Magical Nights

Jack Pot chewed on the inside of his cheek as he wrote out the message. It was the day of his third date with Trixie, and he needed to get this done. Not long after becoming traveling performers, he and Big Bucks started getting connections, including a shared acquaintance who specialized in DNA testing. Any creature of the traveling variety tended to be their most common sort of clientele, or those they had lain with.

He folded the paper with the request of a DNA test, no questions asked, and slipped it into the envelope. Two separate, small ziplock bags with a cotton swab in each followed soon after. He’d used one to swab his mouth, and the other on a cup Trixie was drinking from while she wasn’t looking. He inserted the letter into the mailbox, and awaited the response within the next week. He had to be sure about his suspicion, especially since in just a few hours, he would likely be having sex with Trixie.

The idea of his suspicion being confirmed made him very nervous, and admittedly a little excited. The latter came about from the fact that Trixie had already given him a blowjob, and the idea that she might be related to him actually made it hotter somehow.

Even if it turned out to not be true, he was sure that being excited by the idea was earning him a one way ticket to Tartarus. So either way, he hoped the cages were as comfortable as the ones he and Big used in their acts.

The week was a few days from being over, and Jack Pot was going to be too busy to have any more free time. So tonight was the last time he and Trixie could have another date. She insisted that they cap off their time together with something fun.

"Whoo! This is so exhilarating!" Trixie exclaimed, holding her forelegs up while she and Jack Pot rode a roller coaster. Said stallion was gritting his teeth and holding the safety bars for dear life as the rushing wind blew his mouth open. Per Trixie's request, their third date was to take place in one of the more family oriented casinos. A casino that doubled as an indoor carnival. And Jack's status helped them get discounts and speed through the lines. Much to his chagrin in this instance. Roller coasters were not his preferred ride.

"That was such a rush!" Trixie cried as she and Jack walked away from the ride, her mane a wind whipped mess. Jack Pot gave a hum of agreement, his eyes wide, and mane in a similar state. "Ooh. Let's go to the games next!"

"Yes! Let's do that instead of more crazy rides!" he replied rapidly. "I mean...of course. We get to try whatever we want after all." They tried out a variety of games, inflating a balloon with a water gun, shooting basketballs, throwing darts, but there was one Trixie especially wanted to go to. "Hit the bottles to win a prize? I'm surprised you would pick this last and not something bigger."

"Well, I loved this game when I was filly, but I never won anything. And I never had a father or special somepony to win anything for me,” Trixie said solemnly. "But now..." she trailed off before lowering her voice and making it sensual "I have a special somepony who's like a daddy. So, can daddy win something for me? Please?"

"Which prize would you like?" Jack Pot replied instantly with a smooth look and a smile.

"Um...I'd...like the big Princess Twilight Sparkle plushy" Trixie said nervously with a light blush as she pointed to the life size plush. "Sh-She's my favorite princess. For reasons."

"I'll see what I can do" Jack Pot said confidently as he and Trixie stepped up to the booth. "How would I win a life size plushy, good sir?" he asked the young, bored looking stallion manning the game.

The stallion brought out a stool and proceeded to make a very large stack of bottles on it. Though, pyramid was bit more accurate. "Knock down all the bottles with one hit. And no magic" the stallion explained, pointing at a sign that expressed the latter.

"One hit?! But I could only clear off half even if I hit the bottom!"

"Yeah. We've never had to restock the life size."

Jack Pot looked at the tower of bottles unsurely before turning to look at Trixie. He was going to voice his doubts about winning the toy, but he did a double take upon seeing her face. She had a small, hopeful smile, and she had sparkling, puppy dog eyes. This didn't tug on his heartstrings so much as yank them out.

"Give me some balls" he demanded of the worker as he slapped down some bits and his Performer's Pass. He was given three balls.

"Only three per purchase, even with the discount."

"It'll be all I need" Jack replied confidently as he took one of the balls in his hoof. Trixie perked up and her smile widened as she watched in anticipation. Jack Pot aimed and threw the ball, but only managed to take out a chunk of the right. The worker restocked the bottles and got out of the way. The second try made it resemble a leaning tower.

Jack Pot narrowed his eyes as he took the last ball, studying the restacked structure nervously. He only had so much bits to spare at the moment with everything they'd done here, but it was more than that. For some reason, he wanted to prove to Trixie that he could do it within the first three tries, though not just for his own ego. It was also because he didn't want to let her down. He just felt that to see her saddened would crush him.

