Chapter One - There's Always Next Time
He takes the first stroke of his supervised masturbation.
"STOP STOP STOP STOP STOP!" she shouts. "HANDS BEHIND YOUR BACK."
"I'm sorry Princess" he immediately stammers. She cuts him off with a snap of her fingers. He knows to fall silent immediately.
"I did not say "start," did I?"
"No Princess" he says softly.
"And yet you took a stroke."
"I'm so sorry Princess. I don't know how it happened."
"You don't know how it happened?!?! Your grubby little hand came around and gave it a stroke!"
"I just mean I didn't mean to, Princess. It just happened."
"It just happened! I can't think of a more pathetic excuse. Take some accountability for yourself, Pig."
"Yes Princess."
"So how do you think we should proceed? What is the proper course of action after an unauthorized stroke?"
"Uh," he manages.
"Take your time," she says, examining her nails in order to communicate disinterest.
He knows the correct answer. He is cursing inside, loudly and at length, but the truth was the stroke had just sort of happened. It hadn't been a conscious thought, he knew better than to take a stroke before Princess told him to start. So it was just his body betraying his good intentions.
But none of that changes the answer he knows Princess is expecting. He
could
say something else, of course.
"
well I think you could be a little understanding with a guy who's been locked up for more than six months and is only permitted to stroke once a month under strict supervision. I think you could forgive a guy in that situation a little underachievement in his self-control.
"
But mouthing off to Princess last happened...in another lifetime. Somebody else's lifetime. The creature Pig is now isn't going to try that even for a second. The creature Pig is now knows the correct answer.
He pauses, trying to stay measured, calm. "Say it without the attitude" had previously resulted in more than two sessions with Princess and the cane. "Straight back into chastity," he says.
"Bet. I'm very proud of you for having the courage to take accountability. Stand up, hands behind your head."
Princess turns to her side and takes the thick rubber gloves off the bathroom counter. She strides over to the side of the tub and crouches down. She takes a deep breath, obviously steeling herself for something terrible, and moves to put the chastity cage back on.
Her rubber-coated fingers slowly approach his fading erection. At the very first instant of contact his hips twitch and his cock makes a tiny, almost imperceptible thrust toward her.
Once again,
he thinks,
things just happen.
She gives a small scream and backs up. The look on her face is like a particularly ugly rat has just crawled out of her soup.
"I can't deal with it," Princess says. "It's too disgusting. And the fucking gooner vibes radiating off of you in this moment is more than I can tolerate. I am going to stand outside and if you do not walk out, fully secure, key in hand, in fewer than 90 seconds we are going to have more problems."
And with that she steps outside, closes the door behind her. He silently takes a deep sigh and silently lets it out. Then he hustles to get the cage on.
Putting it on is a familiar feeling, though for so long it had been for an afternoon of self-indulgence, that sort of thing.
Despite the familiarity he is a bit out of practice, as the cage has only come off for the seven supervised masturbation sessions, one per month of their time together.
Princess used the time to update the log she was keeping in her notes app.
Session 1: Canceled after 79 seconds due to going WAY too hard and pig being about to hurt himself
Session 2: Canceled after 74 seconds due to excessive thirst in glance toward superior
Session 3: Canceled after 63 seconds due to constantly messing up "Stroke Slut's Poem of Gratitude"
Session 4: Cancelled after 210 seconds due to being boring af
Session 5: Cancelled after 54 seconds due to sarcastic smile that was giving "I don't understand how hard this is for Princess" energy
Session 6: Cancelled after 45 seconds due to announcing impending orgasm in tone that was lowkey threatening
Session 7: CANCELED IMMEDIATELY (less than 0 seconds) bc pig had absolutely ZERO self control, literally couldn't even START before getting shut down (embarrassing)
Same basic form. She screams "STOP STOP STOP STOP STOP," offers a brief explanation of issue, prompts Pig to provide an adequate solution. The first month had featured a modicum of what he thought of as discussion. The second session ended with what he thought of as earnest disappointment, but Princess knew was passive aggressive resentment.
