I'm voting public for this one. She seems to be the kind of woman that won't mind a little attention. The bigger the fuss, the better. She has been waiting a while for this and will most likely not expect a thing - unless of course you seem nervous or something.
With her needing to go into work the next day:
I'd skip calling up the boss and explaining things if you're not sure it's going to fly. Make the engagement a big show earlier in the evening, then go home and make sure she gets a good night's sleep. She can show off the excellent ring all day at work =) The more brag time she gets, the better.
So since you're going to this nicer restaurant, find some way to get the staff involved. Make a big crowd at your table, attract the attention of everyone there. Might want to have a few mutual friends stashed in a corner somewhere to pop out when the crowd gathers. Something so she's like "What the heck?" As the crowd gathers, have them play your song...
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"Sometimes I have to remember that things are brought to me for a reason, either for my own lessons or for the benefit of others." Cynthetiq
"violence is no more or less real than non-violence." roachboy
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