A Diamond Under Pressure

You sat in your car outside of Canterlot High, waiting for your sister. It was a crisp fall day, and the leaves were starting to change colors. The ring of the final bell brings you to your senses as you look toward the school for your sister. Then a wave of kids and teens alike flow from the school, a faint smile graces your lips as you recalled all the trivial suffering of your high school years growing up at this school.

You continue to root through the crowd of kids in an attempt to spot your sister, you don’t see her. A hint of worry touches your mind at the thought of anything bad happening to your sister, she meant nearly the world to you and it would be to much to see her in any sort of pain. As the crowd of students beings to thin out you can make out the out the outline of your sister and any worry you once held melted away. As she approaches though, you notice that something isn’t quite right. Rather than her cheery attitude, your met with a dejected, downtrodden look and prior worry resurfaces.

You watch her pull open the door to the passenger seat next to you and silently set herself down, hugging her cyan backpack. You offer one more glance before sighing and pulling out into the street. You continue to drive, hoping she would pipe up, but your hope is dashed when you pull into your driveway and see her immediately try to open up the door.

You quickly lock the door to prevent her escape, and when she realizes she was locked in she finally turned to you.

“Can just let me out?” she replied softly.

“Not until you tell me what's wrong, Sarah”

“Nothing's wrong!”

“That sure doesn’t seem like the case, you didn’t even say hello to me”

“So what, I have to say hello to you?” she snaps, venom in her voice.

You taken aback by the sudden attitude and would seem so is she as she quickly covers up her mouth and returns to her meek state.

“I’m sorry...”

“Hey it's ok,” you reach a hand over and pat her comfortingly on the back, “I just want to know what’s bugging you, is that to much?”

“It’s no big deal.” She turned her head away.

“Come on sis, you know you can tell your big ol’ brother, can’t ya?”
She hesitates a moment.

“Will you get mad?”

“Depends, should I be mad?”

“Well...” she collects her thoughts, “Its Diamond Tiara.”

“Oh… uh, go on”

You had heard of Ms. Tiara from friends with siblings in her grade, and of her tendencies to be no less than a jerk of a person as well as a bully to a degree.

“Well, she’s in my French class and we’re all doing a group assignment, and instead of being partners with Silver Spoon, I got partnered with her,” she looks up to me to see if I’ve gotten mad yet, but I nod for her to continue. “And so I asked her to the conjugations for the assignment, she told me she wasn’t gonna do it. We got into an argument and I called her a… a…” now you were curious.

“What did you call her? A…?”

“I called her a… B-bitch.”

It took a lot to not just laugh at your sisters absolutely savage response, and nodded, lips sealed tight in fear of letting out a monstrous laugh. As soon a you calmed down enough, you replied.

“Well, ha, you’re not wrong,” you let out a chuckle that Sarah shares.

“Ha, yeah I guess.”

“Well, anyways go on.”

“Oh yeah. After I called her a… That, she made fun of my clothes, my hair, and said that all I would ever be would be a-a-a…” Sarah was starting to really lose her composure.

You reach over once more and offer a comforting hand.

“Its ok, just, what did she call you?”

“She said, ” you could see tears on the verge of falling, “A good for nothing slut who’d never get a boyfriend!” She had let loose by this point and was hugging you tightly as she cried. It hurt. It hurt to see your sister like this. It hurt to know that BITCH would do something as low and hurtful to your sister as that. You held her in your arms as she poured her feeling out for you.
“Has it happened before?”

“Huh?”

“Has Diamond Tiara ever bullied you before?” you say with an angry vigor evident in your voice. Sarah meekly nods her head.

“Was it ever as bad as this?” She shook her head. To know that it had never been as bad as this was a relief, but the fact Diamond had done this before was enough to boil your blood.

“Tell you what,” you say. Sarah looks up at you. “I’ll go talk to Diamond’s father,” you state confidently, Sarah seems horrified.

“Nonono, please don’t!” she pleads, “It's not that big a deal, I promise!”

