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Walking down Ponyville Street with the Pie sisters, Alan remembered all his promises to the ponies around him. Making a mental to-do list, he realized that he had accumulated a plethora of tasks. Alan began to list them in his mind:
"Go to Mayor Mare's office to get a 'reward'. Investigate my cutie mark with a cutie mark crusaders. Visit Octavia and Vinyl's Music Club. Help Applejack on the farm. And finally, a date with Rarity..." Alan sighed in disappointment. "Why the hell did I become so susceptible after coming to this world? I guess the local atmosphere of positivity and harmony is affecting me. I think my recent adventure in the Iron City even did me some good. I was able to restore my firmer and more persistent character at least a little bit."
"That's right! I've been so inspired today, and I can't wait to implement my new Cherry-Apple Changa recipe in Mrs. Cake's kitchen! Hee-hee!" Pinky happily pranced on the right side of Alan.
(Picture from Boosty) ->
Having imagined the dish, Alan really wanted to taste it and said, "Then don't forget to treat Maud and me. To be honest, I'm really curious to see what you come up with."
"Ah!" Pinky made a hurt face and said, "How could you ever think that I wouldn't treat my two dearest ponies? You will be among the first to try my new recipe; you can count on it!" At the end, Pinky even tapped her hoof as if making an affirmative point.
Maud turned to Alan and asked, "What are your plans for the second half of the day?"
Putting his hoof to his chin, Alan replied thoughtfully, "To be honest, I'm not sure. I really have a lot to do, but I'm not sure where to start. Given the time left until the end of the day, I could visit Mayor Mare. She sort of wanted to 'reward' me for the rescue. If you know what I mean." Alan grinned at Maud.
Maud's eyes widened barely noticeably, and she monotonously replied, "I'm coming with you."
Alan gave her a surprised look, to which she explained, "If you're going to lay both the princess and Mayor of Ponyville in one day, then I am obliged to witness both of these events with my own eyes. And maybe even participate," she added with a barely perceptible smile.
Looking at her with an inscrutable gaze, Alan said, "You know, any other girl would have become jealous and forbidden any situation where her stallion could be unfaithful with another mare."
"Maybe you're right," Maud shrugged, "but as it turns out, I like to feel dominant and superior to other mares, especially if they are better than me at something. Whether it's appearance or social status," she said, looking at the astonished Alan, who was looking at her with a slightly dropped jaw. With a light and sly smile, Maud continued, "And when you gather yourself a huge Herd, I hope to take my place as one of your first and best mares, becoming the 'lead mare' of the Herd, as described in the history books that Twilight shared with me."
(Picture from Boosty) ->
Looking at Maud with a dropped jaw, Alan thought, «Okay, this is really unexpected. I didn't expect her small fetish to turn into something like this. I don't even think I can attract more than 2 or 3 mares, and she's counting on a 'huge herd'. Damn, I don't even know how I feel about this. A mix of concern and excitement, I suppose? Although that's exactly why I love her.» Alan smiled slightly as he thought about it
Just at that moment, Pinky appeared: "Hey! What about me? Do you like feeling superior to me as well? And besides, I want to be the leader too!" The mare's face showed clear displeasure.
"Don't worry, Pinkie, you're one of the exceptions. You're my best and favorite sister forever." Maud smiled at the pink mare.
"Aah... How can I be angry with you after those words? Come here, sis!" Pinkie squeezed the gray mare in her bear hug.
Smiling, Alan said, "To be honest, I'm not sure if the mayor will be happy with outsiders joining our meeting." Alan scratched his head, thinking about the situation.
"It's okay, I can always opt out. But I definitely won't refuse to watch." Seeing her stallion's doubts, she assured him, "Don't worry; I assure you, I know how to be extremely unnoticed."
After looking at Maud for some time, Alan just shrugged. Then he looked at Pinkie and asked, "What about you, Pinkie?"
"I'd love to join you and Maud, but if I don't experiment with a new recipe before tomorrow's demonstration for Mrs. Cake, I might mess it up. So, I'll go to Sugarcube Corner," Pinkie said.
