I like the idea of using technology in a break-up scene. There are so many forms of technology we can communicate through, and it can save the face-to-face awkwardness and aftermath.
My series begins with a break-up that's done via a long-distance phone call while the protagonist is driving. So not cool!
As a more general note, I agree that people often try really hard not to 'hurt' the person they're dumping, even though it's inevitable. Though, I think this is often due less to compassion and more to cowardice!
On the other hand, it can be just as painful to dump someone as it is to be dumped. Depending on the reasons why the character has chosen to dump the guy, the break-up can involve feelings of anger and/or resentment (especially if she feels she's been wasting her time), regret and/or guilt (for having done the wrong thing by the guy), loss (emotionally she doesn't want to lose him, but she has to for some reason) or... jubilation! (that'd be pretty callous, unless the guy totally deserves to be kicked to the kerb and the girl is finally standing up for herself)!
Good luck! :)
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