It was Monday, and the keys for my chastity device were still lost in the post. That evening, Becky returned from a short visit to Willow after I'd reluctantly conceded that a milking was called for. She was carrying a plastic bag and wore a sly smile. I feared the worst!
“Look what Willow's lent us, sweetheart,” she announced. She reached into the bag and pulled out what I immediately recognised to be a strapon with a harness. The dildo part was phallic-shaped and looked huge, in both length and diameter. It was black and had realistic-looking bulging veins along its sides. And the thing was double-ended, with a shorter, pink-coloured extension which was obviously intended to be inserted into Becky. Both parts fitted into a harness that would be strapped around her waist.
“What the hell?!” I screamed. “I'm not having that shoved up my jacksie!”
“Willow says it's the best way of emptying you, Henry. And you do need relief, don't you? You said so yourself.”
“I didn't have something that size in mind. Isn't there anything smaller?”
“Willow said it needs to be big to work. I assume she knows what she's talking about.”
“Never make that assumption about Willow,” I moaned.
“Well, are we going to use it, or what?” she asked, impatiently. “Either you need to be emptied, or you don't. Which is it?”
“Er... yeah... okay. But go easy, will you?”
“Yes, of course I will! Willow's given me a tube of lube!”
oooOOooo
We went through to the bedroom, where we both stripped off. Seeing Becky starkers caused my penis to throb inside its cage and served to make me realise that milking was essential and couldn't be delayed.
Becky then requested my help in getting the harness in place and the smaller, pink dildo positioned inside her. This took several minutes and did nothing to reduce my frustrated arousal. I was also aware that Becky didn't need to use any lubrication to push the pink extension into her vagina. She intended to get enjoyment from milking me and was worked up at the prospect.
A few minutes later, I was kneeling on all fours on the bed, and Becky had placed a receptacle beneath me to catch my semen.
“Don't forget the lube,” I reminded her, and I was relieved to see her smoothing the black dildo with the slimy gel.
Seconds later, something cold and wet touched my bum. “Aarghh!” I howled.
“Relax,” she urged. “It'll be painless if you relax. Willows says so!”
Again, I cursed Willow under my breath as the more sensible part of my brain tried to resist the entry of the mighty dildo.
Becky pushed forward—correspondingly, I leant forward, as far as I could go without falling on my face. But she was the more determined, as well as being better positioned to win the struggle. I felt my anus opening and the monster entering.
When I said it had looked huge, I meant it was huge! Appearances did not deceive.
Entry secured, Becky had won the battle. There was only one direction in which the beast was to go, and that was ever inwards. Further resistance from me was futile, and I found myself relaxing. In fact—dare I admit it—I began to enjoy the sensation. Even more so when I felt it push against my prostate.
As I relaxed, I sensed my girlfriend was tensing up as the pink end of the contraption excited her vagina. She began thrusting back and forth, stimulating both her and me.
On it went for ages and, as I looked down between my legs, I could see semen emerging, drop by drop, from my dick, hanging in gooey strands. The milking was working!
Suddenly, Becky emitted an enormous squeal of ecstasy as she approached the point of no return. The frequency and intensity of the thrusting increased until the black demon was going like the piston in a steam engine. We both screamed, but probably for different reasons. Then, as suddenly as her orgasm had begun, it ended, and she collapsed exhausted onto my back.
She wrapped her arms around me in a tender embrace for several minutes, desperately trying to catch her breath. Then she stood up and pulled the black dildo free. As she busied herself removing the harness and the pink intrusion, she slowly regained the ability to talk.
“That... that was fucking amazing, sweetheart. How was it for you?”
“Er... it was okay.”
“Only okay?”
“Yeah, I'm empty, but I don't feel fulfilled. I didn't climax, you see?”
“You didn't?” she asked. “I did!”
“Lucky you,” I murmured under my breath. “I'm still really frustrated, Becky.”
“But at least you won't explode now,” she grinned.
It was pointless for me to complain further, so I changed the direction of the conversation. “Out of interest, when should I have been unlocked?”
“I don't know, Henry!” she replied, shrugging. “The calculations have got too complicated—and meaningless. I've lost track. But obviously it should have been yonks ago.”
