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// A First Time For Everything// Story: A First Time For Everything// by Gypsy Writefag//------------------------------//

"Button, open the door this instant!"

The response came swiftly and in the form of steel clashing. Roars of pain erupted behind the door, almost blasting Milano backwards.

"Open the door right now, young man!"

"I can't, mom! I have to defeat the evil legions of Sarrok in order to gain the trust of the mudmen so I can march upon his castle!"

"I DON'T CARE! IT'S MIDNIGHT!"

The mother banged her hooves against the door. She put all of her strength into it, but it simply wouldn't budge.

"AAARGH! YOU'RE GROUNDED!"

"Okay, mom!"

Milano raised her trembling hooves as she prepared herself for another strike. Her breathing was ragged and harsh, and each inhalation sent burning pain through her lungs. With a heavy sigh, she closed her eyes and threw her hooves to the floor.

"I give up..." she mumbled.

The mare forced herself away from the door and into the kitchen. She leaned up and opened the cabinet next to the fridge. Another sigh left her lungs as she saw nothing but empty bottles.

"Just my luck..." Her weary eyes found the window and all the wonders outside it.

Two drunken mares were staggering through the street, singing awfully off-key songs. Their antics brought a smile to the mother's face. Those were the days. Nothing beat being young and free like the birds.

In an instant, she had decided. It was time to be young again.

"Honey, I'm going out!" she yelled.

"Okay," the muffled response came.

With a smile on her muzzle, Milano went outside her home.

The night was brisk and colorful. Luna sure was a master at crafting skies of stars. Towards Milano came the two drunken mares, still laughing and singing. They looked no more than seventeen, those lucky bastards.

"Woo! Oh, thish was the BEST night EVER!" the auburn mare exclaimed.

"You, you better, believe it!" her white friend responded.

Milano already felt her mood lighten. With a smile, she approached the two ponies. "Hey there!"

"Heeeyooo! Whassup?"

"You look like you had fun."

"Oh, oh we had 'fun' alright!" Both of the mares fell to the ground, laughing cheerfully.

Upon further inspection, Milano noticed strands of... something in their hair. Oh yes, the joys of being young.

"Tell me, what bars can you recommend?"

The auburn mare looked up with a raised eyebrow. "Aren't, aren't you toooo old for bars?"

"I'd beat both of you at a drinking contest, kiddo," she replied with a smirk.

"Ha! I like you! 'The Winking Mare' is your best, best bet!"

"Thank you. Have a nice evening." With newfound energy, Milano started trotting away from the drunkards.

"Beware!" the white one called out. "The stallions there be mighty good!"

The two friends roared in laughter behind the mother. It even made Milano chuckle. This night was going to be great.

After a brief walk full of anticipation, Milano finally found herself in front of the bar. It must have been a new addition to Ponyville, for she had never spent a night in there. The mare giggled like a schoolgirl and shook her body. It had been far too long since her last night at a place like this. She quickly opened the door and rushed inside.

The smile on her face slowly turned to a frown of surprise as she looked around. Red lights lit up the establishment and smoke hung in the air like clouds. All around the place were scattered tables, each of them filled with ponies. But what really drew her eyes was the mare at the pole, dancing away in front of the crowd. She was exposing her body in the most lewd ways imaginable, which only caused the audience to throw more money at her.

Milano shook her head violently and looked around once more. This was not at all like the bars she remembered. Where was the disco ball, the cozy corner with a jukebox? Instead of nice, relaxing music, she was blasted with heavy beats and high-pitched squeals. This wasn't at all like she remembered.

"No," she whispered. "I am going to have fun, damn it."

She inhaled deeply and puffed up her chest. With a confident nod, she moved forward and towards the bar.

"This is just how the new generation parties," she thought.

Ponies glanced at her, either scoffing or eying her up. Already Milano found herself blushing.

Thankfully the bar was somewhat quieter than the rest of the room. Milano pulled up a chair and sat down. It was tough to stay still with all this giddiness in her body.