"I see. Then I wish you success, my sweet marshmallow." Alan hugged the pink mare and kissed her cheek.
Smiling, the mare rubbed her cheek against Alan and replied, "Ooh, thank you, my charming prince, hee-hee!"
(Picture from Boosty) ->
After that, Pinkie hugged her sister once again and went off towards Sugarcube Corner with a cheerful smile on her face.
Shaking his head and smiling, Alan looked at Maud and said:
"Okay, 'lead mare,' let's go visit the Mayor. The main thing is to hide before I meet her. And know that nothing may happen there, as I might have misinterpreted her."
Saying this, Alan headed towards the Town hall with Maud's tail wrapped around his, keeping a small distance between them. It didn't take them long to arrive at the Town Hall. Upon entering, Alan quickly looked around to find that Maud was nowhere to be seen.
«Wow, she wasn't lying when she said she could be unnoticed,» Alan thought to himself, keeping a calm expression on his face.
Approaching a brown pony named Time Turner, who was sitting behind the front desk on the first floor, Alan said, "Hello, I'd like to see Mayor Mare."
Looking at the speaker, the brown stallion seemed to recognize him and replied with a smile:
"Ah, you must be Mr. Alan, right? Mayor Mare's office hours have ended, but she told me that if you come, I can let you in regardless of the time."
"Oh, is that so? Great, then I just need to go up to her? Or do you need to notify her somehow?" Alan asked with interest.
Nodding, Turner replied, "Oh, I'll let her know about your arrival." Turner got up from his seat and headed to the second floor.
After a minute, Turner returned, and his expression looked much more satisfied. He looked at Alan and said with a smile, "Mayor Mare is waiting for you in her office. She also allowed me to leave early, so don't forget to ask Miss Meyer to open the door for you when you leave Town Hall. And now I'll be going. I still have plenty of interesting experiments to conduct!"
With these words, the brown stallion left the town hall, locking the door behind him. Alan wasn't sure why, but he assumed that the Mayor had asked him to do so.
Shaking his head, Alan headed to the second floor, hoping that Maud had managed to sneak inside the town hall while Turner was gone.
Reaching the door with the sign "Mayor Mare," Alan knocked on it with his hoof and shouted, "Miss Meyer, it's Alan. Can I come in?"
It didn't take a second for the excited voice of the Mayor to be heard from the other side. "Oh, Alan, you needn't knock. My 'doors' are always open for you, dearie." The last part sounded more sultry.
Smiling, Alan opened the door and entered the Mayor's office. Looking around, he saw a rather seductive sight. The mare was lying on her belly on her own desk, propping up her head with her hooves, looking seductively at the blue stallion.
Seeing his slightly flustered look, she said, "So, you finally decided to visit me? You certainly didn't hurry, Mr. Alan," she said as she slowly took off her glasses and brought a cigarette to her lips, seductively staring at Alan, waiting for his response.
Realizing that he was not mistaken, Alan threw aside all unnecessary thoughts and, smiling, answered:
"Well, believe it or not, I was on a friendship mission from Princess Twilight. So I've been really busy the last few days.
"Hah, so the rumors are true. Well, that's definitely a plus for you. Otherwise, I might have thought that your words about me being 'appetizing' were an empty phrase." Saying this, the mare slowly raised her body and sat on the table so that she hung her legs, placing both of her front hooves between them and covering her crotch. She looked languidly at the stallion and said, "And now, without further ado, come here and take me as young stallions do!"
With a smile, Alan boldly looked at the mayor and said:
"Oh, believe me, in light of recent news, I turned out to be much more unique than ordinary young stallions." With these words, Alan began to approach the mare, not taking his eyes off her thirsty eyes.
Watching the young stallion she desired so much slowly approach her with his intense gaze of ruby eyes, Mayor's mare became more and more impatient and excited. Feeling Alan's confidence emanating from him, she thought:
"Oh God, judging by his body and this confidence, he could easily last more than two minutes. If I'm lucky, maybe I'll get almost five minutes of pleasure! I hope he lives up to my expectations, unlike my previous partners in the past." Mayer bit her lip, watching the stallion approach her closely.
