The First Time

by TheCloppyComedian

Sisterly Love

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“Alright, Rarity,” Rainbow Dash declared, “it’s your turn. Truth or dare?”

“Oh, darling, just get it over with. I know exactly what you’re going to inquire about, and I have no shame regarding it.”

Dash smirked. She had the fashionista right where she wanted her. The corner was absolute, and there was no escape. She could smell the mimicry of courage masking the true fear lying deep within her friend. She was like a shark smelling the blood of many hundreds of injured fish, swimming through the water and then attacking without mercy. Rarity was unwilling to admit the true fright she had, probably because she was still a virgin herself.

“Alright, then, I’ll take that as a ‘truth’ response. So, have you ever been fucked?”

“Yes, I have, darling,” Rarity said bluntly, “though you do not have to be so crass about the whole thing.”

Dash’s eyes widened in shock, and her shark-like nature suddenly faded into a scuttling sea slug. She was fully prepared with a list of zingers to hurl at the white pony should she confess to still being vaginally intact. Now, they fell to the floor of her mind, completely useless in the face of this rather surprising answer. She mentally cursed her sixth sense for failing her, and then shook her head.

“Something wrong, Rainbow?” Starlight asked.

“No,” Dash responded, “nothing’s wrong. I’m good. Uh…go on, Rare.”

Now it was Rarity’s turn to smirk. She loved the way that the Cyan Pegasus squirmed around where she sat, unwilling to admit to the others that she had thought that Rarity was still a virgin. The white pony puffed out a breath and used her magic to pick up a nearby cup of coffee that Spike had just brought into the room. It was the only thing keeping her from drowsing off into a state of peaceful slumber. She gulped the drink down, recoiled a bit as it was not her favorite thing in the world, and then began her story.

“It was just last year when I discovered the wonders of sexuality for the very first time…”


“Oh, Sweetie Belle?!” Rarity asked as she heard her filly sister clang through the door.

“What, Rare? I’ve got a lot of homework to do!”

“Oh, sweetness, it’ll only be a teensy moment of your time,” Rarity called sweetly, “and I could really use it.”

The dress she was making was an absolute disaster! Mismatched colors dominated the mannequin. Purple, green, yellow, brown, and blue all intermingled into one indescribable mess. To top it all off, she had used peacock feathers for the accompanying chapeau, instead of the normal ones. The entire outfit was all wrong, and she wanted the honest opinion of her sister. True, she was the fashionable one, but lately, her ideas just had not come together in the third dimension. She could draw on paper all day, but when she attempted to weave magic, it turned into a pile of mush.

Sweetie trotted into the room with a reluctant look, not exactly pleased at having her busy day interrupted. “Alright, what do need my help with?”

Rarity sighed in exasperation at her sister’s overt rudeness, but then shook it off and pointed to the disaster. “That. That’s what I need help with.”

Sweetie looked at the mannequin, and suddenly her eyes seemed to jump clear out of their sockets. Her hooves left the floor and a squeak of surprise emanated from her lips. She began quaking as she made her way around the terrible creation. She looked to her sister, who owned a fashion empire, and then back at the dress. She tried to do the equation where her sister plus some poorly thought out plan had equaled this awful sight in front of her, but found it to be way too algebraic. Her mind simply couldn’t compute or comprehend this. Her sister…had made something absolutely disgusting to look at!

“But…you…I…you aren’t…”

“Oh, Sweetie,” Rarity said, “I can see that my failures have caused your mind to shut down. Perhaps it wasn’t such a good idea to ask for your help.”

“No, no, no,” Sweetie responded, “I haven’t shut down, I’m just…bamboozled. I mean, you’re in charge of three of the best fashion shops anywhere in the country! Your lines are demanded at Fashion Week in Manehattan every year! You WIN Fashion Week every year! How in the world could you have come up with something so…bad?”

“Yes, it’s pretty terrible, isn’t it?”

“That’s the understatement of the century.”

“Well, darling, you don’t have to get nasty about it!”

Sweetie gave Rarity a look. “Why did you bring me in here anyway?”

Rarity sighed. “Because I thought you might be able to help me fix it. I didn’t expect to get criticized every two seconds! I mean, I know it’s awful, but you could cut me a bit of a break. I was on a time crunch!”

“Time crunch?” Sweetie asked, “what on Earth were you on a time crunch for? You don’t have any impending orders, and your shops are all filled with your clothes! Who did you make this dress for?”

Rarity gulped. She did NOT want to answer that question, yet sisterly duty bound her to honesty and truth. The very idea of disappointing somepony she loved so very dearly was terrifying. It practically caused her mind to fizzle and spark. Negative feelings coursed through her veins. Her hooves began to involuntarily move about on the floor, and her eyes darted around the room, looking for something to distract them and change the subject.

“Um…uh…uh…”

“Come on, Rare! I want answers!”

Rarity sighed once again, seeing no way out of this. “Alright, darling, I made it for you.”