"Bartender!"

The stallion behind the counter turned around to face her. He was absolutely ripped; much more muscular than any pony she had ever seen. Milano eyed his body, taking in all of the curves around his perfectly shaped frame.

"What'll it be, then?"

"Oh, uh." She forced her eyes up, meeting the glare of the handsome bartender. "I'll have a... a Flower Power!"

The bartender raised an eyebrow. "A what now?"

"A.. Flower Power?"

"Yo, give the lady a Table Slammer. One for me, too."

The cream colored pony to Milano's right caught the bartender's attention, and he immediately went to work. Milano turned to face the mystery mare.

"Hey there, hot stuff," the mare said.

"H-Hey. Uh, thanks for that. With the drink," Milano replied.

The mare giggled and extended her hoof. Milano shook it carefully and smiled.

"Name's Canni."

"Milano."

"I never thought I'd see a mare my own age here."

Milano giggled as worry left her mind. "Me neither. There's an awful lot of young ponies here."

The bartender slammed the two drinks on the table, startling Milano. Canni simply tossed him the appropriate amount of bits and took her glass.


"You don't have to pay for me."

"Nonsense! I'll gladly pay such a fine mare's drink."

Milano appreciated the red lighting; it effectively hid her burning blush.

"I appreciate it, but I don't swing that way, I'm afraid."

Canni reared her head back and roared in laughter. Milano stared dumbfounded at the laughing mare.

"Oh, oh you think I was hitting on you? That's rich."

"You weren't?"

The red-maned mare smiled and waggled her eyebrows. "Maybe."

"What?"

"Bottoms up!" Canni immediately put the glass to her mouth and started chugging. 

Milano had already forgotten about the drink, but she quickly lifted it up and began drinking. This was definitely no Flower Power. Within just a few gulps she felt a fire in her throat. Canni had almost finished her drink and was still going strong. Not wanting to be the lesser drinker, Milano kept going.

When she reached the half-way mark, the fiery pain got too much. She slammed the glass onto the counter and coughed violently.

"Hah! Seems you're not as hot as I thought!"

Milano spluttered and harked, trying to get the vile feeling out of her throat. Canni laughed and laughed as the mother calmed herself down.

"That was... something."

"You'll get used to it."

"I'd rather not," Milano said with a chuckle.

Canni leaned forward on the counter, looking Milano straight in the eye. "So, what brings a mare like you to a place like this?"

"I just needed to get out. Have some fun, you know?"

"I could show you some 'fun', if you want."

"That's nice, but I already told you-"

"Whatever you say, pretty thing. Another Table Slammer, please!"

Milano rolled her eyes and sipped her drink. It was far more pleasant when enjoyed in this way. Actually, it wasn't half bad. The taste was potent, but good. It reminded her of the very first time she drank alcohol.

"So, what about you, Canni?"

"Yeah, what about me?"

"What are you doing here?"

"Same as you," she said and shrugged. "A night of fun." Her eyes scanned the room, occasionally lighting up.

Milano tried to follow her pattern. It seemed the mare was simply looking at the party-goers. In particular at the mares.

"You seem to have a very specific definition of 'fun'," Milano said with a grin.

"Hey, can you blame me? Ponyville is home to some fine mares."

"Well, uh, I guess not."

Milano kept sipping at her drink and suddenly felt an uncomfortable lack of liquid. She had just started enjoying it, too. Her body felt nice and warm, and her mind was in a cozy place.

"Can I have another one?" she said to the bartender.

Within the minute, she had another drink ready in her hooves.

"Now you're getting it," Canni grinned.

"Well, it's actually pretty good."

"Almost as good as I am."

Milano groaned and rolled her eyes. "For the last time, I am not interes-"

She stopped speaking as Canni's hoof touched her leg. It slowly ran up her thigh, sending shockwaves through her body.

