Episodes

Jan. 22, 2026

You Cannot Send a Silicone Torso Sex Toy to Your Mother’s House.

Send us a text This episode starts where all good family stories end: with a silicone torso sex toy accidentally delivered to a mother’s house. From there, Bobby and Jim spiral through modern shame, bad decisions, creative vulnerability, and the unspoken rules everyone knows but nobody says out lou…

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Jan. 8, 2026

If you’re a boy who wants to play the 'get married' game [as a child]…

Send us a text Bobby returns from his "Echoes Abroad" tour of Ireland and Copenhagen with a a questionable "director lesbian" aesthetic. While Bobby recounts the struggles of finding a decent sunrise in Dublin and the perils of feeling "famous" on TikTok, Jim, who has had flu, shares a horrifying d…

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Nov. 21, 2025

You are fisting a cow to get it pregnant. Is that what God wants?

Send us a text he conversation moves through a fast, chaotic blend of social commentary, sexual humor, political cynicism, and personal reflection. It begins with discussion about the resurgence of collectible items and how AI and capitalism may force people back into simpler, more human activities…

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Nov. 11, 2025

Face Jobs and Foreskin Philosophy

Send us a text This Not Well episode is chaotic, funny, and wildly inappropriate in true Bobby-and-Jim fashion. It bounces from self-deprecating body talk and aging jokes to dark humor about ancestry, suicide, and religion—before spiraling into AI obsession, first-class flight hacks, uncut dick cur…

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Oct. 26, 2025

She Had A Condom In Her Vagina For A Week

Send us a text Support the show As always you can write us at nowellpodcast@gmail.com or call us at ‪(614) 721-5336‬ and tell us your Not Wells of the week Instagram Twitter Bobby's Only Fans Help us continue to grow and create amazing content, like a live tour or just help fund some new headphones…

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Oct. 5, 2025

It’s our first rapture party. Beam me up, Lorde

Send us a text Bobby and Jim return after a chaotic few weeks with an unfiltered, hilarious deep dive into the apocalypse, neighborhood drama, and America’s collective psychosis. From “RaptureTok” lunatics leaving their clothes out for Jesus to MAGA cults worshiping the golden calf, nothing is off …

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Sept. 18, 2025

How gay is professional wrestling? It’s a soap opera for men.

Send us a text This episode of Not Well is chaotic, funny, and raw—Bobby and Jim dive into everything from soccer games and drag shows to conspiracy theories and neighborhood drama. It kicks off with banter about attending a USA vs. Japan match and Bobby’s struggle with overstimulation in large cro…

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Aug. 31, 2025

Imagine wanting a straight best friend who lets you see his wiener bu…

Send us a text In this chaotic ride of Not Well, Bobby and Jim spiral from dementia scares and weed brain to childhood slut stories, raw dicks, and armpit fetishes. They argue about stoves, confess about breeding kinks, roast Ron DeSantis’ gay boots, and imagine dying together in an ICU bed. Along …

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Aug. 2, 2025

Say hi Jimmy boy

Send us a text In this lively episode of 'Not Well,' hosts Bobby and Jimmy Boy dive into a plethora of outrageous and humorous topics. They kick off with a light-hearted banter about their follower Asa and an amusing debate on being known as a 'pillow princess.' The conversation takes unexpected tu…

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July 19, 2025

This guy was throat-goating like he was trying to swallow the truth.

