Drake isn't afraid of thirsting over a female and has a thing for older women.
So he was very much on brand when he posted this on Instagram last night.
If you click around that empty chair you'll see a tag suggesting the lady that stood Drake up is Angelina Jolie, the 42-year old actress who's no longer with very handsome man Brad Pitt.
We doubt Drizzy's subtle attempt to catch the mother-of-six's attention gets him anywhere with her.
Although it will probably make Madonna jealous.