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PODCAST

Not Well

Bobby, Jim & Friends

Bobby and Jim have been doing this for seven years and they"re only getting worse. Gay life, American dysfunction, travel chaos, unhinged takes on the news, and conversations that start at foreskin philosophy and end at the collapse of civilization. May cause uncontrolled laughter, sarcasm, and existential dread. You"ve been warned.

comedy comedy interviews

All Episodes

48:49

Say hi Jimmy boy

Not Well ·

2025/08/02

Send us a textIn 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 turns as they share their harrowing experience of witnessing a car accident and explore urban hazards. Interspersed with hilarious anecdotes about bar encounters, karaoke, and neighborhood

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60:47

This guy was throat-goating like he was trying to...

Not Well ·

2025/07/19

Send us a textOn 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 public dick-sucking, nothing is off-limits. The duo spirals into the absurdity of aging, American dysfunction, Fourth of July dread, and their own questionable behavior at gay campgrounds. With rants about

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37:02

Once a Piece of Food Goes In Your Mouth, It Doesn't...

Not Well ·

2025/06/28

Send us a textIn 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 LGBTQ+ community's hygiene, and a chance encounter with a "Viking" man that has Jim rethinking body hair.Get ready for hilarious and honest conversations as they dive into everything from pee

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59:08

I hope he chokes on an ice cream cone

Not Well ·

2025/05/30

Send us a textJoin 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 with open bars and unexpected "spirals" that led to a guest "not making it". Hear about the hosts' wild night out in Cleveland, featuring casino wins on

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65:34

Your Girl With IBS is Getting Finger Banged in First...

Not Well ·

2025/05/15

Send us a textThis 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 centerpiece is their unforgettable Irish adventure—drunken nights in Dublin and Galway, being “cut-shamed” at a gay bar, dealing with horny 20-year-olds, and falling in love with Irish lads, butter, and unbothered

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59:40

Hot Dogs On White Bread Sound Like Something Katy...

Not Well ·

2025/04/25

Send us a textIn 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 encounters and the psychology behind sounding "too gay," the duo dives headfirst into everything. They rant about billionaires in space (screw you, Katy Perry), the illusion of economic wins, and the prison industrial complex. There’s also a heartfelt moment reflecting

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54:34

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

Not Well ·

2025/04/04

Send us a textIn 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 influencers, and the dream of a five-man Irish rugby orgy. Between travel anxieties and poop logistics on planes, they still find time to manifest fame, mock chemsex culture, and debate why lesbians are society’s most helpful gays.Support the showAs always you can write us at

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60:04

Can I take this medicine orally or anally? You decide

Not Well ·

2025/03/27

Send us a textIn 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 through Amsterdam's infamous red-light district, sharing eye-popping encounters involving explicit peep-show booths, quirky condom stores with flamingo-shaped protection, and surreal canal rides filled with unexpected comedy.They hilariously recount personal

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59:01

I got milked by my own shit!

Not Well ·

2025/03/13

Send us a textIn 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 off with a Chris Lilley reference before discussing the eerie themes of Severance, the state of weight loss drugs like Zepbound, and their upcoming trip to Ireland.They also explore their thoughts on open relationships, the ridiculousness of transphobic sports policies, and the

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68:07

Putin Must Have The Piss Tapes....

Not Well ·

2025/03/06

Send us a textThis 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 of putting in a mouthguard, earplugs, and taking melatonin like a nightly pre-flight checklist is real, and the resentment toward winter laziness is reaching peak levels.Travel plans are a big theme, with talk of Amsterdam and Ireland outfit planning. The dilemma of picking the

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66:26

He grabbed my dick to help me pee, and I’m supposed...