“FOR ME?!” Sweetie squealed.

“Yes, darling, I made it for you. It’s your birthday party tomorrow, and I wanted it to be so lovely. Instead, I…ruined it.”

Sweetie sighed. She saw that her sister had only done it to make her happy, and her anger fell away a bit. She still thought the dress was the absolute ugliest thing she had ever seen in her life, but it could be fixed. She did have the greatest designer in Equestria for a sister, after all. She realized that time had gotten the better of Rarity, and she stepped forward and hugged her.

“Thank you, Rarity,” she said.

“Darling, what on Earth are you thanking me for?”

“Everything…”


“HOLD IT!” Dash suddenly yelled.

“Darling, I was right in the middle of the best part!” Rarity protested.

“Look, I wanna hear about sex. When are you gonna get to that?!”

“If you’ll acquire a little PATIENCE…” Rarity said pointedly, “…I shall resume and tell you all the dirty bits.”

Dash slumped backward, upset at having to wait, but waved a hoof and silently asked her to continue. Rarity smiled and did so…


“…Darling, what are you doing?” Rarity asked as she felt Sweetie’s hooves begin running all over her body.

“Just feeling you out,” Sweetie said with half-closed eyes. Lust abounded within them, and she began to salivate. Her tongue lolled out of her mouth, but she quickly squeezed it back inside. She didn’t want Rarity to know what she was thinking until a few moments later. “You know, we learned something in school today.”

“What was that?”

“We learned about sex,” Sweetie said bluntly, “and that mares can do it with each other, too. I figure that a little fun in bed will alleviate this whole dress thing.”

Rarity blushed heavily. Her sister wanted her sexually? But she had never been rutted before! Of course, she had heard stories from others in her industry. Photoshoots turned into sexual matters almost on a daily basis, especially when the stallion or mare shooting the photos got their hooves on the model. She remembered attending a photoshoot once where the mare stripped out of the dress while being photographed. She was embarrassed when the model turned around and moved her tail, showing off her jewels to the world.

But she had never experienced anything herself before. There were private, small moments of self-pleasure, but they never really went anywhere. She would always be interrupted by some other task that needed completing, or her friendships, or her family. She had never brought herself to climax. It would be exciting to become privy to something so special with her sister, but at the same time, she knew how wrong it was. She was aware of the moral questions within such a decision. They were a lot more difficult to answer than she’d ever thought before, especially with Sweetie giving her a sultry look.

“Come on, Rare,” she said, “why don’t you kiss me?”

“SWEETIE!” Rarity shouted, “I resent you suggesting such a thing! I’m your sister!”

“Yes…you are…”

The little white pony got closer and closer to the now thoroughly disoriented fashionista. She tried backing away from her, but only received more and more invasion of her personal space. Her breathing became rapid, and her mind raced along. Those moral questions bombarded her with reckless abandon. She had to answer them quickly, and in so doing, lost her sense of right and wrong completely. She became engulfed in a sea of deep green, her sister’s eyes playing games with her mind.

Suddenly, she found that her body began disobeying the commands she gave it, and she collapsed forward…right onto Sweetie Belle’s lips. Her sister began to toy with her, guiding her tongue along the two puffs in front of her. Rarity was confused, frightened, overjoyed, and completely ashamed of herself all at the same time. The kiss was an amazing experience, sure, but images of her loving, recently deceased parents shot through her cortex. She saw her father and mother giving her severely disappointed looks. They had given her Sweetie to care for while they went on a vacation. But a devastating cart crash had taken them both, and now the small filly was Rarity’s entire responsibility. She paid for her food, her clothes, and her schooling, and now here she was…kissing her!

She yanked herself away and began crying. “I’m such a pathetic caretaker!” She wailed.

“Oh, Rarity,” Sweetie said as she nuzzled her sister, “you’re the greatest caretaker in the world. Come on, there’s no shame in a kiss.”

“The kiss itself may not be shameful, but the ponies kissing are!”

“That’s not true, Rarity!” Sweetie said desperately, “I want this, and I want to experience it with you. I’ve already been fucked-“

“SWEETIE, language!”

“-sorry, had sex with the rest of the Crusaders this afternoon. It was absolutely amazing! Now, I want to give it to you…”

Rarity looked down and was once again engulfed by that beauteous green gaze. She couldn’t resist her sister. It was pointless to even try. So she lowered her guard and allowed Sweetie to lead her over to the bed, where she was told to get on her stomach and crouch. She did so with tears in her eyes, wondering what kind of mental scarring she was giving her beloved sister. But Sweetie didn’t seem to mind at all, and she smirked before beginning to administer orally.

Rarity’s head popped up as she felt the small pink tongue swipe across her pussy. “Sweetie Belle!” She exclaimed, “what are you doing back there?”

“Oh, just cleaning the old chimney,” Sweetie said with a dirty look, “and from the look of things, it really needs it.”

