Youtuber "Hummy's VR Comedy" has a plethora of funny videos during VR gameplay with his friends and while they often quickly go 'off the rails', they are usually very entertaining and pretty damn funny.

The VR Wedding Crashers (Drunkn Bar Fight)

The Secrets of Space (VR Spacewalk)

The Galactic People's Court (Star Wars VR)

Reporting Live from Mars (VRChat)

FluffyPuppy's First Bar Fight (Drunkn Bar Fight)