Waifu Royale 2.0 winner #3 :: Plaything :: (Patreon)

You can read the story and see the illustration here for free.

The winning prompt was:

The repairwoman is a younger, geeky and shy lady with a dick. Jun rides her and cajoles her into becoming her personal unpaid IT service.

I ended up extrapolating a bit and adding quite a bit of femdom into the mix here. I hope you like it!

Madison hated her job sometimes.

Fixing computers? That, she loved, that was not the problem, the clients were. Some days it seemed like half the people living in LA were certifiably insane. What was wrong with showbiz people? Did the cameras emit some sort of radiation?

Like, the gorgeous... Problem before her.

"Hmm? You're done? It's fixed?" The woman reclining on the fancy looking couch asked. "My that was quick... I knew that you'd be... Good with your hands."

Madison really wanted to respond, but her mouth turned to mush. Yes, her shyness was a factor, but it was more that Mrs. Jun's legs and breasts were pretty much bare. She was clad only in a rather skimpy sheer bathrobe and mind numbingly sexy stockings coupled with a garter belt that made Madison's cock threaten to harden.

And her face! God, her face! High cheekbones, smoky eyes, the grey streaks in her black hair. Was the woman trying to seduce her? It made no sense! She was just... herself. She was nothing. No, this was some weird showbiz power play.

"As for the matter of payment... I am sorry dear, but I seem to have misplaced my wallet." The half naked woman continued. "Now... What are we going to do about that?"

Ms Jun acted nothing like this when she led Madison to the computer room. She was normal! Madison did a quick google search for the woman's name, which she got off of a movie poster hanging in the hallway. Na Jun, fifty two, a big actress back in Korea. Madison did a little 'I just met a famous person' dance and got back to work. Best not to make a pretty lady wait.

Now, here she was standing in the woman's plant room( Solar? Lounging room? Boy, this apartment was huge), fighting off an erection and an anxiety attack.

"I- Uh... Y-you could Venmo me the-" She managed to say, her mouth somehow both too dry and too wet at the same time.

Ms Jun smirked and crossed her legs in a way that made Madison feel faint. "Oh... I'm sorry I am horrible with all that... Technical stuff..." She said, waving her hand. "I was hoping that we could come to an... Agreement."

---

There were very few things Jun enjoyed more than seeing a pretty girl in distress... The moment she saw her on her doorstep she decided to have some fun. The cute little thing could barely look her in the eye!

Now, the young woman stood before her, all cute and awkward. Ripped jeans, a black t-shirt with a logo of all things... For God's sakes she even wore a beanie indoors! What was with young women these days? She was so pretty Jun's heart hurt. And teasable too, it seemed. 

She arched her back, letting the bathrobe slide apart just the right amount. The soft material sliding across her hardening nipples easily. The girl's eyes nearly bulged out of her skull and hit her glasses when she saw that.

Jun was about to kick the poor thing out without paying (a little game she liked to play), when she saw the beginning of a rather interesting bulge in the little nerd's pants. Jun was not in the habit of actually sleeping with the help, but... Well... She did not become who she was by throwing away opportunities.

The girl mumbled something while making a vague gesture to Jun's phone, but she paid it no mind. She sat up and re-crossed her legs, making sure the girl could get a good view of her panties. My, the little thing looked to be starving... She leaned in and allowed the bathrobe to slide off her shoulders.

"I am sorry dear, did you say something?" She whispered. "Come closer..."

The girl- what was her name? Marry? Mindy? Mindy shuffled closer to her, her hands nervously cupped in front of her crotch, utterly failing to conceal a growing erection. 

Now... That was just too cute!

---

Madison prayed in vain for her cock to go soft as she looked down on Ms Jun.  She tried to explain Venmo again, but somewhere between her brain and lips the words turned to mush. 

"I- I'll just- I'll just go. Thank you!" She said, in a fit of desperation. Fuck the money! Technically, she needed it desperately (again, the economy), but she could not stand this any more.

"No! No, no no! That we can not do!" Ms Jun was on her in a blink of an eye, her arm sliding across Madison's shoulder. "Hard work needs... Compensation..."