Not Well ·

2025/02/18

Send us a textThis 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 the undeniable power of bulge bands. There’s talk of mysterious Irishmen, deep-seated bisexuality panic, and how Gen Z is dismantling the big dick industrial complex. The boys take a detour into a philosophical breakdown of averages (which nearly breaks Bobby’s brain), get deep

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67:11

I was transphobic… against trans fats

Not Well ·

2025/02/05

Send us a textThe 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 explosive claim that the federal government is experiencing a private takeover under the guise of reform, referencing missing CDC datasets and security concerns with high-ranking officials using Gmail.The conversation pivots into political absurdities, touching on right-wing

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57:19

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

Not Well ·

2025/01/31

Send us a textThis 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 absurd conversations about bodily functions, credit scores, and the downfall of America.Main Topics Discussed:Energy Struggles & Gum Chewing – Trying to wake up, chewing gum aggressively for theanine, and realizing they're out of shape.Bloating & Puffy Nipples –

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66:25

Why do they think I’m a squirter? These Instagram ads...

Not Well ·

2025/01/23

Send us a textThis 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 the ridiculousness of patriotism displayed during inaugurations, the bizarre cult-like worship of certain political figures, and the ongoing culture war surrounding trans individuals. They reminisce about their childhood quirks, like Bobby’s fear of his parents turning into

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56:46

I once argued with Jesus about brainwashing while he...

Not Well ·

2025/01/16

Send us a textThis 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 confidence, exploring the practical and emotional impacts of embracing baldness versus pursuing treatments like hair transplants. The conversation shifts to weather preferences, with humorous takes on the struggle between cold-blooded individuals who thrive in winter and those who

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64:01

Twist ties on trash bags are proof the world isn’t...

Not Well ·

2025/01/09

Send us a textGuess 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 existential musings and absurd tangents that only Bobby and Jim can pull off.The holidays take center stage as the duo unpacks the weirdness of gift-giving, the stress of unwrapping presents in front of an audience, and the sheer absurdity of obligatory workplace gift exchanges

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76:59

Trump’s Space Force captured alien drones loaded with...

Not Well ·

2024/12/12

Send us a textChaos in the Cosmos (and on Earth)In this wild episode of Not Well, Bobby and Jim dive headfirst into chaos, tackling their latest adventures, current events, and gay life with unfiltered humor. From Pig Week shenanigans to alien drones, the duo delivers an unpredictable mix of laughs and insights.Florida Madness and Pig Week RevelationsThe episode begins with Bobby recounting his recent Florida trip during the infamous Pig Week, where "anything goes." From slings to fisting,

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62:40

Why are priests so hot and so obviously gay? It's a...

Not Well ·

2024/12/05

Send us a textIn this jam-packed episode of Not Well, Bobby and Jim take listeners on a chaotic journey of humor, personal confessions, and existential musings. They open with a candid review of a TikTok-famous gum, dive into hygiene debates, and meander through Thanksgiving drama, small-town parades, and philosophical reflections about their younger selves. From humorous rants about priests being suspiciously gay to theories about history being rewritten, the duo keeps it raw, relatable, and

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66:08

Imagine being Lindsey Graham, F*cking Mike Huckabee...

Not Well ·

2024/11/21

Send us a textIn this episode of Not Well, Bobby and Jim dive into a chaotic mix of current events, personal anecdotes, and sharp critiques of modern life. From calling out scams in corporate sales and wellness industries to discussing the absurdity of political figures like Sarah Huckabee Sanders, the duo spares no one. They unpack the ongoing struggles of LGBTQ+ spaces in Columbus, Ohio, reflecting on how the city has changed and why it might be time for new adventures.The discussion veers into

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67:03

Tariffs are just economic cock-blocks for dumb...

Not Well ·

2024/11/14

Send us a textQuote of the week: " I am just trying to avoid anyone here who has been inside me" In this unfiltered unhinged instant classic episode, Bobby and Jim kick things off by embracing a doomed mission: pretending to be straight bros. Spoiler alert—it’s hilarious and painfully bad. Their half-hearted attempt to discuss “smashing pussy” quickly devolves into a crisis of identity and nostalgia, sparking deep memories of hiding who they were and re-living past traumas, but with their

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308 results

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