I am really not creative when it comes to romance, but I have some friends on another board who are. I hope you don't mind, but I posted your question there. Here are some of the responses:
I like his idea about the karaoke bar!! Or even the PA system! Law is not what I would call romantic, lol, so I am at a loss there. Maybe just respond with what you suggested and say you think his ideas are great too!
Or, I don't know how much work it would, I am sooo not into law. But, could he make up some sort of document and say he needs help with it? Or just give her some premade document thingy that is already made. And add a page, like on page 25 or something, where it is actually hidden in the text in the page? Kinda like your idea, but making it so that it is "in" the book or document, so that she actually has to be reading it seriously, and then kinda do a double take to fiigure out what she just read.... that's all I got.
That's great though!! Maybe he could ask one of her professors to bury the page in one of her assigned readings??
As more posts come through, I will copy them along! Hope you don't mind!!