Chapter 18

 

On Monday morning Jake woke up with a loud groan, his cock struggling hard against the restricting cage as it tried to grow into a full blown morning erection. One that was swiftly denied by the unyielding metal. It was still very early as he hoisted himself out of bed and into the bathroom for his morning routine, groaning loudly as he saw all that lingerie hanging up to dry giving one of the panties a quick feel he established that they were fully dry, prompting him to collect them all and put them in his drawer where they now sadly belonged. The only thing he didn’t put away were the stockings which he would have no choice but to wear today he thought dreadfully.

 

With his freshly washed and dried lingerie stashed away he figured he’d better wash what he had worn yesterday. Valeria had been very clear on where she wanted to find all his lingerie, one set on him, one hanging to dry and the rest in his drawers. If he didn’t wash his lingerie no there would be no way for him to answer all her outrageous expectations if she were to decide to come on over right after school. He had the time anyways and although he didn’t like it one bit, it was best not to disappoint Valeria now, not so close to getting a chance to get rid of her control once and for all. Simply refusing to hand wash his lingerie like he had done yesterday simply wasn’t worth missing such a great opportunity for.

 

After deciding to have a shower first Jake reluctantly walked out of the bathroom to fetch his frilly thong and the slightly glossy nude coloured stockings he had bought and worn the day before. Then just like Valeria had shown him the day before he ran some water with detergent in his sink and washed the delicate items, careful not to tear the stockings as he really wouldn’t want to have to go out to buy more so close to the end of this all. Done cleaning them he groaned as he found himself forced to hang them up like a shameful trophy.

 

This hadn’t been nearly as bad however as when he had to get dressed when it became time to leave for school. Jake had opted to put on the baby blue satin and white lace frilled thong simply because it was the least terrible one he could find which was saying a lot about his new underwear. The thong was quickly followed by him smoothing the stockings Valeria had given him up his legs with the utmost care. These were his only pretty much invisible stockings and thus the most important ones he owned as there was no way he wanted to go out in public with any but these stockings if he was forced to wear stockings.

 

Feeling utterly mortified over his underwear Jake quickly covered it all up with a pair of boxers, jeans, socks, a casual t-shirt and shoes. Even after making sure everything was fully covered multiple times, Jake couldn’t help but really dread his day to come. Not only would it be rather warm to wear this many layers, the sensual satin of his panties, the fact that the thong rose up uncomfortably no matter what, keeping him fully aware of it and the fact that his pants brushed over his smooth sheer nylon clad legs creating a most sensual strange feeling, would be an utter horror. No matter what he did today, he was going to be reminded of his feminine predicament, and the fact that these fabrics felt embarrassingly good would give his cage cock tons of troubles.

 

He was dreading today like no other day, but after bracing himself with a deep breath he forced himself to walk out of the door and head to his first class, nervous beyond belief over what people might be thinking now as he hoped no one would notice what he wore as much as he constant did. It was extremely hard to act natural with all these sensations, some sensual, some very uncomfortable like his cage, yet he knew he had to act natural or he might draw suspicion, he just hoped his poker-face was good enough.

 

It was a bit of a relief when he met up with his friends and walked all the way to class without anyone noticing, but the awkward rubbing of the satin against his puckered hole remained pretty intense, never allowing him to really feel at ease. What would his friends say if they found out. Not that they ever would if it depended on him. This was only for one day, if he made it through this one, pleasing Valeria he would be back to his white panties tomorrow, and eventually out of his cage forever when soccer practice arrived.

 

What he didn’t like at all however was the conversations they were having. Once he joined all attention instantly went to him and Valeria as they joked a bit about how truly pussy whipped by Valeria he. It was hard to argue with given how he had been treated by Valeria at the party and how he had let it all happen without complaints or much resistance at all despite having obviously felt awkward. At least this time when they asked if he had gotten what he was after he could say he had. “Yeah, as a matter of fact I have gotten laid and it was awesome. So awesome in fact that I think I’ll put up with it for another day or two just to really enjoy it because I doubt it will work a second time.” Jake spoke trying to sound cheery and confident as he bragged while deep inside he knew the orgasms he had had were nothing but embarrassing. He would be ruined if his friends hear how he had actually gotten laid. Eating Valeria to as many orgasms as she wanted while getting an embarrassing handjob from her in return.

