@Background Pony #5E0B  
I can probably come up with the reason as to why they’re paired, at least with Fluttershy and Rarity
 
Fluttershy loves living things, and Giorno can create life and living things. Josuke has a flair for fashion, particularly his pompadour, and Rarity is all about fashion.
 
With Jotaro and and Jolyne, I can really see both sides, though Rainbow’s more hotheadedness seems more in-line with Jolyne than Jotaro.

I’d switch Applejack with Rainbow Dash and Fluttershy with Rarity but besides that this is both spot on and one of the best things I’ve ever seen.

wow fantastic

@Hugobertington.Esq  
Ropes would be my guess.
 
And these are all awesome!

Johnny and Gappy look SO TINY!

Applejack with Jolyne?
 
That’s something new alright

THIS IS AWESOME!

Imma snuggle Dashie