“I’m sure its not, that's why I’m going to speak to him,” you reply with a smile upon your face.

Sarah soon realizes that pleading will take her nowhere and soon relents. The plan you’re hatching in your head brings a smile to your face but Sarah’s mood quickly reminds you of how she feels.

“Hey sis”

“Yeah...”

“Tell ya what, you know Pinkie Pie?” That seems to get her attention.

“Yeah I know Pinkie, didn’t you used to go out with her?”

“NO!” you say a little to fast. You take a breath to calm yourself. “That’s not the POINT. The point is she owes me a favor. How does a dozen of your favorite donuts for breakfast tomorrow sound to you?” Now you really have her attention.

“Awesome!”

“Great! Now how about we get out of the car and get started on that homework of yours?”

“OK!”

Moral dilemma averted.

ooo00O00ooo

You munched on a jelly filled donut as you drove to the high school, you talked to Pinkie yesterday and organised the FREE donuts ahead of time, she did owe me a favor after all. After a tense and awkward order of Sarah’s favorite donuts, you were prepared to hatch your plan the very next day, although Pinkie ominously said something about collecting a favor in return, which slightly concerned you, but not like she’d kidnap you and force you to do the dirty like in high school, right? Ahh, I’m thinking too much about this. Anyways, after dropping your sister off at school, you made a B-line toward the Rich residence. It wasn’t all too difficult to find, and you made your way to talk with the father of such a brat. You and Mr. Rich had a brief conversation lasting less than ten minutes before he bade me goodbye. Now it was fifteen minutes until your sister would be coming out and you decided to go over your plan once more in that time, your grin never shrinking.

It wasn’t until the tell tale sound of a bell ringing, that shook you from your inner thoughts once again and you straightened yourself up. You looked toward the school as you normally did to see if you could spot the figure of your sister out, as well as one other…

After a few moments of searching you spotted sister, toting along a less than enthusiastic Diamond Tiara behind her. You waved them both over with a friendly smile upon your face. Sarah took her spot next to you as she would on any other day while Diamond plopped down in the backseat eyes glued to her phone. No one had said anything, you decided to change that.

“Hello girls! How were your days?”

“It was just fine,” Sarah meekly respond.

You looked back to Diamond for a response. When she finally realized you were waiting for her to say something she piped up.

“It was good until my dad told me I had to go work on a project,” she spat.

“Well that's a shame, I have some donuts at home you might be interested in,” you reply with a smile.

She gives you a less than amused look before shaking her head with a barely audible “whatever” as she returned her attention to her phone. You shrug off her attitude and begin the drive home.

ooo00O00ooo

Your plan was this close from all falling apart. THIS CLOSE. You honestly had no idea how anyone let alone her parents could tolerate this girl. The only thing she has done since she has entered this house has been bitch, and complain about the quality of furniture, food, and anything she thought was offensive or mean. The only thing keeping yourself from ruining your own plan was the thought of what you would do to this BITCH. Speaking of said ‘bitch’, she is seated directly to my right, eyes glued to her phone as you drive her home. ‘Time to break the ice...’

“So… Do you play any sports?”

Diamond glances over toward you with a ‘are you serious’ look.

“Of course I wouldn’t, why would I get sweaty and ruin my makeup.”

OK, deep breath in, deep breath out.

“I was just curious, that's all”

“...”

“... Any favorite TV shows, movies, books?”

She set, her phone down in her lap, and took a deep breath before facing me.

“Look, I know you’re just trying to be nice and polite, but can you please just shut up! Like you’re just being annoying at this point, like try at least be original with your questions.”

“OK ok, i’ll stop it with the questions. But just answer me this one question.”

“*sigh* What?”

“Why do you bully my sister?”

That particular question seemed to put her off.

“What are you talking about?”

“You heard me why do you bully my sister,” that came out more as a statement.

“I don’t bully ANYONE, I only tell them the truth about themselves,” she says in a confident tone.

“So my sister is a slut?”

“H-how did you- you know she isn’t just a slut, but a snitch too, Ha!” she says with a massive smirk.

