ruinyournightpod
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.
Be sure to visit the podcast's website and support the creator: ruinyournightpod.podbean.com
Author
ruinyournightpod
Category
Podcast website
Latest episode
Oct 31, 2026
Where to listen?
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Episodes
Ruin Your Night - One Night With Two Founding Fathers 31.10.2026 1:07:10
Noun please. It’s Ruin Your Night! This week Jess and Caitlyn are dressing up like the Founding Fathers and doing Halloween Madlibs. Come hang out with them it will be a (adjective) time! #ruinyournight #podcast #hamilton #georgewashington #madlibs #chaos Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.s...
Ruin Your Night - LET’S GUESS JESS! 24.10.2026 1:30:32
Who is she? It’s Ruin Your Night! On this extra special episode Jess gets to quiz her nearest and dearest on all things Jess. Who will win? The answer might shock you! #ruinyournight #podcast #guess #whoknowsmebest #chaos Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/show/1CGqGJVTBYWBVHFufE...
Ruin Your Night - She would do what? 17.10.2026 45:36
Good Golly it’s ruin your night? This week Jess and Caitlyn play a rousing game of who’s most likely to! Tune in and find out things that you probably will never need to know! #ruinyournight #podcast #bestfriends #chaos #whosmostlikelyto #what Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/s...
Ruin Your Night - Who is She? 10.10.2026 43:09
Guess who? It’s Ruin Your Night! This week Caitlyn tests Jess’s knowledge of the celebrity variety in a fun little game of Guess. That. Celebrity! Will she get them all correct or fail miserably? Tune in to find out! #ruinyournight #podcast #bestfriends #game #guess #celebrities Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-...
Ruin Your Night - Our Last Slay 03.10.2026 26:43
It’s about to get real…interesting. On this episode of Ruin Your Night Jess and Caitlyn are planning their funerals. Yep you read the correctly, pretty morbid huh? We enjoyed it. #ruinyournight #podcast #funeral #bestfriends #chaos Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/show/1CGqGJVT...
Ruin Your Night - Court Is In Session 26.09.2026 1:32:33
Court is now in session! it’s Ruin Your Night! And for Jess and Caitlyn’s younger sisters it’s not just a title it’s real life. This week the younger sisters of the pod are being put on trial. Whose sentencing do you think was too harsh? #ruinyournight #podcast #bestfriends #sisters #courtroomdrama Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.po...
Ruin Your Night - The Boobcast 19.09.2026 32:59
Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD Music: Like Before by Peyruis https://www.audiolibrary.com.co/peyruis/like-before Music promoted by Audio Library https://youtu.be/wcKL1QYcJLk
Ruin Your Night - Bad Pitches 12.09.2026 34:17
I have a great idea you should check out Ruin Your Night! This week Jess and Caitlyn dive into the Shark Tank! They share ideas for products that quite frankly should never exist (unless you like them). #ruinyournight #podcast #sharktank #bestfriends #chaos Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open...
Ruin Your Night - Caitlyn’s joining Love is Blind?! 08.09.2026 52:58
Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD Music: Like Before by Peyruis https://www.audiolibrary.com.co/peyruis/like-before Music promoted by Audio Library https://youtu.be/wcKL1QYcJLk
Ruin Your Night - Where were you on January 6th?? 05.09.2026 34:31
I can’t hear you. It’s time to Ruin Your Night! This boozy episode devolves into chaos pretty quickly and Jess and Caitlyn do (by popular demand) the whisper challenge!!! #ruinyournight #chaos #podcast #bestfriends #whisperchallenge Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/show/1CGqGJV...
Ruin Your Night - Scissored by Edward Scissorhands OR trapped in a room with 100 men??? 30.08.2026 59:11
There’s no turning back it time to Ruin Your Night! On this episode Jess talks about her very eventful MCR concert, Caitlyn does an interpretative dance and they wrap it all up in a fun game of would you rather. My question to you is would you rather tune into this podcast or get lost in the world’s largest IKEA? The choice is yours! #podcast #ruinyournight # bestfriends #chaos #wouldyourather Che...
Ruin Your Night - This is why we shouldn’t have free will... 22.08.2026 37:36
This is truly one for the books. It’s Ruin Your Night! Jess and Caitlyn are back and super chill. Tune in to hear them discuss the past couple weeks and read some lovely poetry. Grab a drink (or seven) and enjoy! #ruinyournight #podcast #bestfriends #songlyrics #poetry Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22...
Ruin Your Night - Two Very Special Guests 01.08.2026 36:57
Dale! It’s Ruin Your Night! This extra special episode brings together two people no one ever thought to bring together. You got it, It’s Pitbull and former President Abraham Lincoln. Tune in to find out what they think is trash and what slays. #podcast #ruinyournight #ranking #slay #trash #pitbull #abrahamlincoln #bestfriends #chaos Check us out here: https://podcasts.apple.com/us/podcast/ruin-yo...
