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  Chapter 25

  Jake hadn’t stopped running until he made it onto the bus. Only once he was there did he manage to breath a sigh of relief. The shop and everyone that had been witness to his shame were left far behind him now. It was a good thing that he had made the effort to go some pce where he knew no one, that didn’t make it any less devastating though, but at least with so many stockings he wouldn’t need to go back there any time soon and he had saved his reputation. If it depended on him, he would never go back there, hell even if he somehow had to go and buy more stockings he would probably go somewhere else as he definitely didn’t want a repeat of what had just happened. It was such a relief that he was on the bus with the stockings well hidden in his bag that he was barely even worried about people figuring his secret out her like he had been on the trip here.

  The feeling of relief didn’t st however. As it slowly ebbed away the dread of being discovered took over once more. Especially when they were getting close to campus. Wearing just a thong sure was less scary than a thong and stockings, still the danger was there and surrounded by people who would recognise him it was all the scarier. At least he had somewhat learned how to calm himself down and assure himself that no one would be able to see as he got off the bus and headed to his dorm acting as rexed as possible after the scare he had gotten.

  While it was a huge relief for Jake to finally get back to the privacy of his own dorm room it didn’t mean the end of his torment by far. He couldn’t help but shudder as he looked at the pink framed text of how to earn points next to the counter that read -2 signifying Valeria’s complete control over his orgasms with a most twisted game he didn’t want to py, one he didn’t even want to win, but one he was desperate not to lose as losing more points meant punishment. After two days without orgasms he was definitely feeling mildly horny, especially with how these sensual fabrics turned him on. It was no where near enough to make him want to py along though. The seven points he had just earned would help him secure safety from punishment however.

  Then again he wasn’t safe to keep those points, not just yet, as much as he disliked it, he had that thong to strip down to and a new pair of stockings to put on. After all the trouble he had just went through the st thing he wanted was to be caught not complying with Valeria’s horrible orders anyways and get punished for it. He knew he could count on the fact that she would come over to check and he knew he’d better hurry to be found the exact way she wanted to find him.

  With a heavy heart Jake stripped down to his frilly blue satin thong, shuddering as his vender coloured nails really stood out the moment he pulled off his socks. Opening a package of the newly purchased white stockings he couldn’t help but shudder a little as he started carefully smoothing one up his legs, the sensual hug the nylon material gave his smooth legs causing some trouble in his chastity cage. Although Jake now had plenty of stockings to be able to ruin multiple pairs before ever needing to think about buying new ones he was still extremely careful not to ruin them. After all one pair might be cheap enough, but the ten pairs he had bought had certainly added up to quite the cost. A cost he had not been happy to make at all, he had bought stockings for the budget of a couple of nights out, then again he guessed he really saved on those given how he didn’t dare go out wearing stockings and panties. Still even without the parties it was money he would have loved to spend any other way than this one.

  Once the stockings were smoothed up his legs Jake couldn’t help but notice how much more obnoxiously feminine he looked. No one would wear stockings like these on a regur basis, the colour and their ce tops simply screamed that they were reserved to be worn in the bedroom as part of a sexy set. The already way frillier and way more colourful thong only enhanced that image he dreaded, and his nails only made things that much worse. The sheer white nylon did nothing to cover the bright pale vender colour making them shine right through in a way he would have found incredibly sexy to see on a girl he slept with, but one he dreaded to see on himself.

  It was just so horribly wrong in his eyes, but sadly necessary as he then proceeded to stuff the other unopened stockings in his sock drawer, ashamed of how much space in there was now occupied by stocking packages. Enough that he couldn’t even fit in all of his socks anymore leaving a couple of pairs to be stuffed in the only of his three drawers that was unoccupied. After all there was no pce to stuff anything in his underwear drawer anymore with all the extra panties already in there and there was no way he would put either of those in his empty drawer as he needed his other stuff to hide the lingerie just in case even if there was no way he would let any of his friends back in his room.

  Naked aside from his lingerie and with the newly purchased stockings stashed away Jake did a final check of his dorm room to make sure everything was exactly to Valeria’s expectations before he finally sat down at his desk and decided to get some studying done in the hope to take his mind off of his shame. He might as well try to do something actually useful to him while he waited for Valeria to drop by even though it was easier said than done. With his naked cheeks, split by the thong that had ridden up his bottom on the chair, and the smooth nylon rubbing together as he closed his legs, his situation was never far from his mind.

