At my school, fraternities and sororities did not do serenades, but there were a couple of a cappella singing groups on campus that did, on Valentine's Day. You could buy a serenade for a few bucks - as a fundraiser, so they could do tours or whatever. You had to give your "victim's" class schedule and pick a song out of about 5 choices. We sometimes had lectures put on hold for 5 or 10 minutes, especially in freshman core classes, while the serenades were sung
During my senior year, I had a friend in one of the singing groups on campus, and I arranged with her that her group would serenade my boyfriend in the main cafeteria on campus at a specific time. And they did.
Anyway, it must have worked, because less than a month later, he proposed, and we're still happily married nearly 5 years later!
Not quite the same thing, but a cute idea nonetheless.