He's been linked to a string of beautiful women since he shot to fame as Australia's hottest male model.
But Jordan Barrett's latest squeeze has left a few people scratching their heads in confusion - as she is an extraordinary 42 years older than the fresh faced 20-year-old.
Former Vogue Editor Carine Roitfeld, 62, was seen locking lips with the ladies man at the Daily Front Row's Fashion Media Awards in New York over the weekend.
And as the photos from the glitzy event show, the pair were looking rather cosy all night.
While this unusual pairing isn't too much of a surprise for Jordan - the Tom Ford model has been linked to older women in the past including Paris Hilton and Kate Moss - it might come as a shock to Carine's partner, Christian Restoin.
The Parisian couple have been together since the 70s and share two grown children together, Julia and Vladimir.
Byron Bay local Jordan may well have just been in high spirits, as he took home the prestigous Male Model of the Year award at the bash.
Still, their steamy moment certainly set tongues wagging.