Jessica had installed parental control software on my phone and laptop. I could no longer look at porn, and I started wondering what she would do next. Nothing happened for a couple of days, and then she messaged me early one morning.

Jessica: “Rise and shine, Frank, I'm coming round. I've something for you.” What was she up to?

Just minutes later she was at my front door, and I welcomed her in. “Hello, Frankie,” she said, with a flirtatious smile and her sultry voice. “Just a quick visit as I make my way to college. Have you been a good boy? Or are you getting bored?”

“Er...” I replied, uneasily.

“Have you wanked since I told you not to?”

“No, Miss, I haven't.” I sensed I was going red, as I recalled my two unauthorised climaxes that she was still unaware of.

“So, it must be about seventeen days since you last came, Frank. It does seem a long time, but you're a good boy... if you're telling the truth, that is... which I doubt very much.”

“I... I am telling the truth,” I lied, hoping that my flushed face and unsteady speech wouldn't give me away.

“I'd like to think you are being truthful, but you have lied to me before. I'm uneasy about you being able to have a wank whenever you want and then denying it. You'll want to serve me better if you're sexually frustrated, Frank.”

“But... but I've not wanked, Miss. I'm doing exactly what you've told me.”

“That's good! You should be proud of yourself. Therefore, I'm sure you won't mind wearing this on your thingy, will you?” She reached into the bag she was carrying and withdrew a small, shiny object. It took me a few seconds to realise I was looking at a metal chastity cage, comprising sturdy steel bars to securely encase a penis—obviously, my penis—and fitted with a small padlock. I had never before seen one close up, only read about them.

“Er... what... why?” Not for the first time, I was stumbling for words.

“It'll remove temptation, darling. It'll remove those questions that must trouble your mind, such as whether you can risk having a quick wank without Miss Fuller finding out. This will make your life easier, and it'll remove my suspicions.”

“No! I've got to draw a line... Miss! Sorry, but this is a step too far. I... I won't even be able to have an erection, wearing that.”

“You mean, you'll need to learn some self-control?”

“No... yes... well... it's... it's that men can't help getting aroused. It's biology! And women get aroused as well!”

“Gosh, yes, we do, Frankie! My knickers are getting damp just listening to you squirming. The point is, as you must have noticed, I'm the one in charge of our little relationship. I get to call the shots and, if we are to continue, then you, darling, for better or worse, do what you're told. Hmm?”

I gulped and nodded, as she continued, “You will learn to serve me better if you are prevented from seeking relief. You'll become more frustrated... more compliant... more acquiescent... more pliable—you'll become more desirous of pleasing me. Yes, you might feel some slight discomfort, but, my goodness, you'll love serving me, knowing I have total control of your orgasms.”

I stared at her, aware that just the thought of being locked into a chastity device was causing my penis to tumesce. The irony was not lost on me.

“I can't force you to wear this, but I know that it will enthuse us both, darling. Trust me.”

“What... what about release? Men can't build up semen indefinitely.”

“Goodness me, darling, I do know that. If you're a good boy, and you please me, then you will get regular release, and you'll get some other treats as well.”

“What... what treats?”

“That's for me to know, and you to find out, darling—if you're a good boy. What do you say? Or do we have to call the whole thing off and we never speak to one another again?”

This amounted to blackmail, not that a court of law would see it as such.

“I'll wear it, Miss,” I replied, after just a moment's hesitation. The thought of never speaking to her again was too much to bear.

“Go and fetch a bag of frozen veg and then take your trousers and knickers off, Frank. Quickly, I need to be at work!”

Ten minutes later I was securely locked into the cage. It looked impregnable and the smile on her face suggested she thought so as well. There was essentially no room for expansion and, as my penis warmed up from its ice bath, I felt the first twinges of discomfort.

“How's it feel?” she asked.

“It's heavy and it's tight—too tight, Miss. Can you possibly loosen it a bit? Please!”

“I could put another ring in, but then it might become too loose, which wouldn't be any good. It probably feels tight because you're not used to it. Your thingy doesn't look completely flaccid to me, and it's pushing against the bars. It'll soon learn that erections are impossible and give up, I'm completely sure of that, Frank.”

How could she be sure? I wasn't!