  Although he spend nearly an hour behind his desk he barely got any work done before he got startled out of what little concentration he had by the sound of the lock in his door turning. He knew it had to be Valeria, she other than probably the building manager was the only other person with a key and she had said she would come by, nevertheless it didn’t make him any less frightened of that door opening. Hell even if it was just Valeria, that meant nothing but trouble for him. After all she was pretty much the cause of all of his trouble. On top of that the off chance that anyone other than her might be at the door was enough to make him panic. At least they couldn’t immediately see him from the door and he instantly took that opportunity to go and hide under his covers.

  Jake’s heart was racing in his chest, hoping it was Valeria despite the shameful inspection that would definitely follow. After he heard his door close and lock again he finally got that confirmation when Valeria called out for him rather than walking through to the main part of his room. “Well panty lover, what are you waiting for? I might have let myself in, but I shouldn’t have to tell you you need to be a good host should I? I suggest you don’t keep me waiting any longer.” She spoke sternly, but Jake could simply hear the amusement in her voice only making his shame burn all the brighter and his worries all the bigger. He really didn’t like how much she was enjoying this as it told him she wouldn’t be inclined to put an end to this any time soon.

  Knowing better than to make her wait Jake reluctantly gout out from under the covers to make the short trip to his door, shuddering as he was met with a smirking Valeria. She looked amazing as always, dressed in a cosy looking navy coloured sweater dress as it was already te and the nights were getting colder. Her legs much like his were cd in sheer white nylons and a pair of comfortable white sneakers were on her feet. She was carrying two rge bags with her and the moment he came into view she was checking him out extensively in a way that left Jake feeling awfully vulnerable. “Welcome Miss, is there anything I can help you with?” He asked nervously not really knowing what it was that Valeria was expecting of him.

  “Well for starters I have to say I’m liking what I’m seeing already. Those white nylons over those painted nails are just gorgeous and I’m very pleased to see that you went out to buy some to repce your ruined pair. Now as you can see I have my hands full and I don’t want to make the whole pce dirty so why don’t you take off my shoes for me?” Valeria asked with a smirk as she nodded down to her feet. She could have easily kicked them off, but this was so much more fun. She really loved making the very tall soccer captain get down on his knees for her. It was always such a rush and she was more than happy to see Jake obey without hesitation. A little while ago he would have balked at the command, but now he had completely given up on trying to fight her over such petty things, saving his fight for more important things, not that she ever let him win those. She would never let him win as winning terrain on what he put up with without compint was just way too thrilling.

  While Valeria loved it Jake felt nothing but embarrassment to get down on his knees before her once more as he untied her shoeces, the delicate ankle chain with the key to his cock dangling from it was hanging just inches away, yet for as close as it was, it was out of his reach at the same time. Taking off Valeria’s first shoe, he couldn’t help but mourn how they looked like a smaller daintier version of what he had seen when looking down at his own feet after getting into these stockings. He really didn’t like the way Valeria strived to match him, what would people think if they figured that out? Right now that was the least of his worries however, his main worries revolved around what was in those bags Valeria had with her. He had very mixed feelings between wanting to know and not daring to find out.

  “Thank you very much my sissy boyfriend. You know after you were gone I couldn’t help but think on how we haven’t spend a cosy night in as a couple yet. We’ve gone to a party, we’ve slept together, we’ve had plenty of naughty fun, but I can’t help but feel like we’ve been missing some romance. So I’ve decided that’s going to change here and now, you and me are going to have a romantic evening in sissy.” Valeria announced enthusiastically as she walked through to the small kitchen he had. There she dropped her bags down and swiftly removed her sweater dress revealing that she hadn’t been wearing a bra, and that she was wearing a light blue ce thong, a sexier version of the overly frilly satin one he wore. Her stockings were pretty much identical leaving the both of them in pretty much the same outfit. When it wasn’t on himself Jake couldn’t help but find the look incredibly sexy, yet all that did was make him groan as it gave him plenty of trouble with his cage.

