Bobby, Jim & Friends

Not Well

Comedy EN ↓ 305 episodes

 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. 

Author

Bobby, Jim & Friends

Category

Comedy

Podcast website

www.Notwellpodcast.com

Latest episode

Jun 30, 2026

Where to listen?

Podcasts in the app Replaio Radio Coming soon

Podcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts

Get it on Google Play Install for free Android 5M+ downloads · 4.8 rating iOS soon

Episodes

I just want to lay there and have someone else be like, 'I'm having fun.'" 30.06.2026

Send us Fan Mail Are 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 ch...

Your Pastor Loves You So Much, He Needs a Private Jet 12.06.2026

Send us Fan Mail This 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 ne...

Grandma's Watching. Get Fucked?! 01.06.2026

Send us Fan Mail To 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...

Most Pretty Dicks Are On Ugly Faces 30.04.2026

Send us Fan Mail Episode 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, questionabl...

Wait… You Can’t Botox Your Knees? 23.04.2026

Send us Fan Mail Episode 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...

Wait, You Don't Trim an Abandoned Lawn? 17.04.2026

Send us Fan Mail This 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...

I Just Realized That I'm Not Even Really Taking the Medication the Way I Should Be 03.04.2026

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"...

The Gooner Algorithm: Squeezing the Sac and Thick Bands 06.03.2026

Send us Fan Mail 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 blocked on dating apps in Columbus, no topic is off-limits. We explore the "profound" world of energy work and chakras after a life-a...

You got so much attention when you were fatter... Now we walk in and we're just old 05.02.2026

Send us Fan Mail 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, discussing how losing 65-70 pounds has paradoxically made one of them feel less attractive in gay spaces—getting way more attention...

You Cannot Send a Silicone Torso Sex Toy to Your Mother’s House. 22.01.2026

Send us Fan Mail 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 loud. They talk about incoherent politics, Irish gin, finishing a deeply personal short film, aging...

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. 08.01.2026

Send us Fan Mail 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 domestic scene involving nose hair plucking and corns. The boys pivot...

You are fisting a cow to get it pregnant. Is that what God wants? 21.11.2025

Send us Fan Mail 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. That leads into a critique of money, crypto, billionaires, and the concept that nearly everything...

Face Jobs and Foreskin Philosophy 12.11.2025

Send us Fan Mail 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 curiosity, fungal infections, and political outrage. The second half dives into everything from dement...

She Had A Condom In Her Vagina For A Week 26.10.2025

Send us Fan Mail 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 #gaypodca...

It’s our first rapture party. Beam me up, Lorde 05.10.2025

Send us Fan Mail 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 limits. The boys spiral through religion, politics, tailgating chaos, and dog poop wars on their st...

How gay is professional wrestling? It’s a soap opera for men. 18.09.2025

Send us Fan Mail 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 crowds. They move into cultural commentary: Japan’s heat, high-speed trains vs. America’s broken trans...

Imagine wanting a straight best friend who lets you see his wiener but also is really nice 31.08.2025

Send us Fan Mail 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 the way: Molly gets railed on a park bench, someone admits to jerking off 4 times a day as a teen,...

Say hi Jimmy boy 02.08.2025

Send us Fan Mail 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 turns as they share their harrowing experience of witnessing a car accident and e...

This guy was throat-goating like he was trying to swallow the truth. 19.07.2025

Send us Fan Mail 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 public dick-sucking, nothing is off-limits. The duo spirals into the absurdity of aging, American dys...

Once a Piece of Food Goes In Your Mouth, It Doesn't Go Back on the Plate 28.06.2025

Send us Fan Mail 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 LGBTQ+ community's hygiene, and a chance encounter with a "Viking" man that has Jim...

I hope he chokes on an ice cream cone 30.05.2025

Send us Fan Mail 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 with open bars and unexpected "spirals" that led to a guest "...

Your Girl With IBS is Getting Finger Banged in First Class 15.05.2025

Send us Fan Mail 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 centerpiece is their unforgettable Irish adventure—drunken nights in Dublin and Galway, being “cut-shamed”...

Hot Dogs On White Bread Sound Like Something Katy Perry Would Eat 25.04.2025

Send us Fan Mail 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 behind sounding "too gay," the duo dives headfirst into everything. They rant about billionaires in space (screw you, Katy Perry), the...

I’m not good at spitting, but I’m great at throwing up. 04.04.2025

Send us Fan Mail 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 a five-man Irish rugby orgy. Between travel anxieties and poop logistics on planes, they still find time to manifest fame, mock chemsex culture, an...

Can I take this medicine orally or anally? You decide 27.03.2025

Send us Fan Mail 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-light district, sharing eye-popping encounters involving explicit peep-show booths, quirky condom stores with flamingo-sha...

Listen to the Not Well podcast in Replaio

Radio and podcasts in one app - free, with no sign-up. Install today and do not miss the launch

Get it on Google Play

Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.