Bad Dates

Bad Dates

Everybody’s had them, everybody can relate to them, and now we’re back with more of the wildest you’ve ever heard, on BAD DATES! Join host Joel Kim Booster (Loot, Fire Island, Netflix) as he invites his favorite funny friends to share their most iconic dating fiascos. From the team behind the hit podcast SmartLess, BAD DATES will make you laugh a lot, cry a little, and cringe just enough. Because as we all know - the worst dates make the best stories. It’s a new host, but the same old mess! Subscribe to SiriusXM Podcasts+ to listen to new episodes of Bad Dates ad-free. Start a free trial now on Apple Podcasts or by visiting siriusxm.com/podcastsplus.

Episodes

November 10, 2025 45 mins

On a special new episode of Bad Dates, host Joel Kim Booster welcomes wedded actor/comedians Paul F. Tompkins (BoJack Horseman, Mr Show, Comedy Bang! Bang!) and Janie Haddad-Tompkins (Regular Show, Night Court, Hacks) to hear the epic tale of their relationship! Although they’ve now been married for 15 years, it was not a straight line to get there, and you’ll hear about all the near misses, previous partners, and misalignments the...

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On an all-new episode of Bad Dates, host Joel Kim Booster welcomes comedians Jessica Michelle Singleton and Michael Turner to discuss their most iconic dating fiascos. Jessica accepts the proposal but things just keep coming up, and Michael has a golden opportunity if he can just work out the calculus. Such sickness!


 

Joel Kim Booster: Psychosexual, Fire IslandLoot Season 3

Jessica Michelle Singleton: @jmscomedy on socials, new spe...

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Say hello to the new show from SmartLess Media, I Need You Guys! Jenny Slate, Gabe Liedman, and Max Silvestri are comedians who have been best friends for over 20 years, and on I Need You Guys, their group chat has been made public; they’ll catch up, ask each other for advice, answer listener questions, and welcome a special guest into the chat every episode! Please enjoy this clip featuring the fabulous Jessi Klein, as Jenny needs...

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On this special extended Speed Dates episode, host Joel Kim Booster sits down with actors, comedians, and best friends Nicole Byer and Sasheer Zamata to talk about things they’ve overlooked to stay in a relationship, maintaining their close friendship in a competitive industry, doppelgängers, Mona Lisa Vito, A Goofy Movie, and when exactly it was that they first met (disputed). And remember: you can’t teach a dog to jump through a ...

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In celebration of Loot Season 3 out now on Apple TV+, enjoy this ReRelease Loot edition of Bad Dates. Host Joel Kim Booster welcomes his Loot co-stars Run Funches, Michaela Jaé Rodriguez, and Nat Faxon to discuss their most iconic dating fiascos. Ron’s date cannot respect the call time, Michaela Jaé's Tinder guys cannot or will not read, and Nat performs impromptu cosmetic surgery at the Phish show. 


 

If you’ve had a bad date you’d ...

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On an all-new episode of Bad Dates, host Joel Kim Booster welcomes comedians Frankie Quiñones, Becky Robinson, and Jenna Jiménez to discuss their most iconic dating fiascos. Frankie tries to get into the rhythm but it’s so awkward he can only do it for a decade, Becky is seeing a man who is "dumb hot" and just doesn’t know where to get dinner, and Jenna…this…this is a Hall Of Fame bad date story. This is a very bad date story indee...

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On an all-new episode of Bad Dates, host Joel Kim Booster welcomes comedians Kat Bird, Leah Rudick, and Audrey Stewart to discuss their most iconic dating fiascos. Kat agrees to the threesome at 9:30 sharp but she doesn’t know what she doesn’t know, Leah goes on a date she doesn’t want to go on and gets asked to do something she’s unlikely to do, and okay, so I guess we’re just trashing the Subaru now, Audrey?


 

Joel Kim Booster: Psy...

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On an all-new episode of Bad Dates, host Joel Kim Booster welcomes comedians Laura Peek, Barry Rothbart, and Will Miles to discuss their most iconic dating fiascos. Laura has an amuse-bouche about a mouthful and an entrée about a square peg, Barry’s “papa” handles the situation with a bit of effort, and Will is on a 24 hour date but it takes a chance encounter to sober him up. Plus: someone has glimpsed the darkness behind The Grea...

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On an all-new episode of Bad Dates, host Joel Kim Booster welcomes comedians Mohaned Elshieky, Blaine Anderson, and Conrad Ricamora-Jensen to discuss their most iconic dating fiascos. Mohaned is on a date with his future wife, if he can survive the gauntlet of the Bronx Zoo, Blaine’s date only implied he owned a restaurant and now they’re at a second location, and Conrad tries riding in cars with boys but winds up as third wheel.