Your knuckles went white around the steering wheel at those words, and it took every ounce of willpower to keep yourself calm. You took a deep breath once more before springing your meticulously planned trap.

“Ok then,” with that Tiara resumed looking at her phone with a shit-eating smirk. You pull up to the next red light.

“Oh! Hey one more thing really quick!”

“What now?”

“The glove box, could you grab the small leather bag inside?” Your left hand creeped down to a white rag stored in the seat pocket.

“Ugh, fine.” Your fingers curled around the rag and began to bring it into your lap.

“I don’t see, its not there.”

“Oh trust me, it’s there.”

Your right hand fell into your lap and carefully picked up the rag, slowly moving it toward the unsuspecting girl.

“I’m telling you it's not the-MMPH!?”

Diamond’s response was cut short by your hand to her face. What she looked like as she thrashed was unknown as you stared forward unblinking. You clearly didn’t use enough chloroform, she took nearly a full thirty-five seconds before going limp in her seat. You continue on a new route to Whitetail mountain to enact you justice on the brat, and if everything went according to plan, you would get off scot free, and with a little extra to boot. All you could do was smile as you drove on toward the mountain.

ooo00O00ooo

As soon as you reach the top of Whitetail mountain, you got started, and less than thirty minutes later, Diamond was sitting on the bench of a table, sound asleep, and everything was in place. All you had to do was wait, mind as well admire the view. Its really has been too long since you’ve taken time to come here, it was really beautiful. The sun was still in its Autumn sky as it slowly feel towards the horizon. Mr. Rich wouldn’t be expecting his daughter to be home for a good while and he was expecting you to bring her home as well. You took a refreshing deep breath and continued to look out toward the sun, but sudden stirring to your right drew your attention and you sprang up to prepare for Diamonds punishment.
Diamond Tiara sat with a blanket draped over her small form, beneath that blanket however, she sat donning a pair of zip ties, one around her wrists, and the other around her ankles. It is also important to note there was one other particular detail that caused the blanket to lay across her body…

“Uhggg… ” Diamond moaned, squinting to shield her eyes from the sun, “w-where am I?”

You took the liberty to make your way in front of her a attract her attention.

Her head turned toward you still squinting, “Daddy?”

“I can’t say I’m your daddy,” and with that Diamonds head shot straight up, eyes wide.

“But that doesn’t mean I can’t be yours,” you tease.

“W-w-WHAT! Where am I?! What did you do to me?!” Diamond shrieks as she starts to squirm in place.

“Chloroform, I used chloroform,” you reply.

“Let me go!”

“Nope!”

“Aahhhh! You're gonna be in so much trouble when my dad finds out!”

“Who said anything about your daddy finding out?” this gets her attention.

“W-well, I-I’m gonna tell him!”

“When are you gonna tell him?”

“When I get home!”

“And how are you going to get home?”

“I’m!... I’m- I’m gonna… ” it seems she's at a loss for words.

“I’m going to take you home, Diamond. But only if you’re a good girl.”

“What?! NO! Let me go!” her previous anger is faltering.

“No, only if you are a good girl.”

“Fuck you!” well that’s a first…

“Ok, I see how it is,” you take a stride forward, covering the distance between you and Diamond, “but it would seem you aren’t quite aware of the position you are in,” you circle the table until you are right behind Diamond Tiara.

“You’re on Whitetail mountain, miles away from the nearest home. You’re bound by your wrists and ankles, and under watch by a man five years older than you,” you reach for the blanket that lay over her shoulders and prepare to tug. “And last of all… ” with one swift motion, you yank the blanket from atop the eighteen year old, “you’re naked.”

This revelation for Diamond Tiara has an immediate effect as she moves to try and cover herself up. She wasn’t a big girl per say, but she certainly wasn’t small. She had ample, perky breasts with areolas a darker pink than the rest of her body and an ass to admire. Between her legs, laided her untouched slit, as perfect as virgins could be.

