Remember this Awesome 404 page design from Froont? Now there's more and you can use them in your own projects: https://medium.com/froont/weekly-inspiration-10-404-pages-c2c59553ba30
It's not from Froont, but i definitely digged this one - https://theoutline.com/404
Oh boy. This is awesome.
pretty good, but i still prefer http://www.bloomberg.com/404
I love all of these, but I fear that people may use them without really thinking about the context in which a user experiences a 404. They may be disgruntled, annoyed, confused, etc and depending on the situation, humour may actually exacerbate the problem.
To me, a well placed and worded help suggestion or link on a 404 page will always win over a cute dog who chewed through the cable. Though I do love dogs!!
I think a combination would be perfect.
Crack a joke, say sorry, offer helpful solutions.
Like this https://mailchimp.com/ihatethatmonkey