Ruby's Rising Interview (Patreon)

 Harriet wasn’t one to steer Ruby wrong, but her reluctance to share details did give Ruby some concerns.                           

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If it hadn't been for the nagging concerns creeping in the back of her mind, Ruby might have realized that the third clarification from the secretary was overkill. Still, though, Ruby couldn’t help but make sure that the room behind the door she was in the process of opening was the correct one. A few cautious glances directed to the surroundings of the office left the silver-eyed batter afraid that despite the plethora of assurances given to her she still managed to miss the interview room she was directed towards.

“It was the third door on the right, wasn’t it? Oh, come on now, Ruby, you know she told you it was the third door on the right. What’s got you so worried anyways? It’s not like blowing this interview will land you right back on dad’s couch while you beg for your old cashier job back because everyone was right, and there was no way you ever had a chance at being anything more than some loser baseball player….” The creeping worry of Ruby’s worst-case scenario proving correct brought out a nervous chuckle from the silver-eyed woman after she had finished her long-winded ramble. A timid smile spread on her lips as she tried to laugh away her worry as she stepped one foot into the empty office. One step was all Ruby could take before that creeping nightmare refused to fade despite her attempts to laugh it off. With her smile fading into a concerned frown, Ruby quickly retreated that foot back as she closed the door.

“You know…maybe she meant the third door in the next hallway. Maybe I should check with her real quick.” Ruby said as she turned on her heels to question the secretary back at the entrance of the building. Before Ruby could make much progress, however, she was shocked to find a pair of red pupils basking in a pool of black irises that rested inside the face of a woman staring back at her. Ruby’s surprise guest was wearing a sly smirk as she quickly broke the eye contact she shared with Ruby’s silver-eyes after a few seconds. The woman didn’t say anything, but Ruby could feel the blush on her face building brighter and brighter as she noticed the woman’s gaze travel down away from her face. Ruby could feel the woman’s piercing gaze undressing her as she continued to drink in every inch of Ruby’s body.

“Cute uniform, I assume you must be, Miss Rose, am I correct?” The business-dressed woman’s tone was soft and playful despite the transfixed gaze in her eyes. It took Ruby a few seconds to find her voice before responding to the woman’s question.

“I…uh…just Ruby is fine.” Ruby couldn't help but speak her words in a nervous tone as she could feel the woman’s gaze fixate on the v-shaped window that hinted at the silver-eyed batter’s cleavage. Ruby could count on one hand the number of times she’s shared her body with another woman. Yet, despite all Ruby’s inexperience with flirtatious habits, she could tell that this pink-skinned woman was interested in exploring more of Ruby’s body. Ruby could feel the heat on her face radiating hotter as the woman let out a low chuckle as she inched closer to Ruby. She was leaving little space between her and the door-pinned woman.

“Ruby then, a pleasure to finally meet.” The mysterious stranger said as she grabbed Ruby’s hand to kiss the flustered woman’s knuckle. “If we are dropping the formalities, you may call me, 21.” Stunned by the woman’s allure, Ruby could only think to let out a nervous chuckle before giving an ill-thought-out response.

“That’s kinda funny. That’s my age.” Ruby said as she continued her dumbfounded stare into the woman’s explorative eyes. The same eyes that continued appeared to be fixating on the curves of Ruby’s waist. Ruby focused more on keeping her thoughts from envisioning the woman’s hands grabbing them than on forming cohesive sentences. The only thing capable of breaking Ruby from her spell had been the mesmerizing laugh from 21 as the white harried woman reached past the flustered woman and opened the door.

“Oh, you are an absolute treat; I’m looking forward to our interview, Ruby.” 21 said as she slowly sashayed past the flustered woman. 21 placed her hand on Ruby’s cheek as she arrived at her side and allowed it to linger there for a few seconds before slowly dragging it along her cheek as she continued into her office. It took Ruby a few seconds to break free from the trance of the hypnotic stare she was giving to the woman’s swaying hips before she followed the woman’s lead, making sure to close the door behind her as she entered the office.

Ruby was about to sit on the couch in front of the desk near the window overlooking the streets below, but the moment 21’s rear ended up taking the spot Ruby had been planning on, Ruby’s train of thought derailed. Standing there with her hands clasped behind her back, rocking back and forth on the balls of her feet and heels, Ruby gave the relaxed woman a blank stare as she questioned what she should do. Her thought process was done no favors the moment she noticed the pink-skinned woman undo enough buttons to ensure Ruby’s thoughts were incapable of escaping the sight of her cleavage as she took a deep breath in and then released it.

