After pledging to rent out her lush London flat to refugees last year, it appears wealthy diplomats moved in who, as she now says, have claimed "diplomatic immunity" in the fight over the digs, as she tries to move back in with her daughters Marnie and Ethel.
On Monday morning, in a classic case of oversharing, the Smile singer tweeted to her 5.96 million followers: "Meant to be moving back into my flat this week, but my tenants just dropped that they can't find anywhere to go up to their standards.
"Then they said they're diplomats and have diplomatic immunity and there's nothing I can do about it.
"So, who fancies a family of 3 for Xmas?"
There's a lot to unpack here.
Following the aforementioned message, the 32-year-old also tweeted (and deleted) that she had "private equity managers, tax experts and hedge funders" looking at her situation, as she tried to get out of the proverbial pickle.
Whether or not her tone was meant to come across as it did, the masses have spoken and many did not take Lily's side - with one going so far as to label the 32-year-old a "champagne socialist".
One brought her singing abilities into the fight, saying: "Just sing outside their front door, that'll get them shifted in under an hour."
Another said: "Welcome to the real world one major difference you've plenty of money go buy another house!"
A third felt another Live Aid was in order, adding: "Bit of a crazy request, but has anyone got Bob Geldof's number? I think we need to organise a concert to buy Lily Allen a 4 million pound property for Christmas. She's homeless and in need."
While another started the hashtag "#prayforlily", mocking the songstress.
However, some jumped at the opportunity to have the star in their home for the holidays, with one fan responding: "You can come to us, Lily. We're having goose & something bizarre & veggie for the lad."
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On Monday evening the singer was still talking about the issue though, going so far as to try and tone down the whole shebang - long after offending tweet was deleted (and screenshotted).
When she was asked, "Did you complain about the diplomats shafting you?" she replied, "Naht Rilly" with a shushing emoji.
It comes after earlier this year the singer defended comments she made to a 13-year-old boy from Afghanistan during a trip to the "Jungle" in Calais .
After seeing first-hand the desperate and dismal conditions that the child refugees in Calais were living in, Lily broke down in tears and apologised on behalf of the UK , saying "I apologise on behalf of my country. I'm sorry for what we have put you through."
Her words landed her in trouble with some, as one tweeted: "Lily Allen has no right to speak for the UK. Her sense of self-importance is what I've always disliked. Regularly rude and disrespectful."
Following the backlash, she insisted she would "of course" take in a displaced child migrant while speaking on the Victoria Derbyshire show.
To be fair, when it comes to the question of homelessness, Lily does have one less house in which to celebrate Christmas, after she was forced to sell up her £4.2 million Cotswolds mansion she shared with husband Sam Cooper and their two daughters, following a hefty bill from the tax man this time last year.
At the time she tweeted: "I've had a tough couple of years, I'm having to sell my home to pay my tax bill.