“What the fuck! You fucking pervert!” her eyes are trained on you, filled to the brim with malice.

“Oh don’t give me that, if you calm down, you’ll enjoy this, I promise.”

“No! Let me go and give me my clothes right now!”

You shake your head and walk to the trunk of your car.

“Aww, what you’re just gonna leave me, are you too scared to punish the mean ol’ bully?” mocks Diamond.

Unfazed by her words, you pop the trunk and lift out a decently sized cardboard box.

The girl on the seat of the table continued to throw insult after insult until she noticed the box in your hands.

“What’s that?” she demanded.

You remained stoic and simply walked to the table and set the box down. Your captive was now silent, eyes set on the brown cardboard box.

Satisfied with the level of attention from your audience, you began to unpack the box. First can a tall pink plastic bottle labeled Lube. Next came a pair of fuzzy cuffs, a ring and ball gag, rubber bands, laundry clips, metal clamps, a riding crop and a few more unimportant items.

You had been silently gauging Diamond Tiara’s expression, its original hate and anger was slowly but surely becoming a look of trepidation and fear. Her true feelings were revealed when you drew an oversized dildo from the box. It was black and easily the length of your forearm. Her eyes shrank to pin pricks at the sight of the silicone monster and her thrashing began once more.

You chuckled at the sight. Your laughter was cut short as Diamond hopped away, or at least tried to hop away. She leapt from the bench in a vain attempt to escape. She was able to get two good jumps in before succumbing to gravity, but, being the quick thinker you are, launched forward and caught the girl before she hit the ground. You gently carried her back to the table regardless of her irritating thrashing, and laid her chest down on the wooden table, ass hanging off the edge of the table. Quite the feat given her constant squirming. Due to her protests to your advances, you had to keep your hand on her back in order to keep her from rolling off the table. You were really starting to get annoyed with Diamond’s constant squirming and decided to rectify her behavior.

In one swift movement, you brought your hand down on Diamond’s ass with a resounding SMACK. Diamond let out an undignified Eep! and went as stiff as a board.

“W-What the hell?!”

SMACK

Eep!

“Speak like that again and expect another”

“STOP IT!”

SMACK

Diamond screwed her eyes shut at the feeling and let out a softer eep.

“Now, you don’t speak without permission”

Diamond opened her mouth in protest but closed it as soon as she spotted your raise hand.

“Good girl”

With Diamond now pacified, you decided have some fun with the little piece of jailbait. You moved your hand to her reddened cheek and squeezed the supple fat. Diamond looked back at me with a bewildered expression, on the verge of tears.

“Your gonna be in so much trouble...”

You didn’t respond.

“My daddy is gonna make you go to jail for life! And-and you’ll never see your family again...”

Man she was really grasping at straws here…

“And my daddy’s gonna ruin whore sisters life! She’s never gonna be loved by anyone and never gonna get a job and she’s never gonna-” regardless of the sting behind her words, Diamond was an absolute sobbing mess, her mascara running down her face. With everything she has said, she actually gave you an idea, a kinky idea.

“Ummm...” you say in mock thought, “you don’t seem to really appreciate what I’ve done so far, huh?” Her only response is more tears.

“Tell ya what, princess. You seem to be pretty fond of your father, yeah?” Diamond glanced up at you anger resurfacing in her eyes.

“Well maybe if you had a daddy here to comfort you, you’d feel better right?” The look on Diamond Tiara’s face is priceless and put her into a state of sputtering.

“N-n-n-n-no!”

“Oh yes, come on, call me Daddy,” you say with the biggest shit eating grin.

Diamond turned her head away in defiance at your request, little did she understand that it was an ORDER.

“Okay then, we’ll have to do this the hard way then,” with that you reached over to the black silicone monster, now THAT got her attention.

“Don’t you DARE touch me with that thing!”

“Oh, and why not?”

“It wouldn’t even f- fit me...” she mumbled the last two words, “it would tear me apart.” Good, she was scared. Really, most of the stuff you brought was for show, to get her all riled up.

