According to The Sun, flirty Harry wooed 35-year-old Alison at trendy SoHo nightclub The Box where they were both attending a London Fashion Week party.
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Harry and Alison attended Burberry's LFW show together last month
A source told the paper that the One Direction singer even made the first move with rocker Alison.
“They were very touchy-feely in a booth and both pretty drunk,” they say. “But they were having a great time together, laughing and joking with a lot of PDA.”
“It was Harry who made the move as he was looking after her,” adds the source. “At one point he was stroking her hair as she lay her head on the table. Harry’s knack with women of any age is pretty amazing.”
Alison fronts rock band ‘The Kills’ with Jamie Hince, who married Kate Moss in 2011.
Her brother Matthew recently split from fianceé Kelly Osbourne - who has been spotted hanging out with Harry and pal Nick Grimshaw on a number of occasions.
Confident Harry is well-known for romancing older women and enjoyed a well-documented relationship with presenter Caroline Flack in 2011.
19 Reasons Why We Love Harry Styles
(01 of16)
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1. He's got lovely, bouncy curls which we'd love to run our fingers through. (credit:Getty Images)
(02 of16)
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2. He's not afraid of getting naked. (credit:Twitter)
(03 of16)
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4. He was the cutest kid ever - just look at those cheeks! (credit:Rex)
(04 of16)
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5. His bromance with Nick 'Grimmy' Grimshaw. We heart a good bit of man love.
(05 of16)
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6. He scrubs up well in a suit. Yum! (credit:PA)
(06 of16)
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7. He loves animals *melts*. (credit:Wonderland)
(07 of16)
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8. He gave Taylor Swift enough material for about 10 more albums during their relationship. (credit:Splash)
(08 of16)
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9. He has tattoos. Lots of tattoos. OK, many are questionable but it just adds to his allure. (credit:Splash)
(09 of16)
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10. He loves his mum. Bless! (credit:Twitter)
(10 of16)
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11. He always gets the best girls (we love Flacko almost as much as Harry). (credit:Getty Images)
(11 of16)
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12. He's part of our favouritest band ever (ok, this week) - One Direction. (credit:Getty Images)
(12 of16)
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14. He's got some flashy cars. And a Capri. This is very cool indeed. (credit:Big Pictures)
(13 of16)
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15. He's not afraid to make a fool of himself (yes, that is him inside that thing). (credit:Gotcha)
(14 of16)
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17. He's the Robbie of 1D. (credit:AP)
(15 of16)
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18. He's charitable - 1D are releasing this year's Comic Relief single. (credit:PA)
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19. He'd be an amazing mate. We are sure of this. (credit:AP)