"Oh, really?" Canni's eyes told Milano everything she needed to know. "Seems like you're a dirty liar"

Milano stared at that beautiful, red-maned goddess of a mare. Stared right into her deep, green eyes, losing herself in that emerald forest.

"What's the matter? Lost your tongue, hot stuff?"

As the hoof went closer and closer to the temple entrance, Milano found a moment of clarity. She was not getting bested by some two-bit bar-mare.

"My tongue is right where it needs to be."

Canni's eyes widened in surprise, but she could not react to Milano's quick movement. The mother planted her lips right on Canni's and forced her tongue inside the mare's mouth. On her leg, the hoof stiffened in surprise, moving no further. Canni's moans were those of a young schoolfilly's: high-pitched and sharp.

Despite having kissed mare's before, it still felt odd to Milano. A mouth was a mouth, but it was still located on a body with a vagina. Luckily the alcohol was taking the edge off those feelings, and Milano simply enjoyed herself. Canni's tongue squirmed underneath the assault of the passionate mother's. No matter how hard she fought, she couldn't get the upper hand. In the end, she simply let herself be the victim of Milano's attack.

Her body shook with need and longing when the mother pulled away.

"You were saying?" Milano asked with a grin.

"Me, you, bed. Now," Canni panted. Her barstool was getting drenched underneath her. And despite the vigorous rubbing of her flank, it wasn't enough.

"I don't know, I like this bar."

Milano looked around, purposely letting her eyes linger on various other mares. She could feel Canni's desperate eyes on her body. Wanting to see just how much the red-maned mare could take, she slowly spread apart her legs. Out the corner of her eye, she could see Canni's mouth open in a little 'O' shape.

A sudden force yanked her head towards Canni's. She found herself staring right into a pair of crazed, emerald eyes.

"I am going to take you harder than any stallion ever could," Canni whispered. "Now, get off your ass and let's go."

"Who says I want to bring you home? There's plenty of ponies here," Milano whispered in reply.

"I swear to Celestia I will take you right here if you don't stop teasing me."

"Sure yooooOOOU!"

Sudden fireworks of pleasure burst inside all of Milano's body. Canni smirked as her hoof worked the mother's slit. She wasn't being gentle in the slightest. This rookie had to learn not to mess with Canni.

"So, what'll it be, hot stuff?"

"I, I, o-oh! Okay! Okay!"

"Good," Canni chuckled and removed her hoof. "Let's go."

The two mares immediately got off their barstools and turned to face the exit.

"Hey, you gals are always welcome to use my bed."

They looked back at the bartender, who was grinning broadly. He waggled his eyebrows and nodded. Both of the mares roared in laughter and kept going on.

The two mares practically ran all the way to Milano's home. They interrupted themselves quite a many times, stopping at corners to engage in passionate make-out sessions. It took all of their collective strength not to go at it right in the street. Strangers would even stop and stare at the mares. Two stallions even asked to join, much to their amusement. There was no need for stallions where they were going.

Button's mother fumbled with the key at the front door. Canni was smothering her neck with kisses and love-bites.

"I'm going to... ride you harder... than anyone else... ever has," she huffed in between kisses.

The need had grown to a level of starvation inside the mother's body. Every failed attempt at unlocking the door aggravated her. Finally the lock clicked open, and Milano punched the door open. Making sure to close it, the two mares rushed through the house.

Canni stopped in front of the bedroom door, listening to the sound coming from down the hall. Button was apparently still at it, as evident by the groans of death coming from beyond his door.

"We having company?" Canni asked with a cheeky smile.

"That's my son!" Milano hissed.

"Kinky."

Button's mother groaned and shoved the freckled mare inside. Canni rushed to the bed and threw herself onto it. She spread her legs, showing off all of her assets to the mother. Milano's throat felt dry as she looked at the fountain of love. She absentmindedly closed the door and rushed forward.

Button's mother skidded to a halt in between Canni's legs. She stared at the winking slit between her legs, feeling herself blush as she did so.

"What are you waiting for, hot stuff? It ain't gonna lick itself."

"I, um, I've never..."

