Anyways, great writeup; I'm looking forward to your future posts.
Believe it or not, I neglected to put ads on the darn thing when it really blew up, so all in all I'm a couple hundred bucks in the red.
I haven't checked the application status page, but only about 7-8k people have reinstalled the app since the ban was lifted. I'm sure there's been some random Facebook game that launched within the past month and has a couple hundred thousand users. Gettin' noticed ain't easy.
You could partner with a local flower/chocolate shop and have it taken care of. Another idea is to pay for sms delivery of breakup, sort of a premium advantage.
How would you know if the breakup was clean or messy or who initiated it? You could seriously damage your shot at the rebound by sending flowers and chocolate to a girl who's world just fell apart.
I suspect that the monetization of this will more likely be in the form of 1) a future project where the experience is applied, 2) an opportunity resulting from the reputation, or 3) advertising.
It might not be a bad idea though to add some sort of "What to do now" plan and incorporate the flowers/chocolates as options.