 

S...

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On an all new episode of Bad Dates, host Joel Kim Booster welcomes comedians Blakely Thornton, Logan Guntzelman, and Justin Sylvester to discuss their most iconic dating fiascos. Blakely has a jet set tale of deception and orphans set in the South Of France, Logan thinks she’s spoiled for choice but finds herself at the head of the class, and Justin’s story has a countdown clock: he has 30 days to close the deal.


 

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On an all new episode of Bad Dates, host Joel Kim Booster welcomes comedians Conor Janda, Misha Brown, and Alistair Ogden to discuss their most iconic dating fiascos. Conor sets sail on a voyage of discovery with Chekhov’s tan, Misha’s wearing ship goggles but he might just float away, and Alistair weighs anchor but the good ship Double Date runs aground.


 

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On a classic episode of Bad Dates, host Joel Kim Booster welcomes comedians Punkie Johnson, Josh Gondelman, and Skyler Higley to discuss their most iconic dating fiascos. Punkie just wanted to hang out and now she’s getting bonked by a Johnson, Josh takes his date to a movie but by the time they leave his last name will be Gonegirlman, and Skyler finds himself in expert mode but he’s more quickly than Higley.


 

If you’ve had a bad da...

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On a brand new, in-studio episode of Bad Dates, host Joel Kim Booster welcomes comedians Drew Lynch, Giulia Rozzi, and Evan Williams to discuss their most iconic dating fiascos. Drew is on a blind date but someone else gets an eyeful, Giulia is experiencing the magic of being single but it's her libido that goes up in smoke, and Evan takes a little longer than he should to realize he’s dealing with a professional. 


 

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On a brand new, in-studio episode of Bad Dates, host Joel Kim Booster welcomes comedians Hannah Pilkes and Maxx Eddy and drag superstar Laganja Estranja to discuss their most iconic dating fiascos. Laganja is in the mood for street meat but they might need a quick rinse, Hannah is dating a time traveller (that’s kind of the only explanation), and Maxx initially just has some questions about the spelling.


 

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On a brand new, in-studio episode of Bad Dates, host Joel Kim Booster welcomes comedians (and family) Oscar Montoya, Zach Noe Towers, and Mano Agapion, to discuss their most iconic dating fiascos. Oscar thinks he’s got a great deal but the drugs aren’t the only things mixed up, Zach attempts a threesome with the textbook threesome couple (the hottest man you have ever seen in your life and his troll doll boyfriend), and Mano encoun...

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On this Speed Dates episode, host Joel Kim Booster welcomes actress/comedian Lisa Gilroy (Jury Duty, Black Mirror) to talk about dodgeball, how Jury Duty was made, the life lessons she took from Practical Magic, and how sometimes you just need your girls to gas you up! Plus, they concoct a shirtless arm wrestling scheme involving their significant others.


 

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Merch available at SiriusXMS...

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On a new episode of Bad Dates, host Joel Kim Booster welcomes Sarah Tiana, Adam Rippon, and Chinedu Unaka to discuss their most iconic dating fiascos. Sarah’s romcom ending crumbles under interrogation, Adam declines some good advice because he’s already put in the work, and Chinedu’s date inserts herself into a public private moment.


 

If you’ve had a bad date you’d like to tell us about, our number is 984-265-3283, and our email is...

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On a new episode of Bad Dates, host Joel Kim Booster welcomes comedians David Gborie & Natalie Cuomo, and writer/podcaster Hunter Harris to discuss their most iconic dating fiascos. David digs through the trash but still leaves with a few ounces of gold, Natalie becomes trapped as the Uber aunt to a sister wife, and Hunter goes on a date where she just has to sit there and take slam after slam after slam.


 

If you’ve had a bad date y...

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On this Speed Dates episode, host Joel Kim Booster welcomes actor/comedian Tim Baltz (The Righteous Gemstones, Deli Boys, Shrink) to talk about their shared Chicagoland roots, proposal photos, the power of embracing diversity, the right kind of gift-giving, and so much more! The big takeaway here: communication, communication, communication.


 

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Merch available at SiriusXMStore.com/BadDa...

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Happy 4th of July! On a Re-Release episode of Bad Dates, host Joel Kim Booster welcomes comedians Sean Patton, Chelsea Devantez, and Scott Thompson to discuss their most iconic dating fiascos. Sean asks her out for the bit but he’s the one who gets nibbled, Chelsea becomes a prisoner of the bit with the wrong kind of artist, and Scott’s failed Fort Lauderdale hook up becomes a bit he can monetize.


 

If you’ve had a bad date you’d lik...

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