  “Awww, I’m so gd to hear you’re liking what you are seeing. Now let’s get you ready to cook for us, I brought along everything you need and a recipe so you should be to prepare the meal with ease while I’ll make the room a little more romantic for the two of us. Now close your eyes, I brought along a surprise as well.” Valeria spoke excitedly, she had done some shopping of her own and she couldn’t wait to see it all in action. She wasn’t lying about their romantic night in, but it would be romance spiced up by her sissy pns for him. While she hadn’t liked Jake she was really falling in love with the obedient shy sissy version of him and she didn’t know if it was because of the orgasms. The thrill of taking him down a few pegs, or if she had always really loved more feminine submissive partners. Although she knew it was wrong, but it just felt too good to stop even though she realised her reasoning of ending his womanising ways was becoming less and less true the more submissive he became to her.

  The moment Jake gave in and closed his eyes Valeria fished a first item she had brough along out of the bag. It was a white satin apron with the elegant words. “Kiss the Chef” embroidered in pink on the front. All around the apron was trimmed with a single row of ruffled pink satin as if it formed a frame. The ribbons to keep it in pce were solid pink as well. Without dey she threw the top strap over his head then tied off the back one in a very neat rge bow at his back. The sensation of the soft slippery satin hugging the entire front and brushing teasingly over his nylon cd thighs armed Jake enough to open his eyes only to look on in horror as he looked down at his front. It almost looked like he was wearing a dress of some sorts that while he could clearly feel that his entire back was pretty much naked.

  “There we go, that looks great on you babe, but even more importantly, it should protect that front of your and your pretty panties from some grease that might spsh during cooking. The st thing we would want is for you to get burned now don’t we? Now lets not ignore what that pretty apron of yours says.” Valeria spoke with a grin as she pulled him down a little only to rise to her own toes so she could pull him in for a passionate kiss she took full control of. She didn’t even bother to give him time to form a reply to her gift, not that she expected any to come. She wouldn’t tolerate a fuss and she didn’t expect a thank you.

  Once she finally broke the kiss Valeria just started fishing out all the ingredients she had brought for him as well as the recipe that utilised all of them. “Alright babe, I think I should let you get to the cooking then while I take care of the rest for starters that score board of yours, I haven’t forgotten about all those points you got and look at that, you’re at a five already, half way to an orgasm. Now did you happen to buy more stocking than just those white ones and if so where can I check?” Valeria asked with a grin, not caring that she was the most naked one now that he was wearing that apron. She was very pleased when instead of compining about the apron he did confess that he had bought more stockings and told her where she could find them. With that he turned towards the food while she turned towards the rest of his room.

  Jake couldn’t help but feel like an even bigger fool wearing this ridiculous apron. It looked like it was designed more for looking frilly and delicate rather than anything else, but he guessed it would protect his chest if grease were to spsh up. One thing he knew for certain was that he couldn’t refuse it, especially not since he had no alternative less damning apron to wear, not that proposing that would have worked, but at least if protection had been Valeria’s excuse he could have given it a try. He guessed it wasn’t the worst thing, just another shameful item he had to put up with where only he and Valeria could see anyways. As he just got on with the cooking he couldn’t help but have mixed feelings about this whole romantic night in thing. He was gd not to have to go out in public, that was for sure, but he couldn’t help but feel nervous about what Valeria might have pnned for him instead.

  While he was cooking Valeria was having the time of her life setting the table among other things around the corner. A soft pink table cloth in the small room already did so much, but she wasn’t done yet. To make the room a little more romantic she put about ten rose scented candles all over the pce. While Valeria really wanted to spend a romantic night with her sissified soccer captain it was also a fantastic opportunity to feminise his room instead of just feminising him. By the time these candles burned up the whole room would smell strongly of roses and that for a while to come.

  With the table set and the candles lit Valeria turned towards the bed which she decided to give an upgrade as well. A change of sheets could make a world of difference that much got confirmed when she put what she had brought up onto his bed. The base was a silk solid soft pink fitted sheet. His cover was slid into a soft pink silk sheet that had a very rge red heart at the centre and the pillow cases followed the same design as the cover. Looking at the results Valeria couldn’t help but stifle a giggle, Jake’s bed simply was the girliest thing she had ever seen now that she was done. While she knew some girls with silk sheets and some girls with pink sheets, she knew no one with such over the top designs more fitted for a much younger girl in her princess phase, then again those wouldn’t have silk sheets making even those a little less over the top.

