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Not Well
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.
Episodes
299 episodes
I Just Realized That I'm Not Even Really Taking the Medication the Way I Should Be
We finally made it to Dallas, and let’s just say the Big D stood for more than just the city name. In this episode, we’re peeling back the foil on our own incompetence—specifically how we’ve been winging our medical prescriptions while tr...
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Episode 296
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1:08:11
The Gooner Algorithm: Squeezing the Sac and Thick Bands
In this unfiltered catch-up, Bobby and Jim dive into a chaotic month of travel, awkward social encounters, and the strangest corners of the internet. From the "scenes" in Puerto Vallarta and Cleveland to the frustrations of being ...
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Episode 295
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54:11
You got so much attention when you were fatter... Now we walk in and we're just old
This episode of "Not Well" is a brutally honest, stream-of-consciousness conversation about navigating gay life in your 30s with all its contradictions and anxieties. The hosts dive deep into the psychological aftermath of major weight loss, di...
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Episode 294
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1:00:19
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You Cannot Send a Silicone Torso Sex Toy to Your Mother’s House.
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,...
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Episode 293
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51:44
If you’re a boy who wants to play the 'get married' game [as a child], you’re gay. Bottom. You want to be the bride.
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...
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Episode 292
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53:21
You are fisting a cow to get it pregnant. Is that what God wants?
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 ...
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Episode 291
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59:48
Face Jobs and Foreskin Philosophy
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 ob...
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Episode 290
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55:24
It’s our first rapture party. Beam me up, Lorde
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 wor...
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Episode 288
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44:20
How gay is professional wrestling? It’s a soap opera for men.
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 st...
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Episode 287
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29:26
Imagine wanting a straight best friend who lets you see his wiener but also is really nice
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’ g...
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Episode 286
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46:47
Say hi Jimmy boy
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 princes...
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Episode 285
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48:49
This guy was throat-goating like he was trying to swallow the truth.
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 consp...
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Episode 284
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1:00:47
Once a Piece of Food Goes In Your Mouth, It Doesn't Go Back on the Plate
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, ...
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Episode 283
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37:02
I hope he chokes on an ice cream cone
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 fro...
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Episode 282
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59:08
Your Girl With IBS is Getting Finger Banged in First Class
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 ...
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Episode 281
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1:05:34
Hot Dogs On White Bread Sound Like Something Katy Perry Would Eat
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 encounters and the psychology behin...
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Episode 280
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59:40
I’m not good at spitting, but I’m great at throwing up.
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 influencers, and the dream of ...
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Episode 279
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54:34
Can I take this medicine orally or anally? You decide
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 through Amsterdam's infamous red-lig...
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Episode 278
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1:00:04
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I got milked by my own shit!
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 off with a Chris Lilley refe...
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Episode 277
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59:01
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Putin Must Have The Piss Tapes....
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 of putting in a mouthguard, earplu...
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Episode 276
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1:08:07
He grabbed my dick to help me pee, and I’m supposed to thank him?
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 the undeniable power of bulge band...
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Episode 275
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1:06:26
I was transphobic… against trans fats
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 explosive claim that the federal go...
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Episode 274
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1:07:11
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I had nipple discharge once. I didn’t know that could happen.
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 absurd conversations about bodily f...
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Episode 273
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57:19
Why do they think I’m a squirter? These Instagram ads are violating my dignity.
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 the ridiculousness of pa...
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Episode 272
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1:06:25
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