Mr Cheerman Meets Will

 Mr Cheerman the Cheer up robot was using an online video chat app an explorer

The famous explorer turned on a filter by mistake and his face looked like a filter. 

Chocolate Joke

 Well, there's nothing like a chocolate joke for when you feel hungry, but it's not funny. 

Pee Yeah

Pierre pees in the air, pea yeah, with potatoes sounds fair.

A Joke Book

 Mr Cheerman the kind robot picked up a Joke Book but quickly put it back down.

He put the book back down again. 

The Circle of Life

 The Circle of Life. It's a wheel of fortune.

What The Duck

 Mr Cheerman the Robot was worried about a man that farted a joke booklet onto the floor

Crazy Robot

 Alan and Mr Cheerman the kind robot was listening to another robot talking.

Milk

 Mr Cheerman the cheer up robot was sent to get some evaporated milk

E Scooter

 Mr cheerman likes e-scooters, they're so cool.