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PODCAST

Ruin Your Night

ruinyournightpod

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

comedy improv

All Episodes

37:14

Ruin Your Night - Bonus Ep! But Don’t Bother This Sucks

Ruin Your Night ·

2026/03/15

Caitlyn was sick last week and couldn't hang out with Jess like usual. Unscheduled recording on Saturday is whatever the hell this is. It's literally nothing, we're just talking and everything is a mess. Back to our scheduled programming on Saturday, tis a fun one!#ruinyournight #podcast #bestfriends #chaos Check us out

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75:45

Ruin Your Night - Betrayed By The Pink Cow

Ruin Your Night ·

2026/03/14

Haven't you heard?? It's Ruin Your Night! On this episode we are rejoined by two very special guests, Erica and Olivia, the RYN sisters! Yup, that's right, back by no popular demand is the quad back but this time playing...Herd Mentality! It's everything no one asked for! Enjoy! #ruinyournight #sisters #herdmentality #gamenight #chaos #goodtimes Check us out

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51:04

Ruin Your Night - What Does That Even Mean??

Ruin Your Night ·

2026/03/07

Whoop whoop! It's Ruin Your Night! Today, Caitlyn is teaching Jess some new (more like ancient) slang. This episode will really blow your wig! Come hangout! Music: Like Before by Peyruis https://soundcloud.com/peyruis Creative Commons — Attribution 3.0 Unported — CC BY 3.0 Free Download / Stream: https://www.audiolibrary.com.co/peyruis/like-before Music promoted by Audio Library https://youtu.be/wcKL1QYcJLk

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63:26

Ruin Your Night - Jess’s Blind Ranking

Ruin Your Night ·

2026/02/28

You're gonna want to sit down for this one. It's Ruin Your Night! After some technical difficulties, Caitlyn gets to enact her revenge on Jess by having her do some blind rankings. Hope you like chaos! #ruinyournight #bestfriends #podcast #blindranking #chaos #entertainment Music: Like Before by Peyruis https://soundcloud.com/peyruis Creative Commons — Attribution 3.0 Unported — CC BY 3.0 Free Download / Stream: https://www.audiolibrary.com.co/peyruis/like-before Music promoted by Audio

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57:10

Ruin Your Night - Caitlyn’s Blind Ranking

Ruin Your Night ·

2026/02/21

You guessed it! It's Ruin Your Night! On this episode, Jess is felling the Valentine's Day spirit and Caitlyn is supportive. Also, Jess gets to do some light psychological warfare on Caitlyn as she has her do some...blind ranking! Tune in to see what she really thinks of this podcast.Music: Like Before by Peyruis https://soundcloud.com/peyruis Creative Commons — Attribution 3.0 Unported — CC BY 3.0 Free Download / Stream: https://www.audiolibrary.com.co/peyruis/like-before Music promoted

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40:42

Ruin Your Night - Caitlyn Questions Jess

Ruin Your Night ·

2026/02/14

Greetings dear listeners! On this episode of Ruin Your Night, we get to explore the inner workings of Caitlyn's mind in the form of her favorite segment "Questions and Janswers"! Where Caitlyn comes up with questions and Jess has no choice but to answer! Then, we get to find out how good Jess's music knowledge is with a fun game of Finish the Lyric! Much like Jess, you may question your life choices after this episode :)#ruinyournight #podcast #bestfriends #qna #music #questions #goodtimes

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49:30

Ruin Yor Night - Theories of the Conspiracy Variety :)

Ruin Your Night ·

2026/02/07

Beware...they're watching. On this week's episode of Ruin Your Night, Jess and Caitlyn discuss their pretty chill(y) weeks and dive head first into one of Caitlyn's favorite topics, conspiracy theories! Get the tinfoil ready and tune in to find out just who (or what) Valiant Thor is and what exactly was the Great Tartarian Empire. Don't worry , it doesn't get too weird.#ruinyournight #bestfriends #podcast #conspiracy #Conspiracytheories #valiantthor #tartarianempire Check us out

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56:46

Ruin Your Night - And We’re Back!

Ruin Your Night ·

2026/01/24

On this episode of Ruin Your Night, Jess had a fantastic week and as for Caitlyn...well it could've gone better. Tune in to learn about Jess's time at the Detroit Symphony Orchestra and Caitlyn's time crying herself to sleep. It's a doozy but hey the girls play a few rounds of Herd Mentality! This episode is dedicated to one of the great pets of Ruin Your Night...Miss Richard herself.

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42:58

Ruin Your Night - Pop Culture 2025 Recap

Ruin Your Night ·

2026/01/03

Bye bye 2025, this is Ruin Your Night! Caitlyn and Jess are doing a breakdown of all things pop culture in the...eh year of 2025. Was that a slay? Probs not. Happy New Year!

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69:41

Ruin Your Night - Holiday Mad Libs

Ruin Your Night ·

2025/12/31

Falalala it's Ruin Your Night! On this (adjective) episode, Jess and Caitlyn do some (adjective) Mad Libs. Jess tells you all about her (adjective) week and Caitlyn has some theories that may make you think she's (adjective). Happy Holidays!

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78:25

Ruin Your Night - Sister Sister

Ruin Your Night ·

2025/12/13

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 :)

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69:47

Ruin Your Night - Twilight Trivia!

Ruin Your Night ·

2025/12/06

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!

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46:16

Ruin Your Night - Music Shuffle 3

Ruin Your Night ·

2025/11/29

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.

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54:31

Ruin Your Night - Totally Normal Episode

Ruin Your Night ·

2025/11/22

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

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49:54

Ruin Your Night - Knowledge Swap

Ruin Your Night ·

2025/11/09

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

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51:04

Ruin Your Night - Happy Halloween!!

Ruin Your Night ·

2025/11/01

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.

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55:17

Ruin Your Night - Batter Up

Ruin Your Night ·

2025/10/28

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

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50:35

Ruin Your Night - Welcome to the Yap Parade

Ruin Your Night ·

2025/10/18

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.

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84:11

Ruin Your Night - 20 Questions

Ruin Your Night ·

2025/09/27

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

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56:18

Ruin Your Night - Urban Legends

Ruin Your Night ·

2025/09/20

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

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