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Chelsea may live to regret £32m transfer decision after Tottenham defeat

Chelsea fell to Tottenham Hotspur on penalties in what turned out to be a contest of who could hold their nerve the longest in Tuesday’s League Cup fourth round clash.

Mason Mount’s penalty was saved by the outstretched arm of Hugo Lloris which signalled Spurs’ passage to the next round and, despite having taken the lead in the game, Chelsea’s elimination.

It was a big night for both side’s starting left-backs; Ben Chilwell made his full Chelsea debut, while Sergio Reguilon – a player the Blues had been linked with this summer – made his first appearance for Jose Mourinho’s side.

While Chilwell linked up well on the left-hand side for much of the game, it was Reguilon whose actions defined the first half. Indecision in the Spurs half led to the Spaniard forfeiting possession, leading to a Chelsea break and a first goal for Timo Werner.

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Reguilon was first dispossessed, then slid in on Cesar Azpilicueta as he tried to recover the ball, before his countrymate played a precise ball across to Werner waiting gleefully in the middle.

At that point, Chelsea fans must have been thinking they had done a number on Spurs in the transfer market once again by signing Chilwell over Reguilon . But the 23-year-old ex-Real Madrid man rallied, showing exactly why the club were interested and just how he helped Sevilla to Europa League success.

Chelsea had been in dire need of a solution to their left-back problem, and Lampard has fixed that issue with Chilwell. Reguilon was another option and he showed grit and fighting spirit to turn the tide on what was threatening to be a debut to forget.

His running down the left posed problems for Chelsea, and it was a recovery run in the latter stages of the first half which will have made Blues fans sit up and take note. While bursting through the middle, Reguilon raced after Callum Hudson-Odoi, who…