The Gunners fan was caught on camera winking and making a kissing gesture at the lineswoman during Monday's clash.
The supporter had every reason to smile as Unai Emery's side racked up their tenth consecutive win with a 3-1 victory.
But he appeared to get a little over-excited after the English official dropped her flag following an offside decision.
He was seated in the front row and he attempted to seduce the 33-year-old with a number of gestures.
It appeared to go unnoticed by those around him and Massey did not turn around, but he was ironically hailed on social media for his efforts.
One viewer posted a video of him, with the caption: "Ozil sensational tonight… but this fella stole the show for me #ARSLEI."
The Arsenal fan shared a striking resemblance to Foxes forward Vardy – who also caught the attention last night by suddenly sprinting down the tunnel during the late stages of yesterday's match.
The ex-England striker did not return to the pitch and fans instantly jumped to the conclusion that he had gone for a poo.
Manager Claude Puel has since confirmed: "Jamie was ill and he could not come back out. You need to speak with him [to see when his illness came on]."
Regardless of Vardy's premature exit, the Foxes were unable to stop the Gunners from running riot.
Mesut Ozil bagged the equaliser on the brink of half-time before Pierre-Emerick Aubameyang scored twice to secure all three points for Emery's men.
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