He studied and studied the tower of bottles, eyeing it up and down. When suddenly, his eyes widened as he realized something. He double checked the rule board and smirked. He reared up on his hind legs, wound back his foreleg, and gave the ball a mighty throw, right at one of the stool's legs. The stool was knocked off it's legs, sending it on it's side, and all the bottles tumbling to the floor.

"You did it!" Trixie exclaimed as she leapt forward, hugging Jack Pot from behind.

"Princess Twilight Sparkle, life size, if you please" Jack Pot requested of the stunned looking worker.

"W-Wait a minute! That's cheating! That doesn't count!"

"Oh? I don't see any kind of rule against hitting the stools on the board" Jack smugly replied. "And you only told me no magic, and that I had to knock down all the bottles in one shot. You owe me that plushy."

"But...I...that...!"

"Would you like me to get ahold of your manager and tell him you're not fulfilling the game's promise? I've performed at this casino plenty of times before. I don't think the higher ups would like to hear that I might have second thoughts about accepting a job here again."

The stallion's eyes widened as his face paled. he grabbed a ladder and quickly climbed up to retrieve the plushy. "Here you go, sir! Sorry for any inconvenience!"

"Thank you, my good stallion. A pleasure" Jack Pot replied with a light bow as he took the plushy in his magic and turned to his stunned date. "One life size Princess Twilight plushy, as requested, Trixie" Jack Pot said as he handed the toy over to Trixie's magic hold.

"..." Trixie blinked as she held the plushy next to her with her magic. She then stepped up to him, grabbed his jacket collar, and whispered in his ear. "You have no idea how turned on I am right now.

"Thank you so much! I love it!" Trixie exclaimed suddenly, turning her pull into a hug. "Let's get out of here. I know the perfect spot to put this. In my wagon."

Jack Pot stood stock still, blushing madly as Trixie started walking away before him. He noticed her tail was almost completely tucked between her legs. It's tip making a come hither gesture made him shake his head and speedily catch up to her.

Trixie and Jack spot made it to the wagon parking lot, and the walk had allowed for some light, physical flirting to help keep them in the mood. Their tails would brush each other, bat each other, and a few times entwine give the other a light tug. They would also lightly bump into one another with their flanks, and gently blow on each other's ears.

But the real kicker was when Trixie used her magic to give the underside of Jack's slowly growing erection a brief stroke. His response was to hook one of his forelegs with hers and hurry her to their destination. Trixie giggled the whole way.

"Just give me a few minutes before I let you in" Trixie instructed as she went up the steps.

"I thought we would go to my room after you dropped off your prize. You want to do it here?"

"Well, I wanna prove what I said before, that it has more than enough room for two. Plus, there's a little something I wanna do. And I'm sure you'll appreciate it more than the last thing."

"Trixie, you continue to amaze me with how often you make it impossible for me to refuse you. I await your invitation."

Trixie gave Jack a wink before entering her wagon and closing the door behind her. She moved her Twilight plushy in front of her and eyed it up and down, biting her lip. "They captured your likeness pretty well with this, Sparkle. I just wish your body was made with adult ponies in mind. But that doesn't mean I won't save you for some...snuggling later."

Trixie quickly looked behind her before approaching the plushy, turning around, and using her magic to move one its forehooves to her marehood. She shivered as she made it rub her a few times before pulling away. "Oh yes. I'm gonna make you do things I always wanted to make the real Twilight do. But right now, I've got somepony much more important to see to."

Trixie set aside her new, private snuggle buddy, and prepared herself for Jack Pot. She levitated her hat to her and gave it a shake over her outstretched hoof. She gave it a few more shakes when nothing came out. After a few more shakes, she reached her hoof in a confused search. She felt a pice of paper in place of what she was looking for and pulled it out. It was a note.

*Hi, Trixie. It's your very good friend, Starlight Glimmer. As you've no doubt noticed, your hat condoms aren't actually in your hat right now. And there's a perfectly valid reason why. Me and Sunburst are visiting our parents again, and we wanted to throw it in their faces that we're being careful instead of giving them grandfoals. And I was kind of short on bits. Also, you know, we don't actually want any foals but wanna keep up the sex, and neither of us learned contraception spells. Sunburst because he never exactly needed to before we hooked up, and me because not many stallions came near me back in the day when I was all evil, so there was really no point. Please please please don't hate me for this! I mean, no offense, but I noticed you replacing that last unopened box. I'll buy you another one next time we meet up.

Your bestest friend in all of Equestria, Glimmy Glim!*

Trixie stared at the letter angrily, her mouth agape in severely taken offense and fury. She magicked a soundproof bubble on her head. "That purple cunt! I hope all of those condoms break!" She removed the bubble and took some very deep breaths.

