Chapter 15
Once home there was nothing to do for Jake but to throw on a neater shirt. For the rest he put up yet another series to watch as he tried his hardest to move as little as possible to stop the sensual thrills of his pants rubbing over his nylon clad legs giving his caged cock a whole world of trouble. He was already dreading tonight’s party more than anything ever before. It was bound to be an utter disaster as he couldn’t keep still there. Even worse was that as captain throwing the party he wouldn’t be able to just leave early like he had last time.
When the time for the party finally arrived Jake headed out with a heavy heart, groaning as his pants constantly rubbed over the sheer stockings driving his caged cock absolutely mad. Not only that, but it made him extremely aware of their presence. A presence he hoped no one would ever notice. Luckily the club would be rather dark and as he had noticed even if his pant leg rode up too high the stockings weren’t extremely visible either. Still that didn’t help how obvious they felt. One thing was for certain, tonight was going to be one long night.
Upon his arrival there were a few people already there, with more coming in alongside him. One of the people already there was Valeria and she looked absolutely stunning. Her hair fell down to her back in playful looking waves. Her makeup was done in a stunning evening look and her lingerie she had greeted him in before was covered by a playful red dress with a nice flared out skirt, and an ample bit of cleavage on show. Jake couldn’t help but let out a soft grunt that hopefully wasn’t audible over the music. Valeria looked like a wet dream and his cock couldn’t help but respond to it, only to be limited by the cage.
His predicament only got worse when Valeria spotted him and instantly dragged him over by his hand. “Ah babe here you are, I was already staring to miss you!” She exclaimed loud enough for everyone to hear and snicker over how she treated and addressed him. While some of the guys and all the girls had already seen it, some other guys had only heard about it and seeing it for themselves was definitely a shock. It was just odd to see the biggest player of them all being pushed around like that and simply putting up with it.
Their shock only grew when Valeria wrapped her arms around his neck and went in for a kiss straight on his lips, pushing her tongue right past his lips, clearly taking the lead on the making out front and visibly shocking Jake as much as those who saw it. “Sorry babe, I just couldn’t help myself, you look so good.” Valeria spoke when she broke the kiss and sent him on his way to socialise with his friends with a firm pat on his bottom much to Jakes horror as he faced his friends with a bright red face, their shocked yet somewhat amused expressions not putting him at ease at all. Mingling with the group while they waited for everyone to arrive to really start the celebration was awkward to say the least. He was once again subject to a lot of jokes and that while he had always dreamed about making out with Valeria. It was yet another one of his dreams she had bend to her terms making it embarrassing and awkward on him rather than something to brag about.
While Jake was subject to jokes and teasing from his buddies Valeria’s friends had nothing but praise for her. They all thought it was amazing to see her stand up for what she wanted rather than to wait for the guy to take the initiative. Some even thought it was inspiring and something they couldn’t wait to try out themselves. For Valeria herself it was simply thrilling. Ever since she had locked Jake’s cock up he had barely left her mind. Feeling his key dangle around her ankle, signifying her complete control was just such a turn on. She simply couldn’t help but think about exerting the control she had and toying with him. This kiss had certainly been a nice statement and she had loved every bit of it.
It took about thirty minutes for everyone to arrive and for both captains to deliver a speech of how proud they were of their teams for winning. The words sounded a bit hollow for Jake as he lacked his usual confidence, especially with Valeria so close, that and thanks to his relatively poor performance the win hadn’t been the landslide it should have been, but it had been a win nonetheless. Valeria managed to inspire her team a whole lot more, but luckily for Jake some of the enthusiasm among his team swelled when he bought the first round to celebrate. He felt anything but good about having to buy his team’s enthusiasm though, but at least this ordeal of speeching while feeling so nervous about what he wore underneath his clothes was over.
With the beers distributed the teams started mingling more among one another and the general crowd yet that didn’t put Jake at ease at all as Valeria used this opportunity to come at him once more. Before Jake could really react Valeria pulled him in for yet another passionate kiss, once more forcing her tongue past his lips again. It was the second time she pulled this stunt, and yet Jake felt uneasy and caught off guard again. He really didn’t like to be the one on the receiving end of the rather aggressive kisses he often liked to give, yet there was no way he would risk taking the initiative to kiss Valeria. He was scared that if he did so she would make all hell break loose.