“Hmmm, it would seem we have a bit of a dilemma,” you say as you bring you hand to your chin in mock thought. “You have to be punished someway for you disobedience, so I suppose you’ll have to be spanked.”

“No! Don’t-” she was immediately cut off by the impact of your hand, and instead let out a cry of pain.

“Now -SMACK- I want you -SMACK- to count to ten -SMACK- for each time -SMACK- I spank you -SMACK- and that will be your punishment -SMACK-” you make sure to put an emphasis on the last spank.

Diamond’s crying has relented a little and she was more focus on the pain in her rear.

“Now, lets begin”

SMACK

No number comes from Diamond.

SMACK

Diamond still does not answer.

SMACK

You were getting tired of her defiance now.

“Okay, listen her Princess,” you say as you grab her hair and pull it back to your mouth, “You will count out loud and you WILL obey me or I will spank you one hundred times and you will count out loud, and you’ll become VERY familiar with that,” you say as you push her face into the head of the large black dildo.

“Now do we have an understanding?” you say, relinquishing her hair from your grasp.

She nods. That's not what you wanted her to do.

SMACK

“Yes...” she mumbles out.

“Yes what?”

“wha?”

SMACK

“Next time I ask you, you respond Yes Daddy understood?”

“Yes Daddy!” she cries.

“Good, so, do we have an understanding?”

“Yes Daddy!”

“Now there's a good girl, now for that little excursion, I will only give you ten extra spanks”

“No! Please Daddy,” she pleads. Now we’re getting somewhere.

“No, I’m sorry but you have to understand the consequences of your actions Princess,” and with that you bring your hand down once again.

“Aahhhh! One...”

SMACK

“One what?!”

“ONE DADDY!”

“Good girl”

SMACK

“-Unf- Two daddy”

SMACK

“Mhmm… Three daddy”

SMACK

And so it went on all the way to twenty

SMACK

“Twenty daddy,” she sounded as if she ran a marathon.

“There’s a good girl,” you cooed. You reached down and gently rubbed her red tinted ass cheeks. You took your hand of her back and moved to get a cold towel from your car. You might be a sonuvabitch but at least you were a considerate one.

You draped the towel over Diamond’s ass and she let out a light moan.

“Here, that should make you lil’ butt feel a little better.”

“Thank you daddy,” she replied breathlessly. For as much as you tried to condition her, you actually didn’t expect her to respond like that.

You gave her a few minutes to calm down after her punishment all the while rubbing her back incase she was getting chilly. After a few minutes had passed, you got up and returned to her reddened rear. As soon as you arrived you hear Diamond pipe up.

“Please, no more daddy...”

“Don’t worry Princess, I’m not going to spank you anymore, unless you want it,” you say, earning a blush from Diamond Tiara.

“No, I’m gonna give you a reward! A reward for be such a good little girl,” you say as you trace your hands up her thighs to her perfect snatch.

“Huh?-Ahhh!” is all she manages after you run your fingers over her lips. You do it again.

“Ahh,” another moan of approval, you continue toying with her dragging your fingers lightly up her slit like a brush against a canvas, drawing out moans and coos from the girl in front of you.

You decide to take it one step further and dig your forefinger into her pussy, eliciting a high pitched squeal of pleasure.

She begins to squirm in her place but you keep her still with a hand on her back. You slowly push your digit into her soft, velvety snatch, listening to her pitch rising in tone with each inch that enters. Finally, your knuckle meets the flesh of her pussy and you start thrusting your finger in and out of Diamond. Diamond’s moans and groans of pleasure begin to take off as she vocalized her approval of your motions. As you continued your assault against her untouched cavern, you begin to take note of the sweet and spicy smell of lust and sweat in the air. You take a moment to compose yourself before looking forward into Diamond Tiara’s pink depths. You subconsciously move your face forward to met her lips, and when you do, you plant a deep kiss right on her lip, drawing a gasp from your Princess.

