"You've been a very good obedient boy," M read. "Are you ready for your test?" M looked at his phone, wondering what this was about. He thought he had passed the first test.
M had been talking to Charlie for a month. It all began when he matched with her on a kink dating site; Charlie was a lovely, curvaceous, dominant with wavy auburn hair who was a nurse and had a passion for mystery novels, and she caught Charlie's eye for having a desire for lifestyle D/s, FLR, and service submission. M was a service submissive interested in exploring more the lifestyle had to offer, after a lifetime of casual play and short-lived kinky flings.
After a few days' sending messages and texts, M and Charlie met for a coffee date. It went well; they had quite a bit in common, the two hours they spent together felt like minutes, and after a hug and a kiss they went their separate ways after arranging a second date. Charlie told him she preferred to take things slow with potential subs to weed out bad matches, and M was more than happy to oblige as he'd prefer to get to know her better as well.
Their second date was much the same, but dinner and drinks followed by some kissing and petting in M's car before he dropped her off at her apartment. Their third date was more involved and erotic; Charlie invited M to her home, to strip, clean her kitchen, prepare her dinner, and do dishes as acts of service. M performed exactly as expected to Charlie's satisfaction, and though he was disappointed there was no play or even touching, he felt the electricity of sexual tension and thrill in the air, Charlie's hungry eyes on him, and the dull throb of his cock as it shifted through various states of arousal the entire evening.
Towards the end of their third date, Charlie did something M didn't expect. She told him that before they ever played, she would need to give him a test of patience and dedication. Charlie had always been plagued by men who weren't really submissive, would vanish after a single play session, would come on too strong or try to go too fast, or simply ghost; she felt M was a potential match, but she had to be sure.
Charlie gave M a chastity cage with a plastic numbered padlock, and told him before he left her apartment, he was to go to the bathroom, put it on, and show her. M was allowed to do whatever was necessary to put the cage on, and left him alone in the bathroom with a bottle of lube to perform the deed. M was already familiar with how chastity cages worked, but the more he tried to fit himself inside the cage, the harder and slipperier his cock became. After several minutes of frustrating failure, M had to make himself cum before his cock would soften enough to fit inside.
Charlie had seen M's nudes on his dating profile, and had to guess his size for the cage. As it turns out, she did quite well; the ring was a bit snug, or at least it felt that way to M, and the cage was a perfect match for M's flaccid penis. It would perfectly contain his penis comfortably, preventing erection and making attempts to pull out of it while even half-erect nearly impossible. Charlie made sure to check M's work with a thorough visual inspection, making sure no skin was pinching and no blood circulation was being lost, before sending him on his way with instructions.
M was not to contact her until she contacted him first, unless he needed to remove the cage. If it was an emergency she would understand and give him another chance a week from then, but if not, it would be the end of exploring a D/s dynamic together. But, she reassured him, when the time was right she absolutely would contact him. The cage was proof of it, and all Charlie had to do when she saw him next was check the serial number on the lock. Overcoming the trepidation and sense of cooled sexuality from his post-orgasmic state, M agreed.
The first evenings were difficult for M; he could not get a good night's sleep, awakening in discomfort from the cage due to nighttime erection. Being in chastity barely felt erotic to him at all, just cumbersome and uncomfortable. But by the third evening, he was growing tired enough over time and accustomed to the cage, that uncomfortable nighttime erections just became a fact of life...but that level of acceptance just ushered in a new level of discomfort.
M could not remember the last time he had gone this long without release. The cage was no longer just an annoyance keeping him up at night; it was an omnipresent barrier denying him the relief of an orgasm. His thoughts strayed more and more towards sex and the growing desperate need for release, his erections stopped being nighttime disturbances but rather ceaseless reminders of his confinement, which in turn became constant thoughts of Charlie as the woman who'd ordered him caged.
M remembered his orders, but found his resistance wavering. He scoured his phone, reliving their lengthy and daily text conversations over the past weeks. He fixated on the pictures she sent him; never really explicit, but reminder enough to him of the potential costs of failing his test. He realized how habituated he was to speaking to Charlie regularly by now, and how much he would miss her even if it weren't for the cage.
He checked her social media just to see what she was up to and how she was doing, and more than once he nearly picked up the phone to text, before reminding himself of the orders she laid out. Days four and five became more tortuous, and day six nearly broke him when Charlie had posted a picture of herself on social media, out with friends, wearing a simple sundress that exposed nothing more than her shoulders and the vaguest hint of cleavage. He was so desperate to cum, for her attention, that merely a picture was enough to send him to the brink of failure, and begging for a second chance; M had to put his phone down and force himself to do anything that got him away from it for the day, just to have a chance of passing his test.
And at last, on the afternoon of that seventh day, almost exactly one week since Charlie had M cage himself, came the text at which he was now looking.
"You've been a very good obedient boy, are you ready for your test?"
Just hearing from her for the first time in a week set M's heart racing. He had secretly doubted, wondering if this was some elaborate prank or deliberate act of sadism. He was even beginning to feel a little angry, that she would do such a thing and leave him hanging for a week. But Charlie was apparently genuine, and her text removed that doubt from his mind. A swirl of emotions ran through his head, as he wondered what she'd been up to and how she'd been for the past week; what was going on, and what did she plan?
And, wasn't this the test? To see if he could stay caged and without contact for a week?