As soon as the Kiss broke Valeria simply wrapped an arm around his waist and pulled her along to a group of her friends. “Come along now babe, lets enjoy the party!” She exclaimed excitedly, clearly taking the lead making things extra mortifying as her hand slipped a little lower and gave his butt a playful squeeze much to the snickering delight of those who noticed. While Jake wasn’t too keen on mixing with his friends either given his situation, it remained even more awkward to be dragged along by Valeria to wherever she wanted to go. Hell while they looked a lot more in love now than the juvenile handholding from before Jake ended up feeling even more awkward than before.
All night long Valeria dictated where they were going and who they talked with leaving Jake feeling like a bit of an awkward outsider for most of the times, the numerous kisses and gropes she subjected him too weren’t helping the matter either. He didn’t know what had gotten into Valeria, but all of a sudden she really seemed into him rather than the relationship only in name they had had before. Before all of this had happened Jake would have loved for Valeria to be this infatuated with him, hell back then he still had the confidence to deal with her domineering side, but now all he managed to do was to meekly take it, it left him feeling like a complete wimp.
“Dude who would have known that the way to Valeria’s heart was to be a complete push over? I would have never suspected that she fell for wimps, but I got to give it to you at this rate it looks like you’re going to get into her panties, or rather she in your pants. I bet it’s worth it though, damn she looks hot and it can be fun to lean back and enjoy the ride for a change as well no?” One of his friends who had drunk quite a bit already whispered in his ear while passing by, leaving Jake with mixed feelings. Hearing that he was not only feeling like a wimp, but looking like one hit rather hard. At least they still thought it was all part of the plan to get laid by Valeria, although he wondered how long that would hold and at what point they would just come to see him as a complete push over.
Things didn’t really improve throughout the night as Valeria only got more touchy and daring when she had a few drinks. It was utterly mortifying for Jake as she even reached into his pants on a few occasions making him terrified that she would exposed the very frilly panties she had him wearing. It was even more terrifying than when she had taken him along to the woman’s bathroom to check on his stockings, panties and cage. Then again she didn’t need to expose him to make him feel incredibly embarrassed. That much she proved during the few dances they engaged in. Dances where Valeria took the lead even making him do a mortifying twirl at some point.
Eventually after a rather long night by which point a lot of people had left the club Valeria finally decided it was time to go home. She had barely allowed Jake to leave her side aside from when either he or she needed to use the bathroom. Taking full advantage of the control she held over him had just been too much fun, especially with how meekly he had gone along with it. She revelled in the power of showing off just who was in charge of their relationship to everyone around. Ever since locking that chastity on his cock she simply couldn’t help the urge and all the touching she had gotten up to tonight had gotten her outrageously turned on.
“Alright babe, tonight, you’re coming with me. You’ve gotten me way too turned on and you need to take care of it.” Valeria giggled slightly tipsy in his ear much to Jake’s surprise. It honestly caught him off guard after this most embarrassing night, but maybe his friend was right and Valeria did fall for wimps. He didn’t quite know what to expect from this, but things might finally be looking up for him. With a bit of luck she would unlock his cock he would finally get laid, refuse to put it back on and break out of Valeria’s clutches like he had been planning to do when she unlocked him for his next training. This would be so much better still. Not only did it come a few days sooner, he would still have the bragging rights of having gotten to fuck Valeria and launch his reputation with his friend higher than it had ever been, giving him full credit as to why he had put up with all of this.
Feeling better about himself already Jake eagerly followed, the way Valeria’s hand stayed on his bottom no longer bothering him quite as much. He still didn’t like the liberty with which she groped his bottom, but for the first time in a long while it felt like he was putting up with it for a good cause making it all so much easier to deal with. After all the other things he had put up with he could take a little more.
Jake’s excitement only grew when they made their way into Valeria’s dorm. In no time at all she kicked off her heels and took off her dress leaving her in nothing but the sexy lingerie she had worn before, only now with the makeup to go with it. Like the first time around it completely took his breath away and made him groan, the cage growing painfully tight in response, but soon all that discomfort would go and forever or so Jake hoped as Valeria threw him a cocky smirk. “Well what are you waiting for panty boy? Aren’t you going to strip down to your pretty undies with me?” She mockingly asked enjoying herself way too much and especially the way she could see the discomfort of his cage, the key locked around her ankle, written all over his face it turned her on even more.
