Tasks for A Friend in Chastity?

[LucyB]

I have a friend who is new to chastity. He recently got himself a cage like this, https://www.amazon.com/Popular-Stain.../dp/B00J1YS44K
His current rule is that he must be wearing it every time he plays with himself. Other than that he has full reign to edge, cum, whatever he likes so long as the cage is on and locked and he tells me when he starts and stops.
A bit about him: He finds that just putting the metal cage on makes him pretty hard and turns him on without any stimulation. He has managed to cum twice with it on but finds it a bit unfulfilling as he can't stroke through the orgasm, almost like a ruined orgasm. He has been using bed sheets to rub through the openings in the metal. He can't wear the cage for too long as it is just a trial and not the greatest fit (especially since he is constantly a bit hard from the feel of the metal).
My question is, what tasks should I have him do while wearing the cage? Be creative!

[kdthas]

There's a couple of things you could do.

1.Get him to set up a tumblr account and only follow chastity blogs. He'll have to search through various blogs to find them which will be bad on its own. After that you can get him to like specific images which you can review. Or you can look at his profile and get plenty of ideas from his selected blogs.

2.Next thing is if he has a vibrator or so some kind, he can use it on the cage, it'll be similar to ruining it as well. That kind of cage isn't great because like you say, he has the ability to get a bit hard, this can make it worse. If he manages to cum this way, ask which is worse, the sheet or vibrator. You can then limit him one way or the other.

3.Tell him you're not happy he can still get a bit hard and then have him research better fitting devices and send you his reviews of them, which he thinks would fit best, which would be most embarrassing to wear, which would be the most stealthy to wear etc.

In case he is reading the thread... No peeking.

Spoiler:

You don't actually have to make him get another one, just make him think he's going to end up in a new one.

4. Finally - Reviewing videos. Tell him he's not allowed to touch, like was mentioned in the other thread. But this time he has to write a review of the video, things he enjoyed etc and provide a time stamp to the relevant moments. This way you can check he has watched through the video. Afterwards you can quiz him on small details such as furniture in the room, jewellery or tattoos.


Have fun.