"It's easy. Just stick out your tongue and go to town."

Milano slowly knelt in front of the bed, bringing her muzzle to the level of the dripping cunt. She observed the winking, pulsing flesh in front of her, intrigued to see it up close. Canni moaned above her as the mother's hot breaths hit her sensitive flesh. It wasn't enough, however. She so desperately needed that aggressive tongue inside her, filling her up.

"Come on... I need this!"

Button's mother licked her lips and finally moved forward. There was a first time for everything, after all.

"Goooood girl," Canni moaned as Milano's tongue finally reached her.

She reached down and planted a hoof in the mother's soft mane. Relaxation fell over the mare's body as the tongue explored her nether regions. The mare's unskilled tongue felt good, but not as much as Canni had hoped. It was her first time, after all.

"Not bad, but you need more passion. More fire!"

Button's mother scrunched her face as she licked the pink folds. It was a strange sensation and taste, too. Blowjobs were far easier than this. However, she took Canni's words to heart and sped up. She closed her eyes and imagined the kiss in the bar. Within seconds she started enjoying the act.


"Yeeesss! That's what I'm TALKING about!"

Button's mother smiled as Canni finally started moaning. The hoof on her head pressed her muzzle further into the winking pussy. She lapped away at the hole with ferocity and force. Every time she thrust her tongue forward, Canni shook above her.

"YES! PUT IT INSIDE ME!"

Button's mother immediately pulled back and opened her eyes. "Keep it down! My son will hear you!"

"Let's give him a show, then."

"He's twelve!"

"Gotta start jerkin' it one day or the other."

She stood up and glared at Canni.

"Okay, okay, I'll keep it down," the red-maned mare groaned.

"Good. Now, turn around and lift that perky little butt of yours," Button's mother commanded.

"Yes, ma'am." Canni flopped onto her belly and slowly lifted her rump and tail.

The winking of her pussy was intoxicating. It was almost like a magical force, inviting Milano in. But instead of continuing with her tongue, she leaned down and grabbed a box from underneath the bed. She took a hold of the mottled, brown strap-on and smiled.

With a little effort, she managed to slip on the deluxe toy, moaning as the extra end slid inside her own cunt. Granted, it didn't feel as good as being on the receiving end, but it was still an amazing toy. She crawled onto the bed and mounted Canni.

"Wait, that thing is huge!" Canni exclaimed.

"Oh yes it is."

Button's mother thrust forward with all of her might, burying the toy deep inside Canni. Despite what Button's mother had just said, Canni roared out in shock. Her legs gave out under her, forcing her to her knees.

"Oh my WORD! Give me a warning next time!"

Button's mother giggled and patted Canni's flank. "What's the matter? Can't handle Ms. 'Hot Stuff'?"

"Oh you- OH!"

Button's mother pulled back and slammed herself back into Canni. It brought her great joy to see the vocal mare squirm underneath her. She kept going, spreading apart the undoubtedly tight cunt beneath her. With every thrust, her end of the strap-on send jolts of electricity through her body, shocking her body with delight.

"Oh, yes! Milano, yes! Fuck me! Fuck me hard!"

"As you wish!"

Button's mother picked up speed and force. Loud slaps and lusty moans filled the bedroom.

"Yesyesyesyesyes! YESSSS! MORE!"

With each plead for more, the smile on Button's mother's face increased. Ravaging this stranger's pussy felt good, better than anything ever before. Simply watching her pant and moan in pleasure was enough to get Milano off.

"YESYESYESYES! MILANO! OH, GOODNESS!"

Despite not having a real dick, Button's mother could easily feel Canni's orgasm coming. She was far from release, herself, and so she simply increased the force of each thrust.

"S-SLOW DOWN! OH MY WORD!"

Canni's body immediately went into a series of spasms, and her pretty voice shrieked into the night. With each pull back, more and more of Canni's love spilled onto the sheet.

