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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.

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All Episodes

52:08

There Is No Left Field for Gays

Not Well ·

2026/10/01

Send us Fan MailBobby and Jim are back, better lit and somehow less well.This week starts exactly where any respectable podcast should: Penny the dog is on hormones, hot tubs become a public-health concern, and Jim introduces Bobby to the gay “sniff test.” From there, they investigate why there is apparently no such thing as “out of left field” between gay men, the declining strength of gay-bar pours, and why Bobby can organize everyone’s life except his own.Then Bobby returns from Finland, Estonia,

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51:38

I'm from Ohio. Works every time.

Not Well ·

2026/09/01

Send us Fan Mail Bobby and Jim reconvene after five weeks off air with a full backlog of grievances. This episode covers: a TSA bag-policy standoff that ends in an Uber round trip, a full-body scanner conspiracy theory, and a 70-year-old woman on a Portland train who picks the exact seats she complained about. There's a public transit fare dodge that runs on the strength of "I'm from Ohio" alone, a Dawn Lemon–scented product pitch nobody asked for, and a Wendy's drive-thru order that goes ful...

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51:29

Nothing’s gonna save us—not music, fashion, film, or...

Not Well ·

2026/07/30

Send us Fan MailAfter acknowledging a broken recording and their general exhaustion, Bobby and Jim talk through a frightening health scare involving Penny, the uncertainty it creates around an upcoming Seattle and Portland trip, and the strangely clarifying experience of confronting the possible loss of a pet. From there, the episode becomes a fast-moving tour through their shared obsessions and grievances: a handwritten invitation to a Bible drama, tax-free churches and imaginary missionary

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50:59

I just want to lay there and have someone else be...

Not Well ·

2026/06/30

Send us Fan MailAre we officially getting too old for this? In this wonderfully chaotic episode of Not Well, Bobby and Jim dive headfirst into the sheer exhaustion of aging out of the nightlife scene. Grab a Coke Zero and buckle up as the guys roast the absolute state of modern Pride month—lamenting how grassroots community celebrations have been tragically replaced by corporate banks tossing cheap beads from parade floats.From dissecting Gen Z's "grungy" aesthetic to surviving the

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60:32

Your Pastor Loves You So Much, He Needs a Private Jet

Not Well ·

2026/06/12

Send us Fan MailThis week the boys open with a "loving" influencer explaining why we're all going to hell — and it only gets holier from there. Social media Christians who gay-bait on Snapchat, megachurch pastors who need a second jet, and why nobody is getting into Heaven Plus.Then Bobby reports live from Charlotte: a city full of 23-year-olds, an open bar (RIP), and a gay bar near the airport that sparked the most honest conversation about race we've ever had on this show. Plus

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72:50

Grandma's Watching. Get Fucked?!

Not Well ·

2026/06/01

Send us Fan MailTo celebrate their milestone 300th episode, Bobby and Jim return to recap their recent separate vacations to two very different places named Naples. Bobby shares wild, chaotic stories from his trip to Italy—including navigating bullet trains, dealing with aggressive tour guides, visiting a gay nudist beach in Palermo, and surviving a sudden police raid at an underwear club in Rome. Meanwhile, Jim contrasts that with his ultra-conservative, deeply relaxing family trip to Naples,

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57:18

Most Pretty Dicks Are On Ugly Faces

Not Well ·

2026/04/30

Send us Fan MailEpisode 299 of Not Well Podcast is complete disorder.This week Bobby and Jim discuss drinking out of the sink, gay nightlife chaos, furry encounters, hookup apps, Italy travel plans, weird kinks, hot people problems, armpit attraction science, toxic cookware paranoia, seat-switching airplane drama, and why some people stir coffee for far too long.Comedy, zero filter, questionable logic, and premium nonsense.Subscribe, rate, review, and send in your own “Not Well” stories.Support the

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55:22

Wait… You Can’t Botox Your Knees?

