In a world where dating apps are like playing a game of slots and commitment is as rare as text back after 11 p.m., “situationships” are the new normal. Jaelyn dives deep into the unpredictable waters of modern dating, exploring a world where casual connections have become the new definition of serious. Packed with relatable stories and expert advice, Captain of the Situationship is your survival guide for turning that awkward "What are we?" into a glorious "Oh, thank God, I'm done with them!"
Jaelyn’s got a new boo thang, and for once, she’s not spiraling about it! With the help of everyone's favorite co-host, John, Jaelyn is ready to become her highest self (that's code for having a healthy attachment style). Is carefree dating with zero anxiety possible? Jaelyn’s typical overthinking is on pause, at least for now, as they break down what it’s like to actually break free from a situationship!
7 Nov 2024
The One Who Got Friendzoned
Ever wonder what could have been if your bestie didn’t end up in the friend zone? In this episode, I’m chatting with my high school best friend. We’re diving into the superficial side of relationships, especially why sometimes 'too much' on social media screams insecurity. Hear about the relationship that could’ve been and the boyfriends that turned into just a story to tell.
31 Oct 2024
You're Not Always Hot, But You're a Situationship Survivor!
I sat down with the two hottest 50-year-old women I know, my mother and her bestie. They shared their stories and unfiltered opinions on how modern dating has changed since getting back on the market. Full of spicy advice I never thought I’d hear and my mom calling me a slut… there’s no way to prepare for episode three of Captain of the Situationship!
17 Oct 2024
I Was in Love With My Gay Best Friend!?
In this chaotic episode of Captain of the Situationship, Jaelyn reunites with John—the guy she once thought was the one until she discovered he was also in love with men. Tune in as they swap nasty stories about their most recent situationships and their almost (never going to happen) love story.
10 Oct 2024
All Aboard the Ick Ship
Jaelyn is joined by Blake and Mckenna Thompson as they tell their story of going from kissing other people to getting married. Of course Jaelyn's ever growing list of men makes an appearance—complete with wet forehead kisses and the holy trinity of dating apps. Can Jaelyn keep up with all her icks or are her men becoming a roster of benchwarmers?
4 Oct 2024
Captain of the Situationship Trailer
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