Then in what was possibly the most arousing move Madison had ever seen, Ms Jun leaned in and whispered into her ear, her voice honey sweet. "Is there... Anything... Anything at all you would want from me... Mindy?"

The woman's breath in her ear was so hot and arousing that for a brief moment she forgot that her name was not Mindy. Then she felt one of Ms Jun's naked breasts pressing into her arm and realised she couldn't quite remember what her name was. Maybe it was Mindy?

Fuck it, she could be Mindy. For this woman, she could be anybody she wanted her to be.

By then she realised, of course, what the woman was getting at. And she wanted it so badly it hurt, but... She was not the best at picking up signals, and if there was even one percent chance that she got it wrong, the sheer awkwardness of it would actually kill her.

"I- I could take... Uh.. Barter... That lamp looks nice?"

"That lamp cost two thousand dollars."

Well, now she was out of ideas.

"How about..." A slender finger traced its way up Madison's clavicle and up her throat. "You did something for me... I could do something... To you..."

Mindy could think of a couple things that Ms Jun could do to her... Wait! Madison! Her name was Madison! Oh, whatever! Her cock was straining against her jeans, and she was certain that the woman could see it. She let her hands fall to her sides and was rewarded with a low chuckle.

"I- I'm sorry- I- I can't- I can't say it..." She whimpered, ashamed. A worm wriggling around in front of a goddess. "I'm not good with- with-"

"Shhhh..." Ms Jun murmured in her ear. "That's fine. Sit down."

Relieved to have a goal, Madison walked over to the couch when Ms Jun tutted at her, freezing her in her tracks.

"On the ground," the woman said with a sigh, as she herself sat on the couch. Her perfect legs spread wide. "Kneel. Here."

Madison knelt down between those legs, feeling lightheaded. She stared between them- at the dark panties hugging the woman's hips. At the raised mound of her pussy, hidden behind just a thin layer of fabric. Her mouth watered at the thought of what their positions meant.

"As payment for your service..." Ms Jun said with an air of great charity. "You may put your mouth... Anywhere you want below my waist..."

---

Jun felt herself grow wet at the sight of this shy little nerd slowly leaning in and kissing her right thigh. It's been a while since she was properly worshipped. The series of unbearably timid and tender kisses Mindy placed on her thigh was pleasant enough, but not satisfying. She wanted to just grab that beanie and press her head into her aching pussy, but she stopped herself. Patience was key with ones so skittish... She let the geek kiss and nibble on her thighs for a while.

"When I said 'anything below my waist' this is not what I meant..." She said as she patted her pussy mount to illustrate the point. "Are you trying to tease me?"

The girl tittered something unintelligible and somehow blushed even harder. Jun sighed and placed her head on the girl's head. At least the hat seemed to be made of good quality wool. Alpaca? Either way, she pulled the girl to where she was meant to be.

After a moment of hesitation that made Jun even more intent on utterly draining the geek, she finally placed a kiss onto Jun's panties. She rewarded the girl with a soft moan of pleasure. Emboldened, Mindy got to work. She licked and sucked all over Jun's pussy, soaking her panties with her saliva. Before long, Jun began softly moaning, enjoying the girl's efforts as well as the sight before her.

The girl was so focused on her task, she forgot to be shy about it. Her thick glasses were askew in a most adorable way, her eyes were hooded and focused on her prize. The sight was almost enough to make Jun come.

She longed to take off her panties and let the girl taste the real deal, but that would require her to take off her garters which would have to be a whole production in and of itself. No, that would not do.

"Now, keep going Mindy... I am almost there," she whispered, as she grabbed the girl on both sides of her head and ground herself against her mouth. The needy whimper that escaped the girl was all she needed to keep going.

She thrust her hips out, over and over again. The girl closed her eyes and scrunched her eyebrows adorably, clearly enjoying being used. That eagerness, that surrender was what did Jun in. The orgasm made her quiver, traveling from the tips of her toes to the top of her head in a powerful wave.

Yes, she was keeping this girl...

---

Madison could hardly believe what she was seeing. This beautiful woman moaning and shaking because of her? She dared not stop licking and kissing Ms Jun's pussy, even after the woman fell silent. She eased off on the intensity, but she kept up, enjoying the taste of the pussy juices that soaked through the thin material of the panties. All the while, her cock was so hard it hurt.

