New Life At The Victorian Motel Ch. 05

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Cat has her first lessons in Lesbian Whoredom, and Anal.
10.5k words
4.68
8.4k
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Part 5 of the 5 part series

Updated 02/20/2024
Created 01/05/2024
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After Cat turned the corner and accepted her submission in the last chapter, I started thinking about playing with the format and style in these next chapters a little more while I decided where to take her story next.

The result is that this chapter that is a little less heavy on the plot developments and a LOT more sexy girl on girl moments as Cat starts her sapphic prostitution education in full. There's a lot of tender moments and sex and a whole middle section with anal training, so you've been warned if that's not your thing.

Thanks again for all the feedback. Hope y'all enjoy the start of Cat's next phase!

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CHAPTER 5

My hands tremble slightly as I run my fingers across the supple flesh of the beautiful woman's thighs and bare pussy laid out before me, feeling the heat and wetness that radiates from her aroused lower regions. This beauty is Samantha, a local regular customer in her late thirties who Mama invited for a free session with me as part of my training.

As she lies naked and expectant for me, I am mesmerized by the sight of Samantha's flawless, tanned skin that glows in the soft light of the room. Her long black hair cascades down her back, framing her oval shaped face like a lush decadent halo. Her round breasts are capped with pointed nipples and large areolas that fade into the rest of her breast. Her thighs are shapely and toned, leading up to a bare pussy that glistens with arousal.

The anticipation in the air is palpable, and my mouth waters with the idea of tasting her. My heart races in my chest, a mixture of nerves and excitement fueling the rapid beat. I can't hold back any longer and I lean down.

I can taste the sweet saltiness of Samantha's skin as I run my tongue over her thighs and lower stomach. I love how smooth and silky it feels against my tongue. The scent of her arousal fills my senses as my tongue gets closer and closer to her center. I am instructed to tease her though, and not bring her release. Much to both of our frustrations, my tongue does not go for a lick of her beautifully glistening pussy lips. All I have on is a pair of mesh backed red panties that cover my pussy and display my ass in full through the translucent material.

"Mmmm, that's it, Kitty Cat," Mama coos from the side of the bed, amusement and desire lacing her usually brassy voice. She's sitting in a plush armchair wearing a silk robe, one leg crossed over the other, sipping on a glass of wine. "Taste her. Take your time." She purrs. "Take in the sweet scent of her desire. You'll find that a woman's taste is lovely all over her body, not just between her legs."

It had been four days since my fateful encounter in the big meeting room. After accepting my submission to Mama and my role in this place, Mama had started getting me used to my new reality. This was the first of many training and learning sessions I was about to endure.

She'd actually been really sweet since I'd accepted my place and I'd be lying if I said I wasn't motivated to continue to be good for her because her positive attention was damn near addictive. When she'd told me that Samantha was coming and I was expected to service her, I'd been both mortified and excited. That feeling of my sexuality being cheapened came back, but with it came a sense of feeling valued at the same time. It was a confusing contradiction that I'd grapple with during my entire time at the Victorian, no matter how comfortable I got.

I was kneeling at the end of the bed in this luxurious room as I continued to tease Samantha, my tongue running ever so lightly over her thighs, her stomach, her mound--anywhere but where I knew she wanted me most. The woman's moans of frustration only spurred me on to torture her more and it was thrilling in a way I never knew was possible.

Mama had been right. Kitty Cat was coming out to play and she fully intended to make this woman beg. The power that I felt having control over this woman's arousal was becoming invigorating. That was apparently the lesson Mama wanted me to take from this encounter.

"Now Kitty Cat," Mama purred, her voice like velvet in my ear as she moved to stand behind me, her large hands groping my ass through the skimpy panties. "It's time."

My eyes flicked up, meeting Samantha's desperate pleading ones. Her glasses were forgotten on the nightstand, her long hair a mess and her makeup smudged from when we'd made out a few minutes before. I leaned down and finally let my tongue brush against her swollen clit, my heart pounding in my chest as I did so.

Her reaction was instant and intense from all the buildup, her hips bucking up into my mouth as she let out a cry of pure pleasure. The taste of her--intoxicatingly sweet and tangy--flooded my senses, sending a rush of heat through my own body. I worked slowly, savoring every flicker of my tongue over her sensitive nub, every hitch in her breath, every quiver that ran through her muscles.

