Kayla's New Life

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Trans girl finds a new master.
4k words
4.52
17.7k
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2

Part 1 of the 2 part series

Updated 06/10/2023
Created 08/05/2020
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Kayla sat on the patio of the coffee shop and fiddled with her latte. The nervous energy flitting around her stomach was matched by the light summer breeze that couldn't seem to make up its mind which way to blow. Although on the outside, she was a perfect picture of demure grace, inside her head her thoughts raced frantically.

This is crazy.

No it's not, he'll take good care of you.

How can you say that! You barely know this guy!

That's not true, we've been talking to him for months. We've skyped him from work for heaven's sake!

Well that might be true. Still, if I don't like the vibe I get I'm leaving immediately, and there's nothing you can do to stop me!

She took a deep, calming breath. It would be fine! They were just going to have coffee, and maybe talk about handing over her key. Maybe.

She flushed slightly at the thought of this. Kayla had always longed to be in a long term Dominant/submissive relationship, but ever since her transition, she hadn't worked up the courage. She had fantasized about it, endlessly. She had even started wearing a strict metal chastity cage in her day-to-day life, locking up the only thing left over from before the hormones. Every now and again she gave in to the temptation of pleasure, unlocking herself and masturbating furiously. Every time she did so however, she wished that she hadn't, or that someone else had allowed her the pleasure after months of denial and teasing. She dreamed about giving over her control of the key to a strong, loving but strict dom. But now, on the verge of having a chance to do so, she felt herself getting cold feet. No! She had to go through with it.

She shifted in her seat and took a sip of her coffee. Even the small movement was enough to remind her of the pressure of the plug nestled firmly in her ass. She sighed. Why had she decided to come caged and plugged? She was nervous enough as it was, the last thing she needed was to get so damn horny from the plug. She lightly smoothed out her panties under her skirt, trying to calm her frustrated arousal discreetly. The secure tightness of the cage tucked underneath her clothes calmed her a bit. Knowing that no matter how horny or worked up she got she couldn't do anything unladylike about it was a relief.

She had met Frank online on a fetish dating website. She had been immediately stricken by his looks, his body was practically chiseled from marble. It also helped that his profile listed pretty much all the kinks that she was into, and said that he had a weakness for submissive trans girls. Well, she certainly fit the bill there. She had messaged him some generic greeting, and they hit it off quite well. She fell for him more and more as they chatted over the weeks, shocked that someone with such magnificent looks and absurd body could also be such a gentleman. As time went on, she became more and more submissive in her behavior toward him, hanging on his every (electronic) word. Every time he complimented her, every single time he mentioned that he had seen a picture she had posted, a bit of her died and went to subby heaven.

It was with these thoughts in her head that her phone finally buzzed. He was here! The text read:

Hey beautiful. Just parking the car now, I'll be in shortly. Can't wait to meet you in the flesh! Xoxo Frank

Kayla flushed with excitement and anticipation. She couldn't help but smile. Anytime Frank sent her a message that was serious, he always wrote his name at the end. He was very old school in some regards, sticking to certain formalities that had long since gone by the wayside. It was so endearing to her though, as she had come to realize that even though he was dominant to her in their budding relationship, he had a great deal of respect for her.

Setting her phone down and trying to calm herself, Kayla mentally pictured the outfit she had chosen very carefully for their first real meeting. First she had picked out a very cute bra and panty set, black lace so as to seem sexy, but not too slutty. The bikini panties hid her locked up clitty nicely, and the black push up bra gave her a very modest, but still enticing, amount of cleavage. She had picked out a mid length, flowing maxi skirt made of light material, so that she would be able to show Frank that she was in fact locked up securely if he ordered her to. The top she wore was simple but elegant, a loose green cotton top with thin spaghetti straps that accentuated her smooth shoulders. Her blonde hair was pulled into a loose bun, as Frank had once commented to her how much he loved the effortless look of that hairstyle in her pictures. Every element had been picked for a specific reason, and she smiled inwardly with how well it had come together this morning. She looked hot today, dammit! She knew that Frank would love it, or at least hoped that he would.