“Thank you, Professor Einstein,” I exclaimed.
“Sarcasm won't help,” she answered, giving me one of her disapproving looks. “We'll have to give up the tracking. Let's think of some other way of keeping you focused on revising. I'll talk to Willow.”
Bloody Willow! I thought.
oooOOooo
I passed Becky's test on that Monday, and then Tuesday came, but not the keys. It was now a week that I'd been locked up with only an unsatisfactory milking for relief.
“I've been to see Willow, sweetheart,” Becky began.
“Shit!” I mumbled to myself, slightly louder than I'd intended.
“Do you want her help or not, Henry?” Becky was not happy with my negativity.
I nodded and smiled, encouraging her to outline Willow's ideas. “Her first idea is that passing a test means the next day I should reward you by revising opposite you while shirtless and braless—”
“Oh, yeah! I buy that. Willow's first sensible idea!”
“No, we're not doing that, sweetie. It's stupid. How could that possibly help you concentrate on studying? Willow understood that when I pointed out the flaw in the idea.”
“Oh...”
“So, her second idea was a spanking if you failed the test.”
Now I was torn... The thought of going over Becky's knees was a big turn-on, but would I gain any enjoyment if I was still caged? Besides, I'd never been spanked, so was I deluding myself thinking of it in purely erotic terms?
I was about to give Becky my opinions when she spoke again. “I've gone along with that suggestion, sweetheart, but we've agreed that Willow should administer the spankings.”
“What?!”
“Yes, Willow. She knows you don't like her very much, although she has no idea why that should be, as she finds you appealing. So, she reckons that if she administered the spankings, they would lack eroticism and would be far more disciplinary and—”
“No!!”
“Yes! It's decided, and there's nothing more to say.” She paused before smiling and adding. “Oh, sorry, there is one more thing to say. Willow says that Freddie finds a spanking to be more humiliating when he's made to wear panties.”
“No!”
“Yes! When you fail an evening test, you're going to spend the following day wearing panties, so you're correctly attired for whenever Willow drops by.”
“No, please,” I begged.
“This is for your own good, sweetheart. Remember, if you work hard and score full marks in the tests, there'll be no need to wear panties the next day, and there'll be no spanking. It's all in your hands, Henry. You just have to work super hard.”
“Oh, God,” I muttered to myself, almost inaudibly.
And then she produced another plastic bag and extracted four pairs of cotton panties—pink, peach, mauve and white. “These are spare ones she bought for Freddie, but she thinks they'll fit you, sweetheart.”
“What?! Why... why four pairs?”
“They're what she gave me.”
“Oh, Christ! If I have to, I'll wear the white ones.”
“I get to choose, sweetie, not you!” she snorted.
oooOOooo
I spent that day and the next intensively revising, and both evenings I scored full marks. Evidently, like the chastity cage, this was another crazy idea that turned out to have merit. I was studying harder and learning more to avoid humiliation in front of Willow.
But then, the following evening, despite all the effort I had put in revising, I dropped a mark in Becky's test. “Oh, dear,” she remarked, unsuccessfully trying to don a poker face. “We know what this means, don't we, sweetie? And you were doing so well.”
Even as she was speaking, she picked up her phone to text Willow, telling her that her services would be needed the following day.
oooOOooo
I didn't sleep well that night. As well as the usual troubling attempts at erections, I was also not looking forward to Willow's visit. I knew the crazy girl was intent on humiliating me, as well as punishing me. Of course, I could have firmly told Becky that it wasn't going to happen. After all, I couldn't be forced to submit to Willow because I was a free man.
But, bizarrely, the more I thought about it, the more the prospect of humiliating myself by wearing panties and being spanked was arousing me, painfully so. It made absolutely no sense.
Understandably, I was awake early and took the first shower. When I returned to the bedroom, Becky was sitting on the end of the bed, dressed just in her knickers, her bare breasts on display. Beside her were the pink cotton panties.

She didn't say anything. I think she was waiting for my reaction. Would I pretend I hadn't seen them and proceed to put on boxers? Or would I pick them up?