"I see someone can't wait anymore," said Alan, rising up on his hind legs to the level of the mare sitting on the table and running his hoof along her thighs, rubbing against each other.
With a seductive smile, Mayer wrapped her hooves around the stallion's neck and replied:
"What can I say? You made me wait too long, so now I'm all in anticipation. I hope you prove that the wait was worth it." With these words, the coffee mare closed the distance between them, and they kissed.
It was not an ordinary kiss, not at all. It was an unrestrained, disorderly, and full of accumulated passion kiss with a wild, twisting tongue that only a mare who had been yearning for a stallion's caresses for years could show. And Alan was definitely ready to provide the highest level of care.
Therefore, Alan directed his magic to the bracelets again, and his hooves were immediately covered with a magical glove that imitated Alan's human hands. As soon as he grabbed the mare's waist with these hands and began to caress her, she immediately opened her eyes in shock, and breaking away from the kiss, she quickly looked at what was touching her. Realizing that it was magic from Alan's strange bracelets and that the sensations from his new "limbs" were much more enjoyable, she relaxed and closed her eyes, savoring the new sensations running through her body.
"Mmm... What unusual... feelings. More pleasant… than hooves." The mayor was in an unusual state of excitement and curiosity. "I can't wait to find out what else these strange limbs of yours can do."
Smiling, Alan only silently ran one of his hands up the mare's body, gently stroking her neck, stopping at her cheek. He looked into her desire-filled eyes while simultaneously caressing her wet lips with his thumb covered in saliva. And while she was captivated by his gaze, Alan's other hand began to slide smoothly along the mare's hips, gliding over all her ripe and succulent form until he finally reached her sacred place.
As soon as he gently ran his fingers along her wet slit, the mare involuntarily trembled, opening her cute mouth with a small moan. Alan began to playfully run his fingers over her excited pussy, giving the mare new and indescribable sensations, making her moan and press her face against the boy's magical palm as she continued to look at him with a lust-filled gaze.
Finally, when Alan used his thumb to massage her excited clit, the mare arched her back from the overwhelming sensations, leaning on the table with one hoof while embracing Alan's hand with her legs and holding it in place with the other hoof, so that he wouldn't even dare think about stopping.
Mayer didn't even realize how aroused she was as she started sucking Alan's finger, which was still touching her lips. Seeing this, he smirked and let her take his finger deeper into her mouth. Recognizing that she was mindlessly sucking his finger in a state of blissful tension, Alan realized that he too was becoming quite aroused.
While continuing to massage her pussy, Alan began to slowly pull his finger out of her mouth, causing the mare to unconsciously reach out for it, which caused her to stick out her tongue, allowing Alan to admire the depraved face of the coffee mare with her tongue sticking out. Running his finger over her tongue a couple more times, Alan removed his finger from her mouth and, taking her head in his hand, brought the mare closer for another kiss, covering her tongue with his own. Feeling this, the mare literally melted in his hooves, fully surrendering to the kiss and the sensations between her legs, amazed at how much it surpassed all her previous sexual experiences. Other stallions seemed like infants compared to Alan.
When they broke the kiss, a thin trail of saliva hung between them for several seconds before finally breaking. It seemed like the mare's mind was beginning to melt along with her body.
Seeing this, Alan realized it was time to bring her to the finish line, so he began to cover her neck with kisses, slowly moving down her body, lower and lower. Seeing this, a new wave of anticipation and arousal began to rise inside Mayer, as she hoped that this would be exactly what she was thinking of. Stallions, at least those she and all her friends had met, never showed any initiative in sexual matters, usually trying to get their own pleasure as quickly as possible.
As Alan lowered his head to the level of her wet blossom, he grinned hungrily and, looking into the mare's eyes, plunged his tongue into her pussy, playfully running it from bottom to top. Meyer literally froze with tension from such stimulation, both tactile and visual, feeling a kind of crazy surge of pleasure, and as he began to cut through her lower lips with his tongue like waves, the mare literally broke out into desperate moans from such an unusual pleasure:
"Mmmm… HAA! YES! Humm… more… Holy Celestia, MORE!"