While Jake was excited about the prospect of finally getting to fuck Valeria and at this point even more importantly, the prospect of getting out of this horrible cage and this whole mess, stripping down was still embarrassing. He didn’t like the way Valeria mockingly called him panty boy either, but at this point putting up with these indignities once again had a cause. His awkwardness and shame when he got down to the very frilly pink panties and the sheer nude stockings only turned Valeria on even more as she quickly stepped up to him and pulled him in for another passionate kiss that left his cock painfully throbbing inside the small unyielding cage. The power she held over this overly confident jock was simply intoxicating. Sure her main cause was still to take Jake down a few pegs and to make college a nicer experience for all the girl’s attending by taking out one of the most notorious players who treated women as disposable object for a simple night of fun and bragging rights. She had just never imagined how much fun it could be to do this, or how much it would turn her on.
No one was stopping her from abusing this power she held over him at all and least of all Jake who simply had to put up with all the kissing and groping on her terms making her want to do it even more as she heard him groan, undoubtedly because of the cage. With his cock under lock she truly controlled him and the fact that it had been his own ego that had dragged him in this deep only made it all the more arousing for Valeria. She realised that things were getting a little risky now, that sheer threats and words might not cut it to keep him in check. Luckily she still had more than a few tricks up her sleeve to maintain her control. After all she couldn’t really count on his ego anymore as she had dealt some severe blows to that ever since their bet.
As soon as she broke off the Kiss Valeria pulled Jake over to her bed and lay down, quickly wiggling out of her sexy thong revealing her wet, glistening pussy that was neatly shaven aside from a small strip of short trimmed hair right above it. It was the first time he saw Valeria naked causing him to groan louder than before. His cock was struggling harder than ever before and it only got worse as Valeria took off her bra as well revealing her gorgeous perky breasts, leaving her only in the sexy pair of sheer black stockings.
Jake just stood there, squirming uneasily in place in a pair of panties and stockings of his own as he looked down uneasily on the gorgeous girl. He had never struggled with not knowing what to do with a horny and eager naked woman in bed, then again he had never been with a naked woman while wearing lingerie and a painfully uncomfortable cage either. “Well what are you waiting for princess? I’m incredibly horny so take care of that for me will you?” Valeria spoke impatiently cupping one of her breasts and rolling the stiff nipple between her fingers with a soft moan making Jake squirm all the more.
“Uhm, I was waiting for you to unlock me Miss, but if you’ve made yourself comfortable I guess I can do it myself.” Jake spoke demurely, awkwardly and in grave discomfort due to the overly tight cage. With that he simply reached for the key around Valeria’s ankle, the key to his freedom. He guessed he could deal with acting demurely a little longer just to get to fuck her after unlocking himself, but then he was ending this.
Much to his surprise Valeria just kicked his hand away and none too gentle at that. “You don’t ever fucking touch that thing without my express permission Princess. That key is my property and if you miss it so very much you can give it a little kiss, but that’s it. You weren’t really thinking I would let you stick your dick in me did you? For the amount of women you’ve had in bed I would have thought you were better than this, there are countless of options that don’t require a dick, so no that cage isn’t coming off, but you will be taking care of the needs you helped grow. Since you got a hand job, I guess it’s only fair that I expect you to return the favour and use your fingers, if you wish I have a couple of toys in my drawer as well, but if you want some bonus points your tongue would do nicely.” Valeria instructed firmly before relaxing back into he bed.
Completely shocked Jake just stood there for a minute, all the hope that had built on the way here vanishing before his eyes. Sure he wasn’t beyond using his tongue or fingers to get a girl in the mood, but those were just things he did to get to what he considered the real fun. He couldn’t believe Valeria was expecting him to get her off with nothing but more discomfort in return. It was just so fucking unfair and he should have to put up with this, but then again his whole way too freedom hinged on Valeria unlocking him before practice, especially after she had dashed this route. He couldn’t believe he would be stuck in this horrible thing for another three days.
“I’m still waiting Princess, if you are that fixated on fucking me, if that’s all you’re good at. Then I guess I do have a strapon in my drawer, I’m sure you could mount it above that cage of yours and give me the pounding of a lifetime. You are getting me off though one way or another and that cage isn’t coming off, or should I kick you out and deal with it myself, tell everyone how lousy you are in bed that you can’t even get a girl off?” Valeria asked, letting out another soft moan as she continued playing with her nipple in front of the continuously mortified Jake.