Her heart jumped into her throat and butterflies whipped themselves into a frenzy in the pit of her stomach as Frank walked onto the patio of the coffee shop. He was just as Adonis-like (Kayla liked to tease him that he was more greek deity than human) as he seemed from all of his pictures. As he looked around for her, Kayla smiled brightly and caught his gaze, giving a small wave. He smiled with recognition, and walked over to sit at the table with her. As he got closer she felt her heart beating faster and faster, and gasped as he leaned in and gave her a small hug and kiss on the cheek before sitting down across from her.

"Well Kayla, I must say you're just as gorgeous as I expected you to be." Frank started, smiling at her across the small table.

"Thanks! I'm really happy to finally meet you in person, it's always more fun than just talking online.."

Oh god.. I'm already flirting! Kayla thought to herself, smiling slyly as she tried to hide her embarrassment. It was reassuring though, she already felt extremely comfortable around Frank. Their online interactions were translating easily to in person much better than she had expected. Online she always played the mischievous submissive, obedient but pushing her limits ever so slightly.

Frank chuckled and reached out for her hand that was resting on the table. Grasping it gently, he looked into her eyes, his gaze turning serious.

"I certainly think we can have a lot of fun together. However, before we get into any of that, I need to know that you're ok with all of this. Will you give yourself over to me? I know that we discussed this at length online, but I want to make sure that this is something that you will be happy with going forward." The genuine concern in his voice chased away any thoughts of backing out that Kayla had been harboring. This was the Dom for her, the man who would care for her as he shaped her sexuality and bent her ever-so-lovingly to his will.

"I do Sir. I will be your submissive, I trust you to have my well-being in mind, and I agree to obey your commands." With this she reached into her purse and pulled out the small, ornate key that locked her chastity device. She placed it into his hand, a sense of finality and relief washing over her as she did so. She had done it! She had finally found someone to take care of her in the most intimate sense possible. She blushed slightly and sat up straight, realizing that one of her straps had slid down her shoulder a bit as she was leaning in to give over the key. She was so focused on the man in front of her that she hadn't realized it until just now. As she adjusted her top she was relieved to see that Frank didn't seem to mind. He gave her a gentle smile and let her compose herself.

"Well after that display of good behavior from my new sub, I think you should show me that you actually mean those words. Be a good girl now, and come with me." His tone grew more serious as he talked, verging on the point of becoming stern. The order to come with him was punctuated by him placing the key in a small case and putting it into his pocket. He was now completely in control of Kayla, if she ever wanted to cum again she would have to please her new Master.

He got up and looked back down at her, as if judging the obedience of his new pet. She smiled meekly and stood up, now making sure that her eyes were slightly cast down in deference to her position of subservience to Frank. He reached his hand out for her to take, and she followed him out of the coffee shop. They continued walking to where his Mercedes was parked in a back alley. Ever the gentleman, Frank went to the passenger side door first and opened it for Kayla, offering his arm to help her as she slipped into the leather seat of the car. He closed the door behind her, then went around to the other side and got into the driver's seat. The windows were all tinted except for the front windshield, offering a decent amount of privacy from any passing foot traffic.

Kayla sat in the seat of the car with her hands folded in her lap, her head slightly bowed. She waited patiently as Frank seemed to look her over, giving her a much more intense look than he had in the coffee shop.

"Well slut, I think you need to give me something to prove your submissiveness. How about your panties? You're not going to be wearing panties from here on out unless I allow you permission, a good sub should always be ready to give herself to her Master at a moment's notice." He reached out and lifted Kayla's chin ever so slightly with his hand, gazing into her eyes as she slowly reached down to the hem of her skirt. She did her best to hold his gaze as she hiked up her skirt enough to reveal her lacy panties. Frank leaned back and drank in the view as his new slavegirl meekly rolled her panties down her creamy thighs, exposing her petite package locked inside its metal prison. Kayla dropped her panties down to her ankles, then pulled them off and offered them to Frank obediently. He took them from her with a smile, reaching down to cup her chastity cage with his other hand as he did so.

