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Miniseries Episodes

1. That Time When I Got Circumcised

June 5th, 20172 min

Kelly drives with her boyfriend, Jordan, and gets an unexpected call from Mom that she takes on speaker phone.

2. That Time When I Started Adulting

June 12th, 20173 min

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.

3. That Time When Once A Week Wasn't Enough

June 24th, 20172 min

Kelly is caught off guard when she runs into her friend, Elle, and she jumps into a sex talk.

4. That Time When I Leaned In

June 26th, 20172 min

We hear Kelly's inner dialogue as she sits in a work meeting.

5. That Time When My Vagina Fell Off

July 3rd, 20172 min

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.

6. That Time When Kyle Gave Me The Creeps

July 3rd, 20172 min

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.

7. That Time When Sugar Wasn't So Sweet

July 10th, 20172 min

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.

8. That Time When Mom Gave Me A Sex Talk

July 10th, 20172 min

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.

9. That Time When I Was On Display Part 1

July 31st, 20172 min

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.

10. That Time When I Discovered the True Meaning of Anal

August 6th, 20172 min

Kelly meets Anal Annie, and she trains her on how to work at the front desk in their office.

11. That Time When I Had A UTI

August 7th, 20172 min

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.

12. That Time When I Was On Display Part 2

August 7th, 20172 min

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.

13. That Time When I Was In Shipping

August 14th, 20172 min

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.

14. That Time When It Was Game Time

August 21st, 20173 min

We hear Kelly's thoughts as she tries to watch an Arsenal soccer game with her boyfriend, Jordan .

15. That Time When My Chakras Aligned

August 28th, 20173 min

Kelly goes to a party with her friend in Los Angeles, and she ends up getting stuck in a conversation with a guru, George.

16. That Time When I Didn't See Kyle Coming

September 24th, 20172 min

Kelly runs into Creepy Kyle, and the conversation becomes awkward when he checks out Kelly's chest/band shirt.

17. That Time When I Called During Days

October 2nd, 20172 min

Kelly calls Dad and Mom on her lunch break to get advice, and the conversation doesn't go as planned.

18. That Time When He Didn't Like It

October 8th, 20173 min

Kelly and Jordan get into a stupid boyfriend/girlfriend fight and argue over - well, nothing.

19. That Time When Life Was Falling Apart

October 16th, 20173 min

Kelly is caught off guard when she runs into her friend, Elle, and she jumps into a rant about her first world problems.

20. That Time When I Had a Scare

October 30th, 20174 min

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.

21. That Time When I Got Penetrated

November 12th, 20175 min

Kelly visits the gynecologist, and things get awkward.

22. That Time When I Got Life Coached

December 4th, 20173 min

Kelly doesn't know what to do with her life and seeks advice from a life coach.

23. That Time When I Met My Future Self

January 8th, 20184 min

Kelly suddenly appears in a white space and thinks she's dead, but she's actually meeting with her future self.

24. That Time When I Met Mini Me

February 26th, 20183 min

Kelly has to explain herself to her younger self, and she's pissed.