I didn't knew how much i needed these until i saw them, I know they are not technically canon but still, I'm glad to see them, thank you.

My guess is that this is stemming from the april fools alternative universe. Post-april fools 'Pico's School', people are having their own take on Pico and Cassandra's relationship. So far, it's anywhere between meanspirited friends to shipped romantic couple. Here's a few examples:

https://www.newgrounds.com/art/view/neonvore/cringe

.

https://www.newgrounds.com/art/view/neonvore/fursona-good-ending

.

https://www.newgrounds.com/art/view/hairlessbear/medicinal-herb

.

https://www.newgrounds.com/art/view/pinkfur/pico-x-cassandra