Or just a one click "yo" app that says you won't leave <geolocated city> unless you have sex with <recipient>?

EDIT: Before anyone downvotes me, I am completely against this sort of behavior - just making fun of these weird dudes who ever think this is ok.

The bigger question is how did he manage to send (1) 2 messages with practically identical content, (2) one via email, another via text, so he probably retyped the second one, (3) using the correct initials for each woman, and (4) without any spelling mistakes, while he was completely drunk (according to his own testimony. Something stinks here.

Considering he tried to lie about it by claiming he got hacked, I wouldn't put a huge amount of stock in whatever he's saying now.

Copy paste from email to iMessages or vice versa?

Yeah, show some promise for fuck's sake. Like Nip Alert, Big Head's app. It gives you the location of a woman with erect nipples. Now that's something people want.