It does come with the Cipher cable, but I don't own an i-thing. I would be driving these from a GO2A mostly and occasionally from a DAC1541. This is a desktop/travel solution not a mobile one for me.
If you're going to use EQ then I'd say go for it! It sounds pretty nice w/ EQ to me (and pretty bad without). Add some bass, reduce the peak at 7~8k, and you should be good to go. Its comfort isn't the best though being on-ear, hurts my ear after an hour - another thing to consider.
Smart choice. I consider the Sine as part of the Apple ecosystem. And if you're not willing to go down that rabbit hole a bit (not judging), then its more wise to look elsewhere. There's some weird voodoo, witchcraft, juu juu going on with that Cypher, that's more then just equalization...
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