Not Well | A Comedy Podcast

Bobby, Jim & Friends

Join Bobby and Jim on 'Not Well', where fearless conversations meet humor and wisdom in an explosion of topics ranging from the latest celebrity gossip to the intricacies of gay issues and politics. With Bobby's unconventional wisdom, often fueled by his adventures with edibles, leading us into the most random and taboo subjects you'd never dare to bring up, and Jim's sharp intellect providing insightful commentary, there's never a dull moment. Our podcast is a bold, inclusive space that welcomes gay men, straight women, and straight men alike, especially those who are curious about a wide array of discussions—including the candid exploration of sex and men's bodies. Bobby and Jim create a safe haven for laughter, connection, and sometimes the outright bizarre, ensuring our listeners feel happy, engaged, and part of a larger community. Every Thursday we dive deep into everything under the sun, from the most controversial topics to the day-to-day quirks of life. Our unique content mix, featuring listener voicemails and the funniest Tik Toks, complements our discussions, making 'Not Well' more than just a podcast—it's a movement towards embracing our not-so-perfect selves. Subscribe now and join our community where being 'not well' is celebrated, and discovering the joy in life's randomness is a weekly adventure. Experience the dynamic duo of Bobby's wild tangents and Jim's smart insights, and see why our listeners can't get enough of our unapologetic take on the world.

  1. NOV 21

    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. 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 interests, and the U.S. acting as an unchecked global power. From there, the tone shifts into absurd humor about farming, insemination, and how people who fist cows often hold conservative anti-LGBT views. The conversation spirals into kink culture: leather scenes, pups, masks, fetishes, and why certain communities exist. This includes uncomfortable, explicit questions about fisting, bodily functions, sexual progression, and why some people enjoy extreme acts. The discussion then swerves to everyday life: talking to dogs like children, dogs’ pack behavior, the contrast with aloof cats, and the bizarre reality of pets living indoors. Food prices, inflation, and the shrinking size of groceries become a point of frustration. The conversation returns to personal growth, aging, creative phases, past podcast eras, and how both hosts have changed since earlier episodes. Nostalgia for past creative periods emerges, along with recognition of personal evolution. Interwoven is a thread about filmmaking: the beginning of a documentary project, motivations behind solo travel, the meta-process of documenting the making of a documentary, and how it ties to self-reflection. The dialogue continues into aging, nightlife shifting into quiet routines, and the strange dissonance between adult responsibilities and the outrageous conversations they still have. Overall, the transcript jumps from existential dread to explicit gay sexual comedy, from geopolitical collapse to pet parenting, from leather festivals to the price of soup—all narrated with unfiltered honesty, sarcasm, and vulgar humor. 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 #podcasts #podcasting #gaylife #pride #lesbian #bhfyp #gaycomedy #comedypodcast #comedy #nyc #614 #shesnotdoingsowell #wiltonmanor #notwell

    1 hr
  2. SEP 18

    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 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 through: The Trump/Epstein files controversy and censorship. Weird political alignments (liking Marjorie Taylor Greene tweets “against their will”). The broken state of America and the absurdity of “jobs just to keep jobs.” A disastrous drag show at Kemba, drinking mishaps, and weight-loss meds. Jazz nights at an LGBTQ-friendly church, with a white singer butchering Brazilian lyrics. A breakdown of “stan culture,” Eminem’s Stan, and K-pop superfans. The gay undertones of wrestling and male friendships disguised as “bromance.” A neighbor feud escalating into harassment notes and police calls. Random sundries: hating Indian summers, wanting hoodie weather, planning trips, art frustrations, and Bobby admitting Penis Friends might be losing steam. The episode closes with a mix of edible-fueled rambling, travel talk (Mexico, Ireland), crafts, and a GoPro request for scuba diving. 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 #podcasts #podcasting #gaylife #pride #lesbian #bhfyp #gaycomedy #comedypodcast #comedy #nyc #614 #shesnotdoingsowell #wiltonmanor #notwell

    29 min

Trailer

4.6
out of 5
86 Ratings

About

Join Bobby and Jim on 'Not Well', where fearless conversations meet humor and wisdom in an explosion of topics ranging from the latest celebrity gossip to the intricacies of gay issues and politics. With Bobby's unconventional wisdom, often fueled by his adventures with edibles, leading us into the most random and taboo subjects you'd never dare to bring up, and Jim's sharp intellect providing insightful commentary, there's never a dull moment. Our podcast is a bold, inclusive space that welcomes gay men, straight women, and straight men alike, especially those who are curious about a wide array of discussions—including the candid exploration of sex and men's bodies. Bobby and Jim create a safe haven for laughter, connection, and sometimes the outright bizarre, ensuring our listeners feel happy, engaged, and part of a larger community. Every Thursday we dive deep into everything under the sun, from the most controversial topics to the day-to-day quirks of life. Our unique content mix, featuring listener voicemails and the funniest Tik Toks, complements our discussions, making 'Not Well' more than just a podcast—it's a movement towards embracing our not-so-perfect selves. Subscribe now and join our community where being 'not well' is celebrated, and discovering the joy in life's randomness is a weekly adventure. Experience the dynamic duo of Bobby's wild tangents and Jim's smart insights, and see why our listeners can't get enough of our unapologetic take on the world.

You Might Also Like