  As a finishing touch she took down his sports posters and posters of women modelling in bikini’s only to roll them up and hide them in a corner only to put a night mp with a pink light on his nightstand. If all the lights were off except for this one his room was bound to be bathed in a pink glow. Done with the decorations Valeria went over to his drawers to search for the stockings he had purchased. She was very pleased to see there were plenty of them hidden underneath his socks. Obviously Jake had accepted that he wouldn’t get out of this situation any time soon. The colours were a little too dark and neutral for her liking, especially the suntan ones which leaned awfully close to his nude coloured stockings, but his collection answered all her criteria so she really couldn’t fault him for anything. Done with her part of the preparations she walked around the corner to meet Jake who was putting the final preparations on the meal, unable to hear her coming under the loud cooker hood. He couldn’t see what she had done to his room, he couldn’t even smell it yet with the scent of the food he had prepared being on his senses.

  With the element of surprise on her side Valeria snuck up behind him, only to startle him completely when she gave him a sudden tight hug from behind. “Mmm, that smells amazing babe, then again that shouldn’t be a surprise given how it is one of my favourite dishes. I’m just here to say that I’m ready with decorating and I can see you’re just finishing up yourself.” Valeria gushed pnting a kiss on his bare back while stifling a giggle as she could hear him groan again, obviously getting turned on in his cage. She just loved the effect she continued to have on him.

  “Alright babe, those ptes look perfect, why don’t you hang up your apron and go put them on the table for us?” Valeria asked excitedly, dying to see his reaction after she had been hugging him from behind for the entire time it had took him to finish up. Jake for his part was gd to get those breasts away from his back. He never thought he would ever feel like that about breasts, yet here he was. He still loved breasts, but right now the issue was that he loved them way too much and that just wasn’t any good for his caged cock which was hurting like hell trying to grow in that cage. One thing he was really gd to do however was taking off that apron even if what he revealed underneath wasn’t much better.

  Jake’s slight relief was extremely short lived however as he picked up the ptes and rounded the corner to put them on his table only to spot everything Valeria had done to his room. With only a few items his room had turned into a very girly girl one. Aside from a few posters and trophies Jake hadn’t really bothered to do much decorating around his room. They had been enough to put his identity in the pin standard dorm room, but now the walls were bare and with how much attention this table cloth and even worse his new bed sheets sucked, one had to double and even triple check to spot his trophies off on a shelf. Jake had been in plenty of girls rooms and he had never seen sheets this bad as he could only stand there and stare in shock, the rose scent hanging around the room was the least of his worries now.

  Valeria loved the look of utter shock on his face as she took a moment to drink it in before getting into action again. “Awww, I’m gd you like what you are seeing Babe, so much so that you seem to be utterly speechless. Don’t stand there too long though, we wouldn’t want the food to get cold now would we? Besides it’s already very te for a dinner as well and I still want to watch a movie together.” Valeria spoke pyfully as she walked past him with a big smile giving him a pyful pat on his ass as she did so only to take a seat and wait.

  Mortified over the drastic change in his room Jake wanted to compin, but he knew he shouldn’t. he doubted Valeria would take kindly to that, he just hoped that this was just for one night and she would take all that she had brought with her again. He doubted even Valeria would want these sheets on her bed, so he guessed the chances of her just taking them with her again were doubtful, but he had to hope that would be the case as he put the ptes on the table with a shudder while Valeria just smirked and talked him through her day like they were just having a normal dinner together. Jake in the mean time just tried to keep his eyes on his pte, the sight of Valeria sitting there bare chested too much to bear for his comfort.

  Every time Valeria tried to engage him in the conversation by asking questions about his day she only got short replies, not that she minded all that much it was nice to talk through her day with someone who just listened. When they eventually finished their meals however Valeria didn’t pn to let him get away with just passively sitting there anymore. She simply turned sideways on her chair, pulled her thong to the side and spread her legs as she fixed him with a smirk. “By the way babe, while you were busy preparing diner, I prepared a little dessert just for you, so go ahead and dig in.” She winked.

