There is a lesson here. "Computer people" have a real aversion to simply scaling up a business by using humans to do things. Sometimes that simple answer (hire a bunch of people to do stuff) is the right answer, provided the economics of the business work.

You look so [appearance adjective], my [affection term].

Hey [affection term], I'll see you at the [social location] tonight.

... and so on

Then enter possible variables:

affection term = [baby, honey, sweetheart]

.. and so on

Then buy 100 stock headshot photos and generate a random list of first/last names for each. Set up a FB/email account for each.

Then integrate with Twilio for SMS sending. Write a little cron script to send 1-2 messages to each user per day.

Done. A week's worth of work to launch.