"So this is mine now" he stated firmly, "under no circumstance are you allowed to pleasure yourself with it unless given explicit permission. You may have a bit more freedom with your pussy, but even for that you must ask before you play with yourself." Kayla pouted slightly at this, for as much as she wanted to be the perfect submissive for Master, she also knew that the denial would drive her absolutely mad.

"Yes Sir. Please Sir, may I have the pleasure of sucking Sir's cock? I would like to show you what a grateful slut I am for making sure that I behave..." she fixed Frank with a pleading look and licked her lips ever so slightly, already intensely horny from being ordered around.

Frank simply chuckled and unbuckled his belt and pants, releasing his cock from his jeans. Kayla couldn't help but moan as she reached down to stroke it slowly. His cock matched the rest of him, perfectly proportioned, large but not to the point of being obscene. Using one hand she tugged on the shaft ever so gently, almost salivating at the thought of wrapping her lips around it. She forced herself to wait however, making sure that her Master was fully erect before hungrily lowering her head down to a position where she could slide his cock into her mouth. She moaned huskily as she took it as far as she could, gagging just before hitting the base. In anticipation for this meeting, she had trained herself to deepthroat with her toys, but this was so much better. She sucked him faster and faster, until he grabbed her hair and forced her to take long, laborious pulls at his shaft. With each downstroke he held her there, pushing her past her limits more and more each time. She couldn't help but gag now, feeling the involuntary tears running down her face, destroying her carefully applied makeup. She dutifully kept sucking though, intent on proving her devotion to him. She shifted in the seat so that her exposed ass was sticking up, and Frank reached his hand back behind her, grunting with approval as he felt the large plug nestled in her ass.

This continued for what seemed like a blissful eternity, Kayla gasping for air as she choked with each stroke, loving the feeling of complete and utter surrender as her Dom played with her plug. She completely lost herself in the rough facefucking she was receiving, moaning loudly as she shuddered through multiple frustrated orgasms behind the metal of her chastity cage. Finally Frank held her down as he came, his massive cock buried deep in her throat. His cum shot straight down her esophagus, her eyes wide as she stared down into his lap, waiting for the huge load to finish emptying into her mouth. When finally it did, Frank slowly let her up off of his shaft, leaving a massive trail of jizz and spit running down Kayla's chin as she gasped for air.

"Tha.. Thank... Thank you Sir.." she managed to gasp out, not even bothering to wipe the sticky mess off of her face. If she was going to be his sub, she was determined to be completely and utterly dedicated to it. He smiled at her as he tucked away his cock, trying not to laugh as she pretended to examine her makeup in the car mirror. Of course her face was an absolute mess, running mascara, cum and saliva covering her mouth and lips, dripping off of her chin and down between her cleavage. She shrugged and put away the mirror, seemingly accepting her appearance.

"All right Kayla, you've shown me you're of some use at least. That was just a taste though, I need to know that you have the endurance to serve me. We're going back to my place, and I'm going to use you as I see fit, for as long and as hard as I'd like. If this breaks you, well, that just means you weren't cut out to be my slave." He stated this matter-of-factly, and Kayla nodded her agreeance, still reeling from the brutal throatfuck. She made no attempt to clean herself up, her skirt still hiked up past her messy clitty, a slow drip of cum slowly making its way down between her tits under her top. Frank started the car, and they made the short drive back to his house on the more expensive side of town.

The sun was just beginning to set as he led her up to his place, allowing her to pull her skirt down to hide her clitty, but making sure that her face was still a sticky mess. Anyone who saw the two of them would know exactly what had taken place, the black trails of makeup running down from her eyes giving away the messy blowjob she had given.

They went inside, and Frank immediately ordered Kayla to strip for him. In the dim light of the foyer of his large house, the petite trans girl slowly gave her Master a strip tease. First was her top, followed by the lacy bra she had on underneath, revealing her perky b-cup breasts. Lastly she shook her hips sensuously, slowly dropping the long flowing skirt off of her slim frame until she stood there in front of him, naked except for her chastity cage. She lowered her head, with her hands carefully resting at her sides, a perfect picture of submission.

