Yay!! Sex toys!! Can you pretty please write about Reader putting Waterboy in a chastity cage, then like a week or so later Waterboy begging Reader to let him out?
Idk if they make em that big, but seems more doable than a cock ring. ty very much!
You will have to ice his dick just a bit so it can have any chance of fitting. His dick just keeps getting harder though because he finds you preparing him for it just so sexy. Plus the small bit of pain, but he's not a full on masochist.
Get him a yellow and or blue one, it needs to fit his theme.
Tell Waterboy to tell anyone on the team who finds out about it and is about to make fun of him for it should go to you first. That will shut them up. Only you (and Robert, but he wouldn't) can be mean to him.
The slightest twitch of his dick will remind him about the cage, which just makes him fully hard in seconds. He never realized how often his dick has twitched before until now.
Tease him through out the day by just holding up the key, or any key really, to remind him. You don't even need to bring a lot of attention to it, he gets it and no one else bats an eye.
He will ask you every night to unlock it, but he won't make a big deal out of it when you say no. He obviously likes it and will tell you each time before he starts begging, just to make sure you don't think he's not enjoying every second of it.
Once you finally do take him out, his dick will spring out like nothing happened. I'm not sure you could train it to get permanently smaller even if you wanted that.