Mama's hands remained on me, kneading and guiding rhythmically, a physical reminder of who held the real power in the room. She whispered instructions to me, each word dipped in sultry authority that compelled obedience. Per her instructions, my fingers joined the dance, parting Samantha's slick folds to delve deeper into her heat. Focused on my task, I became attuned to her reactions, learning the ebb and flow of another woman's pleasure in a way that was both scientific and deeply carnal.

The room filled with sounds of wetness and female arousal; Samantha's pleading moans mingled with my hard breathing against her engorged lips. I could feel the shift in power within me, a heady mix of submission to Mama and dominance over Samantha's pleasure. It was an addictive combination that sent shivers down my spine even as I focused on the task at hand. My own arousal was a fire burning deep within me, stoked by Mama's handling of my backside as much as what I was doing with my mouth. Her fingers would move up and down my cheeks and then tease me between my legs with a feathered touch. She brushed her fingers against my lips through the sheer material of the panties and whispered "Focusss" into my ear. I shivered right into Samantha's pussy.

The crescendo of Samantha's passion was inevitable, her breaths coming shorter, her moans louder. I felt her body tense beneath me, the quaking of an approaching climax that I was orchestrating with my tongue and fingers. But as she neared the brink, Mama's grip tightened on me, a silent command to slow down, to deny. My heart ached at the cruelty and the beauty of this control - to give such pleasure and to hold it back.

I obeyed, pulling back just enough to frustrate but not to quench the fire I had stoked within Samantha. She whimpered pitifully and I was struck by the effect that that had on my own arousal. I loved having this effect on this beautiful older woman. It was then I realized the duality of my position -- I was both the instrument of torment and the adored pet at the same time. Mama was in control but I was her pleasure tool.

"What do you think I'm trying to teach you here?" Mama hissed into my ear as Samantha squirmed before me.

"To... to control, Mama," I stammered, my voice muffled against Samantha's quivering thigh.

"That's right, Kitty Cat," Mama's approval sent a flare of pride through my chest. "Control is the ultimate seduction. It's not just about giving pleasure, but knowing when and how much to give. This line of work is about both surrendering and taking control. It's knowing your place and when to do which."

I nodded against Samantha's soft flesh, processing what Mama was trying to teach while all my senses and arousal were so heightened. I may have been on my knees servicing this woman, but I was the one holding the reins of her pleasure. It was a heady feeling, and part of me wanted to draw out her ecstasy until she was a whimpering, begging mess (she was already pretty close!). I loved the power I felt controlling Samantha's arousal but I also knew I loved the feeling of giving up that same control of my own sex like I had to my now-coworkers in the big meeting room.

Samantha was panting now, her eyes wild with need, reaching out for a climax that I held just out of reach. Her begging eyes locked on mine, pleading silently for release. But Mama's grip was strong and unyielding--it dictated my actions with an authority that thrilled and terrified me in equal measure. I wanted more than anything to give Sam that release and feel her explode around my mouth, but Mama was the real one in control here. That was the real essence of this lesson, I realized.

"Do you think our Kitty Cat has earned the reward of your release?" Mama asked Samantha suddenly.

Samantha nodded frantically, her chest heaving with each breath. "Yes, please, I need it so badly! Please give it to her!"

Mama chuckled, a throaty sound laced with lustful intent. "Very well. Kitty Cat, make her come for me."

Her command washed over me like a drug, heightening my arousal. I dove back between Samantha's legs, licking and sucking her swollen clit with renewed vigor. Her moans filled the room as I slipped two fingers inside her slick channel, curving them just so to stroke her g-spot as I'd been taught while my tongue assaulted her clit.

Samantha's body bucked and thrashed, her hands weaving into my hair, pulling me closer as she inched closer and closer to release. I felt Mama's presence behind me, an unspoken encouragement as she watched her protégé work. My mind was a whirlwind of desire and intent, focused solely on the task of pushing Samantha over the edge into oblivion, of achieving the lewd goal Mama had set out for me.