 

Unlike at the start of this all Jake didn’t like bragging about his relationship at all. Not only was there nothing to brag about, his confidence had dwindled so much that he doubted his brags were very believable, but there was no way back now. He couldn’t just switch the narrative to what his goals were or all those previous lies would come tumbling down upon him, really defeating his standing amongst his friends. Once this was all over he would get himself some good lays and  get his confidence and entire reputation back. He thought trying to make himself feel better about it all.

 

“Hahaha, you’re probably right about that dude. Damn Valeria must be damn good if you want to put up with that even longer. I wouldn’t have put up with it long enough to get there. Maybe you should try that redhead once you’re a free man again. I swear that girl is really amazing. I doubt even Valeria is that good.” One of his fellow player friends joked while Jake wasn’t so sure he wanted to see that redhead again. Not after that night where he had had to call Valeria Miss in front of her.

 

“Yeah, who knows. I’m sure there are still other fun girls out there.” Jake countered, not at all comfortable with the line of conversation. Things luckily became a little easier as the subject switched to sports instead. At least that was something Jake could talk about without shame or worry that it might come to bite him in the butt like so many of his claims about him and Valeria had already.

 

While Jake had never been the most interested student, he was more than happy when class started giving him a real reprieve of any awkward talks that might follow. His friends seemed satisfied with the answers he had given them, but still with so much to be embarrassed about an awkward subject was never far off. He just hoped it wouldn’t escalate to the extreme awkwardness of someone finding out what he was wearing under his regular clothes as that was one thing he wouldn’t live down. It made him nervous with every move, hoping his outfit would keep covering everything up.

 

Things continued to go rather well until lunch time arrived je was left to eat his lunch in relative peace, being a lot quieter than he was used to being. Usually he was very much the leader of the bunch off the field as much as he was on the field. Now he tried not to engage in the conversations too much, especially when girls were the topic. He got some annoying questions, but all-in all it went rather well until Valeria arrived at the table. “Hey babe, how has your day been so far?” She asked casually not caring about all the looks she got from Jake’s friends, or the slight snickers when she pulled him into a passionate kiss the moment he turned around, obviously taking the lead while Jake was a little uncomfortable, yet going along with it.

 

“Uhm it was okay Mis, how has your day been?” Jake asked mortified as a lot of his friends chuckled at the situation. They couldn’t believe their womanising captain was calling his girlfriend Miss. Sure they had heard it multiple times at the club, but it remained hilarious. All they could think of was how absolutely amazing the sex with Valeria must be for Jake to put himself through all of this. They still believed in their friend and captain and while they had never expected he could act like such a wimp they thought it must have a good exciting reason like the one Jake had been claiming all along.

 

“Oh my day has been wonderful babe, really, but I’m sure it could get even better if we found some privacy. I’m sorry to interrupt whatever nice conversation all of you were certainly having guys, but I’ll need to borrow my baby for a moment.” Valeria spoke with a very sweet smile, loving how she got more chuckles out of the group as she pulled a meek red faced Jake right up and along with her. All actions and jabs at Jake’s reputation to discredit him with his friends. From the lies he had told, lies she had leaned into to get him this far, Valeria knew Jake’s friends must be thinking this was all an act to get to her. She didn’t plan on letting him go any time soon though and at some point they would have to start wondering whether their once proud captain wasn’t really just a submissive wimp all along and all his macho talk had been an act.

 

She was very well aware of the fact that his friends probably thought he was going to get some quick fun right now, but she didn’t care, Jake was embarrassed, and she would make sure that embarrassment only grew. They might all think Jake would have the time of his life, but the both of them knew better. With a big smile she led Jake right over to the women’s toilet, for the regular check up like she had been doing with the old panties.

 

“Alright princess, drop those pants for me. I want to see the goodies, show me you have been a good boy… or that you have been naughty and I need to teach you a lesson.” Valeria whispered in his ear before taking a step back to the other end of the small cubicle, biting her lip in excited preparation for the grand reveal, she didn’t really care whether he had obeyed all her commands or not, both instances were very fun, whether it was seeing him in stockings and a frilly thong or getting to punish him for disobeying.