"Go to the living room, you'll see a cane setting on the table in the middle of the room. Go get that and meet me in the kitchen. Quickly, slut."

Frank smacked her on the ass, hard, as she turned to try and see where his living room was in the fading light of the evening. Seeing it around the corner, she trotted off obediently, her ass still stinging from where he had struck it. The cane was resting on the coffee table as he had said it would be, very obviously placed there beforehand with intent for use on Frank's new sub. The thought set her heart racing, even though she knew that her poor backside would most likely be taking much more punishment than just the one slap he had already given it. She retrieved the thin cane, and walked to where Frank had just turned a light on in the kitchen.

"Hands on the counter." She did so obediently, arching her back to present her smooth, pale backside to him. The first strike from the cane was a shock. The line of stinging fire it left on her ass was enough to make her bite her lip to keep from crying out in pain. The thirty or so strokes he gave her after that were more than enough to make her break down and cry as he landed blow after blow. When finally he had stopped, her bare ass was covered with angry welts, yet still she arched her back, leaving her abused ass to the whim of her Master. This seemed to please Frank, and he gently reached for the base of her plug, pressing it in and out of her, fucking her with it slowly. Her cries of pain quickly turned to moans of pleasure, finally gasping as he pulled it out of her. He quickly set it aside and pushed himself into her, burying his stiff cock into her hole forcefully.

As he slid into her, Kayla felt her knees buckle, and she should have collapsed from the pleasure of being taken from behind if he hadn't been pinning her against the countertop. His thrusts became more and more vigorous, his strong hands grasping her hips as he fucked her. Kayla found herself begging for his cock, his cum, another caning, anything he wanted to do to her.

"Please, please Sir, fuck my ass harder.. Beat me, spank me until I can't walk. Fuck me stupid.. Fuck.. I need a load in my pussy Sir.. Please fuck me!"

Again, Kayla felt herself leak multiple orgasms through her cage before Frank finished inside of her. As he came she felt his hot cum filling her up, leaking down her thighs, the ecstasy of taking Sir's load sent her into mental overload. Her whole body shook with the intensity of her own orgasm, this one much bigger than the small ones she had felt before. She collapsed onto the counter, panting heavily as she savored the feeling of the mess on her backside. Frank pulled out and replaced his cock with the buttplug, securing the majority of the jizz inside of her ass.

Kayla sat down onto the floor heavily, enjoying the cool tile against her bare skin, the burning from the welts on her butt subsiding a bit. Frank let her rest there for a bit while he made himself a drink, then filled a small bowl with water and set it on the floor next to her.

"Water for my pet." he stated, and stared down at her expectantly. She dutifully leaned down and lapped up most of the water. She looked up at him, a naked, shaking mess, with water dribbling down her chin from the bowl. There was really no way to drink water from a doggy bowl gracefully, but she was sure that that was why he was making her do it. He smiled at the sight of her doing her best to please him, and he lent her a hand to help her up. Kayla stood up slowly, still sore from being caned and then fucked so thoroughly.

"Follow me then, let's get you upstairs and into something more comfortable for bed."

Frank led her up a large carpeted staircase, and Kayla admired the truly lavish house that her Master inhabited. As he led her into the master bedroom, she took in the huge bed with an exquisite metal framework headboard, silk sheets, and a mountain of pillows. She knew that she would be spending a lot of time on that bed, one that was clearly intended for all sorts of devious activities. That was, until she noticed a small cage next to the side of the bed. Well, she might still get fucked on the huge bed, but she wouldn't be sleeping there.

He continued into a huge walk-in closet, which appeared to be almost completely full of lingerie, high heels, sex toys, and a few very lavish dresses.

"I took the liberty of purchasing some things I'd like for you to wear, all of this is yours to use. Pick something for bed, there should be plenty to choose from."

Giddy even through her exhaustion, Kayla pulled a dark purple nightie from one of the hangers and pulled it on, not minding the mess that covered her ass and crotch. If Sir wanted her messy, she would stay messy. Slipping on the exquisite silk down over her head, she admired how good the purple silk and lace looked on her fair skin. She walked back into the main bedroom, careful to not seem too excited about this new situation.

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