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.
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Episodes

Sep 13, 2025
Sep 13, 2025
47 min
Yes Chef! This episode of Ruin Your Night is a recipe for disaster. Jess & Caitlyn try to guess the different recipes they found (some slightly more unhinged than the rest). Then it's time for another round of Caitlyn's fave game, music shuffle! Come hangout with us because what else were you going to do with your night? Be productive? Nice try.#bestfriends #podcast #funny #recipe #music #ruinyournight #games #unhinged 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

Aug 30, 2025
Aug 30, 2025
57 min
Spooky scary skeletons and three glasses of wine...or however that song goes. This episode of Ruin Your Night might be the scariest one yet! Tune in to hear Caitlyn and Jess share some scary stories they found online, why Caitlyn thought she was going to be attacked by a murderer, and an original story form the mind of Jess herself. Grab a drink, lower your expectations, and enjoy!#bestfriends #podcast #funny #scarystories #night #slay 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

Aug 20, 2025
Aug 20, 2025
1 hr 7 min
On this episode of Ruin Your Night, we're celebrating!!!! Jess just hit the big 3 0 and had a pretty great time partying. Caitlyn, well... she reminds Jess why she should never be left to her own devices. The girls chat and play a fun game of music shuffle. If you don't know what that is then you probably had friends in high school. Grab a drink, lower your expectations and enjoy!#podcast #bestfriends #ruinyournight #funny #games #music #tiktok #musicshuffle 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

Aug 8, 2025
Aug 8, 2025
1 hr 1 min
On this episode of Ruin Your Night, Jess is about to hit a milestone; she is turning 30!!! Cue the music and celebrations. Jess shares her birthday plans and Caitlyn is just sad she won’t be able to attend. This week the girls take a look (and cringe deeply) at some …. interesting things they have said over the past year. Is it important? No. Is it entertaining? Who’s to say. Grab a drink, lower your expectations and enjoy.#ruinyournight #bestfriends #podcast #funny #birthday #qanda #cringe

Jul 19, 2025
Jul 19, 2025
52 min
On this episode of Ruin Your Night, Jess shares the latest drama involving her apartment. Spoiler alert...it's a disaster. Caitlyn offers moral support. Together they go off on tangents, rant a little, and give way too dramatic recaps of their favorite movies. Grab a drink, lower your expectations, and enjoy (or not)!#bestfriends #podcast #funny #ruinyournight #drama #movies 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

Jul 12, 2025
Jul 12, 2025
48 min
On this episode of Ruin Your Night, Caitlyn talks about her trip to Chicago and all the fun that ensued. Then, the girls move onto a new segment they're calling "Cuestions & Janswers", where Caitlyn asks Jess totally normal questions that surely won't make you question her sanity. Jess may or may not have regretted agreeing to it. Special guest appearance by Jess's boyfriend, who well, is used to their quirks and just goes with it. Grab a drink, lower your expectations, and enjoy!#ruinyournight #bestfriends #podcast #funny #straykids #chicago #q&a

Jul 5, 2025
Jul 5, 2025
51 min
In this episode of Ruin Your Night, Jess and Caitlyn are doing what no one asked them to do. They're re-casting your favorite Disney/Pixar movies! The girls are putting their spin on The Incredibles, Hercules, and Frozen, to name a few. Warning: they may have accidentally created the DDDCU (Danny DeVito Disney Cinematic Universe). Enjoy!#movie #fancast #podcast #disney #pixar #dannydevito #bestfriends #ruinyournight #frozen #hercules #theincredibles 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

Jun 28, 2025
Jun 28, 2025
27 min
KICK It! In this episode of Ruin Your Night, Jess and Caitlyn get a little chaotic and chat about re-coupling Twilight characters. They ask the hard-hitting questions no one needed answered - like what if Jacob ended up with Rosalie? Or Charlie and Carlisle being soulmates? It's unhinged, unnecessary, and it might ruin your night - in the best way possible.#podcast #twilight #ruinyournight #bestfriends #edwardcullen #bellaswan #couples #slay

Jun 17, 2025
Jun 17, 2025
38 min
They're baaaccckkk! Come hangout with Jess and Caitlyn as they chat about concerts, travel, and everything in between. Grab a drink, lower your expectations, and prepare to Ruin Your Night (in the best way possible) #freekimthegorilla#ruinyournight #podcast #travel #concert #bestfriends #anotherone #fun #goodtimes

May 24, 2025
May 24, 2025
40 min
We're so tipsy.... On this episode of Ruin Your Night, Jess and Caitlyn are giving you a lesson in history...drunk history. Tune in, or tune out. They are talking about the Renaissance Era and the King who punished the sea. Grab a drink (or grab a shovel for some gardening) and let them Ruin Your Night.
Check us out on Apple Podcasts and Spotify!
https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039
https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD
#ruinyournight #podcast #history #art #funny #bestfriends #drunkhistory #gardening #renaissance #ancienthistory