 

Mortified Jake complied with Valeria’s demand, scared that she would repeat herself out loud if he didn’t. This was still a public bathroom after all with nothing but a few panels shielding them from view, panels that did nothing to muffle any sound. If she repeated herself out loud he was screwed, at least this way people could still think they were doing something else in here. He thought as he lowered his pants and boxers down to his ankles revealing the lace tops of his nude mat stockings as well as the blue satin thong with its white lace frills hiding his caged cock. All Jake could do was look at the floor in utter defeat and shame as Valeria gave him a thorough look over with a big smile before stepping up to him.

 

“Mmm, you look so cute like that Princess. It’s a shame you choose to cover it all up so thoroughly, it kind of makes me feel selfish that I’m the only one who gets to enjoy all of this prettiness. Maybe you  should consider wearing some jeans with a low waist, and high rising cuffs without socks or boxers. If you put on some of those sexy stockings you bought for yourself I’m sure a lot of people would enjoy the hints of your pretty panties and stockings. I knew I would, it would turn me on big time to catch a glimpse whenever I see you rather than having to drag you in here to check things out.” Valeria whispered in his ear, gently caressing his balls through the satin of his panties while her other hand stroked his smooth nylon clad thighs.

 

For as embarrassing as this whole situation was, Valeria’s whispers, the sweet scent of her perfume, and the sensual feel of her touches made it impossible for him to stop a soft moan from escaping his lips. A moan quickly followed by a groan as his cock tried to grow hard in the restricting cage. He couldn’t believe this was turning him on so much, what was wrong with him to get aroused over being felt up in his lingerie? “I hear you like the idea Princess, maybe you should go for it, I mean it would make me very happy and I can hear it’s a major turn on for a panty lover like you as well.” Valeria whispered again, loving the power she held over Jake.

 

She had to apply all her willpower not to push him down and make him eat her out right here and now in the school bathroom. While she had always considered bathroom oral, especially when a girl would blow a guy in the bathroom, incredibly trashy, it was still tempting. She had never considered the opposite to even happen, but damn she was soaked and while not ideal and kind of disgusting, it wasn’t like there were better options available right now, there wasn’t exactly another place within reach that they could get enough privacy for some quick fun. Still she held a certain reluctance to the idea, and she doubted Jake would be happy with it, something that somehow made it even hotter. Still she didn’t want to push things too far too soon. She was happy thinking about how she would have her fun at the end of the day which would suffice for now.

 

Valeria couldn’t help but keep teasing Jake for a few more minutes, getting him incredibly worked up and very uncomfortable in his cage as he tried to stifle all the sounds he made as good as he possibly could. It wasn’t easy, but the dread of what might happen if he was too loud was a huge motivator. Nevertheless it was a huge relief when Valeria stepped away again, looking quite flustered herself as she smirked down at the small dark spot in the front of his panties, caused by some leaking. A spot that horrified Jake beyond believe as it was proof of the fact that this all was turning him on despite how embarrassed he was over it all. He couldn’t belief his body betrayed him like this.

 

Without another word, and nothing but a big grin and a quick wave Valeria suddenly reached for the door only to open it up and rush out leaving Jake in a panicked frenzy as he hurried to pull his pants and boxers back up, hoping that no one had seen him when the door had swung open. After making sure that every minute detail of his feminine underwear was hidden once more, he rushed out of the bathroom, getting a strange look from a girl who was freshening up in front of the mirror. He just hoped that that look was because he was in the wrong bathroom rather than because she suspected anything was off. One thing was for certain, he would never ever give anyone even the slightest hint as to what he was wearing underneath his male clothes like Valeria had suggested. Not even because wearing socks and pants over his stockings in this late summer heat was incredibly warm. He just kept reminding himself that this was just for today as tomorrow he would be released for the match and refuse to go along with these demands completely.

 

Trying to straighten his face after all the teasing and shame he had endured in that toilet stall Jake made his way back to his friends who started clapping when he arrived. It was mortifying, but he knew he couldn’t let that show as he sat back down at the table, getting a high five from the ones next to him. “Damn dude, you’re one lucky bastard. I wish my girlfriend would pull me along to the bathroom for a quickie. Who could have known Valeria was such a kinky bitch, she always struck me as kind of a prude.” One of his friends spoke as Jake just hoped no one had overheard him partaking in a conversation calling Valeria a bitch. For his reputation he didn’t dare stand up for her, but at the same time he couldn’t help but fear repercussions if Valeria would hear it.

