Davidson posted a YouTube video last Sunday asking Upton to be his prom date.
"I'm gonna be real with you here, I don't have a girlfriend, and with prom season coming around, that could be problematic for some," he explained. "But I'm me, I'm Optimus Prime, and I see the glass half full."
He proved that by explaining why apparent opposites such as he and Upton attract: “You're the ying to my yang, I'm Jewish, 5'9 on a really good day - and I can't dance at all. You're Christian, 5'10, and that Cat Daddy video should have won an Oscar for best short film - you could say this is destiny."
"Kate we can ride around all night long, 'til 11, that's my curfew," he added.
Upton retweeted the video to her followers and initially gave Davidson hope via Twitter:
“You can call me Katie if you want! How could I turn down that video! I'll check my schedule ;)”
Davidson couldn't believe his luck.
“You truly are incredible," he replied. "Just responding made my year, thanks so much! P.S. Hope your schedule is free!”
Unfortunately, as Davidson has now learned, a supermodel's schedule is rarely that.