To say this wasn't ideal was like saying Twilight was a little fond of books. Trixie hadn't actually learned any contraception spells either. She focussed more on her tricks, and condoms had always proven sufficient, so a spell seemed like overkill. Plus, she always kind of dug the sense of danger from a possible accident.

She couldn't go out and buy condoms now, she needed to be with Jack Pot as soon as possible. And she wouldn't even dream of humiliating herself by asking him to do it. Hopefully Jack was well versed in his pull out technique. Although, feeling his cum shooting inside me without protection might feel pretty good. It certainly did when I was with somepony that did know a contraception spell. No! Don't you think like that, Trixie. Just because you see him as a daddy, doesn't mean you have to make him one. Even if it would make it even better...No! Bad thought! Trixie purged her mind of her too naughty thoughts and approached her door.

Jack Pot had occupied himself thinking of what exactly Trixie was planning. He didn't land on anything concrete before he heard her wagon door open. He turned and his eyebrows raised when he saw Trixie standing on her hind legs against the doorway, wearing her hat and cape, the latter covering her body like a cloak. And she was wearing a most seductive expression.

"Well hello there, Jack Pot. Come here for a private show?" Trixie asked as she moved her cape slightly to expose a leg.

"Indeed I have, oh Great and Powerful Trixie" Jack replied with a confident smile.

"I must admit, I'm a little surprised somepony like you would come to me for a show."

"Trixie, Princess Twilight herself could offer me an evening with her, and I would choose you instead, any day."

That he said a slightly different version of a line he used before didn't register to Trixie. Only the words did. He said that he would pick her over Twilight Sparkle, any day. It was the most arousing thing Trixie had ever heard in her life.

Screw telling him to pull out! I want his foals! Trixie immediately seized Jack Pot in her magic and pulled him to her, making him exclaim in surprise. She wrapped him in a tight embrace as she slammed their lips together, her tongue immediately invading his mouth as she released desperate moans. "Mm! Mm! Mm!"

While not expecting the sudden escalation, Jack Pot was certainly used to it. He met her eager tongue with his and did his best to match its efforts, but his comment apparantly pushed the overdrive button, making this a futile but still enjoyable effort.

She led him inside and shut the door while they continued to kiss. She guided him to one of two modestly sized beds, and made them both fall onto it, with her on top. Trixie used her horn to undo the buttons of Jack Pot's jacket, running her hooves over his chest as she helped him slip it off. The sensation on his chest sent a warm tingle through him, especially towards his rapidly growing dick.

"Hm, I see you've kept yourself in shape" Trixie noted sultrily when they broke their kiss to remove his shirt. "I tend to keep myself in shape too" she said as she slowly stroked his legs with her own. He tilted his head to the side and started using his magic to lift her cape to see, only for Trixie to pull it back down with her own magic. "Uh uh uhhhh, not yet. You'll get to see later" she teased him before removing her hat and placing it on his head, obscuring his view.

"Trixie, I mean this in the best way possible. You really know how to tease a stallion."

"I know" she hummed as she resumed their kiss, and started lightly swishing her tail against his cock. He shuddered at the feeling. "Hm, looks like you're not the only one who wanted to come to a private show. How about I make your magic wand disappear again?" Trixie asked as she started trailing kisses down Jack's chest.

"Actually...no."

"Wait, what? Huh?" Trixie exclaimed as she suddenly found herself teleported to be beneath Jack Pot.

"In a stunning twist, Jack Pot has decided to show Trixie a little disappearing trick of his own" Jack Pot said with an air of showmanship. "He will show Trixie...how he makes his tongue disappear" Jack Pot explained seductively as he threw aside Trixie's hat and started slowly slipping under her cape.

"Oh my goodness" Trixie uttered as she felt Jack Pot start to trail kisses down her torso. Each kiss caused a tiny jolt that travelled downward, increasing her arousal. He stroked her legs with his hooves as he got closer and closer, eventually spreading them apart gently.

Jack Pot discovered that Trixie's marehood was being covered by her tail, a large portion of which seemed to be darker than the rest. It was moisture. "Would you mind if I moved your tail?" he asked in a gentle tone.

"N-Not at all." Trixie's eyes widened as she felt Jack slowly peel away her tail. The way he moved beneath her cape, the lack of the sound of magic, and how he didn't move his hooves off her made her realize how he was doing it. He had taken the tip of her tail in his teeth and pulled back. No stallion or mare had ever done that with her. The mental image of the action, combined with a brief exhale from Jack, made her marehood wink as she shivered.

With illumination from street lamps and moon light, Jack Pot looked on at the prize that had eluded him since he first met this mare. It was positively soaked, and winking right at him. And he could've sworn he actually felt heat coming off it. This wasn't Trixie's marehood, it was her hot, wet, waiting pussy. And it looked delicious. He couldn't help what he did next.