“You know you'll have to sit to pee now, darling? Otherwise, you'll make a frightful mess.”

“Yes, Miss, I can see what you mean.”

“But, as you wear knickers, sitting to pee should come naturally to you,” she grinned. “And don't forget to dab the end of your thingy with toilet tissue after you've finished—just like a girl would do. If you don't, you'll get a wet patch.”

She was teasing me, and it was arousing me. Rather than becoming more flacid, my penis was growing again. The grimace on my face from the increasing discomfort caught her attention. “It seems like you're getting excited, imagining what it feels like for a girl, Frankie?”

“Er...”

She gave me a broad smile. “I said, 'What it feels like for a girl'. It's the title of a song, by Madonna. Have you not heard it?”

“I may have, Miss.”

“The lyrics have hidden meaning, darling.”

“Hmm... I don't know them well enough to say.”

“Oh! Hmm...” She seemed surprised by my response and was knocked off her stride, but she quickly recovered. “Well, in that case, I'll give you some homework to do while I'm at college today. Look up the lyrics online and then write them out three times in your neatest handwriting. Okay?”

“What? Sorry... you want me to do homework?! Why?”

“It's something for you to do to pass the time and it might help you take your mind off your cage.”

“Er...”

“And having written it out three times, then I want you to write about 100 words at the end briefly explaining to me what you think the song is getting at.”

“But I'm not one of your students,” I replied, irritation detectable in my tone.

“Be careful, Frank. You're getting close to being disrespectful towards me. That's not a good idea for someone whose thingy is locked up. Hmm?”

She paused for me to absorb the significance of her warning. “Sorry, Miss,” I muttered, contritely.

“I want you to put your name and the date on the top of each sheet. The whole exercise needs to be completed in one session, so don't think you can do a bit here and a bit there. Write your start time at the top and your finish time at the bottom. I'll mark your work when I get back from college this afternoon. See you later, Frank!” With that she was gone.

Jessica had once more humiliated me, yet, instead of feeling resentment and shame, my penis was again struggling to become engorged. I was discovering that being submissive to a beautiful young woman was phenomenally arousing. A bag of frozen peas was still sitting on the worktop, so I reapplied it to calm myself down.

I looked up the lyrics, found a pad of A4 and set to work, copying them out, doing my best to write neatly. This took me an hour, and then there was a further fifteen minutes writing about 100 words to summarise what message the song was conveying, which I decided was about males thinking themselves superior to females.

The exercise completed, I put my papers to one side, questioning what she would make of my efforts.

oooOOooo

It was 5 PM when she returned, and she looked cheerful, which was a reassuring sign. We went through to the kitchen. “How are things, darling? You know, with the cage?” she asked, sounding genuinely interested.

“Erm... it's taking some getting use to, Miss Fuller. I've had to apply the peas several times today.”

She returned a broad grin, “Early days, Frank. You'll be fine, and I'm here to support you.” On hearing that, my penis gave another massive and painful twitch. Her smile widened further. “Show me your schoolwork, please.”

I passed her the sheets of A4. She sat herself down on a chair while I was left standing in front of her like some disobedient student in the headteacher's office.

Nervously, I waited as she pored over my work, and I couldn't stop fidgetting. What was there to read, I wondered, other than the final 100-word comprehension piece? Why was she taking so long?

“Do stop wriggling, Frank,” she rebuked, without looking up. “Put your hands on your head. That might stop you waving your arms around like a semaphore signaller.”

I did what she asked, which only made me more nervous and increased my sense of embarrassment.

“Well, Frank...” she announced at long last, staring up at me with a neutral expression. I tensed up, waiting for her to continue. A smile appeared on her face. “You've done a nice job. Handwriting's neat and your understanding of the lyrics is sound. Well done—you've passed. Lucky you! No punishment! This is a little disappointing for me, but I will always be fair with you, Frank.”

I gulped. I didn't know this was a pass or fail test. And I wasn't keen to ask what would have happened had I failed.

“Over the next couple of days, I want you to learn these lyrics off by heart so you can recite them word perfect. Okay?”

“Er...”

“Stop saying 'er' all the time. Look, I don't expect you to sing them, darling. I doubt your voice is right for the job, but you can recite them.”

“Yes, I understand, Miss,” I replied, apprehensively, wondering what would happen if I didn't get them right.