 

“Yeah, she’s amazing and totally worth all the effort and hassle.” Jake replied dryly, hoping this conversation would end soon. All he could think about was how shameful the little trip to the bathroom had actually been. If his friends knew what had actually happened he would be the laughing stock and would have lost all their respect at once. All he could do was roll with is as well good as possible until they shut up about it.

 

Luckily his tactic of not leaning into the hype and keeping his replies short and to the point worked as the subject soon became to boring to talk about so the conversation naturally switched to something more interesting, before finally it was time for their next class. He had never imagined he would look forward to class this much, but here he was looking forward to class more than he was to messing around with his friends, or whatever might happen after class at that. After Valeria’s teasing in that toilet stall his cock was aching for some relief in its cage, but at the same time he really wanted Valeria to just leave him alone after class. He could go a day without orgasms especially of such an embarrassing kind and certainly knowing that tomorrow he would get to fuck whomever he wanted again. Maybe after all this time, his flirting skills would be a bit rusty, but he was certain he could find a hook up once he was out of that damned cage. Sure being seen completely smooth would be somewhat embarrassing, but after the showers at soccer practice and all this lingerie he had worn lately, that would practically be nothing at all.

 

The remainder of the afternoon passed by pretty uneventful aside from some more awkward conversations and a text from Valeria who sent him a picture of her pussy showing how wet she was only to demand one of his panties in return. Rushing to the toilet in the middle of class with all eyes on him to snap that picture, his panties with their stain and his stocking tops in plain view, had been incredibly awkward and embarrassing, but it had been a necessity. He needed to be on his best behaviour to earn a soccer practice out of that cage, and to protect his secret while he still had to sustain it.

 

Just when Jake thought he would finally just get to go home and put this last full day of this torment behind him once and for all, Valeria was waiting on him right outside his last class. Before he could really react she pulled him in for another passionate kiss with which she clearly took the lead. “Hey babe, how were your classes this afternoon?” She asked inconspicuously once the kiss broke, taking his hand and pulling him away from his chuckling friend, taking another route to his dorm instead. It was clear to everyone that he was just following where Valeria led.

 

Once well out of earshot of his friends Valeria whispered in his ear. “Lets go over to your place quickly princess, I want to see if you have really been a good boy and followed all of my instructions, that and I need to check whether or not you still have five intact pairs of stockings. If you have been good we can get right on with your orgasms. If not, then you might lose one, or even both. One thing is for certain though I’ll be having my orgasms, I really crave them, especially after our afternoon check-up so that’s not up for discussion.” She couldn’t wait to get him under her pussy once more.

 

Jake for his part could only groan, no matter how this would go, he didn’t look forward to it, not even to his own orgasms despite how frustrated he was in his cage after that teasing session. Not after how things had gone the last time. Not that he could do much about it, but follow along and sit this one out. Until that cage came off, he knew he shouldn’t defy or challenge Valeria. It simply wasn’t worth the risk he thought as they entered his dorm. At least here he didn’t have to worry about getting caught, then again, that only opened him up to so much more humiliation from Valeria.

 

Once inside with the door closed Valeria instantly took charge, letting go of her previous whispering. “Alright Princess, time to shed those ugly clothes of yours. From here on out I want to see you in nothing but your pretty underwear by the time I am done inspecting your bathroom.” Valeria firmly spoke as she promptly entered the bathroom as Jake rushed to take off his clothes. He knew there wasn’t much to see in his bathroom, so he didn’t have much time, only just managing to get out of the last of his clothes when Valeria exited the room a few moments later.

 

“Perfect, it looks like the stockings you washed are still intact and since you wore the ones you washed yesterday today, I figure you haven’t opened the other three pairs. In any case, the point is that you have been very good and as such you definitely earned your orgasms, so come on, up on your bed you go.” Valeria spoke cheerfully as she fished her four sets of cuffs out of her bag, apparently having carried them along all day.

 

Since Jake put up no resistance whatsoever she had him cuffed spreadeagle to the bed in no time at all. This in turn was quickly followed by Valeria stripping out of her own clothes, the dress she had been wearing today, along with her ballerina flats, her bra, and her panties leaving only the slightly more glossy nude coloured stockings Jake had bought for her the day before, those and delicate chain with key stuck around her ankle. Usually she didn’t wear stocking that often, and she had never worn any to class, but since she had taken control over Jake she didn’t want to go back to pantyhose either. These were so much better for easy access, especially when an urge like in the bathroom would hit her again in the future.