A strapon? Why the hell did Valeria have a strapon? Was she bi or was it just for experimenting at some point? The thought alone of Valeria fucking another girl or the other way around didn’t do his caged cock any favours as the cage remained extremely uncomfortable. One thing was for sure, there was no way he was putting on a fake dick to fuck her while his own remained locked up. She might have done a huge number on his ego, but he still had some self respect. The thought alone made him shudder in disgust.
Sighing deeply Jake resigned to his fate that he wasn’t getting out of this just yet he didn’t like it one bit, but he had to keep Valeria happy until she would finally release his cock. Trying to keep her happy he decided to just use his tongue, it felt less awkward than his fingers somehow and definitely less awkward than his toys. He could only hope that it would make Valeria happy enough to want his dick afterwards, but he sincerely doubted it at this point as he got down on the bed between her legs, refusing to kiss that horrid key.
The struggle with his cage remained strong as Jake sealed his lips over Valeria’s pussy, the scent and taste of her hyper aroused sex very strong as he started to eat her out to the best of his abilities. She tasted rather sweet, yet by now Jake knew better than to think she was actually sweet. He couldn’t believe that he was eating a girl out with no hope of getting any fun himself, the taste and smell of pussy only made his cock strain even harder as he had sort of conditioned himself to expect a good fuck whenever he did this.
For Valeria the occasional muffled whimpers were a huge turn on though. She just loved the sound of them, knowing Jake was struggling while giving her so much pleasure. “Mmm fuck babe, you sure know how to eat pussy, I have to give you that, whatever you do don’t you dare stop.” She moaned as one hand reached down to rest on the back of his head, her nails playfully scratching his scalps while the other kept playing with her breasts. If anything it made Jake feel so much more used and put in his place. A feeling that continued to increase as Valeria wrapped her stocking clad legs around his back, securely keeping him between her legs while he could actually feel the harder metal key dig into his skin. It wasn’t painful, yet another heavy mental blow.
It took Valeria a mere few minutes to reach an orgasm, all the pent up arousal of the night along with Jake’s skilled tongue and the sheer thrill of power that making him eat her pussy, keeping him down there with her hand and legs gave her was simply too much for Valeria to handle. It all amounted to one of the best orgasms she had ever had in her entire life, the thrills of pleasure tensing up her muscles to the point where here legs and hand kept Jake in place in a firm death grip while her pussy gushed in his mouth and all over his lower face, only to take a few minutes to recuperate and relax again as the sheer height of her orgasm ebbed away.
Jake saw it as his cue to finally get out from between Valeria’s legs, looking up at her breast and her orgasming face, the soft sensual feeling of her stocking clad legs on his back and the taste and smell of her over aroused pussy were all killing his caged cock. He wanted to do nothing more than to go home to lick his wounds of yet another completely embarrassing night out, getting teased, taunted and used by Valeria. Perhaps most of all he wanted a chance to give his caged cock a break by getting out of these sensual feeling panties and stockings away from all visual stimulations.
Valeria clearly had other ideas though as she tightened the hold on his head and back the moment she felt him trying to get up. “Mmm, where are you going princess? I don’t think I gave you permission to stop yet as I am no where near satisfied yet, so go ahead keep going, do what you’re so very good at, I’ll tell you when you can stop.” She moaned as Jake groaned with his face mashed into her pussy only to eventually relent and start licking again. Only then did Valeria ease up the pressure with a moan of approval.
In the end Valeria kept him down there for a second, a third, a fourth orgasm even without showing any sign of slowing down . To Jake it very much seemed like she was insatiable which was terrible since she had said she intended to keep him down there until she was satisfied. His Jaw was starting to ache, his tongue was feeling slightly numb and his cock was still painfully trying to get hard. While he had eaten plenty of pussy before, he had never done so to this extend. Valeria in the meantime seemed like she was in a world of her own, completely taken over by the pleasure of multiple orgasms without a care in the world.
