Ruin Your Night

The chaotic comfort you didn’t know you needed. Hosted by two best friends who can’t stop gabbing (and wouldn’t dream of trying), this podcast dives headfirst into some off-topic tangents, opinions no one asked for, and the kind of late-night conversations that spiral in the best way possible. Whether they are talking pop culture drama, swapping personal stories, or arguing over nothing at all, these two are here to ruin your night - in the most entertaining way possible. Grab a drink, lower your expectations, and press play.

Episodes

Dec 13, 2025

1 hr 18 min

And I said Ayo, this is Ruin Your Night! Our sisters are here singing Ayo. Who is going to win the battle of the sisters? Who is most likely to walk into a room and forget what they were going to do? We popping like Ayo Ayo. This episode features our sisters but we are still the mai8n characters so please don't like them more than us :)

Dec 13, 2025

1 hr 18 min

Dec 6, 2025

1 hr 9 min

This is something that I see in you, it's Ruin Your Night! The podcast you're listening to. It's the Twilight Trivia night! Brought to you by some excitement from Jess and yet another conspiracy from Caitlyn. Hosted by friend of the pod, and boyfriend to Jess, Zach! Sit back, relax, and enjoy!

Dec 6, 2025

1 hr 9 min

Nov 29, 2025

46 min

Wobble baby wobble baby. It's Ruin Your Night! Caitlyn and Jess play another round of music shuffle! Come hang out with them and vibe. We love you, unless you're evil.

Nov 29, 2025

46 min

Nov 22, 2025

54 min

My oh my this is Ruin Your Night! On this totally normal episode, Jess can FINALLY eat berries! Charlie was being a brat, per usual, and there is a cameo from Caitlyn's sister! She shares some super fun stuff from her week. Nothing different here! #notspons

Nov 22, 2025

54 min

Nov 9, 2025

49 min

Now presenting Ruin Your Night! On this episode, Jess shares how much fun she had at Twilight in concert while Caitlyn talks about how she may or may not be working in a building that has some serious mechanical issues. A new segment comes to the pod in a form of Knowledge swap! The duo are doing some fun presentations on Charlie Chaplin and Edouard Manet. You don't want to miss this one! Or maybe you do, we don't know what you're into.#bestfriends #podcast #ruinyournight #art #arthistory #manet #oldhollywoos #charliechaplin #funny #comedy #presentation #entertaining Check us out here:https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039https://www.podbean.com/pw/pbblog-dxzs6-1389e22https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD

Nov 9, 2025

49 min

Nov 1, 2025

51 min

This is Halloween, this is Halloween. On this episode of Ruin Your Night, Caitlyn and Jess are getting into the spirit of the season! Tune in to hear some random facts and then some spooky stories written by REAL authors. Wait... something's different you say? No, nothing new here; you've always been able to see us. Let's get spooky.

Nov 1, 2025

51 min

Oct 28, 2025

55 min

Hey batter batter swing. On this episode of Ruin Your Night, Caitlyn shares some interesting things she wrote while she was sick last week. Jess talks about what new games she has been into, and for the main event...they play a fun round of What Would You Do before sharing some fun movie pitches. Hollywood isn't ready for this.#bestfriends #podcast #ruinyournight #funny #movie #games #elevatorpitch Check us out here:https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039https://www.podbean.com/pw/pbblog-dxzs6-1389e22https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD

Oct 28, 2025

55 min

Oct 18, 2025

50 min

Congratulations and celebration! On this episode of Ruin Your Night, Caitlyn and Jess are professional yappers. Tune in as they yap yap yap about Caitlyn's 30th birthday activities (I'm talking Civil War reenactment day and more). Tune in, relax, and grab a drink. Or don't, we can't tell you what to do.

Oct 18, 2025

50 min

Sep 27, 2025

1 hr 24 min

Let the rain fall down and Ruin Your Night! On this episode, Caitlyn and Jess are talking music (Caitlyn's ever growing K-Pop obsession and queen Hilary Duff's music comeback), a traumatic story involving a mineshaft, and then play a fun game of 20 questions. Take it all in guys.#podcast #bestfriends #ruinyournight #20questions #kpop #music #hilaryduff #funny #mineshaft Check us out here:https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039https://www.podbean.com/pw/pbblog-dxzs6-1389e22https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD

Sep 27, 2025

1 hr 24 min

Sep 20, 2025

56 min

Do you like scary stories? On this episode of Ruin Your Night, Caitlyn and Jess share some urban legends (along with some personal stories about a new K-Pop obsession and an uncomfortable doctor's visit). They are talking ghosts, vampires, and more. Ruin Your Night is not responsible for any night terrors or waking nightmares that may occur after listening.#bestfriends #podcast #scarystories #urbanlegends #kpop #ghost #vampire #ruinyournight Check us out here:https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039https://www.podbean.com/pw/pbblog-dxzs6-1389e22https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD

Sep 20, 2025

56 min

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