"Mmmm... There you go..." Ms Jun whispered after a long time. "I suppose... That makes us even?"

What? No! No! No! No! Madison needed to come! She had to- A needy whimper escaped her despite herself and Ms Jun heard it. She sat up and ran her hand through her long hair.

"Oh? Do you disagree Mindy? Did you not... Enjoy yourself?" She asked with a smirk playing on her full lips.

Hell yes she disagreed! The pussy eating was great, true, but it wasn't- did she agree that this would be it? Madison was so aroused she could not quite recall exactly how she ended up like this, but- but- but-

"How about this poppet..." Ms Jun said as she reached out and wiped some drool off of Madison's chin. "I see that you're in need right now... I could be persuaded to... Help you with that."

Madison nodded like a fool. "A-anything... Anything you want... Please!"

"Anything?" Ms Jun whispered, a slow predatory smile spreading on her face. 

"Yes- please. Anything!" Madison whimpered.

"I can work with that..." Ms Jun said and patted the seat beside her. "Now sit and take your pants off."

Madison scrambled to do exactly that. It was not even five seconds before her jeans and underwear were pooled around her ankles. She cringed when she realised that she wasn't told to take her panties off, but Ms Jun did not seem to mind. She was too busy staring at Madison's cock.

"Oh... Well... Oh yes, young lady... I will... Make good use of you..." She whispered, halfway to herself. "Now, lift up your... Top. I want to see your body."

She obeyed without delay, but blushed when Ms Jun raised her eyebrow at the ratty old sports bra she was wearing. She lifted it out of the way, her face burning. There! A pair of small ass breasts for a goddess to behold. She closed her eyes. This was too much.

She heard some rustling and then a warm grabbed her breast roughly, making her gasp. Ms Jun kneaded her breast without mercy, then pinched her nipple. Madisonn bit her lip, lest she moan like a freak. Another hand joined the first, exploring the belly and lower, digging into her pubic hair. God, when was the last time she trimmed herself?

"Very good..." Ms Jun whispered as her fingers slid around the shaft of Madison's cock. "Are you enjoying yourself?"

"God, yes." 

Ms Jun threw her leg over Madison's lap and straddled her. She was so surprised she opened her eyes and looked straight into Ms Jun's face, mere inches above hers.

"Good. Then let us discuss terms," the woman said with a smile. "What would you be willing to offer me?"

As she asked the questions she lowered herself onto Madison's painfully erect penis, her hand guiding the head between the folds. She allowed just the tip inside and it already felt like heaven.

"Anything! I- anything!" Madison said. "Please!"

---

It has been quite a while since Jun had a plaything like this one. Yes, the suitors never quite ceased- but the truly fun ones? Once upon a time, back when she was able to be more open with her desires they were easier to find. Now? In the US? Too much controversy was bad for business... Fame did have some downsides. 

Jun decided that the girl whimpering below her was hers now. Now, all that was left was to make it official.

"Tell me... Mindy..." She began as she allowed herself to take in just a bit more of the thick shaft. "Can you set up a home theater?"

"I can learn!" The girl said quickly.

"How about... Managing social media?" 

"Yes! God yes!" The young woman cried, her hips pumping up and down desperately. Jun made sure to move with her to deny her any pleasure.

"Well then... " Jun whispered as she grabbed the girl's impossibly needy face in both hands. "Perhaps we can talk..."

"Yes..." Mindy opened her little mouth as if she expected a kiss. Jun had half a mind to spit into her mouth, just to see the girl thank her for it, but that would be unwise. She did not want to spook the girl, just yet.

Instead she lowered herself onto the erect penis and enjoyed the faraway look the girl's eyes took. Jun ground her hips into the girl's a couple of times, reveling in the shape and thickness of her. What a little gem she turned out to be.

Well, not so little. 

But enough pleasantries! "One last thing Mindy... Do not come before I do." She leaned in, bringing her lips right next to the girl's. "It would make me very unhappy... Understood?"

Mindy nodded so eagerly, her beanie almost fell off. Jun could not help but torture her a bit. She leaned back and shifted her weight- angling her hips in just a way she knew would feel amazing to the poor girl. Then, she began to ride her.