“Enjoying the view, Ruby?” It took the sultry tone of the woman’s voice to snap Ruby out of her transfixed stare as the silver-eyed batter gave the smirking woman a guilty smile. “It’s nothing to be ashamed of; I know I’m quite the catch, but don’t you think you would get a better view here?” Ruby couldn’t help but let loose a small whimper as she kept her eyes glued to the lap 21 was currently patting. “I’m excited to get this interview underway, and I prefer to inspect my girls as closely as possible.” Accepting the laps of strangers seemed like the type of warning she would have been told by her older sister, and yet here Ruby was, quickly taking the open seat offered to her by 21. Ruby could feel her cheeks growing brighter as she straddled the woman’s lap and rested on the woman’s lap, an action which quickly alerted Ruby to the level of investment the pink-skinned woman had in her based on the bulge she could feel pressing against her shorts. Afraid of the depths of depravity her mind would delve into, Ruby was quick to avert her gaze from the woman to take in as much of the decorations surrounding the office. Ruby had hoped that she would find a piece of art or some sort of decoration that would distract her, and yet the various scandalous works of art that either were hung from the walls or were placed on a desk would prove to hamper the athlete's efforts.

“Gods above and below, I can already tell I’m going to enjoy bringing you into my organization.” Twenty-one said as her hands found themselves exploring the curves of Ruby’s waist. Ruby couldn’t help but let out a small yelp as 21’s hands quickly slipped under her baseball jersey, now enjoying the warm flesh of the woman’s waist. Still attempting to keep her lustful thoughts at bay, Ruby quickly accepted any invitation away from the hands, enjoying her body.

“Um…so…you mention an organization? I know Harriet recommended I give you a call, but she-ahhh….” Ruby had to take a break in her words as she found herself bucking her hips forward as one of 21’s hands found themselves slipping into Ruby’s shorts. From there, 21 was free to enjoy the soft shape of Ruby’s ass as another hand traveled upwards to the woman’s breast. Ruby had to close her eyes to focus on the next words she wanted to say while sparks of pleasure erupted inside her as 21’s hand fondled her breast. “I…ahhhh…What am…What am I going to be doing?” Twenty-One chuckled as she slowly dragged her hands away from Ruby’s body. A small whimper escaped Ruby’s mouth as she finally directed her eyes back to the woman before her. As much as she had been trying not to focus on it, she missed the woman’s hands and hoped that by giving her attention, 21 would continue.

“So, Harriet recommended me, huh? I’ll remember to give her an extra special reward later.” Twenty-one said as her hands reached up to Ruby’s chest. The pink-skinned woman was quick to undo the buttons on Ruby’s jersey to spread apart her shirt and reveal the blushing batter’s perky breast. Ruby bit down on her bottom lip in anticipation of the replacement of the cool breeze traveling across her breast for the warm hands of the pink-skinned woman before her. “But for what you’ll be doing, that’s simple.” Twenty-one said before placing her hands on Ruby’s breast so that she could resume groping the woman’s breast. Ruby pressed her chest further into 21’s hands as she instinctively moved her hands toward 21’s chest. “Ohh, handsy, aren’t you? Well, don’t be afraid to enjoy the girls. I know Korsica loves to touch them when I’m fucking her.”

With the woman’s hands working wonders on her breast, Ruby was in the perfect mindset to act on her burning desires as she spread apart the woman’s blazer and pulled down on the woman’s undershirt. The sensation of 21’s hands kneading and groping her breast was already sending intense waves of pleasure through her body, but the soft moans that escaped the pink-skinned woman’s mouth as Ruby’s thumbs began rubbing against the woman’s nipples. At the same time, she groped her breast, sending shivers down Ruby’s spine.

“So you know how to use your hands then, that’s good to know…ahhhh.” Twenty-One ended her sentence with a dreamy sigh as her head fell back and a content smile spread across her face. After a few seconds of basking in the pleasure, 21 returned her gaze to the blushing batter’s face as she spoke. “But back to the business at hand, it sounds like Harriet wanted to keep the details of her work a secret, so allow me to fill you in.” Twenty-One said she was about to explain her business model to the moaning woman, but at the end of her sentence, a devious idea hatched inside the woman’s head, as evident by the sly smile that spread across her face. Before Ruby could recognize the plotting smirk on 21’s face, a quick jolt of ecstasy erupted inside her as she felt a smooth object slip into her shorts. The lustful explosion was created as she felt that presence quickly insert itself into her tight vagina. The insertion was easy at first, but as the insertion continued, Ruby could feel an intense wave of pain intertwining with the pleasurable sensation as she felt the object grow thicker as it continued to work its way inside her. Ruby threw her head back and let out a loud cry of pleasure as the strange presence pumped in and out of her steadily. Confused at first, Ruby glanced over her shoulder to find that the pink tail attached to the woman was sliding in and out of her pussy. Twenty-one used the tip of her tail to explore the inner walls of Ruby’s vagina to find the spots, which coaxed a strong reaction from the silver-eye woman.