Not Well ·

2026/04/23

Send us Fan MailEpisode 298 of Not Well Podcast is chaos in its purest form.This week Bobby and Jim spiral through aging panic, weird beauty standards, Botox limits, golf bros, gay bar behavior, bald head hotness, awkward encounters, body image, nightlife nonsense, and the random observations nobody else is brave enough to say out loud.Sharp humor, zero filter, and two hosts trying to stay semi-functional.Subscribe, leave a review, and send in your own “Not Well” stories.Support the showAs always

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65:49

Wait, You Don't Trim an Abandoned Lawn?

Not Well ·

2026/04/17

Send us Fan MailThis week on Not Well, Bobby and Jim spiral beautifully through a night out that started with cheap margaritas and ended somewhere between gay bar chaos, moon conspiracies, death talk, body shame trauma, and the collapse of modern society.We cover: A wild night at Lupitas and Columbus bars Meeting a hot casket salesman Why American car culture is broken Weird truths about body odor and shame Going around the moon… again? Trump, distractions, and the state of the world Kink

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68:11

I Just Realized That I'm Not Even Really Taking the...

Not Well ·

2026/04/03

Send us Fan Mail 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 trying to maintain a 10/10 aesthetic. We’re diving into the "Modern Grime" of our travel habits, from the "Cornhole Lesbians" of Texas to the absolute panic of a self-driving car that almost ended it all before we even reached the hotel. ...

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54:11

The Gooner Algorithm: Squeezing the Sac and Thick Bands

Not Well ·

2026/03/06

Send a textIn 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 blocked on dating apps in Columbus, no topic is off-limits.We explore the "profound" world of energy work and chakras after a life-altering massage, share our anxieties about aging and health, and somehow end up deep in the rabbit hole of

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60:19

You got so much attention when you were fatter... Now...

Not Well ·

2026/02/05

Send us a textThis 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, discussing how losing 65-70 pounds has paradoxically made one of them feel less attractive in gay spaces—getting way more attention as a bigger bear than as a slimmer guy. They question whether it's the weight, aging, or just a

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51:44

You Cannot Send a Silicone Torso Sex Toy to Your...

Not Well ·

2026/01/22

Send us a textThis 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 loud. They talk about incoherent politics, Irish gin, finishing a deeply personal short film, aging out of nightlife, and why “discreet” hookups are never discreet.Along the way: • a horrifying holiday package

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53:21

If you’re a boy who wants to play the 'get married'...

Not Well ·

2026/01/08

Send us a textBobby 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 domestic scene involving nose hair plucking and corns. The boys pivot to heavier topics—literally—discussing dead bodies at viewings, before Bobby drops a bombshell story about

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59:48

You are fisting a cow to get it pregnant. Is that...

Not Well ·

2025/11/21

Send us a texthe 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. That leads into a critique of money, crypto, billionaires, and the concept that nearly everything in modern society is essentially fake. The dialogue expands into global politics—sanctions, coups, oil

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55:24

Face Jobs and Foreskin Philosophy

Not Well ·

2025/11/12

Send us a textThis 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 curiosity, fungal infections, and political outrage. The second half dives into everything from dementia couples and priest trauma to SNAP benefits, U.S. corruption, and gay community hypocrisy, closing with

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50:47

She Had A Condom In Her Vagina For A Week

Not Well ·

2025/10/26

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 when needed. Any help is appreacited. https://www.buzzsprout.com/510487/subscribe #gaypodcast #podcast #gay #lgbtq #queerpodcast #lgbt #lgbtpodcast #lgbtqpodcast #gaypodcaster #queer#instagay...

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44:20

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

Not Well ·

2025/10/05

Send us a textBobby 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 limits. The boys spiral through religion, politics, tailgating chaos, and dog poop wars on their street—all while high, ranting, and trying not to get arrested. It’s equal parts stand-up, meltdown, and

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29:26

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

Not Well ·

2025/09/18

Send us a textThis 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 crowds. They move into cultural commentary: Japan’s heat, high-speed trains vs. America’s broken transit, and the hypocrisy of U.S. politics around alcohol, weed, and guns.From there, the conversation spirals

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46:47

Imagine wanting a straight best friend who lets you...

Not Well ·

2025/08/31

Send us a textIn 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 the way: Molly gets railed on a park bench, someone admits to jerking off 4 times a day as a teen, and the phrase “double-stuffed slut” is born. By the end, they’re reclaiming faggot, dreaming of pirate

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308 results

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