She put every single ounce of her skill into bringing as much pleasure as she could to the trembling nerd. It's been too long since she had this much fun! Oh, the poor thing did not even dare to touch her! Her hands still twisted into her t-shirt, which she held up to show Jun her perky little breasts.

She reached out and grabbed onto Mindy's hair, just behind her ear. The girl gasped, but did not protest. Jun twisted her hand into a fist, enjoying the way Mindy's face twisted in pleasure and pain. Did she enjoy the pain? How much could she take? So many possibilities! It was all she could do not to slap the girl. Not today! Be patient!

Instead, she bounced up and down, on Mindy's hard twitching cock, drinking in every moan and gasp she forced out of the girl. The exact moment when the girl realized that she was not going to last was beautiful. The way her eyebrows scrunched, her lips pinched, her eyes taking on such desperation. 

The girl babbled something about slowing down, or some such nonsense, but Jun did not listen. Her own orgasm was not far away. The girl whimpered pitifully, her hips pushing against Jun's with such desperate eagerness, Jun almost fainted with joy.

She laughed when the first pump of the girl's cum filled her. Then another, and another, more and more- the poor thing was really backed up! The warmth of the seed inside her, the twitching cock driving in and out of her, and the desperate moans of the girl below her were enough to bring her over the edge again. Jun threw her head aback and kept grinding against the girl, reveling in her whimpers as her own orgasm rocked through her.

She kept at it, for a while after they both came down. My, what a nice day this turned out to be! Jun sighed deeply, and looked down at the trembling mess below her.

"What did I tell you, Mindy?" She asked, making herself sound furious. She was an actress after all.

"I'm- I'm sorry..." The girl whispered miserably. She was just too precious.

"Sorry for what? Stop mumbling! Speak clearly!" Jun asked.

With visible effort, Mindy looked up into Jun's eyes and spoke. "I'm- I'm sorry for coming before you."

Jun ground her hips into Mindy's again, making her squirm. Again, and again she did it, drinking the girl's shame in. Could she keep going? Keep grinding on the girl's oversensitive cock until she made her come again, then make her clean her out with her tongue, then tie her up, spank her, then- Jun forced herself to stop.

"It's alright, dear..." She whispered. "You will make it up to me, right?"

"Y-yes!" 

"Starting now, you're my... IT intern."

Mindy's smile was so brilliant Jun wanted to bite her ear until she cried. Instead she leaned in to place a kiss on her forehead. Mindy ducked her head and looked away. "Thank you..."

"Wait here," Jun said and stood. She went to her bathroom and cleaned herself quickly. Then, she returned with a warm wet washcloth and cleaned Mindy's now soft cock. Then she spent some time combing her fingers through the girl's brown hair. Mindy closed her eyes and let her do it, without a word.

"You're quite beautiful Mindy..." Jun whispered, as she tended to her. "You have no need to be so... Reserved."

"No- No... I'm-"

Jun grabbed her by her chin, and forced the girl to look into her eyes. "Do not argue with me. You are pretty."

---

Madison burned under Ms Jun's gaze. Yes, some could say she looked ok, but not like this woman! But- but Ms Jun's eyes did not allow for disagreement.

"I- I am pretty," she mumbled. The words burned coming out.

"Yes. You are." Ms Jun said as she stood up. "Now, I am rather busy today... I have your number. I will call on you when I need your... Services."

And then... She simply left the room. Madison sat there for a moment, trying to gather herself. Then, with a jolt, she realized that she was half naked and dressed herself. Not wanting to test the woman's patience, she got out of the apartment as soon as she could. The cold autumn air hit her hard, cooling her skin too quickly.

Madison clutched her phone in her hand, willing it to come alive with Ms Jun's number as she walked to her car.

---

Na Jun enjoyed a glass of wine as she watched the girl leave, delighting in the longing she saw. It took all her patience not to call her back right now. It would not do.

Perhaps in a week? No, that was too long. She would call in three days from now. One day for the girl to reminisce, one to hope and one to despair. Any longer than that and memories would start to fade... She wanted the girl fresh.

She was going to squeeze everything she got out of that young woman.

She could hardly wait.