And then it happened -- the crescendo - the shattering climax that tore through Samantha like a storm. I was inside her to the point that I experienced it hit as she did. Her hips jolted upwards and her cry pierced the thick air of the room, raw and untamed. I felt her clench around my fingers, the spasms of her orgasm rippling through her as I continued to lavish attention on her sensitized clit, milking every last shudder from her trembling body.

My own body echoed with a pleasure that wasn't mine, set ablaze by the sight and sound and feeling of what I had wrought upon another woman. I did this. I made this woman's body do this. I brought her this pleasure. That knowledge was almost as arousing as if I'd been the one being fucked.

At Mama's encouragement, I slowly slid my lips off of Samantha's clit and my wet fingers from her folds as she came down. We made eye contact and shared a momentary grin of satisfaction with one another.

"Whew if that's what your new girl can do during a training session, I can't wait to find out how she'll do when I pay her." Said Samantha as she sat up. Her matted sweaty hair still clung to her face. She leaned down and placed a sloppy kiss on me where I still kneeled before her.

"Oh we've got high hopes for this one." Mama said, running her hands through my hair. "And high rates."

She winked at Samantha who laughed back. "Worth it I'm sure, especially since my ex hubby will be footing the bill!"

We all had a good laugh about that. Mama slid down to wrap her arms around me while Samantha put her clothes back on. I admit I was a little disappointed to see her uniquely gorgeous body covered up again, though it was before midnight so she couldn't just step outside naked, yet.

Samantha made ready to leave but turned at the door to face me. "Any time you need more training, Kitty Cat, you just ring me and I'll come running."

I swooned in Mama's arms at the prospect of getting to pleasure her again. Samantha adjusted her glasses and soon my training subject was out the door with a seductive wink.

"You did so good, Kitten." Mama said and licked my ear slowly. I shivered as she squeezed me. "I knew you were made for this."

Over the past few days, my life had become an unrecognizable whirlwind of sensations and sapphic experiences. I was no longer Catherine Schwartz, wannabe lawyer. Instead, I was Kitty Cat, a prized pupil under Mama's tutelage, being molded into a skilled seductress for her unique clientele. The other girls in the house had started to treat me differently too. It seemed that my submission to Mama had elevated my status among them, and they began to approach me with a mix of curiosity and admiration.

My number of girls I'd ever kissed in my life had ballooned from the five on that first day to sixteen including Samantha. I had a sense that that number would continue to grow but for some reason it felt important as part of my getting used to this new lifestyle to keep track. I guess part of me felt even more empowered as the number increased because it made me feel like a stud. I'd now probably kissed more pretty girls than most or any of the boys who had shown an interest in me combined. Suck on that, losers!

One reason I was sure the Number of Girls Cat Has Kissed would continue to go up was that Mama had made it clear she was intent on molding me into the perfect lesbian pleasure servant, skilled in all matters of the feminine flesh. She started with the basics - how to kneel, how to present myself to an interested lady, how to address her and our clients properly. I was to be demure yet eager, submissive yet confident.

The physical lessons came next (heh, came). Mama taught me how to touch a woman's body, where to caress, where to kiss. I learned the perfect pressure and rhythm to finger a woman just right. My tongue became talented at finding all the delicious little corners and crevices of a woman's sex. I still had a lot to learn but I was enjoying gaining these new skills.

I'd also found myself growing closer to the other girls over these few days, sharing secrets and laughter late into the night. It helped that we were often in very little clothing in close proximity even during casual time. Never in any of the clubs or groups or teams I'd been on growing up in school or in law school had there ever felt this strong a sense of community.

We were bound together by our shared experiences, our sexual interests and our specific understanding of the world based on the work we did. There was an implied intimacy between us all even if we never "worked" together specifically and it was really nice to feel so close to new people almost instantly. There was a comfort to be found among these other women, no pretense or worry about what a guy thought. There was lots of sexual tension of course, but I was finding that the tension that existed between women, even women who did clearly want to fuck each other, was so much less threatening and more natural feeling than I'd ever experienced it with a guy.

I will say it hadn't been all seamless and perfect all the time. Despite these newfound connections, I couldn't shake the lingering doubts that plagued me. How I'd ended up in this situation had not been forgotten, I just was ok with it at least in the short term. My car had been towed to the back lot but Mama had insisted on taking ownership of the car and all of my effects therein as collateral until I worked off what I owed per the contract.

