- E8 That Time When Mom Gave Me A Sex TalkJul 10, 2017 · 2 min
Synopsis

There's nothing like having an awkward sex talk with your parents - In this episode, Kelly is at work when she receives an unexpected call from Mom. The conversation becomes awkward when Mom asks Kelly about her sex life.
Guest stars: Cean Okada (Mom), Alexi Sciutto (Business Executive)
- E9 That Time When I Was On Display Part 1Jul 31, 2017 · 2 min
Synopsis

What if millennials were on an episode of a Nat Geo documentary — like an animal in the wild — and there was a tour guide narrating their experiences. In this episode, Kelly is in yoga when a tour guide and group walk in as if they’re on a safari or Disneyland tour. They re-appear and follow her throughout her daily life.
Guest stars: Rizwan Manji (Tour Guide), Thomas R. Baker (Tourist), Casey Dacanay (Yoga Instructor)
- E10 That Time When I Discovered the True Meaning of AnalAug 6, 2017 · 2 min
Synopsis

Kelly meets Anal Annie, and she trains her on how to work at the front desk in their office.
Guest stars: Kristin Korsnes (Annie)
- E11 That Time When I Had A UTIAug 7, 2017 · 2 min
Synopsis

Kelly has a UTI, and her friend, Kate, gives her advice as they get drinks. Kate gives her unconventional advice when she tells her how to cure UTIs naturally by sticking a clove of garlic up her vagina.
Guest stars: Sarah Booth (Kate)
- E12 That Time When I Was On Display Part 2Aug 7, 2017 · 2 min
Synopsis

What if millennials were on an episode of a Nat Geo documentary — like an animal in the wild — and there was a tour guide narrating their experiences. In this episode, the Tour Guide and tour group return while Kelly is hooking up with her boyfriend, Jordan.
Guest stars: Clayton Snyder (Jordan), Rizwan Manji (Tour Guide)
- E13 That Time When I Was In ShippingAug 14, 2017 · 2 min
Synopsis

Kelly's co-worker, Jeremy, tells her that he has a great work opportunity for her that he thinks will be a good experience. Kelly is surprised when she finds out that opportunity is cleaning the storage room in the basement.
Guest stars: Warren Burke (Jeremy)
- E14 That Time When It Was Game TimeAug 21, 2017 · 3 min
Synopsis

We hear Kelly's thoughts as she tries to watch an Arsenal soccer game with her boyfriend, Jordan .
Guest stars: Clayton Snyder (Jordan)
- E15 That Time When My Chakras AlignedAug 28, 2017 · 3 min
Synopsis

Kelly goes to a party with her friend in Los Angeles, and she ends up getting stuck in a conversation with a guru, George.
Guest stars: Jeffrey Marcus (George)
- E16 That Time When I Didn't See Kyle ComingSep 24, 2017 · 2 min
Synopsis

Kelly runs into Creepy Kyle, and the conversation becomes awkward when he checks out Kelly's chest/band shirt.
Guest stars: Philippe Brenninkmeyer (Creepy Kyle)
- E17 That Time When I Called During DaysOct 2, 2017 · 2 min
Synopsis

Kelly calls Dad and Mom on her lunch break to get advice, and the conversation doesn't go as planned.
Guest stars: Cean Okada (Mom), Don Buck-Villafaña (Dad)
- E18 That Time When He Didn't Like ItOct 8, 2017 · 3 min
Synopsis

Kelly and Jordan get into a stupid boyfriend/girlfriend fight and argue over - well, nothing.
Guest stars: Clayton Snyder (Jordan)
- E19 That Time When Life Was Falling ApartOct 16, 2017 · 3 min
Synopsis

Kelly is caught off guard when she runs into her friend, Elle, and she jumps into a rant about her first world problems.
Guest stars: Jillian Rose Reed (Elle)
- E20 That Time When I Had a ScareOct 30, 2017 · 4 min
Synopsis

Kelly gets a call from the Scream Voice, while she's watching Girls. Instead of asking her if she likes scary movies, he asks her if she likes babies. Kelly then finds herself in horror movie scenes from Scream, The Ring, and I Know What You Did Last Summer, but with a MONDAYS twist.
Guest stars: Patrick Pedraza (Scream Caller)
- E21 That Time When I Got PenetratedNov 12, 2017 · 5 min
Synopsis

Kelly visits the gynecologist, and things get awkward.
Guest stars: Jeff Wild (Gynecologist)
- E22 That Time When I Got Life CoachedDec 4, 2017 · 3 min
Synopsis

Kelly doesn't know what to do with her life and seeks advice from a life coach.
Guest stars: Heather Morris (Kia)
- E23 That Time When I Met My Future SelfJan 8, 2018 · 4 min
Synopsis

Kelly suddenly appears in a white space and thinks she's dead, but she's actually meeting with her future self.
Guest stars: Kimberly J. Brown (Older Kelly), Elester Latham (Morgan Freeman Look-A-Like)
- E24 That Time When I Met Mini MeFeb 26, 2018 · 3 min
Synopsis

Kelly has to explain herself to her younger self, and she's pissed.
Guest stars: Carissa Bazler (Young Kelly)
Cast & crew
Created by Kelsey Bascom, Arnon Manor
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Kelsey Bascom