  Jake couldn’t help but stare at Valeria in shock for a moment the meal she had made him prepare had indeed been great, and while he liked pussy. He would love to have something else than the taste of pussy to linger on his senses for a while. That and despite it having happened so often by now, he remained horribly ashamed of being used as toy by Valeria with her opening her legs whenever she felt like having an orgasm, it was just so unfair, but what could he do? At least this time it was in the privacy of his room rather than a bathroom stall which had been so much worse. With a sigh Jake reluctantly got off his chair and crawled around the table only to dig into Valeria’s pussy yet again. He couldn’t help but groan as his cock responded while all Valeria did was moan and gently scratch his scalp while he ate her out.

  While the head massage felt kind of nice it only added more shame for Jake. It felt so incredibly patronising and the fact that Valeria could just cmp down and hold him there if he tried to pull back wasn’t lost on him either. Then again he knew better than to pull away, after all he really wanted to avoid getting another spanking as despite everything that had happened so far, that remained the most embarrassing thing he had ever been put through. He might be stronger than Valeria, but he couldn’t hurt her badly or it would mean huge trouble with the w and if he refused to let her spank her, that awful video material of hers could be made public with a few screen taps, something he couldn’t let happen in a million years, he had to go along with this despite his shame as he licked Valeria to a first orgasm only for her to keep him down until she had had a second.

  “Mmm, that tongue of yours remains a small wonder babe, I just can’t get enough of it. If we don’t turn to that movie now though, I’m afraid it simply won’t happen anymore so lets give your tongue a break shall we? After al I wouldn’t want to over work it.” Valeria moaned as she came down from her test orgasm only to move her feet which she had been resting on his back down to his shoulders to push him away, the key to his own aching cock which was begging for some release right next to his face as he did so.

  With Jake pushed away Valeria walked up to one of her bags again and fished out a ptop only to get into bed and get it started up. On the way there she gave Jake’s counter two taps to raise his score to a seven. “Alright babe, why don’t you blow out the candles, turn of the lights and join me in bed? You can leave the dishes and such for tomorrow, and tonight you can just sleep in your day time lingerie. It’s a pity you know, if you had just worn your panties st night or had given me those massages, I would have been able to give you an orgasm for good behaviour right about now, I guess all the fun will have to remain mine now though.” Valeria instructed with a grin as a wet and red faced Jake went around the room blowing out those candles while their strong scent lingered.

  Although he could really use some relief, especially from the sheer discomfort his cage brought him Jake had no regrets about not giving Valeria those massages. He didn’t want an orgasm in the way Valeria permitted. His need wasn’t that great yet. With the candles out and the lights out Jake couldn’t help but blush as he only now noticed his new night mp bathing the majority of his room in a dim pink hue. It made his white walls look like they were painted pink making the room all the more girly. This room was quickly turning into anything but his sanctuary where he could be himself again. As if the lingerie drying in his bathroom and the requirement of wearing nothing but lingerie at all times hadn’t been bad enough yet.

  Getting into the bed Jake’s shame didn’t waver at all. Valeria had him ying between her legs with the back of his head resting on her breast. It was a very nice very intimate position. One Jake would have even loved to be in if their retionship wasn’t such a twisted one. Right now all it did was make him even smaller and even more controlled by Valeria. Especially when she stared pying with his nipples after setting up a chick flick he couldn’t have cared less about. On top of that her nylon cd feet stroked his nylon cd legs under the covers plunging him in a world of overwhelming sensations.

  Feeling Valeria’s body all over his back paired with those sensations and the incredible sensation of his now silk sheets made Jake’s chastity cage pure torture for the remainder of the movie, it was simply to enticing yet his cock got punished time and time again when it tried to grow within the tight confines of his cage. The pain in turn only fuelled his shame as none of the stimutions he got except from feeling her body were anything good for his self image. He couldn’t help but ask himself what kind of guy got off on nylons rubbing together, nipple py and these horrid sheets. It was nothing to be proud of in his mind.

  It all bothered him so much that he was gd when the movie finally came to an end only for Valeria to push him under the sheets for a bed time orgasm. One more point to add to his score before she finally shut of the lights and took him back in the little spoon position like the night before. It made it very difficult for Jake to sleep in, especially with that silk sensation all over him remind just how drastically the outlook of his room had changed.

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