Singer and songwriter Lily Allen ushered in the year 2026 with glamour and celebration on Wednesday evening, capping off a remarkable year defined by the critical and commercial success of her heartbreak album, 'West End Girl'.
A Night of Glamour and Pyjamas
The 40-year-old star began her New Year's Eve festivities in a show-stopping ensemble. Taking to Instagram, Allen shared a video of herself confidently striding through a venue in a backless pink and orange dress that highlighted her figure. The bold look made for a sensational start to the night.
As the clock struck midnight and the celebrations wound down, Allen documented a more relaxed scene. She posted an image featuring her Christian Louboutin mules, Fendi Baguette bag, and a novelty 'Happy New Year' headband. The final snapshot of the evening came from her bed, where she shared selfies wearing black pyjamas and the same festive hairband.
Lavish Holiday and Spending Confessions
Her New Year's celebration followed a luxurious holiday in the Cayman Islands. Just the day before, on Tuesday, Allen was seen looking carefree as she cruised around on a £300-an-hour Jet Car. She was joined on the sun-soaked trip by her two daughters, Ethel, 14, and Marnie, 12, as well as friends including influencer Dylan Mulvaney and Heartstopper actor Joe Locke.
This lavish getaway comes amid a period of significant personal reflection for the singer. Allen has recently been candid about undergoing Eye Movement Desensitisation and Reprocessing (EMDR) therapy to address a spending addiction. On her 'Miss Me?' podcast, she revealed splurging on extravagant items like a £120,000 Porsche and a £16,500 Hermes bag following her album's success, joking she was "convinced I'm a billionaire."
She described the therapy, which helps process traumatic memories and associated behaviours, as "life changing." Allen explained the process involves dissociating the positive feeling of a purchase, like buying a handbag, from one's self-worth.
New Beginnings in Love and Music
The past year has been transformative for Allen following her 'devastating' split from Stranger Things actor David Harbour, 50, at the end of 2024. Her album 'West End Girl', released in October 2025 to rave reviews, chronicles her recovery from that marriage breakdown.
Romance may also be blossoming again. After weeks of speculation, Allen was spotted kissing 28-year-old writer Jonah Freud at a Christmas party in London's Stringfellows nightclub last week, hinting at a new relationship as the new year begins.
From chart-topping music and therapeutic breakthroughs to tropical holidays and fresh romantic prospects, Lily Allen steps into 2026 on a high note, having fully embraced both the challenges and triumphs of the previous year.