She'd been so kind and accommodating but was rigid and unyielding in this regard, so that was a confusing element to our growing dynamic. In my quiet moments over those few days, especially if I wasn't in sight of a sexy girl to distract me, my mind reeled with uncertainty. Was I truly cut out for this life? If I fully submitted to Mama, would I lose myself in the process? At least there weren't so many of those quiet moments where my mind could wander. I was quite engaged with learning my new skills and carrying out my new "duties" servicing women around the complex. Honestly having all of that to focus on made it easier than letting the worrying thoughts of the ramifications of all of this creep back in. That's probably one of the main reasons I chose to dive so deeply into the lifestyle and accept what I was made to do so enthusiastically.

It certainly helped that I was undeniably and desperately attracted to these women now. I didn't know if I'd always been into girls deep down and just never let myself consider it before, or if it was something these encounters had planted in me, but yeah, seeing all my new friends and coworkers walking around in their various states of undress and getting to kiss and touch quite a few of them had quite a pleasant effect. That made the uncertainty I felt within a bit easier to bear at least.

On day five, after my encounter taking control of Samantha's pleasure, I showered back in my dingy room and put on a sheer black babydoll with a deep v-neck that plunged nearly to my navel. The thin material did nothing to conceal my perky nipples or the thatch of hair between my legs. I stepped into a lacy black thong that rode up into my crease, all but putting my pussy lips on display through the mesh front. All of these garments had been provided by Mama as she was adamant that any of my old clothes would feel like tethers to my old life and I was to embrace my new life as Kitty, to make it easier for myself, Mama had said.

I stood examining myself in the mirror, still getting used to this overt sexual way I was to present myself at all times while under this roof. As I admired my nearly nude form in the mirror, I heard a knock at my door.

"It's open," I called out softly.

The door creaked open and Mama strode in, her heels clicking on the hardwood floor. She'd showered and dressed since our last session as well and was now dressed in her signature leather jacket and tight jeans, exuding her usual confidence and power.

"Well well, look at you kitten," she purred, eyeing me up and down. "You look good enough to eat."

I felt myself blush under her intense gaze. "Thank you Mama. I'd still do anything to wear pants again, but I'm glad you like me in this."

She grinned and nodded. "You're doing so well at following my directives little Kitty. Don't think I haven't noted that."

I nodded back, eyeing her shapely, normal seeming jeans with envy.

"Maybe I'll see if one of the girls has a pair of pants for you once you finish your training." Mama said with a wink, dangling such a mundane thing as a great reward.

"But in the meantime, you have a session with Danni in about 10 minutes." She stepped towards me and ran her hand down my back, cupping my ass cheek and working a finger between my cheeks. "You gonna be ready for that?"

I squirmed at her touch and shivered. Danni was to train me on being a "flexible" anal slut. I had to admit I'd been most apprehensive about this lesson. My ass still felt looser and raw from my last encounter with her.

"Uh, ready as I'll ever be." I stammered out, feeling my cheeks go flush.

"Mmm, I know it's nerve wracking given your relative lack of experience" Mama said, her finger firmly but slowly probing at my back hole "My only advice is that it's more mental than physical, if you can get this little ring to think it CAN take what Danni is giving it, then it will."

I gulped. "S-sure, that simple."

Mama drove her finger in past my anus in a hard strong motion and I gasped.

"I never said it was simple." She said nipping at my ear before pulling her finger back out of me, "just that your mentality can go a long way to getting you where you need to."

She smacked my right cheek and stepped away from me.

"C'mon, I'll walk you to her room, Kitty."

Danni had been waiting for us in her room, her outfit and the look on her face indicating she was all business for me today. She had on a pair of tight black spandex pants that clung to her legs and hips like a second skin, showcasing her muscular thighs and toned ass. The waistband sat low on her hips, leaving much of trim stomach exposed. She wore a matching dark blue spandex bra that barely contained her ample breasts, the stretchy material straining over the mounds of her flesh, making them look even more impressive. Most notable of all to me though, was how prominently her large nipples poked through the material. Her red hair was pulled back into a sleek ponytail that made her face seem even more severe.