As he listened to her words, Alan added his fingers to his tongue in her, plunging them into her leaking like a faucet pussy. The mare shuddered at the unexpected penetration of both tongue and fingers, and with the stallion's head between her legs, she pressed him deeper into her crotch with her hooves, enjoying the almost heavenly pleasure of his caresses.
A sudden thought raced through the mare's head that this oral pleasure alone was worth the long wait for the right stallion, transferred to her over the years, but at the same time, she became even more eager to feel his young and hard member inside her.
Her thoughts were quickly interrupted by Alan, who suddenly increased his pressure and began to suck her clitoris while simultaneously creating a whirlpool with his fingers inside her pussy. Such stimulation made the mare roll her eyes with pleasure, and under her loud moans, she finally came, soaking her lover's face with her juices.
Finally losing the tension in her body, she fell weakly onto the table and, breathing heavily, thought:
«Huh… I... came? We didn't even get to the main event, and I already came. The mare looked up at the ceiling, trying to comprehend what had just happened. «His skills don't even compare to those of other stallions... No, I don't even want to call them that now. Not after I learned how a real stallion should really please a mare.» Mayer lay still until she squeaked with surprise, feeling herself lifted into the air.
Alan, satisfied with his performance, decided not to let his partner rest for too long. Lifting her with his magic, he held her against his chest, embracing her with his magical hands, and to her amazement, carried her towards the couch standing under the window.
Placing the surprised mare on the couch, Alan closed the window blinds with magic, then looked down at Mayer and asked:
"Well, are you ready to continue?"
Looking at his hungry and passionate gaze, Mayer, like any unsatisfied mare, of which there were more than 97% in Equestria, became aroused again, and with great anticipation, she slowly lowered her hind hooves from the couch, turned to Alan with her backside, slightly spread her legs, and buried her face in the couch. She stood up in the classic sex position that most mares in Equestria use.
She began to playfully wag her ass with her oozing pussy and raised tail from side to side, slightly glancing her muzzle back at Alan, showing how much she could not wait to begin.
Grinning, Alan re-formed his arms around the hooves, and waving one of them, he playfully slapped the mare on her juicy ass, saying:
"Well, well, I didn't expect that our dear mayor of Ponyville would turn out to be such a greedy mare for petting."
From this slap and his words, the mare got even more excited, and her pussy began to shrink and unclench with impatience, she threw a bawdy look at the stallion and said with an absent-minded look:
"Umm... please hurry... I can hardly hold on anymore. Let me finally, after so many years, feel the cock of a real stallion!" Meyer literally started pulling her pussy up towards Alan.
Without removing his cheerful smile, Alan helped himself up on his hind hooves with one hand, placing one hand on the coffee mare's rump. This action allowed her to finally see what awaited her, and she literally took her breath away from what she saw. Meyer literally rejoiced inside herself, realizing that she had hit a real jackpot.
Putting both hands on the erect mare's rump, Alan began to knead it with a certain pleasure, noting how round and firm her ass was, despite her age.
Finally, having finished pawing the ass of the smoldering mare, Alan adjusted his fighter to Meyer's slit, drowning in excitement, he slightly pressed forward and made her moan:
"Ahh… finally…"
Alan firmly fixed his hands, and taking the best emphasis with his hind hooves, he made a quick dive into the bowels of a trembling mare, causing her eyes to widen from a sudden sensation of blissful fullness and utter a groan:
— Oooh! Mmm... un...believable....
"Get ready, it's just getting started," Alan said with a smirk, making another small slap on her ass and forcing another lecherous moan out of her.
Immediately after that, he pulled his rod back and then pushed it back up to the balls, gradually picking up the pace. At this time, Meyer literally felt as if she was being gradually lifted into the sky. With each unhurried push, stars seemed to flash in her mind, and her eyesight, blurred from tears of happiness, only intensified this effect of detachment from reality.
Gradually, Alan began to accelerate, causing the mare to begin to moan even more under his pressure. At one point, he grabbed her mane with his left hand, not hard enough to hurt, but enough for her to feel the force of his grip. He slightly raised her head and, leaning towards her ear, passionately said:
"Well, were your expectations worth it?" There was a wicked smile on his face.