Ruin Your Night - Christmas in July! 25.07.2026 51:25
HO HO HO, It’s Ruin Your Night! This week Caitlyn and Jess are away and have left the pod in the capable hands of some very special guests, Elfina and Santa Clause, for a very special Christmas in July episode. Hangout with them as they do some Christmas themed Madlibs! Beware Santa is always watching. #ruinyournight #podcast #bestfriends #christmasinjuly #christmas #santaclaus #madlib Check us ou...
Ruin Your Night - Top 5 Hottest Presidents 18.07.2026 45:35
It’s time to Ruin Your Night. Tune in to find out Caitlyn’s top 5 hottest presidents plus some other random things you probably could have gone your whole life without knowing. #ruinyournight #bestfriends #podcast #president ##questions #chaos Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/s...
Ruin Your Night - Enemies????? 11.07.2026 24:48
Don’t cross us. It’s time to Ruin Your Night! This week it’s a scorcher tune in as Jess and Caitlyn discuss their enemies of the pod. You don’t want to be on this list. #ruinyournight #podcast #enemies #chaos #bestfriends Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/show/1CGqGJVTBYWBVHFufE...
Ruin Your Night - Wait, They Said WHAT? 04.07.2026 46:11
I give it 1 star. Ruin Your Night is back. Caitlyn and Jess are diving in to some humorous 1 star reviews. Come hangout for a bit and hopefully you'll have a 5 star time! #podcast #ruinyournight #badreviews #chaos #bestfriends Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1389e22 https://open.spotify.com/show/1CGqGJVTBYWBV...
Ruin Your Night - Iconic by Mistake 27.06.2026 1:12:24
It's Ruin Your Night! The ICONS are back debating which iconic duos they really are! This episode has everything; a Kesha concert, TikTok drama (yes she did play that at the concert it was amazing), and Waluigi! The list does not go on. #podcast #ruinyournight #bestfriends #iconicduo #icons #kesha Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.pod...
Ruin Your Night - Questionable 06.06.2026 58:46
It's time to Ruin Your Night! Join Caitlyn and Jess on a magical journey through their minds. Caitlyn shares...a questionable theory about a song that was popular in the 2010's, while Jess asks Caitlyn some questions she desperately needs answered. Is this episode necessary for survival? Probably not. Will it entertain you? That is subjective. #ruinyournight #fireflies #conspiracytheory #q&a ...
Ruin Your Night - WE. WERE. ON. A. BREAK. 30.05.2026 40:57
Yeah yeah yeah it's Ruin Your Night! After a brief HIATUS, Jess and Caitlyn are back and better than ever (no money back guaranteed). In this episode back the girlies are doing the whisper challenge! Come hangout and maybe regret it! #ruinyournight #whisperchallenge #chaos Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-#-1...
Ruin Your Night - Lights! Cameras! Chaos! 02.05.2026 1:00:29
From the minds of two people who should not have access to the internet, it's Ruin Your Night! Join Caitlyn and Jess as they discuss the thing on nobody's mind, Mockumentaries that don't (and probably shouldn't) exist. #ruinyournight #mockumentary Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-dxzs6-1389e22 https://open.spot...
Ruin Your Night - Tipsy Tales 2 25.04.2026 39:17
It's time!!! Welcome back to Ruin Your Night! This episode has everything, historical icons, talks of a drag show, and costume changes! Come hangout with Caitlyn and Jess, they promise not to bite Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-dxzs6-1389e22 https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD Music: Like Befo...
Ruin Your Night - Let’s Rank Some Stuff! 18.04.2026 39:23
Get ready, it's Ruin Your Night! On this episode, Caitlyn and Jess are going to be ranking some of their favorite (and least favorite) things. Let's see how chaotic this can get. #podcast #ruinyournight #bestfriends #ranking #chaos #goodtimes Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-dxzs6-1389e22 https://open.spotify.co...
Ruin Your Night - Should We Be Showing This Online??? 11.04.2026 45:32
Hey, it's Caitlyn and Jess from Ruin Your Night! We have some things we would like to share with you.. (Slightly unhinged) #podcast #ruinyournight #bestfriends #chaos #goodtimes #entertainment #showandtell #random Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-dxzs6-1389e22 https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD...
Ruin Your Night - Name! That! Movie! 04.04.2026 40:03
Who said that? It's Ruin Your Night! It's been a week to say the least, but Caitlyn and Jess managed to have fun with some movie quotes! Tune in to find out who knows their movies and who is just here for vibes. Check us out here: https://podcasts.apple.com/us/podcast/ruin-your-night/id1815628039 https://www.podbean.com/pw/pbblog-dxzs6-1389e22 https://open.spotify.com/show/1CGqGJVTBYWBVHFufEhCpD M...
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