“By the way,” she added, “I'm afraid the cage cost a lot of money—£200. The reviews for the cheaper models were not good. Some women said their partners could slip out of them, which would never do. So, only the very best for you, darling, because you deserve something special as you are so kind to me. A cheque will do, but I would prefer cash.”

“Er...”

“What?” she asked.

“I'm... I'm getting short of money, Miss,” I said, wondering how she would react. “That's a lot of money for the cage.”

“It's only £200? You told me you were loaded.”

She sounded a little agitated, but I had never said anything of the kind. “No, I said I was comfortably off, Miss,” I pointed out. “It was £50 for software, now £200 for a cage.”

“But you're the one benefitting. It's your software and your cage. I can't afford to spend £250 subsidising your submissive lifestyle, Frank, so you're just repaying a loan. You know I earn an absolute pittance working as a teacher.”

“Yes, okay... I'm sorry, Miss. I'll pay you. I don't want you to be out of pocket.”

“Thank you so much, darling,” she said, relief evident on her face. I could see that despite her occasional threats to call the whole thing off, she didn't wish to end our strange relationship any more than I did.

“I'm so enjoying our time together, Miss, even though I do find it humiliating serving you.”

“Gosh! That's so sweet of you, and I love spending time with you, Frank, doing what we do, within my rules. I love how I make you squirm, and I don't want it to stop.”

She paused and hesitated before continuing. “It's... it's never been my intention to drain you dry, Frank. I thought you could easily afford paying for things and giving me money. You should have said something before now.”

“I do like giving you money, when I can afford it, even though I don't expect to get anything in return.”

I saw she was rubbing her chin, deep in thought. “Hmm... in that case, we're going to have to come to some arrangement, Frank. When you can't afford to give me cash, you're going to have to pay off your debts by giving me your time. Let's say, £20 an hour to pay off whatever you owe.”

“What would I have to do, Miss?” I asked.

She suddenly sounded chirpier. “That's up to me, Frank. You'll be putting yourself at my disposal, and you'll do whatever I say. There might be some menial work that I could give you to do, or I might give you schoolwork, or you could become a human coat hanger—the scope is endless.” She was smiling having found what she considered to be a workable solution to my financial worries.

“Er...”

“For God's sake stop saying 'er'! I will call the shots, and you will do as you're told. We're not playing a game, it's not roleplaying. Roleplaying doesn't work for me. This has to be for real, and I expect you to serve me in any capacity I decide. We can stop anytime you want, but once we've stopped we don't restart. What do you say, Frank?”

I didn't need to think, instead immediately replying, “Yes, I go along with that, Miss. Thank you.”

oooOOooo

I was struggling to adapt to my penis being locked up. The first night was awful, and at 3 AM I was awoken by intense pain as I experienced a nocturnal erection. It was so bad, I had to retrieve the bag of frozen peas to calm myself down. And then I was too wide awake to go back to sleep.

Consequently, I was up at six and had my first shower in the new device, wondering to myself how I was to keep my penis clean. Just thinking about my penis being restrained caused it to start engorging again. I couldn't see how I was to come to terms with this cage.

Jessica had said other men had learnt to cope, so, after breakfast, I went online to see what I could find out. That was a mistake! I typed “chastity forums” into Google and instantly the screen went blank and flashed up: “Access Denied—Miss Fuller Informed.” I had forgotten about the parental control software Jessica had installed.

As I was pondering what the message meant, my phone buzzed.

Jessica: “What have you been doing, Frank?”

Me: “Nothing! I was just trying to get advice on chastity cages.”

Jessica: “That's something, it's not nothing! Don't do it again. If I get another alert you will be punished!”

Me: “Understood, Miss.”

Jessica: “Just in case, I'm ordering a cane.”

Me: “Sorry?”

Jessica: “I need to have a way of punishing you if you misbehave, for your own good. I will let you know how much it costs. And the first time we had a beer together, you sounded rather keen on the use of the cane for punishment, so you may get firsthand experience.”

The way she was talking to me in her messages was doing nothing for the discomfort I was feeling from the cage.

To take my mind off it, I started to learn the lyrics of the Madonna song. By the end of the day, I felt I was ready to be tested by Jessica. But would I pass?