She may just be confused. Never heard of an incarcerated individual being let out of jail to attend an AA or substance abuse meeting. Jails normally conduct those kinds of meetings for prisoners in-house, not let them out to roam around. If it hadn't happened that day it may have just occurred on a different day. If he was intent on getting this photog to his property then a different day might not have made any difference.
Maybe he was intent on getting her there that day because there's a deadline for when ads can be placed for print and he was leaving town the next day?