Rarity didn’t respond, but felt Sweetie’s smoothness continue to move across her very delicate private area. She moaned and groaned as pleasure began shooting through her body. The bridge to absolute love was being crossed, and she was both thankful and upset that Sweetie was the guide. Her breaths shook as they crossed the plane of her lips, and her mind slowly came back into focus. She gritted her teeth as the wonderfully warm feelings continued coursing over her body.

“Oh…Sweetie…” She said, barely above a whisper.

“We’re not through back here yet, my beloved,” Sweetie said in the same tone, “now, I believe your upper hole needs it.”

“My upper hole-” Rarity began asking before feeling Sweetie’s unbelievable tongue swipe and suck at her…anus. Her stomach did flips at the thought of something so nasty taking place, yet it was done with such precise love and care that it settled the fashionista. She relaxed and allowed her sister to take her on a journey of satisfaction unlike any she’d ever felt. There was no sense of repugnant lust in Sweetie’s movements, only a complete affection.

“I love you, Sweetie Belle…” Rarity said through her daze.

Sweetie stopped licking and crawled over her sister. “I love you too, Rarity,” she said before gently nibbling at her ear. Rarity groaned a bit as her sister’s soft bites and breaths stimulated her. Then, Sweetie bent down and nuzzled deeply at Rarity’s cheek before gently maneuvering herself into position. She was so thrilled and honored to be able to take Rarity’s virginity away, and she knew that her sister wouldn’t have it any other way.

“Rarity,” she said gently, “I’ve performed a small spell on myself.”

“What kind of spell, darling?” Rarity asked

“I’ve given myself a small penis to breed you with. Are you ready to take it?”

“Give it to me, my love,” Rarity responded.

Sweetie nodded and gently urged herself forward, continuing to nibble on Rarity’s ear and neck. She pushed her way through the soft folds, guiding her faux stallion part right to her sister’s barrier. She then kissed Rarity’s cheek and slowly broke through, knowing that she was imparting pain at that point, but that pleasure would soon follow. Rarity screamed bloody murder as an awful burning flooded her nether regions, but she asked Sweetie to continue. She remembered her mother explaining that, when she had sex for the first time, she must endure the burning to get to the other side.

Sweetie’s thrusts were soft, gentle, and full of that same beautiful love shown throughout the session. Her hips and rump moved with the strength of an eagle, yet the serenity of the wind itself. It was as if Rarity were gliding on a soft cloud through the skies of absolute ecstasy. Her screams of pain quickly turned to moans of pleasure as she begged for Sweetie to pump harder and harder. Her sister gladly acquiesced, and soon, both mares were squealing with delight as sweat poured from every pore on their bodies. They both smelled terrible, but for once in her life, Rarity could not have cared less.

“Oh! Oh! Harder, my love, harder!” She cried, “please, make love to me, Sweetie Belle!”

“Yes, yes!” Sweetie shouted as her dick became harder and harder, “squeeze my penis! Squeeze it, darling sister! Oh, Rarity, your cunny’s so tight!”

“My what, darling?!”

“Cunny! It’s short for cunt!”

“Darling, you’ve gotten to have quite the dirty mouth!”

“Please, don’t make me stop! Fuck your manners!” Sweetie growled, “I just want you, Rarity! I love you so much!”

“I love you too, Sweetie!” Rarity shrieked at the height of her pleasure, “oh, darling, FUCK me!”

“YES!” Sweetie cried, “I finally got you to use the F word! You bad pony! You dirty mare! YOU NAUGHTY, BEAUTIFUL, AMAZING SISTER!”

They were lost in a world which they did not wish to leave. They were one pony, mating to ensure that their love never died out. They both knew that it would not be the final time they had sex, so neither of them tried to prove anything. It was a gorgeous display of love and affection between two sisters who had put any type of sibling jealousy aside for a few moments. Their climaxes approached as Sweetie transcended sexual planes into an arena of pounding. Their crotches kissed over and over again, leaving marks that they never wanted to evaporate.

“OH! SWEETIE!” Rarity screamed as her sister crammed herself into her all the way to the hilt, “THAT’S IT! JUST LIKE THAT! OH, MY CELESTIAAAAAAAAAAAAA!”

Sweetie had never heard her sister shriek in such a way. It was agonizing, beautiful, tortured, and loving all at the same time. She knew she had given her sister a great present, and now it was her turn. She slammed into Rarity with more force than she ever thought possible, and was rewarded with pleasure that seemed to shake the very foundations of the earth. She felt her faux cock pulsate and throb as volleys of her own vaginal liquid found their way into her sister’s womb.

When the mating was complete, Sweetie removed herself and collapsed onto Rarity. She felt her temporary hermaphroditism melt away as she returned to being just a filly. She and her sister wrapped their hooves around each other and met in yet another kiss. When they broke for air, they looked at each other. A beautiful silence passed between them, and they knew that it was the right time for it. They didn’t have to say a word as they fell asleep. Their smiles told the entire story.

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