You were normally one to take his time having fun toying with his girl, but the smell in the air made you forego such coital traditions as you dived tongue first into Diamond’s depths. The reaction was near instant, with your Princess crying out in pure bliss at the feeling. Your tongue didn’t object either, she was oddly a bitter sweet flavor, and you made to savor as much of it as you could. You fell Diamond clamp around your tongue, which had found its way to the top of Diamond’s cavern, digging against her soft walls. After a few moments you moved to try a different tactic, moving your tongue to the center between her walls, you began to write with your tongue.

You began tracing letters with your tongue, first starting with B, and a few strokes and moans of approval later you had an I, T, C, and H. You chuckled as she moaned and started on the alphabet. You got to G when you feel the telltale clenching before an orgasm, and immediately toned down your actions so she would gradually come back down from ecstasy. As soon as you knew she wouldn’t go over the edge, you resumed you attack, leaving little time in between each stroke of your tongue. Right around R you began to feel the familiar feeling once again and back off. You give her some time then start up again. You take the next few letters extra slow drawing out each and every curve, dash, and flick, causing your princess to sing louder and louder. You nearly finished with your abridged version of the ABCs when the her cavern tightened up once more, and like before you shied away, only to hear Diamond make her strife heard.

“Please… Stop teasing me! I can’t take it anymore!” Diamond cried, at that you looked up and cocked an eyebrow.

“I mean… Please let me c… cum, daddy,” she meekly responded.

Oh my god, you really hadn’t expected her to be this responsive in her position. Well a good girl should always get a reward, sooo~...

“As you wish, my Princess,” and with that you dove back in leaving no part of her pussy untouched by your tongue. You could hear Diamond clearly, shouting a series of Yes’ and Oohhhs as you drove her closer and closer to climax. Her back arched and she tried to push her rump back in an attempt to gain a greater pleasure that you were so excited to indulge in. And grabbing both cheeks you let her have it and in a great scream, your Princess came.

Her juices flowed from her cavern in waves of small spurts, lasting about half a minute. When she came to from her sexual high, she weakly raised her head to look back at you, and in a breathless sigh said, “Thank you daddy...” before letting her head lie static on the picnic table.

As fun as bringing Diamond Tiara to climax was, there was still more to your wonderfully hatched plan.

“Oh don’t fall asleep quite yet Ms. Tiara, we still have more to do!” you mockingly chastise.

“M-more?” she’s unsure if she should feel fear or excitement.

“Yes, much more~,” you stand back up and rotate to the side opposite from Tiara’s rump.

You lower yourself down to Diamond’s face and take her delicate face between her hand with no resistance, and with that you bring your lips to hers, revelling in the moan she let out between your lips. You held yourself there for a few good moments before departing leaving a panting horny Diamond Tiara in its wake.

“Do you what to know what we will do next?”

She gives an enthusiastic nod, a lustful mirth in her eyes.

You smile back at her before rising back to your full height and pulling your shirt from your body and unbuttoning your jeans before lowering them to your ankles before kicking them off, leaving only a skin tight pair of stretch boxers between the organ between your legs and Diamond’s eyes. Speaking of your Princess, all of her attention was focused on a certain protrusion from your body mere inches from her face, her eyes were wide in curiosity.

“Have you ever seen a cock?”

Diamond responds with a nod.

“Have you ever seen one in real life?”

Diamond shook her head.

“Ah, well you are in for a treat my Princess~,” you say before hooking your thumbs around the waistband of your underwear and pulled down. With the pesky article of clothing out of the way, your cock sprang free and bobbed in place before Diamond’s eyes. She was silent in rapt attention, following each movement of your member. It was nearly the entire length of Diamond’s head, and with an excited gulp, she moved her head forward only to come in contact with a hand blocking her from her prize.

“Ah ah ah ah ah, we’ll get there hun, but for now let me do the work,” you tell her, to which she nods in response.

You walk back to Diamond’s ass and as you arrive you see it’s almost shaking in excitement. A grin makes its way on to your face as you lay your hands on each side of her hips, and let your member absently bump against Diamond’s rump.