He scared himself after the third session broke down. He had tried to memorize the ten line poem she had written and when it came time almost none of it was there, just stammering and pausing while he went at it.
The scary part was that after she cut him off he thanked her, babbling almost, thanking her for providing strength and discipline when he himself could not, for compensating for his massive faults, for his inability to control himself when granted a tiny bit of personal freedom by his superiors.
"You're welcome, Pig. I'm happy to be helping you," Princess had said. A pause fell between them, and they were both surprised to discover how deeply they meant what they were saying.
On his part, he ached to be controlled. He had begged more than one woman in his life, found them all less into it than he needed them to be. And now there was Princess, new to the game but devilish, creative, and apparently ruthless.
For her part, she was still in awe of what was developing, finding it fascinating. He had asked her to be unfair, he was getting it, and he was eating it up. Princess had always wondered about the people out at the edge of human experience, and now she had found one.
That was four sessions ago. She is still fascinated. He is weeping. He exits the bathroom and hands Princess the key.
"Thank Jesus," she announces as she threads the key back on to her necklace. It falls outside of her shirt. There was a time where she would have tucked it under the hem. That time has passed.
Currently they were headed for a relaxing evening in, the supervised masturbation being Princess' idea for a celebratory kickoff into the weekend. He has promised to control himself this time, to behave appropriately.
"To the kitchen, Pig" says Princess. He heads down the hall, careful not to mope or hesitate.
Princess follows him into the kitchen and motions for him to stop and stand in a particular spot. She goes into one of the cupboards for a handful of rice, which she pours in a thin layer in front of where Pig stands.
"Kneel," Princess says. He complies instantly.
"This is the first of your punishments for ruining the evening," Princess says. "I'm wrecked that what could have been a fun and relaxing evening must now be all about the endless task of correcting your inadequacies and unfortunate impulses."
There was a short pause. He takes his cue.
"I'm sorry for ruining the evening, Princess."
"I know," she says as she gently strokes his hair while he settles in on the rice. "I know."
Several hours later he is in the at-least-its-human-sized dog bed that sits at the foot of what used to be his bed. He is on his stomach, trying to avoid irritating the sharp sting from the lines across his ass. This has the effect of making his chastity cage lie awkwardly, either under him or folded back. This is uncomfortable. He squirms.
"Get it together, Pig" Princess calls as she exits the bathroom and crawls into bed. "I won't have my beauty rest interrupted."
"Yes Princess," he replied, and he turns over to rest on his back.
Chapter Two - Waiting For Spring Rains
They had started as roommates. It was a college town without enough housing, and she had just gotten a job as a quant in the college's investment office. He had bought a house back when he graduated, which was well before the price of everything went completely insane, the most recent round of which left him wondering if a roommate could hurt.
There was her more-or-less innocent stumbling on to his vast and lengthy internet life, postings and threads and, finally, a chunk of stories plainly about himself and a bright young college grad who moved in as a roommate.
That gave her enough of "the ick" to bring it up, and there were a series of long and often awkward conversations, but ones in which she was curious and far from judgemental.
He figured she was, at best, 48 hours from telling him to shove his lease up his ass and departing from his life forever. So he decided to shoot his shot.
Haven't you ever wondered?
She had not. Before, at least. But she had started to?
A little bit?
He tried not to panic, not to overdo it, not look a clichΓ© horse in the mouth. He tried to bring some curiosity to things. He tried to find out what sounded appealing to her, what sounded weird.
She was into the service. "It's a love language, right?" she had asked. That was easy, he figured, and it could grow from there. Every story he wrote had marathons of pussy eating, furious spankings, all the classic material, but he figured one thing at a time. Princess had moved in in August, and the conversations lasted for a while.
One day in late September she reached into the refrigerator for her lunch, silently cursing for not having re-upped her supply of the seltzers she downed all day. Except she found, sitting there, a fresh case of her usual and another case of a new flavor she'd been meaning to track down.
Is this what he had talked about?