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.
Listen on:
Episodes

Mar 15, 2026
Mar 15, 2026
37 min
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 here:https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039https://www.podbean.com/pw/pbblog-dxzs6-1389e22https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpDMusic:Like Before by Peyruis https://soundcloud.com/peyruisCreative Commons — Attribution 3.0 Unported — CC BY 3.0Free Download / Stream: https://www.audiolibrary.com.co/peyruis/like-beforeMusic promoted by Audio Library https://youtu.be/wcKL1QYcJLk

Mar 14, 2026
Mar 14, 2026
1 hr 15 min
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 here:https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039https://www.podbean.com/pw/pbblog-dxzs6-1389e22https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpDMusic:Like Before by Peyruis https://soundcloud.com/peyruisCreative Commons — Attribution 3.0 Unported — CC BY 3.0Free Download / Stream: https://www.audiolibrary.com.co/peyruis/like-beforeMusic promoted by Audio Library https://youtu.be/wcKL1QYcJLk

Mar 7, 2026
Mar 7, 2026
51 min
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/peyruisCreative Commons — Attribution 3.0 Unported — CC BY 3.0Free Download / Stream: https://www.audiolibrary.com.co/peyruis/like-beforeMusic promoted by Audio Library https://youtu.be/wcKL1QYcJLk

Feb 28, 2026
Feb 28, 2026
1 hr 3 min
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/peyruisCreative Commons — Attribution 3.0 Unported — CC BY 3.0Free Download / Stream: https://www.audiolibrary.com.co/peyruis/like-beforeMusic promoted by Audio Library https://youtu.be/wcKL1QYcJLkCheck 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

Feb 21, 2026
Feb 21, 2026
57 min
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/peyruisCreative Commons — Attribution 3.0 Unported — CC BY 3.0Free Download / Stream: https://www.audiolibrary.com.co/peyruis/like-beforeMusic promoted by Audio Library https://youtu.be/wcKL1QYcJLk

Feb 14, 2026
Feb 14, 2026
40 min
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 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

Feb 7, 2026
Feb 7, 2026
49 min
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 here:https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039https://www.podbean.com/pw/pbblog-dxzs6-1389e22https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD

Jan 24, 2026
Jan 24, 2026
56 min
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.

Jan 3, 2026
Jan 3, 2026
42 min
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!

Dec 30, 2025
Dec 30, 2025
1 hr 9 min
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!


