That depends. If Bailey has emty beds anyway (and since it seems every orphan has a full room to themselves and the attic is outright abandoned and forgotten, I don't think they are pressed for space), it would make sense for Bailey to make use of that free space, allowing their orphans extended stay... for a price.it just simply doesn't make sense from a societal stand point because while I think bailey would in any other circumstance would collect his pound of flesh by any means possible, if bailey was truly making his money of the back of orphans, he would probably just boot those who age out of his orphanage to make room for more asses in beds for a guaranteed income. Not risk upsetting the whole apple cart by whoring them out.
Now add that Bailey seems to have powerful connections in this small town where police is beyond corrupt, and they hardly risk anything by whoring the orphans out.