Disable your Ad Blocker! Thanks :)
Chapter 62
by vyksin
How does Sir Bill deal with the opportunity placed before him?
Self release before releasing her
“Wait!” Bill shouts out as he sees her about to move and possible expose his raging cock even further. “Don’t move!” Bill couldn’t believe his mind actually contemplated ripping out that jeweled plug and relieving himself in her slutty ass as that would clearly step over the deep-seated line he had placed. But in some twisted logic, he was sure he could discreetly launch over the edge behind her view as she remained facing away from him.
Vyki was not really sure what he was on about, but she was suddenly feeling very precarious as she was bent over grasping the tray, ready to shift her weight back and stand up. After not being told what else to do and not sure how long she could hold this pose, she called out, “Sir Bill?” in hopes of finding out what was going on. However, she was only rewarded with a rapid and ragged “and don’t say anything!” from her trainer.
Venturing a glance to her side and twisting to look behind her fluffed out skirt. Vyki was momentarily shocked by what she saw but was even more surprised by her reaction. To even the most casual observer, it would be blatantly obvious that Sir Bill was frantically trying to bust a nut as he wildly moved a hand up and down his cock. However, what astonished Vyki even more was that his eyes were clearly fixated directly in front of him staring at her ass and completely ignoring the pornographic actress on the screen beside them.
Vyki was sure she was supposed to be repulsed by this revelation, but something about this made her feel elated, proud, and even aroused. She could see him struggling mightily trying to get over the edge but could make out the clear telltale droplets excreting from the tip. Realizing her skirt still covered the upper portion of her ass, Vyki had a daring thought and though it may violate a direct order, she ventured it might be appreciated by her audience of one. Releasing her grip on the tray, she placed her arms beside it and slowly bent her body over further as she asked out, “does this help, Sir?” Feeling the skirt of her dress finally tip over its weight and fall up her body, she knew her ass was now fully exposed to Sir Bill.
Not receiving a response to the negative, Vyki tried swaying her hips slightly side to side and was rewarded with watching his frantic eyes follow her movements explicitly as she could see more precum trickle out. Taking a moment to step her heels just slightly further apart to better balance and relax them she could see how his hand moved even faster which she took as approval of her disregard for his commandment not to move. “Does this view give you pleasure, Sir?” Vyki asked as sultry as she could. “After all, it is imperative I empower my Mistress with perfected service.” <BUZZZ> Vyki moaned as she was amazed Sir Bill found the focus to reward but was so pleased he felt she was worth it.
Bill had long lost reason and only the deepest core of him knowing it would a step too far kept him from dropping her to the floor and using her now, but the battle to be discreet had long since been forgone to maintain the war of his convictions to never violate boundaries. Yet in his mind, depraved scenarios played out as he neared his climax. Knowing this was HIS girl before him with HIS plug adorning her ass, knowing he had warped and tempered her into the slut before HIM. she was HIS to control. she was HIS servant, HIS plaything, HIS to command. Now seeing her wantonly display herself to him and make herself even more available. All he had to do was stand up and pound her ass and she would be HIS cunt ass to use and breed as HE saw fit.
And in that moment the horrid reality of his own dark depths exploded out of his cock leaping into the air. He quickly griped the towel and threw it over his cock before the next convulsion launched yet more sperm into the air and blended into the moist texture of the rag.
Looking behind her, Vyki was panting as she watched the powerful euphoric release wash over her trainer’s face. The brief white streak in the air merely reiterated what was plainly written across his face. He had physically done it, but she had provided the catalyst which brought him so much pleasure, and she couldn’t help but moan as she felt her own heat pressing against its confines for her own release. Dare she ask to have her own release? Would that be too far?
However, watching the contentment wash across his face told her now was not the time. Letting him bask in that heat was warming her up so much that she didn’t want to break the spell and just enjoyed seeing his eyes blink languidly as he didn’t deviate from her ass. The heat of that look was enough to drive her engine further to get her ready for when she could get her own release.
As Bill caught his breath, reality slowly started to seep back into his mind. And with post-nut clarity wiping away the veil, the guilt and corruption of his thoughts quickly weighed down on him and he was fast become disgusted with himself. Seeing her wantonly shake her ass in front of him was not helping his mood either. Yet even that thought was kicking himself as he knew she was merely succumbing to his direction and how he had set the mood. He was supposed to be the guiding light, the top, the trainer. She trusted him. Hell! It was his girlfriend’s husband for crying out loud! He was spiraling quickly and had to get her out of here; this training was clearly done. “Get the food out of here”
Vyki felt a cold chill as she saw the warmth leave Sir Bill’s face as he commanded her as it was replaced with something darker. Griping the tray, she was fighting, trying to figure out what she had done wrong to flip his switch off so quickly. But dutifully, she responded, “Yes, Sir,” as she hoped maybe it was just some further form of play.