"Ah ha!" Trixie gasped as she felt Jack Pot give her pussy a brief lick. She looked up as she heard the distinct sound of him moving his tongue around his mouth, evaluating the taste. "What do you think?" She gasped again as the mound beneath her cape instantly dove to her pussy and started licking away. Trixie's hips jerked as she felt Jack Pot lick all around the surface of her pussy, lapping up every bit of arousal that hadn't been absorbed by her tail.

Jack Pot had never tasted a mare like this before. She was delightfully tangy, with something of a citrusy taste to her. If this flavor came as a drink, it would be his new favorite beverage. He needed to show Trixie as much, by getting as much out of her as he could.

Trixie inhaled deeply as she felt Jack Pot's tongue penetrate her and explore her inner walls in a circular fashion. Every pass felt like her orgasm was being charged up for when it hit. "Ah!" she exclaimed as she felt another surprise. Jack was moving his tongue in a peculiar way, and each time it was different. She soon realized what he was doing. "Oh Jack Pot. I'm so glad you know the alphabet. Please, show me you know all of it. Oh yes."

Jack Pot paid close attention as he formed letter after letter inside Trixie, to see which ones yielded the biggest reactions. It wasn't hard to determine, with the occasional deeper moan, a long hum, a shift of her hips, or a squeal. It was no big surprise the letters that got the most out of her were the ones that made up her name. He decided to double check, just to be sure.

Trixie gasped as she lifted herself by her elbows. She practically tore off her cape to expose Jack Pot as he continued tonguing her. "You...You're...You're spelling my name! Hah ha!" she shuddered as she allowed herself to fall back. She started caressing Jack Pot's head with her hooves as he continued, her legs trembling slightly. "X. E. T. R. I! X. I! Eeee." Jack Pot spelled her name two more times before she felt a slight jolt.

"T! T! Keep doing T!" Jack Pot obliged Trixie as he repeated the letter. This consisted of licking her upper inner wall left to right, and then leaving his tongue half inserted before drawing it down between her slit. "T...T...T..." she trailed off as her back arched. Her legs then wrapped around Jack Pot's head tightly, pushing him in and spurring him on further. "...is...for...T...TRIXIE! AH! AAAHHH!" Trixie yelled in euphoria as her orgasm hit. Her pussy constricted around Jack Pot's tongue, allowing it to directly catch her squirting nectar.

Jack Pot took hold of Trixie's flanks as her hips jerked, helping her to hump his face as much as possible. While it was a bit difficult, he managed to pull his tongue from her constricting walls to lap up her juices. He realized there was so much that he couldn't just lick it up. So he audibly slurped some into his mouth and swallowed.

"Oh sweet Celestia! You're a dirty daddy!" Trixie exclaimed happily at having heard Jack Pot's slurp. "I wish I could keep you there forever. But I need you! I need you inside me!" Trixie grunted as she forced her legs to unwrap from Jack's head before pulling him up and taking his lips in an eager kiss, wrapping her forelegs around his neck. She then ignited her horn and quickly helped guide his throbbing cock to her pussy.

Both Jack Pot and Trixie gasped out of their kiss the second his tip entered her. As if controlled by some unseen force, Jack continued to slide inside of Trixie, while both their gasps escalated with each inch. "Unf" they both grunted when Jack Pot finally hilted.

"Trixie..."

"Jack..."

"This...might sound crazy. But it's almost like-"

"We're a perfect fit." Both ponies looked at each other in surprise, their eyes locking as they continued to process the feeling of their physical connection. Trixie's warm, slick pussy seemed to conform to Jack's cock perfectly, while also constricting around it, as if trying to pull him in further. Or milk him.

Jack Pot was a perfectly snug fit inside of Trixie, not too big or small. She could actually feel the uniqueness of his stallionhood. The arrow-like tip that led to his shift, which decreased in girth only the slightest bit right at the base, which her entrance could compensate for.

"J-Jack...I..."

"Trixie...I think...."

"I love you." The two ponies stared at each other, wide eyed, before they started to desperately kiss each other. Jack Pot drew back by a quarter and thrust back in, making him and Trixie pause mid kiss. "Mm" they moaned into each other's mouths before Jack delivered a gentler thrust, paired with gentler kissing.

After a few more gentle thrusts, Trixie moved her hooves to Jack Pot's back, and her hind legs to his to push him in harder. He got the message and gradually increased his pace and strength. After he started making audible smacks, Trixie broke their kiss and pulled his head down to utter in his ear. "Jack. I want you to rock my wagon."