 

While Valeria was clearly excited judging by how fast she got out of her clothes, so was Jake despite the shame. Valeria looked incredibly hot in nothing but her stockings, and sadly his cock paid the prize as he could only groan when it started struggling against the tight metal case. Valeria relished his struggle as she simply swung one of her damp warn nylon feet high up on his chest, their scent rather obvious after a day of wearing these stockings for class, not that that bothered her in the slightest. She did love the grimace when it bothered Jake though. “Alright princess, you might have been good and earned your orgasms, but I still think you should give your key a kiss and ask me nicely to unlock you.” She commanded, giddy with excitement.

 

Knowing that the only way to get that smelly foot out of his face was to comply, Jake leaned forward and gave the key around Valeria’s ankle a kiss, cringing as he felt the heat radiate from her foot onto his face. “Could you please unlock me and give me my orgasms Miss?” He asked politely feeling horrible to have to ask for something like that in such a humbling way. It couldn’t be further removed from how he used to flirt up girls and get whatever he pleased from them, A blowjob, regular sex, hell even sometime anal all because he had them wrapper around his finger it felt powerful, rather than pathetic like this begging and the even more pathetic hand job that would follow.

 

“Oh it will be my pleasure princess, you know the drill. I scratch your itch, you scratch mine.” Valeria grinned as she quickly removed her anklet before finally getting her foot of his chest. It was quickly followed by a knee dropping down at either side of his head as Valeria quickly dropped her pussy straight down on his face, wiggling a little until she was right over his mouth. She couldn’t stop a moan from escaping out of the sheer thrill of getting seated on his face, using it as her throne and sextoy while he was still locked for now. The power was simply thrilling, and it only got better as Jake quickly started licking her pussy, moving her to a first orgasm rather quickly. She was so incredibly turned on that it hardly required effort at all as she started unlocking his cock with loud moans coming from her.

 

She only took a brief break when her actual orgasm rolled over her, but after that she was right on the case to teasing Jake to his own orgasm like she had done the day before, sensually caressing his stocking clad legs and smooth skin, assaulting his senses with these strange new sensual feelings she just loved to exploit while he knew better than to stop licking her pussy. He had learned before that he shouldn’t stop until Valeria allowed it which would apparently be a while as she clearly intended to play this long teasing con once again.

 

Valeria managed to have a second and even a third orgasm in the time it took her to tease Jake’s cock into a throbbing frenzy. Without nylons on her hands it took a little longer as she kept that in mind for the next time , but right now she had achieved her goal nevertheless as it only took a few light strokes to get him to cum all over his smooth stomach after that, only to be allowed to catch his breath before Valeria started over again. “Mmm, ever the premature ejaculator aren’t you my lingerie loving princess.” She mocked, her pussy not even allowing him to reply if he wanted to as he could only lick her to yet another orgasm, deeply ashamed of his position and how he just came.

 

The second orgasm that followed what seemed like an eternity later wasn’t any better than the first, but finally Valeria seemed done with him as she simply locked his cock back up and got off his face while he stretched his jaw. As she got dressed she spoke. “You’ve done very well princess, keep that up. Now as promised you can return to your boring panties tomorrow and come find me right after class to help you out of that cage before practice. Of course I would be very pleased If you wore your pretty panties and stockings anyways, but that’s up to you.” She said as she finished getting dressed only to take the cuffs she had used off, stuff them in her back and leave the dorm all together leaving Jake with a soaked face, a soaked pillow and a stomach covered in cum.

 

With a loud groan Jake got off the bed, holding his hand over his stomach not to leak cum everywhere as he stumbled towards his shower to get cleaned up. It had been yet another shameful experience with Valeria. Still there was nothing to be done about it. At least around this time tomorrow he would be a free man again. These had been his last shameful orgasms, he would make sure of that, he thought as he pulled yesterday’s washed stockings and panties down, not bothering to wash these as they had practice right after class anyways. Tomorrow going back to those very plain in comparison white panties would be a blessing compared to the embarrassing day he had just had. Going to bed he changed his pillow cover as the other one was soaked with Valeria’s pussy juices, and went to bed feeling a lot better about himself already.

 

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