Jack and Nora are joined by theatre content creator Tabitha Catlin to discuss (spoiler-free!) what's going on in the world of romcoms. In this episode, Nora competes for how many f-bombs she can drop in 36 minutes, Jack is replacing Nora with Fearne Cotton, and Tabitha loves any film with Glen Powell and/or a talking dog. Head to your local cinema, grab some popcorn, and let’s celebrate the revival of the romcom!

Topics include:

• Robert Pattinson's long-awaited comedy era
• The irresistible charm of Halle Bailey
• Upcoming cinema releases of romcoms (and romcom-adjacent films), including: Finding Emily (2026), One Night Only (2026), The Devil Wears Prada 2 (2026), and the 25th anniversary re-releases of Bridget Jones' Diary (2001) and Legally Blonde (2001)

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Mysteries we still haven’t solved:

• Which film will be crowned the best romcom of 2026?
• Where can we get the food in You, Me & Tuscany?

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Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Support the future of the show on Ko-fi
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow Tabitha at @tabinthecity (and on TikTok at @tabinthecity). Check out her website for theatre reviews and interviews!

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.

Jack and Nora are joined by actor and founder of The 98% Alexa Morden to discuss #15 on Vanity Fair’s list of the 42 Best Romantic Comedies of All Time: Sleepless in Seattle. In this episode, Nora hates people watching her eat, Jack and unnecessary acronyms are “MFEO”, and Alexa is woo-woo enough to believe in fate. Crank up the radio, head to Empire State Building, and let’s be in love (in a movie)!

Topics include:

• Watching 90s romcoms through a contemporary lens
• How Jack and Nora became friends via mild stalking
• Romcoms where the main couple spend almost no time together

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Mysteries we still haven’t solved:

• Did any of that long list of actors regret turning down the role of Annie?
• Should Nora date Woody from Toy Story?

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Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Support the future of the show on Ko-fi
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow Alexa at @alexa_morden and @acting.with.alexa, and her podcast at @the98percentpod. Buy her book Beyond the Spotlight and learn more about her advocacy work at The 98%.

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.

Jack and Nora are joined by dynamic sibling duo Radha and Achyutha Mamidipudi to discuss #16 on Vanity Fair’s list of the 42 Best Romantic Comedies of All Time: My Best Friend’s Wedding. In this episode, Nora goes slightly feral, Jack repeatedly channels Rupert Everett, Radha cannot handle suspense in cinema, and Achyutha dodges a marriage pact. Hijack a bread truck, steer clear of ice sculptures, and let’s stop and/or save this wedding!

Topics include:

• The gold standard of romcom best friends
• Crazy Ex-Girlfriend
• Celine Song

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Mysteries we still haven’t solved:

• …is Jules a bad person?
• Is this Paul Giamatti’s greatest role???

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Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Support the future of the show on Ko-fi
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow Radha on Instagram at @radhakkaa and Letterboxd at @radhamango 
• Follow Achyutha on Instagram at @_achyutha and Letterboxd at @achyumami 

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.

Jack and Nora are joined by their dads, artist Stephen Gregson and psychologist Michael Perone, to discuss #17 on Vanity Fair’s list of the 42 Best Romantic Comedies of All Time: His Girl Friday. In this episode, Nora is a fast talker, Jack loves a scheme, Stephen is a Howard Hawks scholar, and Michael makes an argument for bad boys. Order a roast beef sandwich, print your counterfeit money, and let’s get the story!

Topics include:

• Screwball comedies 
• Movies currently at 100% on Rotten Tomatoes
• The dangers of being a sex symbol

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Mysteries we still haven’t solved:

• Did Hildy ever get her honeymoon?

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Content Warning: A quick heads up from us - this episode contains very brief references to racialized violence and attempted suicide, in reference to plot points in the film.

Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Support the future of the show on Ko-fi
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow Stephen at @stephengregsonart

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.

Jack and Nora are joined by content creator Ashley Hufford to discuss Season 1 of Heated Rivalry. In this episode, Ashley is the queen of hockey romance, Jack takes a break from hating TV, and Nora is emotionally intense (but not at a pathological level). Crack open a ginger ale, stretch out your hip flexors, and let’s hit the ice (/ that ass)!

Topics include:

• Buffy the Vampire Slayer
• Jacob Tierney’s respect for the romance genre
• Sexting

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Mysteries we still haven’t solved:

• Will the industry finally take the right lesson from Heated Rivalry’s success???
• Will the chokehold this show has on us ever loosen? (We do not ever want this problem to ever go away.)

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Spoiler Alert: This episode discusses all of Season 1, plus a few light spoilers from the Game Changers book series (Game Changer, Heated Rivalry, Role Model, The Long Game). It does not, however, contain spoilers for Joker: Folie à Deux (2024).

Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Support the future of the show on Ko-fi
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow Ashley at @ashley_hufford, or on TikTok at @ashleyhufford — and hear more from her on Episode 16: The Idea of You (2024)!

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.