“Alright, Diamond I want you to be calm, this first part may hurt just a bit, but I PROMISE it will feel amazing”

“OK just DO IT!” she lets out before quickly adding a “please daddy”.

“With pleasure~,” and with that you began your push.

At first the pliable lips of your Princess allowed you an easy passage before you felt the tightness of her pussy. With a little effort, you manage to break through the resistance, with a cry from Diamond Tiara. You held your position for just a moment before you looked to Diamond for an answer. She was panting up a storm but nodded when she saw you waiting, and so your push continued. Your length had quite a bit of difficulty in entering. You found yourself stopping every so often to accommodate for Diamond and her smaller form. It was a tight squeeze but with some careful effort, you hilted with little inconvenience. You and Diamond shared a deep sigh as you held yourself to Diamond’s rear for just a moment before you began the fun, and drew your length out from her depths in one agonizingly slow motion. When only the tip of your member remain inside, you pushed forward with a concealed vigor. You clenched your teeth in a great effort to restrain your natural instinct to savagely thrust forward. Diamond moaned beneath you, slowly losing her restraint and becoming more vocal. You hilted once more and from there began a slow tempo of thrusts in and out. You really hadn’t given Diamond Tiara enough credit, honestly, she felt absolutely INCREDIBLE around your cock, and moaned out her love for your cock with each bump against her hips. Gradually you began to speed up your thrusts until you were hilting at a wonderful pace and Diamond agreed wholeheartedly. Diamond’s moans and groans of pleasure were littered throughout the air, each squeak and eep encouraging you to go faster.

As you continued to pump in and out of her, your vigor only increased. As you pounded way you noticed a familiar spasming around your cock and realized Diamond was quickly nearing her peek. You decided to pipe up right about then.

“*Huff huff* I can feel you getting tighter, you’re getting close aren't cha?”

“*Pant* Ya, I’m soo close! Please don’t stop!”

“Wasn’t planning on it Princess”

With that, you began to thrust as fast as you could, and to gain more leverage you reached your hands to under Diamond’s arms and hooked your hands around her shoulders. The change had the desired effect.

“Ahhh my goosshhh, please! Daddy more!~”

At this point you wouldn’t last to much longer as well, but you had to last as long as Diamond. You could feel the precursor to Diamond’s climax and you put everything you could into your next thrusts and when you felt her clamp as hard as a vice you hilted, with a shared moan of absolute bliss.

“AAAHHHHHhhhhhhhhhh~” Diamond’s scream of pure ecstasy was music to your ears and her voice petered out.

As soon as it was clear that Diamond’s orgasm had subsided you fell over Diamond’s back and became her temporary blanket, simply breathing to collect yourself. Diamond however was limp on the table thoroughly satisfied with her position under you, and basking in the feeling of post-coital bliss. When you had regained you bearings, you lifted yourself off of Diamond, much to her protest, and carefully maneuvered Diamond so she was now lying on her back, breasts now exposed to the world.

You lifted her bound ankles to your chest and held each leg firmly and began to pull, and with some assistance from your teeth, her legs were now free to move about.

“Princess, how do you feel?”

“I… I feel… Amazing… ” you smiled at that response.

Diamond lifted her head and propped herself up on her elbows and look to you, her eyes falling on your member, still rock hard.

“But you didn’t cum...” she states absentmindedly.

“Well, I didn’t want to make a mess like that”

“...Thank you…” WOW, you really weren’t expecting that response.

“Well, umm… you can still… well, uhhhh...” you look at Diamond with an eyebrow raised.

“You could still… use me...” the last two word were nearly inaudible but they rung loudly in yours and your eyes went wide with surprise.

Without wasting any time quickly found yourself in between Diamond’s spread legs lining yourself up once again. You hooked your hands around Diamond’s legs for leverage and began to push once again. The both of you groaned when you slid in, and began plowing your sweet little Princess into the table once more.

You had little mercy, moving as hard and as fast as you could against Diamond Tiara’s cunt, determined to bring yourself as close to your peek as possible.

