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In Help I Sexted My Boss, two wildly different worlds collide as William Hanson and Jordan North take on the hilarious challenges of modern life. Expect laugh-out-loud stories, brutally honest moments, and a friendship that’s as unlikely as it is unfiltered.

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Help I Sexted My Boss

We’re joined by our very luxurious (and occasionally budget-conscious) friends, Chelsea and James from the Passports Please! podcast. We chat about travelling, the rules of correct airport attire, and whether the UK’s leading etiquette expert has ever braved economy. Plus, Chelsea and James help us tackle your modern-day travel dilemmas.
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Travel, Grey Joggers and the Passports Please! Podcast

A late night delivery sends Jordan into full-blown panic, convinced disaster has struck William - while William is busy battling his very first proper hangover (to Jordan’s delight). This week’s dilemmas bring tales of STDs in the strangest places and a dog caught in the most awkward of intimate moments.
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Help There’s An STD On My Foot

You know who should really get into pints? William. You know who thinks that? Jordan. With those stereotypes out of the way, the boys dive into your work mishaps and attempt to decode the G&Divas’ wildest typos.

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Pints, Typos and Work Mishaps

What’s more likely - Jordan buying a Vespa, or the boys doing a gym session together? Apparently both are happening (and they say they haven’t changed). Things swiftly return to reality though when they tackle your dilemmas, including how to be friendly without being flirty, and a letter from a G&Diva whose dinner ended up in a very different kind of ‘fridge’.
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Help They Put My Dinner In a Mortuary

After Ben’s Big Benders terrorised the middle of Tuesday’s episode, it’s time to hear your actual thoughts on Jordan’s Joke of the Week. Elsewhere we hear your travel wardrobe stories and a G&Diva wants to know the right way to “ravish” nuts, leading to a spontaneous Top 3 run down.
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Airport Attire, Joke Review and Ravishing Nuts

Jordan has made a discovery that comes as no surprise to no one who has received an email from him in the past 18 months. But both William and Jordan are surprised by a shocking new feature smack bang in the middle. The dilemmas pull the boys in all sorts of directions, with one letter particularly close to home for our favourite etiquette expert, and another that leaves Jordan proclaiming "snitches get stitches".
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Help I Can't Find My Person

Who gets to decide if something is common or not? Well William and Jordan continue to stake their claim as the experts as they go through your suggestions of what should or shouldn't be on the list. Elsewhere there's continued disagreements about the strength of France and Spain and some more information about William's letter to the Pope.
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Peppers, France and Common or Not

William and Producer Ben are back in the studio after their sun‑soaked adventure in Malta, all thanks to Jet2, and Jordan is not hiding his envy. The boys unpack every detail of their Mediterranean getaway: the food, the sights, the unexpected activities - did someone say Popeye Village? - and of course, the souvenirs they’ve brought home for Jordan. It’s true what they say, nothing does beat a Jet2holiday - especially in Malta! For your chance to win a trip to Malta with Jet2, go to www.jet2holidays.com/sextedmyboss. Terms and conditions apply. Thank you Jet2holidays! #ad
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Nothing Beats a Jet2holiday in Malta!

What do thirst posts, a Madonna era, and the Henley Festival all have in common? Jordan’s been in all of them. The boys also tackle your modern-day dilemmas, from airport attire etiquette to how to politely ask someone to turn off their portable fan in the theatre.

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Help I’m A Nervous Squirter

Do William and Jordan have any fictional doppelgangers? That's the question William and Jordan set out to answer, you be the judge how close they get it. Elsewhere there's a discussion about the best form of washing line and not only favourite cakes, but also favourite Agatha Christie murder mysteries…
 Hosted on Acast. See acast.com/privacy for more information.

Help There’s An STD On My Foot

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