The mare, who was in a long-awaited ecstasy, was hardly able to clearly answer:
"Y-yes… YES!" This… wa… was worth every second!!! AAH!!!
Grinning while looming over her, Alan turned her head and sucked her tongue, adding even more sensations to their intercourse. When their lips parted, the mare's look seemed as if she almost lost her mind, and only the squelching sounds of penetration and the thrusts of his hips made her face at least somehow react, making it clear that she was somewhat conscious.
Smiling, Alan looked at her face and answered her:
"Good to hear, then get ready, because I'm going to fuck you until the evening!"
Hearing this, Mayer regained some of her sanity for just a second, and looking at her watch in surprise, she realized that he had just said that he was going to do this for at least three hours. From such information, her whole body literally sang, because if this is true, then she is going to get what absolutely all the mares of Equestria dream of. She just wondered how this was possible, for no stallion in Equestria is capable of this.
Alas, she couldn't think further, as the stallion taking her decided to take her on in full. And so strong! She felt her body rise off the couch, held by his hands covering her hind hooves.
In the end, she found herself pressed with her back to the chest of a stallion that stood on its hind hooves, maintaining balance with the help of magic. He held her hind legs, and in this position he continued to violently pierce her pussy with his cock.
Now it looked like she was being used as a nozzle on his dick, and judging by the happy moans and the contented and depraved look of the mare, she was madly in love with it.
"Oh stars, oh stars!!! DAMN! Ho… how awesome! Hmmm…. A-A-AH!"
The mare felt so good that, for a moment, she thought she was on drugs. But fortunately, she still remembered that she hadn't taken anything like that.
At some point, Alan lowered his hand to her clitoris and began to playfully pull it, forcing the mare to literally break into even greater cries of pleasure.
"FUCK!!! YEEES!!! OH GOD, DON'T STOP! PLEASE, MORE!"
She had long realized that the five minutes she had thought of had long since passed. She couldn't accurately tell the elapsed time, as her mind could hardly function properly, but at least twenty minutes had to pass, which was just unbelievable.
At some point, Alan decided to change his position, and turning the mare to face him, he pressed her back against the wall and continued to hammer her even harder, because in this position he could penetrate even deeper.
The mare simply could no longer control her body, and all her limbs seemed to have gained their own mind. She grappled around the stallion as if not wanting to let him go under any circumstances.
Her face literally turned into a mess of emotions, with her eyes rolled up, her mouth agape, and her tongue hanging out aimlessly. Alan pounded her pussy with all diligence, and the squelching sounds, along with the moans of the mare, were loud enough to be heard from the first floor of the town hall. It's good that Mayer sent her employee away earlier, otherwise, he could become a witness to an unknown side of their mayor.
Although, to be honest, Meyer now does not care, she finally found a stallion for the sake of maintaining a relationship with which she is ready to do anything. Even if he asked her to suck him in the middle of Ponyville, she was sure that she would most likely agree. And after that, she will also let him fuck her right there, so that everyone can admire what a real stallion is: someone who can fuck his mare for as long as necessary.
Such thoughts filled her even more, and she squeezed Alan in her arms even tighter and again pounced on his lips, arranging a real storm in their mouths with her tongues. With the incessant thrusts of Alan, the mare continued to moan even during the kiss, but she did not want it to stop at all.
At some point, she even felt how the plaster of the wall began to crack behind her from the force of the jolts of her stallion, which convinced her even more that this is exactly what a stallion should be, whose whims she will gladly be ready to fulfill at any time, no questions asked.
Some time later, Alan decided to move them to the floor, and putting the mare on her back, he again began mercilessly frying the happy mare's contented pussy. She had already literally lost all filters in her speech and said everything she thought:
"Yes, fuck YES! Fuck me, fuck me, my stallion!! Oh, stars, I'm all yours!!! Now I'm all yours! That's why…. Use this mature body... as you please!!! OOOOH YES!!!"