Rather then let him grin at her in confirmation, Trixie pressed her head against his in a way that allowed their horns to rub against one another. Pleasure via horn was a strange but very welcomed phenomena. It somehow delivered pleasure mentally and physically at the same time, both contributing to the other. And rubbing horns together seemed to double that pleasure.

"As you wish, oh Great and Powerful Trixie!" Jack Pot exclaimed as the rubbing of their horns sent an amazing sensation throughout his whole body. He gripped the side of the bed with his hoof to put some pull into his thrusts, and started hammering away at Trixie's pussy.

The wagon soon started to actually rock, causing hanging items to sway and jingle, and a few loose items to fall to the floor. It had been a while since Trixie was with someone who could make her wagon shake, and even longer since Jack was able to put this much effort into a night of passion. He was giving his best, and she was feeling it. Huffing, shouts, squeals, and some sputters permeated the vehicle.

"Ah! Oh Jack Pot, yes! Give it to me!"

"Hah! Trixie...you are, ah...the most amazing mare I've ever met! You feel so good."

"Good...or great?"

"The greatest!"

"And-?"

"The most powerful! Probably even better than Princess Twilight."

"Say that again!"

"Better than Princess Twilight!"

"Who is?!"

"You are!"

"I'm what?!"

"You're better than Twilight Sparkle!"

"Oh fuck!" Trixie exclaimed as she felt a large spike of pleasure push her very close to her orgasm. She re-locked her legs around his haunches and started forcing him in as much as she could. "Fuck me, Jack! Harder! Deeper! As deep as you can!"

"Starwirl's beard!" Jack Pot exclaimed as his thrusting was nearly taken over by Trixie's actions. He could feel her pussy squeezing around him even harder than it was just a second ago. Pure instinct made him forget to ask if she had performed a contraception spell. Her body was saying she needed him, to keep rutting her, to cum. "I...I'm close, Trixie!"

"Don't stop! Keep going! I want your babies! I want to make you a daddy! My daddy!" Those last two statements removed any kind of issue Jack Pot had with the idea of Trixie being his daughter. He started going as fast as he could. "Please do it! Cum inside me! Cum inside me, daddy!"

"AH! NGH! HAH!" Jack Pot grunted and gasped as he shot up by his forelegs, hilting inside Trixie and unleashing rope after rope of his cum inside her.

"AH! YES! DADDY YES! GIVE ME ALL YOUR CUM!" Trixie exclaimed as her orgasm hit after the first splash of deliciously warm seed. She held on to his haunches as tightly as she could, making sure he couldn't get away while she milked him for all he could give. Plenty of stallions had cum inside her before, but none ever made her feel this pleasantly full.

Jack Pot collapsed atop Trixie, both of them taking deep breaths as they came down from their orgasms. Trixie finally released Jack's haunches, and wrapped her forelegs around him in a hug. She snuggled their heads together with a content hum. "Mm, Jack Pot. That was amazing."

"Indeed it was...Trixie" Jack Pot breathed in reply. "You really are great and powerful to have gotten that much from me in my age."

"I bet you could do it again and again."

"With you, I'm certain that's a guarantee."

"I wish I had more than a week to be here" Trixie said as she started to drift off from the exhaustion.

"So do I" Jack replied as he snuggled into the nape of her neck.

"I hope I'm pregnant."

"Hm?"

"Nothing. Nothing at all" Trixie said with a yawn as they both drifted off, still connected to each other. And as they slept, microscopic foals to be started their journey.

Trixie and Jack Pot bade each other farewell in the morning, after a pleasant bit of kissing. They expressed a mutual hope to see each other again, and that they'd only had the first of many nights together.

After watching Jack Pot leave with a heartfelt and somber sigh, Trixie started making herself breakfast. She then noticed that she had mail from the day before in her inbox. Most of it was junk, but one wasn't. It was a letter from the mortuary service she went to when her mother passed.

Inside the envelope were two things, one being a message from the service saying they had accidentally misplaced something her mother had left behind for her, a letter. The other was that letter. She unfolded the letter and started reading.

*My precious daughter. If you're reading this, then I'm not with you anymore. I'm ashamed to say I've kept some things from you, and honestly, you don't need to know what they all are. Except for one, one that I needed to make sure you would know. It's about your father...*

A few days letter, Jack Pot was opening a letter of his own. It was a response from his DNA tester, consisting solely of the results, and the likely relation, if any.

Both ponies stared at their letter for a long time, reading them over and over again, until they came to a decision. On the last day of Trixie's week in Las Pegasus, they met up after one of his shows. "We need to talk."