“H-h-hey! When your c-close! Just tell me and I can fi- oohhhh yeahhhhh~, and you can finish in my mouth!”

You legit almost couldn’t believe what you were hearing, but hey you certainly were not complaining. If anything you went even faster!

You were leaning over Diamond’s small body, plowing into her at full force as you squeezed her ample tits in your hands. Diamond’s arms hung from around your neck as you both panted madly from the exercise. Within moments you could feel your peek rapidly approaching.

“D-Diamond, I’m gonna cum soon,” you grunted out.

“G-get off,” you got off.

You stood on shaky legs as you watched for what Diamond was about to do. With some effort, she was able to push herself up and hopped off the table on equally shaky legs. She motioned for you to sit on the edge of the table before moving to her knees, head perfectly level with your throbbing length. With a gulp and a deep breath, Diamond lowered her mouth onto your length. The moment her tongue touched your cock, you threw your head back in absolute pleasure. Her mouth felt incredible, as her tongue snaked its way over your member as she lightly bobbed never going passed three quarter of your length. You were so close, just one more…

Then you felt it. Diamond, with her hands still bound, in tandem with her mouth and tongue squeezed your length and flicked you head just right, and you felt yourself lose it.

Rope after rope of cum crashed from the tip of your cock against the back of Diamond’s throat, quickly filling the space.

Diamond’s eyes went wide at the sensation of your warm spunk flooding her mouth, but closed them and began to revel in the feeling. After the one best moments of your life began to fade, you lifted your head back up to check on Diamond Tiara. The scene below you was one you would likely NEVER forget.

Diamond Tiara, standing on her knees had her eyes closed as your cum leaked out of her mouth. And if the scene couldn’t get anymore erotic, she began swallowing, doing her best to deal with the massive amount currently in her mouth. After a few moments of staring in absolute awe, she pulled her head off of your length a pop, a thin strand of semen connecting your length to her mouth. She looked up to you for approval, and by god did she look HOT. With her big doe eyes staring at you and cum still slowly dribbling down her chin, you could only stare.

“Was I good daddy?”

“You were amazing Princess,” that brought a smile to her face.

And with that you pushed yourself up off the table and regained your bearings once again on shaky legs as you led Diamond Tiara back to your car. You found a washcloth and some water and helped clean Diamond up before returning her clothes. You pack up all the items you had brought with you and put them back in your car and got dressed. And when everything was said and done, you and Diamond set off to her house.

Before you left however, you had to clear up something.

“So, Diamond… ”

“Yes daddy?”

“Ahh, no more daddy for now please”

“Ok dad- No problem”

“Ok thanks. Now, are you going to tell anyone about this?”

Diamond was silent a moment, long enough to instigate a pang of fear.

“Not if we get to do this again, daddy,” she added with a giggle, and you let out a sigh of relief.

oo00O00ooo

The sun had dipped below the horizon by now as you pulled into Filthy Rich’s driveway. Diamond Tiara had fallen asleep on the car ride home and as you parked you just looked at her. She had such a peaceful look on her face as she slept, you could only smile. You reached forward to lightly shake Diamond Tiara.

“Hey Diamond, your home now”

She began to stir.

“Hmm, home...”

“Come on Tiara lets get you inside and you can sleep in your bed”

“Hmmm just a few more minutes,” she mumbled turning her body away from you. Suddenly you got a wicked idea.

“Hmm, it seems I’ll have to punish my little Princess,” that did the trick as she whipped around, unbuckled and flew out the car all in under ten seconds.

“I’m awake! Hehe...” she says with a nervous giggle. You chuckle and shake your head.

“Hey your tiara is crooked,” she quickly looks up and adjusts the expensive headpiece, “and I’ll see you tomorrow Diamond Tiara,” you add with a smile.

She smiled back. “I’ll see you tomorrow,” and with a little wave, she walked to the front door of the house with a clear pep to each step. You could only smile as you drove home.

“See you tomorrow Diamond.”

Fin