Iwobi’s ex-teammate and Everton flop unwinds with model girlfriend after embarrassing debut with Serie A side
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Credits: Imago, Instagram

Iwobi’s ex-teammate and Everton flop unwinds with model girlfriend after embarrassing debut with Serie A side

David Ben 22:05 - 02.04.2025

The Como midfielder enjoyed some time off with his girlfriend following a nightmare start to his Serie A career.

Dele Alli may have suffered a nightmare start to his Serie A adventure, but off the pitch, the former England international seems to be living his best life.

 The ex-Tottenham Hotspur star, who once shared the pitch with Super Eagles midfielder Alex Iwobi at Everton, was spotted enjoying a romantic getaway with his stunning model girlfriend, Cindy Kimberly, on the breathtaking waters of Lake Como.

Despite the setbacks, Dele appears to have found solace in his personal life.

Dele Alli
Former Tottenham midfielder Dele Alli | Imago

 Kimberly, who has fully embraced life as a WAG, has been by his side, helping him unwind from the pressures of trying to resurrect his football career. 

Dele Alli girlfriend
Cindy Kimberly is currently dating Dele Alli | Instagram(@wolfiecindy)
Dele Alli unwinding with his girlfriend in Lake Como | Instagram(@wolfiecindy)

The model took to her Instagram page with over 7.2 million followers, to share photos of the pair soaking up the sun and cruising along the scenic Lake Como, looking every bit the loved-up duo.

Cindy Kimberly Dele Alli
Cindy shared photos from their getaway trip | Instagram(@wolfiecindy)
Cindy Kimberly Dele Alli
Cindy shared photos from their getaway trip | Instagram(@wolfiecindy)

From Everton outcast to Italian gamble

Dele Alli
Former Everton midfielder Dele Alli | Imago

It has been a turbulent few years for Dele, who saw injuries and a dramatic loss of form threaten to end his once-promising career. 

After struggling to find his footing at Everton, where he failed to impress and was eventually released, many believed his time at the top level was over.

However, Dele refused to walk away from football, securing a shock move to Serie A side Como in late 2024 having gone on an underwhelming loan spell with Turkish side Besiktas.

 Working under former Arsenal and Chelsea star Cesc Fàbregas, the 28-year-old playmaker was determined to prove he still had what it takes. 

Dele Alli
Dele Alli got sent off on his debut for Como FC | IMAGO

However, his debut did not go according to plan as he was sent off in humiliating fashion, just minutes after coming on as a substitute in Como's 2-1 defeat at AC Milan in the Serie A last month.

Iwobi on Dele’s training struggles

Nigerian playmaker Alex Iwobi.
Nigerian playmaker Alex Iwobi. (Photo Credit: Iwobi/X)

Despite his undeniable talent, Dele’s work ethic has long been questioned. 

Former teammate Alex Iwobi, now at Fulham, spoke on the Filthy Fellas podcast about his training struggles.

 “When it comes to training, he’s a joke,” Iwobi admitted. 

“He tries, but he’s just slow with it. He’s not a training player unless there’s a match, and then you see Dele perform.”

Iwobi further explained that Dele’s poor training habits made it difficult for managers to trust him. “It was hard for him to play because if you’re not doing it in training, and at the time, the manager needed reliable players. He couldn’t really put his trust in him. We all know Dele could have performed.”

Alli did not feature for Everton throughout the 2023/24 season before his contract expired in June 2024, with his last competitive appearances coming during a loan spell at Besiktas the season prior.

He started training with Como late last year and impressed Fabregas sufficiently to secure a contract with the club.

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