Send us a text On this explosive episode of Not Well, Bobby and Jim return after a chaotic two-week hiatus to unpack political incompetence, conspiracy-fueled madness, and downright filthy camp confessions. From government cover-ups and Epstein conspiracies to poolside debauchery and aggressive pub…

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June 28, 2025

Once a Piece of Food Goes In Your Mouth, It Doesn't Go Back on the Pl…

Send us a text In this episode of Not Well, Bobby and Jim are back and holding nothing back! The guys catch up with some wild stories, from a memorable camping trip that involved a terrifying rainstorm and a surprising racial barrier being broken, to their unfiltered thoughts on Pride weekend, the …

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May 30, 2025

I hope he chokes on an ice cream cone

Send us a text Join Bobby and Jim for another hilariously unfiltered episode of "Not Well". This week, the hosts dive deep into a whirlwind of personal adventures and societal critiques, proving that life is anything but "well". Get ready for candid tales from a cousin's recent wedding, complete wi…

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May 14, 2025

Your Girl With IBS is Getting Finger Banged in First Class

Send us a text This chaotic and hilarious episode of Not Well marks the return of Bobby and Jim after a whirlwind spring that included a trip to Ireland. They catch up on everything from skincare and sugar daddy dreams to bizarre road rage incidents and unhinged homemade driving signs. The centerpi…

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April 24, 2025

Hot Dogs On White Bread Sound Like Something Katy Perry Would Eat

Send us a text In this chaotic pre-vacation catch-up, Bobby and Jim return after a brief hiatus to unpack their lives before jetting off to Ireland. From skincare obsessions and Spirit Airlines horror stories to hot dentist e...

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April 4, 2025

I’m not good at spitting, but I’m great at throwing up.

Send us a text In this unedited chaos-core episode of Not Well , Bobby and Jim dive into hot mess territory with unfiltered rants about April Fools’ trauma, she-cocks, the “goon” community, straight men in denial, crying infl...

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March 27, 2025

Can I take this medicine orally or anally? You decide

Send us a text In this outrageously entertaining episode of the "Not Well" podcast, hosts Bobby and Jim deliver a rollercoaster of laughter, shock, and unfiltered banter. Tune in as they explore Jim's wild travel escapades th...

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March 13, 2025

I got milked by my own shit!

Send us a text In this chaotic and hilarious episode of Not Well , Bobby and Jim dive into a variety of topics ranging from reality TV and cult conspiracies to open relationships and political absurdities. They kick things of...

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March 6, 2025

Putin Must Have The Piss Tapes....

Send us a text This episode dives into a chaotic mix of topics, kicking off with an absurd discussion about government spending on transgender mice before spiraling into an existential rant about sleep routines. The struggle ...

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Feb. 18, 2025

He grabbed my dick to help me pee, and I’m supposed to thank him?

Send us a text This episode was a whirlwind of chaotic energy fueled by cold brew, deep thoughts on dicks, and unsolicited introspection. Bobby and Jim discuss everything from waking up at ungodly hours, Botox touch-ups, and ...

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Feb. 5, 2025

I was transphobic… against trans fats

Send us a text The episode begins with a chaotic, rapid-fire discussion on current events, conspiracy theories, and pop culture, blending humor, absurdity, and deep frustration over political affairs. The hosts open with an e...

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Jan. 31, 2025

I had nipple discharge once. I didn’t know that could happen.

Send us a text This chaotic episode covers everything from personal health woes to existential dread, with plenty of political rants and inappropriate humor in between. The hosts, overtired and slightly sick, spiral through a...

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Jan. 23, 2025

Why do they think I’m a squirter? These Instagram ads are violating m…

Send us a text This episode of Not Well dives deep into chaotic and hilarious conversations ranging from Trumpism, trans rights, societal failings, crumbs, childhood fears, and a lot of irreverent humor. Bobby and Jim dissect...

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Jan. 16, 2025

I once argued with Jesus about brainwashing while he was folding orig…

Send us a text This episode dives into an eclectic mix of subjects ranging from lighthearted banter to deeper reflections on societal norms and historical narratives. The hosts begin with a discussion about hair loss and conf...

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Jan. 9, 2025

Twist ties on trash bags are proof the world isn’t ready for solution…

Send us a text Guess who’s back? Back again. An old caller reemerges from the shadows, kicking off a wild and chaotic episode of Not Well . This week, the conversation dives into everything from holiday highs and lows to exis...

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