She had already lost count of the number of her orgasms, but her stallion had never finished, which indicated that this male was clearly capable of much more. Maybe next time she'll even invite a few of her underfucked friends over. Then maybe they will be able to please him. She really disliked that she had come so many times, but her stallion had yet to come. Like a mare who had now chosen her special stallion, the thought that she could not satisfy him literally gnawed at her. That is why, even after cumming so many times, she continued to take him inside herself, hoping that he would cum before she completely ran out of strength.
And now, after another orgasm, the mare experienced such a surge of pleasure that she almost lost consciousness. Fortunately, she managed to feel that Alan was also already close to finishing, and therefore, this thought strengthened her consciousness. Feeling that her pussy could no longer take his pressure, she quickly pushed away the stallion, who was about to continue, and under his surprised look, lowered her head to his cock, and without further ado, swallowed him almost half.
"Uh… why did you suddenly decide to switch to a blowjob?" Alan, who was getting a great blowjob, did not mind, but he was still interested.
While his cock was in her mouth, she appreciated not only the taste of him but also the taste of her juices. Taking it out of her mouth with a chomping sound, she looked seductively at Alan and replied:
"You really are something. My pussy is already barely holding on, so feeling that you are close, I decided to finish with my mouth. Plus, we don't protect ourselves."
Having said this, she again impaled her throat on this magical member of her stallion with great pleasure, which, from now on, will become the center of her life. She licked his head and shaft so diligently that it seemed as if it were not a member but a lollipop with a narcotic effect.
A minute later, she completely switched to swallowing, completely stopping licking, so as not to lose that moment of Alan's approach, which she had been so patiently waiting for.
Depravedly planting her throat on his cock, her eyes literally shone with happiness, seeing how her stallion groaned with pleasure. Using all her prior experiences, she swallowed him as deeply as none of his partners had before. Two-thirds of his shaft plunged into the bowels of the throat of this depraved milf.
The mare herself was not very happy that she swallowed only two-thirds, but alas, she was not capable of more, and even so, she was sure that no one could take this mare conqueror deeper than her. However, she already planned to break this record in the future.
Her throat mercilessly polished Alan's shaft, making the most depraved sounds that the mayor had ever made in her entire life. And at some point, she realized that Alan was about to finish. Therefore, she increased the pressure, and bringing her hooves to her throat, she lightly pressed the protruding silhouette of his cock to increase the pressure. She ignored the feeling of discomfort in favor of pleasure for her stallion.
And it worked out with a bang, because tensing, Alan plunged his magical hands into the mare's mane and, after a few seconds, poured his seed into her throat, filling her with the largest amount of seed that she had seen.
When Alan's orgasm ended, the mare released his cock from her mouth and relaxed contentedly, regaining her breath. Alan also took a few deep breaths, regaining calm breathing.
Looking at the satisfied and joyous mare, Alan realized that he had done everything at the highest level. In addition to the joy, Alan also noticed that she was exhausted. After all, it was really unusual for her to have such a long session, even if she were younger. Picking her up, Alan laid her down on the couch again.
The mare looked at him with a gaze as if she was looking at her idol. Alan understood that soon it would be time for his conversation with Luna, so he needed to deal with the mare in his arms as quickly as possible and head to the meeting. At the very least, he needed to tidy himself up.
The mare immediately dispelled his fears by saying that she could spend the night at the Ratusha since it would be difficult for her to walk home. He also learned that there was a bathroom here, albeit without a bath. But an ordinary shower was more than enough for him. With these thoughts, Alan began to put himself in order for the subsequent meeting.
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Author's Note:
If you want to support me as an author, or get access to 4 new chapters earlier than others, then you can subscribe to my Boosty (russian analogue of Раtrеоn) and read it right now.
The chapters on Boosty are filled with pictures that serve as visual content for the scenes.
You can just find the link in my Webnovell profile, or in the fanfic description.
Thanks to everyone who is still with me!
Sorry for the delay. Honestly, I didn't expect this chapter to be so long. But quite a lot of pages came out, so those who like sex scenes should like it. (P.S. This is the first erotic scene with a Milf, by the way.)
Thanks to everyone who was waiting.