Because it is Whoopi Goldberg. It’s from a live action adaptation of Alice in Wonderland. She was the Cheshire Cat.

That trailer of the Shining edited to look like a rom com

That and having time to hang out at the coffee shop all the time. And also Monica who supposedly works in a high end restaurant having as much time as she does to socialize and whatnot. Still love the show tho.

Also in HIMYM how they have time to hang out at a bar every single night.