I've got no idea what to make of the teaser pic. I've defended the blackmail but this looks like it's something else, with the cost of Sophia's outfit being enough to feed a family for a month. Used once for a task & mothballed, or perhaps given as a gift, or what? How many of us have owned leather jackets &/or some other item? Those who have will know that it looks great (as does Sophia) but it's not the sensitive fabric that some think....it's usually cold, especially braless on a bike. It makes the nipple slip idea plausible. [I don't wear leather now. Not only would it look ridiculous at my age but I am more conscious of the cruelty of the leather industry, so maybe today's leather is more supple than it used to be]?
Aiden must have a source of income which leads to thoughts of drug-dealing & crime. Maybe his uncle is generous with his pocket-money. "Here you young rascal, go & buy yourself a top-of-the-range bike. That'll keep you occupied & don't do anything I wouldn't do."
This task looks like nothing I could have forseen. I still have the feeling that the tasks are going to fizzle out in some way, probably sooner rather than later. At least L&P has maintained the power to surprise.