“Now, as to the day-to-day operations, what I excel in is gathering a wide variety of beautiful bombshells with a talent for an active lifestyle.” The euphoric expression on Ruby’s face gave the sense that Ruby’s focus wasn’t on the description of her job, but 21 was confident that at least some of her words were going through the silver-eyed batter’s head. “You don’t need to worry about much; my job is to find opportunities in which you can excel with your chosen sport, and in between your time on and off the field, make that interest in you doesn’t dwindle.” Twenty-one reached up and gave one of Ruby’s nipples a harsh tug to bring the woman back to her office as she noticed Ruby’s eyes starting to glaze over. “You can expect some fun photo shoots and involved meet and greets with loads of fans that you are going to make, and any other means I can come up with to make sure the name, Ruby Rose, isn’t easily forgotten.”

With her pitch finally given, 21 gave one final push into Ruby’s clenching vagina before slowly withdrawing her tail from the quivering woman’s pussy. Ruby was quick to collapse forward into the woman’s embrace as she worked to catch her breath after the loud euphoric cries that came out of her mouth while her pussy was stretched apart by the woman’s tail.

“And don’t worry, this will be a paid gig with a guaranteed weekly paycheck. We have a rented studio where you’ll be paid hourly for your time, and your services will be compensated when you're on a gig.” Twenty-one said as she slowly helped the young woman off her lap and up to her feet. She leaned close to the woman’s ear and led them to her desk. “And I want this to be as clear as possible, but me fucking you won’t be a part of your responsibilities while under my employ.” Twenty-one reached one hand down Ruby’s shorts to massage the woman’s ass while she used her other to massage her breast. “I just really love fucking beautiful women, much like yourself. If that ever becomes a problem, please let me know.” Lost in her haze of pleasure, Ruby could only nod to the woman to show that she was paying attention even through the small whimpers and moans that escaped her mouth as the pink-skinned woman continued playing with her body.

“Fantastic to hear, now I hope you don’t mind if I bend you over my desk so I can fuck your tight pussy.” Twenty-one said as she pressed Ruby against the edge of her desk before gently bending Ruby over the desk. Ruby let out a sharp gasp as she felt the cool surface of the glass surface of the desk touch her breast. The silver-eyed woman offered no resistance as she felt her shorts pulled down to her ankles. Since Ruby was just as eager for what the woman had in store for her, she was quick to press her naked ass against the crotch of the pink-skinned woman. Ruby bit down on her bottom lip and moaned as she felt that earlier bulge twitch at the presence of her ass. Twenty-one’s response to the eager action was to give Ruby’s ass a light slap as she pulled her skirt down to her ankles. “So desperate, it almost makes me want to tease you to see how long it takes to break you.” Ruby’s response to this possibility was to whimper as she pressed her ass against the woman again. This time a soft moan escaped Ruby’s mouth as she felt the warm shaft of the woman’s cock insert itself between the lips of the woman’s pussy. “But that can be a project for the future.” Twenty-one then grabbed Ruby’s waist, and she pulled her hips back before burying her entire cock into the woman’s drenched pussy. Ruby’s eyes went wide as a scream of pleasure escaped her mouth as the intense size of the woman’s cock far exceeded the tail she had been fucking her with earlier. Twenty-one quickly began thrusting her hips back and forth rapidly as she kept a tight grip on Ruby’s waist. Ruby could tell that the woman’s earlier teasing had left her desperate for an intense flood of pleasure that didn’t stop until she painted the inside of Ruby’s pussy with her cum.

Each thrust forward coaxed a groan of passion from the silver-eyed batter as the desk beneath them bumped from the force of 21’s thrust. Ruby had to tightly grip the edges of the desk as she quickly became overstimulated and struggled to make sense of the flood of pleasure that was flooding through her body at this moment. The intense warmth of 21’s cock sliding back and forth into her pussy radiated throughout her entire body as she quickly began to drench the surface of 21’s desk with her sweat. Ruby could feel the impending eruption of her orgasm creep closer and closer with each thrust delivered against her ass cheeks, but she was desperate to hold off for as long as she could so that she could enjoy as much of her pleasure as she could. This struggle proved more difficult as she felt 21 reach for a clump of her hair and pull back as she grabbed a handful. Quickly losing her will to stave off her orgasm, Ruby tried to communicate with the pink-skinned woman that she was about to cum. Still, she quickly lost her ability to form coherent words as she inched closer and closer to her explosive pleasure.