Button's mother pulled out of the climaxing mare with a wet 'shlick'. With a devilish grin on her lips, she repositioned the toy at Canni's second hole. Despite her orgasm going strong, Canni gasped at the sudden feeling of fake horsecock at her bum. Button's mom leaned forward and put a hoof around Canni's mouth.

"Shh... Just relax and enjoy it."

Canni moaned into the hoof as the dildo pushed against her opening.

"I bet you take it in the ass all the time."

The two of them moaned in unison as the toy slipped inside, Canni more so than Milano. It easily slid further into the moaning mare; her juices proved to be great lubrication.

"You dirty whore. You even wanted my son to find us, didn't you?"

"MMPH!"

"What's that? I can't quite hear you."

Canni nodded furiously as inch by inch slid inside her. Actual stallions weren't as big as this toy, and she could definitely feel it. Milano's words were hazy in her ears, her lower body limp from the ecstatic pleasure.

"You wanted him to find us, so he could fuckyou?" Button's mother thrust forward at the sound of her own profanity. "Huh? Is that what you wanted, you disgusting slut?"

Canni could do nothing but nod as the enormous phallus ravaged her anus.

"Or maybe you wanted to see me pleasure my own son, huh?! See me suck his dick?!"

Button's mother bit and licked Canni's ears. She wasn't gentle in the slightest; the burning passion in her heart made sure of that.

"I bet you even hoped I'd fuck him myself!"

Canni nodded at every word hissed into her ear. She whimpered and moaned into the hoof. Every part of her body was over-sensitive after the orgasm, and the dildo inside her almost brought the pleasure to the point of pain.

"You're a dirty pervert, you know that?" Button's mother taunted.

She finally removed her hoof from Canni's mouth. The first thing to leave it was a whimpering, wet moan.

"Yes! I'm a dirty pervert!"

"Are you sorry?!"

"W-What?"

Button's mother bit down hard on Canni's ear. "Are you sorry?!" she hissed, the ear still between her teeth.

"YES! I'm sorry! Please, please!"

Slowly, but surely, the bomb of pleasure was ticking down in Button's mother. She just needed a bit more, just a bit. She stuck out her tongue and caressed the ear in her mouth.

"Do you like it? Do you love it?!"

"Oh, yes, yes! YES!"

In the distance of her mind, Button's mother could feel the orgasm coming. She let go of Canni's ear and clenched her teeth.

"YOU! DIRTY! WHORE!" With each word, Button's mother put all her strength into thrusting.

Canni cried out in grotesque bliss as the fake dick massaged every part of her ass.

"DISGUSTING! PERVERT!" Button's mother sped up as her own orgasm washed over her. With strength and speed rivaling even the best of stallions, she thrust into Canni's tight anus.

As if telepathic, the two mares shrieked in pitch-perfect unison. The two mares' bodies shook and collapsed into a tangled mess of sweat, lust and mare-juices. Neither of them could see straight, nor even think. In their world, there was only pleasure and angelic moaning. The sound of each other's primal lust fueled the other's orgasm. They drove each other on, urged the other to keep spraying their love onto the bed.

Canni nearly fainted half-way through her violent explosion of joy. The feeling of having her anus filled with such a grand cock, although fake, was unlike anything she had ever experienced. For a brief moment, Canni was in heaven, and she truly believed this was the end. There could be nothing greater in life than this.

The two laid there for almost ten minutes, panting and groaning. Button's mother could barely lift herself up after the workout she had given Canni. With the remainder of her strength, she pulled out the toy and removed the straps from herself. She collapsed back onto Canni's back and kissed her neck.

"How... I..." Canni muttered.

"Yep..."

The two laid there, enjoying the feeling of their bodies against each other. Canni's fur was so soft and smooth, although a bit messy from the sweating. Button's mother moved her muzzle to the red-maned mare's ear.

"Did you really hope my son walked in?" she whispered.

"Y-Yeah... Sorry..."

Button's mother giggled and kissed her ear. "You dirty pervert... Maybe tomorrow..."