“Wait,” Bill called out as he saw the questioning sorrow on her face. He knew she was just a victim of his own loss of control and didn’t deserve to be cast aside. Yet, he couldn’t find the will to explain and expose himself, so he deflected with praise and distraction instead. “You’ve done excellent with your training today and show real potential for being a good submissive for your Mistress.” Bill could already see a smile returning to her face as she held the tray while listening to him intently. “However, we’ve run short on time and your date will be here soon, and you need to get ready for him.”
“’Him’?!” Vyki asked excitedly. “Did Mistress tell you who it was going to be, Sir?” Vyki had hoped that maybe it would just be Molly returning for a surprise but with it being ‘him’, she worried if this was supposed to be some kind of blind date or something. She had almost hoped it was going to be Sir Bill because at least that would be a known quantity.
“She wanted to keep it a surprise and honestly, it didn’t matter much to me. All I know is it is someone who’s aware of both sides of your life and that they will be a good test for you to keep discreetly submissive in a vanilla situation.”
“Oh,” Vyki said a little dejectedly as she knew there was a very short list that would satisfy those items. However, one name quickly bubbled to the top of the list and the idea of Daddy taking her on a ‘vanilla’ date as an extension of her ‘training’ excited her to no end. Maybe she could even find a chance for some ‘not-so-vanilla' relief. “Oh! Thank you, Sir Bill!” Vyki responded elatedly as she rushed the tray and food to the kitchen.
Bill, pleased with her happy exit turned back to his lap at the now chilling cloth as an almost near echo of his own remorse. Looking up at the screen, he saw an even more unbelievable setting as the maid was now completely put back together and dressed while serving dinner to the two blokes that had just spit roasted her while they sat next to their girlfriends. Yet, she was smiling while leaning over and feeding each one of them their courses. Buttoning up his pants, Bill snorted at the incongruity of the slopped together schlock of a movie while he walked over to the TV to find a physical power button. The picture blanked out as she was serving dessert with a smile.
Returning from the kitchen after cleaning up the plates, Vyki called out “Sir Bill, if there’s nothing else, may I go get ready?”
“Yes, go freshen up and changed into something cute for your mysterious beaux, Vyki.” Bill replied. Her grin and near schoolgirl like excited giggle were infectious as he watched her nearly skip off to the spare bedroom in utter glee. “Maybe that movie isn’t the most unfathomable story-line out there,” muttered to himself as he contemplated his own misgivings today.
How does Vyki’s preparations go?
Disable your Ad Blocker! Thanks :)
Christmas Quandary
The costumed chaos of the crossdressing couple continues with our next holiday installment.
Continuing on from a wild Halloween, a couple tries to get the family together for a classic Christmas celebration, but things get in the way as they evolve their new normal.
- Tags
- Crossdressing, Appliances Attached, CFNM, Public Nudity, BDSM, Costume, ENT, Mrs Claus, Feminization, Cross dress, Cd, Cross dressing, Crossdress, Anal Sex, Daddybaby-girl, Upskirt, Public humiliation, Corset, Masturbation, Humiliation, French maid, Training, Spanking, Ds, Christmas, Power Play, Public Exposure, Oral Sex, Coming out, Acceptance, Daughter connection, Son, Domination, submissive training, CFNT, embarrass, nudity, shower, ENM, Abduction, CMNF, Gift, Flirtatious, Public Anal Sex, Images, ENF, Dress up, Bondage, High heels, Manipulation, Exposure, CTNF, Lesbian, Exhibition, Cuddling, Mental manipulation, Dressing, Exhibitionism, TF, Trans-lesbian sex, Public Humilation, Dating, Public, Service, Loving, Consentual, Kink photography, Public Exhibition, Teasing, Kinky Santa, Brainwashing, collaring, Femme boi, Sissy, Ds, Public Blowjob, Self-hypnosis, Stripping, Blowjob, Prostitution, Fight scene, Beating, Exhibitionist, Crossdresser, Dressing room, Threesome, Spit roast, Takedown, Backstory, Costumed Chaos, Slow burn, Blow job, Caught, Miniskirt, Paddling, Dominatrix, Crossdresssing, Threeway, Discipline, Maid, Exhibitionishm, Dress-up, Fashion Show, Sentimental, AI Images, CMNTF, Threesom, Appliance Attached, wholesome, Cooking, Crossedressing
Updated on Jan 7, 2025
by vyksin
Created on Aug 10, 2024
by vyksin
You can customize this story. Simply enter the following details about the main characters.
- All Comments
- Chapter Comments