The only warning 21 received had been the orgasmic cry that came out of Ruby’s mouth as her entire body began to quake. Wave after wave of pleasure quickly overloaded her senses as Ruby’s eyes glazed over and her feelings muddled in the wake of each roaring wave of pleasure crashing against her feelings. With her inability to process much, Ruby wasn’t sure how long 21’s cock continued to pump in and out of her pussy until she suddenly felt a rush of warm liquid begin to flood the sensitive inner walls of her vagina. The warm cum set of intense sparks of pleasure that continued to overwhelm the young woman as she was filled with rope after rope of cum. This continued until she could start to feel a trail of cum begin to creep past the twitching cock buried inside her pussy and down her leg. Ruby couldn’t tell what happened after as she felt herself quickly fall into the black void of unconsciousness.

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Ruby was unfamiliar with how much time had passed, but she could tell that some time had passed as she slowly lifted her eyelids open. She was lying back on what she assumed was the couch in 21’s office with the sun's rays still beaming brightly through the open window, suggesting that it was still early in the afternoon. Letting out a small yawn, Ruby slowly sat upright on the sofa as the memory of her earlier exploits quickly entered her head as she felt a damp stain on her shorts press against her sensitive lower lips. A shiver went through Ruby’s body as she let out a small moan.

“Oh good, glad to see your nap was a short one. I trust it was restful all the same, though?” Looking over to her left, Ruby was getting ready to answer the question 21 gave her but found her words quickly lost as 21 greeted her to a different sight than earlier. There stood 21 at the entrance of a closet in her office, but instead of the business casual attire she had been wearing, she was now in a black cheerleader’s crop top with a pair of short shorts on. She also had a lace garter belt clipped to a couple of black thigh-high socks. The bright red blush on Ruby’s face told 21 all she needed to know about the opinion of the silver-eyed batter towards her outfit. Twenty-one sashayed towards the dumbstruck batter and lightly cupped the woman’s cheek as she bent over before speaking to the woman.

“It’s funny, your friend, Harriet, had the same reaction when she first saw me wear this. Glad to see you two share similar tastes, she’s been a fantastic addition to my growing business, and I just know you’ll be a star edition.” Twenty-one said as she placed a light kiss on the woman’s forehead. Ruby had been left starstruck by the woman’s kind words as well as the generous view down the woman’s shirt being offered to Ruby. “With that said, however, it’s time for the two of us to get going if we want to take advantage of this glorious weather.” Twenty-one’s comment finally broke the hypnotized expression on Ruby’s face as the silver-eyed woman gave her a confused look. “Well, I try not to make it a habit of cumming inside a woman who comes to me for a job and letting them leave empty-handed. Especially when they are so wonderfully qualified for my work, so consider yourself hired! Welcome to the fold, Ruby Rose.”

Ruby’s expression quickly morphs into a wide smile as she leaped from the couch, clasped the woman’s right hand with both hands and gave her an enthusiastic handshake.

“Yesss!!! Thank you so much for this 21!! I promise not to let you down!” Ruby’s tone was excited as she continued to shake the woman’s hand.

“A handshake? That’s a tad bit formal, considering I just finished painting your inside with my cum.” Twenty-one said with a teasing smirk on her face. The blush on Ruby’s face quickly rivaled the red color of her baseball uniform as she retracted her hands and giggled nervously as she scratched the back of her neck. Twenty-one couldn’t help but laugh at the woman’s reaction to her comment before kissing Ruby’s cheek quickly. “Oh, you are just so adorable; now, let’s get going. I always prefer to take pictures with my girls after I hire them, so let's get going while we still have the light.”

“Uh, I’m fine with that, but….” Ruby paused her sentence as she glanced down at her lower half and found that there were still a few lines of cum on her inner thigh that had dribbled out of her cum stuffed pussy. “Can I maybe clean up a little?” Twenty-one couldn’t help but chuckle at Ruby’s comment before grabbing hold of the woman’s waist and pulling her in close to her. Twenty-one’s words were spoken in a low whisper as her mouth hovered a few inches from Ruby’s ear.

“Now, why would I want you to clean up? This picture is for me alone, and I love seeing evidence of my handy work. Especially when my girls were so eager for it.” Ruby couldn’t help but whimper as she could feel her arousal rise as 21’s breath bore down on her ears as the pink-skinned woman spoke. “And besides, it’s not like I’m satisfied just yet. Why clean up when I’m just going to make a mess all over you again?” With her point stated, Ruby was gifted another kiss on her cheek as 21 departed from Ruby’s side as she reached for the doorknob. “Now then, shall we?”

(Wanted to make a fic for this month's theme and thought to start off with Ruby herself. I have a few other prompts to go use for future entries into this AU so if this is something yall enjoy feel free to let me know.)