I hesitated for a moment and then chose to put on the panties. A smile crossed her face. “Good boy, Henry,” she remarked.
My penis began to throb as I pulled the delicate garment up my legs. I'd occasionally tried panties on before, but that was before I'd met Becky, and I'd never divulged my secret to her.
I enjoyed the feel of the ultrasoft cotton on my legs and thighs. I wanted to stroke it, and I admired its thinness and its apparent fragility. And I loved the dainty elastic that adorned the waist and legs, somehow thin yet strong, with scalloped edges.
How I wished that my dick wasn't caged, although then Becky would have been left in no doubt that I had a passion for wearing panties. I'm sure that my penis would have been rock solid and possibly poking out of the top of the waistband.
“They suit you, sweetheart,” she commented. “It's turning me on just seeing you like that... Who would have guessed?”
“I wish we could have nooky, Becky,” I explained.
“Yeah, but until the keys come back, there's nothing we can do. Well... there is something you can do. Hmm?”
She stood up, pulled down her own panties and flopped back on the bed, spreading her legs apart. There was no doubt as to what she wanted, and I set to work with my mouth, ignoring my severe pain and discomfort. It didn't take much work for her to climax.
“Thank you, sweetheart,” she concluded once she'd regained the ability to speak. “You're kind to me, putting me first. I won't forget it when the keys return.”
“If they ever come back,” I commented.
“Yes, if,” she replied, which did nothing to assuage my anxiety. I stared at her, hoping she was making a joke, but her facial expression was serious. There was a distinct possibility that the keys would never return, and then what would we do?
“Let's not worry about that today, sweetie,” she declared. “We don't know what time Willow will come to give you your spanking, so I think it's best you just wear those panties today, and nothing else. Then you'll be ready for—”
“No!”
“Yes!! Willow is sparing time that she doesn't have to come here and attend to you. The least you can do is be ready. And if you don't want a repeat of this tomorrow, you'd better put a lot more effort into revising today. Understood?” she exclaimed.
I sensed her patience was wearing thin, so I nodded in agreement.
oooOOooo
It was the middle of the afternoon when Willow appeared. Becky answered the doorbell and led Willow into the kitchen where I was sitting reading my notes.
Willow was casually dressed in a short miniskirt and white T-shirt. She and I had never got on, but that does not mean I didn't find her amazingly attractive. She was of similar height to Becky, but with larger breasts and a slightly bigger bum, and her blonde hair was cut shorter.
“Well, stand up, Henry,” demanded Becky. “Where are your manners?”
“Don't worry, Becks, he won't want to sit down after I've finished with him,” laughed Willow.
I stood up, instinctively placing my hands in front of my panties.
“Hands on head, Henry,” ordered Willow, curtly. “Come on, I don't have all day!”
I did what she said, exposing my panties to her inspection. “Hmmm... They're a good fit, Becks. I thought he looked the same size as Freddie. And they seem to be having the same subduing effect on him as they do on Freddie. Usually, by now, Henry has launched a shed load of sarcasm in my direction, but he's not even wished me a good afternoon.”
“Henry!” growled Becky.
“Er... good afternoon, Willow,” I muttered, my face now scarlet.
Willow pulled out one of the kitchen chairs, tugged up her skirt and sat herself down. Her legs were bare, and her skirt was now so high that I caught a glimpse of white between her thighs. Despite my predicament, I found myself becoming aroused—or as aroused as I could be within the confines of my cage.
She patted her knees. “Come on, over you get, Henry. This is what happens when you don't revise thoroughly.”
I positioned myself as she wanted, and I felt the warmth of her thighs pressing on my legs. This could be erotic, I thought.
She lowered my panties to expose my bottom and then gently rubbed her fingers over my flesh, commenting to no one in particular, “It's very soft, isn't it?”
Then, without warning, the spanking began. Using both her hands, she rhythmically alternated between my right and left buttocks, as if she was playing a drum.
And, as she punished me, she and Becky started a conversation, completely unrelated to my punishment. They were discussing a special offer on cosmetics at the pharmacy on campus. It was as if I was being spanked by an automaton.
