What I'd like to see for Aiden's next task is that he wants a topless photo of her, so he gives her his phone and sends her into a nearby public toilet (maybe events could be slightly different depending on whether she goes into the male or female ones, maybe in the female toilets a woman walks in and catches her, she's embarrassed and makes up an awkward excuse about it being for her boyfriend and the woman offers to help her take a sexy shot, the feeling of another woman seeing her naked breasts and taking sexy pictures of her lead her to fantasise about the woman touching her and playing with her. In the mens room she could take the picture but then hear the door open so she runs into one of the stalls, so she's hiding in a stall topless and hoping that the guys who entered don't notice her shirt when she hears them talking about a sexual conquest they had together recently, and that the girl couldn't believe how big their dick's were, Sophia is suddenly overwhelmed by an urge to want to see what they look like so she peeks and starts fantasising about what it would be like to play with two dicks at once) but she has to take the picture in front of a mirror and not just in a closed stall, the fear and excitement of getting caught could turn her on and increase her sexual tension
Wow! Now I really want this as Aiden's 3rd task! Thanks for sharing!
It don't know if he can already ask for a topless photo, especially knowing how slow and incremental the things are in the game. I could be a photo in lingerie, maybe sexy lingerie. But still, your idea is great and very interesting!
I was also thinking that since it seems that the task will happen while she is with Cathy, she could also be involved up to some level. We know the task will happen outside classroom and Aiden does not know where Sophia would be, so he must have planned something that could be easily done no matter where she is or at least that can be easily adapted.
For example if they are shopping for clothes, once he calls and knows where she is he could ask to put the video on and guide Sophia through the store to choose a piece of cloth or, better, lingerie to wear. It could be for example that skimpy lingerie that Dylan was hinting at (jokingly, but not so much...) when they were in the store. Then the task would be to take a selfie in the mirror wearing that, possibly with other people potentially seeing her.
If Cathy has to be involved he may ask to "steal" some photo of her, like an up-skirt picture that Sophia has to take of her friend, or she can just pretend to take a picture of her trying on the clothes/lingerie to show her how she looks and then send it to him. Or back to your idea, Cathy could be the one taking the pictures, as Sophia would be more comfortable with that.
But your idea is very interesting, it would put Sophia through a rollercoaster of excitement and naughty thoughts! I like it!!