Why Chelsea fan Steve Sidwell ended up wearing a Tottenham shirt – because of Paddy Power

It’s a tough one for any fan!

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Steve Sidwell was the latest unlucky loser in the Paddy Power challenge – and the lifelong Chelsea fan suffered the humiliation of pulling on his ‘most hated shirt’ as a forfeit.

On Episode 10 of the Liquid Football podcast, which is produced by JOE in partnership with Paddy Power, the former midfielder and fellow guest Jon Walters had to describe a number of footballers or managers to presenter Kelly Cates.

The person with the most correct answers won a £250 donation to a charity of their choice as well as a free £250 bet on their behalf from us.

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The rules dictated they were not allowed to mention any of their current or former clubs, but it seemed a simple enough task. At least so we thought.

Steve hit a stumbling block early on as Kelly answered, ‘Ruud van Nistelrooy’ to his clue of a ‘former Dutch international with dreadlocks’. Not her finest hour…

Kelly was left flummoxed again when Steve described Phil Jones as ‘king of the facials’ and the pair finished with seven right answers.

With a modest score to beat, Jon cruised to victory with 10 and donated his £250 to Fans Supporting Foodbanks and stuck the rest of his winnings on Bosnia Herzegovina to beat Finland in their upcoming Euro 2020 qualifier clash.

Steve – who played for both Arsenal and Chelsea – did not look impressed when he was handed a Spurs shirt to wear for the second half of the show.

Not only was it the strip of Sidwell’s most hated, the shirt was also a terrible fit. ‘It’s Neil Ruddock size’, Walters noted as Sidwell himself demanded pins to ensure a better, tailored fits.

Speaking exclusively to Paddy Power News after the recording, he said: “It’s not good, it was pretty hard.

“That was the first time I have ever had a Spurs shirt on. I said during the show, it’s my favourite ground to go to, but I don’t have much affection for Spurs being a Chelsea fan.”

As well as supporting the Blues, Sidwell’s rivalry with Spurs is a deep-rooted one. He joined Arsenal at the age of nine and was a part of the youth team that won the FA Youth Cup in 2000 and 2001.

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