Jack and Nora are joined by film journalist, author, and editor at [redacted] Helen O’Hara to discuss #18 on Vanity Fair’s list of the 42 Best Romantic Comedies of All Time: Down With Love. In this episode, Nora doesn’t have a chance with David Hyde Pierce, Jack channels his 13-year-old self, and Helen wants you to suspend your disbelief when watching romcoms. Coordinate your outfits, jump into (or out of) a helicopter, and let’s enjoy some sex à la carte!

Topics include:

• The mysteries of the cinema box office
• Accidentally making eye contact with celebrities 
• Animal Attraction (2001)

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Mysteries we still haven’t solved:

• Why wasn’t Down With Love more successful on its release?

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Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Support the future of the show on Ko-fi
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow Helen at @heleno84 (and learn more about her books here)

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.

Jack and Nora are joined by actor, writer, and director Macadie Amoroso to discuss #19 on Vanity Fair’s list of the 42 Best Romantic Comedies of All Time: Anora. In this episode, Nora reveals her best and worst opinion, Jack has a heart of stone, and Macadie is living life on the edge. Freshen up your manicure (manifesting $$$), head to Vegas, and let’s chase our fairytale!

Topics include:

• Pretty Woman (1990)
• Intimacy Coordinators
• Robbie Williams and Take That

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Mysteries we still haven’t solved:

• Is Anora a romantic comedy?

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Content Warning: A quick heads up from us— this episode contains lengthy discussions of rape culture, simulated violence against women/ sex workers, and vulnerability and power dynamics (both on film sets and in the world in general).

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Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Support the future of the show on Ko-fi
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow Macadie at @macadie.amoroso (and get tickets to see her short film Fish & Chips at BFI Flare 2026 here!)

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.

Jack and Nora are joined by Emmy-nominated comedian and writer Erika Ehler to discuss #20 on Vanity Fair’s list of the 42 Best Romantic Comedies of All Time: How Stella Got Her Groove Back. In this episode, Nora reveals her favorite romcom kiss of all time, Jack shares his milkshake-related trauma, and Erika extolls the virtues of Canadian stove top stuffing. Pack your running gear, fly off to Jamaica, and let’s track down our titular “groove”!

Topics include:

• Age-gap relationships (again)
• Television legal drama Kevin Hill (2004-2005)
• Angela Bassett and Whoopi Goldberg’s sparkling on-screen chemistry

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Mysteries we still haven’t solved:

• What’s wrong with renting Booty Call and The Lion King?
• Why didn’t Victor Garber get a credit?

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Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Support the future of the show on Ko-fi
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow Erika at @erikaehler, her podcast at @insanethoughtposse, and her comedy night at @comedyforhotpeople.

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.

Jack and Nora are joined by performer, writer, and producer Charlie Dinkin to discuss #21 on Vanity Fair’s list of the 42 Best Romantic Comedies of All Time: The 40-Year-Old Virgin. In this episode, Nora is fixated on orthodontia, Charlie has a personal vendetta against Funko Pops, and Jack reveals what the boys are really talking about. Wax your chest, power up your cutting-edge combo VHS/DVD player, and let’s get some f***ing French toast!

Topics include:

• 2000s-2010s romcoms (and why they’re largely missing from this list)
• There’s Something About Mary (1998) and zipper-related trauma
• Songs we had to sing in school 

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Mysteries we still haven’t solved:

• Does that Viagra match trick actually work?

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Content warning: Much like this film, this episode goes to some weird and potentially uncomfortable places - from penis-related body horror to pornography to discussions of homophobia and of misogyny (particularly the fear/ threat of violence against women) hinted at in parts of the film. Please tread carefully if these are sensitive topics!

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Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Support the future of the show on Ko-fi
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow Charlie Dinkin at @chazzykat (and watch her ITV sketch comedy pilot, Say! Less!, or her Christmas panel show, I Don’t Do… Christmas with Julian Clary)

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.

Jack and Nora are joined by Rachael Joyce and Will Anderson, the meme-making power couple behind “The Theater Lovers” to discuss #22 on Vanity Fair’s list of the 42 Best Romantic Comedies of All Time: Moonstruck. In this episode, Jack explains the rules of curses, Rachel finds kinship with Bobo the career server, Will shares his deeply-held philosophy on Nicolas Cage, and Nora wants everyone to know that she is ¼ Italian. Hang on to your hand/ bride/ pack of dogs, do NOT order the oily fish, and let’s go to the opera!

Topics include:

• The magic of the moon
• Cher’s hair
• “American cheating”

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Mysteries we still haven’t solved:

• When did Loretta take the Lord’s name in vain (twice)? 

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Where to find us:

• Instagram, TikTok, Threads, and Letterboxd at @whenrommetcom
• Follow Jack at @thejackgregsonshow
• Follow Nora at @norassic_park
• Follow The Theatre Lovers at @the_theatre_lovers
• Follow Rachael at @itsrachaeljoyce
• Follow Will at @wlander

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Find links to our Spotify playlist, the Vanity Fair list, and more here.

Join the conversation! Give us your take on the films we cover, which romcoms you think should be on the list, or your best “would do/ wouldn’t do/ have done” stories on socials or at [email protected].

Hosted on Acast. See acast.com/privacy for more information.