The funniest dilemma by far came from a listener called Andy, who wrote in asking whether a fifth date was worth a sixth after things got wildly out of hand in the bedroom. Andy described being "used as a human kebab skewer" when his date got carried away with the leftover takeaway, prompting William Hanson to ask, only half-joking, "Am I right in saying she had to don a kebab out of his arsehole?" Both hosts spent a good few minutes debating whether garlic or chilli sauce would be the lesser evil in the circumstances.
Jordan North had his own embarrassing tale to tell, revealing what he called his "moonlanding" moment in the gym changing room, where he and another man accidentally brushed bare bottoms while getting dressed. He admitted he didn't apologise at the time, saying simply "it was awkward." William wasn't much more sympathetic about Jordan's other mishap of the week, in which he walked face-first into a neighbour's bike rack at 4am on his way to catch a flight to Spain, dropping to the floor in tears before an Uber driver came to his rescue.
Among the listener problems tackled were whether it's acceptable for a delivery driver to use a customer's toilet for more than a wee, and whether a teenager should have to give up her bed to her mum's houseguests. Jordan's Jolly Joke of the Week brought in gags from Rachel in Saskatchewan and from Kev, about an electrician's "shock" and a vodka-fuelled lawnmower.
More from Help I Sexted My Boss
Discuss this show and more on our forums and chatbox.
This update was produced using AI transcription. Spotted an error? Get in contact.