On and on the pummelling went. The eroticism I had felt at the start quickly dissipated. All I felt now was embarrassment and pain. My dick had gone into full retreat, so much so that for the first time there was spare space inside the tube.
Suddenly, Willow stopped walloping me. “Up you get, Henry. Pull your knickers up but don't rub.”
Red-faced and red-bummed, I did what she said. I looked over at Becky, who was suppressing a smile. She silently mouthed something in my direction, and I lip-read what it was.
Did she really expect me to say that? I looked at her again, and she nodded.
“Er... thank you, Willow,” I quietly muttered, with my eyes down.
“Sorry? I didn't quite catch that, Henry,” retorted Willow. “You need to speak up.”
“Thank you, Willow,” I replied, in a slightly louder voice.
“Good boy, Henry,” she patronisingly declared. “Bye, both, see you next time,” she added, as she made her way to the front door.
“Why were you so damn rude?” queried Becky, once we were alone. “I'm not happy with you, so you can spend the rest of the day wearing those knickers and nothing else.”
“Er?”
“You heard what I said, Henry, so don't push your luck, unless you want another spanking.”
oooOOooo
The days passed by quickly. After the embarrassment of being punished by Willow, I did everything I could to revise thoroughly and only had to suffer one further spanking.
Still, no keys had appeared, so I stayed locked in the cage, with Becky occasionally milking me with the strapon to relieve the pressure. My frustration, though, continued to grow, not helped by Becky acquiring an insatiable appetite for oral sex. Almost every night, and sometimes during the day, I was having to go down on her and she had the most pleasurable orgasms, leaving me even more exasperated.
“Don't you think you're having too much sex?” I asked. “You told me I was sex mad, but now it's you!”
“It helps me revise, sweetheart, whereas sex and the thought of sex were distracting you.”
“That makes no sense!”
“Look, Henry, once the exams are over, we will get you out of that cage.”
“How? With no keys!”
“I don't know,” she'd said. “Maybe Willow might have ideas?”
Bloody Willow! “No! It's better we look online for advice on how to pick a lock.”
“I suppose that might be possible, but that is not a cheap cage with a cheap lock. Don't get your hopes up, but we'll take a look once the exams are over. Something might be possible if we put our heads together.”
oooOOooo
We were now only a week away from the first of our finals, and Becky and I, and also Willow and her boyfriend, were frantically revising every minute of the day. So consumed were Becky and I in revising that she stopped the testing every evening, but the cunnilingus continued. Somehow, there was no time for tests, but still time for oral sex.
I was becoming resigned to spending the rest of my life in the damn cage, Becky having warned me that it had a strong and expensive built-in lock.
One morning, I was ransacking the kitchen looking for a replacement ballpoint pen when I stumbled on something in a drawer.
“Becky!” I angrily yelled. “Look what I've found!”
She glanced up from her laptop at the padded envelope in my hand. She was blushing, which was a first for her.
“Aren't you going to say something?” I screamed. “When the fuck did this arrive?”
“Er... erm... actually, three days after I posted it,” she quietly replied. “Sorry, sweetheart!”
“God almighty, Becky! So, I've been locked in this cage all this time, when here are the blasted keys?”
She nodded, while biting her lower lip. I sensed she was finding this amusing.
“Why, in heaven's name?”
“Because with you locked up, I've been having the best sex of my life. I didn't want it to end. Sorry, Henry, but you're so good with your mouth!”
“So, it's my fault I've not been unlocked?”
“Yeah, I suppose it is...” she answered, but now with a smile on her face.
I couldn't stay angry with her, and I felt my penis growing under her lovable smile.
“We'll unlock you now, sweetheart, and then go to bed... for your two minutes of fun.”
“This is what this is about, isn't it?” I reasoned. “Me cumming too quickly.”
She didn't reply, but her expression confirmed I was right.
“Okay, Becky. Yes, I've been selfish. Let's keep me locked up. You get all the oral sex you want, and I get released once a week for my turn—except you still get... er... foreplay.”
“Really?”
“Yes, really! Willow was right for once. Being denied sex has made me more desirous of you than ever. I'm one lucky guy.” I passed her the unopened envelope for safekeeping.
THE END