It was a very painful observation for Jake as he was doing this after all he had had to enjoy was one lousy hand job, one that was more embarrassing than actually great when she had started edging him until her begged for his orgasm. This was in no way an even trade, then again with how his dick was hurting and his balls were aching, rapidly filled up to a really uncomfortable level due to the constant arousal, he would actually be happy for another one of those lousy hand jobs right now, he desperately needed to relief some of that pressure.
Eventually after her eight orgasm, only a little before Jake thought he would simply collapse after eating his girlfriend’s pussy for close to an hour, she finally relented and pushed him away. Valeria’s head was up on cloud nine, she had never felt better than she did right now, and she had never had more orgasms in a row than she did with Jake eating her pussy, completely controlling the once arrogant jock. She would have kept going as well if it wasn’t for the fact that her pussy had grown so over stimulated and sensitive that she could barely stand to get touched down there for now.
She needed a few minutes just to calm down enough to get out any kind of coherent speech and when she came down to her senses enough she couldn’t help but giggle. The sight of Jake’s wet face between her legs, while he was stretching his jaw was simply hilarious. “Mmm, thank you babe, that was amazing, now could you please fetch me a glass of water? I could really use some to hydrate a little after losing so much. Feel free to get yourself one as well although I doubt you’ll need it.” She laughed.
Utterly embarrassed Jake got up and fetched his girlfriend a glass of water, as demanded. He could imagine she needed it after the amount of juices he had to swallow during this whole terribly long ordeal. He wondered how his poor dick and balls, let alone his jaw and tongue would ever survive another such ordeal, but he was afraid that Valeria was certainly going to demand more of this eventually. He already dreaded to think about going through this again and he certainly hoped it wouldn’t happen before he managed to get rid of this cage and by extend Valeria on Tuesday when she unlocked him for practice. He could put up with giving her an oral orgasm, maybe two, but an orgasmathon like this was pure torture.
Arrived back at Valeria’s bed his girlfriend had already slid under the covers, eagerly taking the glass and downing it at once testifying to just how thirsty she had become. “Thanks Babe, I really needed that badly, now why don’t you come over here? It’s way too late to be sending you home now, especially after I got a little carried away with all those orgasms. Besides, I would really love for you to spend the night.” Valeria spoke as she lifted the cover for him to slide under it. For a change she didn’t sound mean and taunting but genuinely kind like he used to know her. Completely satisfied and with Jake not trying to protest, she really did feel butterflies in her stomach as she looked at him standing there with a wet face in his frilly panties and stockings. As much as she loved squashing down his old macho self, she had to admit that she was falling in love with this new soft and demure Jake.
Jake wasn’t all that happy to be sleeping over considering how their evening and night had gone. Still he was exhausted and in no way excited about the prospect of walking home like this either. He doubted Valeria would allow him to thoroughly wash up before he went and given how his face reeked off her pussy that would be mortifying. He was just too tired to go butting head with his girlfriend right now, so somewhat reluctantly he slid under the covers with her glad to at least go to sleep and be a day closer to getting out of this cage and his predicament with Valeria.
Wasting no time Valeria instantly dropped the cover over them, shut off the light and gave him a tight hug from behind as Jake could only whimper in response. Her stocking clad legs brushing against his, felt so very sensual and her breasts firmly pressing into his back were hot. It was more than his already overly aroused caged cock could take, but Valeria only giggled in response. “Poor babe, is your cage a little uncomfortable? I’m sorry about that, but like I said, it’s overall for the best, and don’t you worry, tomorrow you can get another hand job so you won’t have to miss out on your precious orgasms you care about so much. For now just hold on a little longer for me okay babe?” Valeria giggled in his ear, gently stroking her hand over his chest that was getting prickly while she wiggled one of her legs between his which was only cause for further whimpers.
He seriously doubted that she was actually sorry about the discomfort, but he cared about his cage coming off for practice too much to call her out on it, instead he just lay still, trying to create as little friction as possible between him and Valeria, but with all her moving around that was a hopeless cause, all he could do was suffer through it and breath a sigh of relief when Valeria finally fell asleep.
Despite his exhaustion, sleep did not come as easy for Jake, the scent and taste of Valeria remained strong on his face, and the cage remained uncomfortable as well. Not only that but Valeria had him wrapped in her arms and legs, making him well and truly stuck as the little spoon, unable to move without waking her. It took what felt like ages, but eventually he too drifted off to sleep.
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