I guess it really depends on the cats personality, I would hope that over time any cats could learn to be friends, I suppose some just learn faster then others.
Simon and Elle aren't BEST friends yet by any means, he still gives her a thumping if she tries to steal his sleeping spot, but I think he's just letting her know the boundaries.
When he's sleepy he will cuddle with her, but when he's wide awake he won't, but I figure if he's cuddling with her when he's sleeping that's progress! haha
All in good time