Magical Nights

The Las Pegasus strip was anything but quiet, aside from very rare instances, and today was no exception. But to somepony who had been there so often that they'd become used to the noise, it could be more relaxing than a silent massage parlor. Which is why Jack Pot was enjoying a stroll down said strip.

It'd been a few days since he met Trixie, and since their first date. As she requested, he took her to a nice restaurant, where she wined and dined, and he was quite the gentlecolt. She said so herself. He paid for the meal, thankfully he picked a very affordable but still presentable place, pulled out her chair, gave her plenty of compliments, and walked her back to her wagon just like the day they met. And that was all that happened that night.

But he knew that from the start, thanks to her telling him she wasn't going to put out after one date. She also made it clear their walk the day they met didn't count, much to his chagrin. But he didn't let it shake him; he was determined to treat this mare properly. He kind of felt a deep need to. Or perhaps that feeling was from not being...relieved of stress after their meeting. He had actually been tired as well and didn't have the drive to take care of it. Hence his relaxing stroll down the strip.

Jack Pot decided to visit the Performer Hub, as dubbed by the professionals. It was a spacious area in the center of a section of the city more focussed on shopping, with more stores than casinos, the latter that were present being the smaller ones. It was always entertaining to see the skill, and often lack thereof, of young, amateur crowd pleasers. There was always a guarantee of having a laugh or being impressed. Hell, he might even give some of them some manager cards, Celestia knows he didn't need them.

He passed by jugglers, contortionists, sleight of hoof-ers, object balancers, dancers, even a few clowns. He gave a few some cards, knowing they had some potential, at least for nice enough casinos. And then his ears perked up at a peculiar sound, a very familiar voice.

"I think if you look in your lemonade cup, you'll find something very peculiar, sir." Jack Pot turned to see a glimpse of his lover to be with what amounted to a curtain tent, performing some kind of trick with an audience member. Curious to see her at work, he made his way over and found himself a good position amongst the crowd.

The random pony looked closely in their plastic cup before gasping in surprise. They used their magic to pull out an ice cube that appeared to have something inside it. "My necklace! How did you do that?!"

"A magician never reveals her secrets" Trixie replied as she took the ice cube in her own magic. She levitated a lighter under it and clicked it on, melting the ice and allowing the necklace to swing free. The crowd cheered and clapped their hooves as the stallion placed his necklace back on, Jack Pot clapping with them.

Trixie bowed perhaps a few times too many before she froze, her eyes locked on Jack Pot. He gave no reaction to this, continuing to play the part of a regular viewer. If only she knew how much he liked her in her attire, her hat a perfect choice, and her cape like a curtain hiding a prize.

She smiled before straightening up and saying she would need a volunteer for her last trick. Jack didn't want to cheat a viewer of the experience, so he stayed silent. It ended up being the classic 'saw somepony in half' bit, but with a twist. Their lower half broke out of its box and started running around. They had to flop out of their own box and chase their rear end around. Trixie ended up catching it and throwing it back in the box, before levitating the upper half pony into their own and reconnecting them.

The audience laughed and applauded, Jack Pot included. He hadn't expected to be impressed and get a laugh at the same time. No amateur could perform such a feat, not without having the connections to procure, or possibly make, an enchanted saw to make it all happen. The Performer Hub was definitely below Trixie, but the occasional higher tier performance is what kept the shops in business, and the casinos gaining new talent.

Trixie hid her materials in the tent and faced her audience. "Thank you all for coming to see and give deserved praise to The Grrreat, and Powerful...Trrrrixiiiiiieeeee! Happy shopping, gambling, and whatever else you wish to keep secret in Las Pegasus" she said, the last bit in a hushed voice. "Farewell!" she exclaimed before throwing down a smoke bomb.

Once the smoke cleared, the ponies gasped and murmured at not only Trixie being gone, but her entire set up as well. Even Jack Pot was puzzled as to where she and her tent could've gone. He walked off in a random direction hoping to spot her.

"Hey there, stranger." Jack nearly jumped as he turned to see Trixie, no longer in her getup, leaning against a light post. "Did you enjoy the show?"

"I did indeed" he replied with a smile. "You've definitely got talent. It's no wonder I've heard of you occasionally. Quite a good job with the crowd."

"Oh, do go on" Trixie gushed with a gesture of her hoof.

"If you insist" Jack Pot said before taking a step closer and placing a hoof on his chest. "Would you do me the honor of accompanying me for an aftershow lunch date, Ms. Trixie? I feel you deserve it."

"With midday dessert?"

"Of course."

"Then gladly" Trixie said as she closed the distance between them, hooking one of her forelegs with his. While Jack Pot escorted her to the lunch spot of her choice, Trixie lightly batted his tail with hers.

They ended up having a nice, simple lunch of sandwiches, with a pleasant talk to go with it, getting to know each other a little more. Jack Pot told Trixie of how he had only spent a few semesters in college, mostly preforming slightly amateur tricks for fellow students. He realized his true calling, quit college, and hit the road with his new partner Big Bucks, eventually gaining the success they had now.

Trixie gave some more detail about her career path, along with the fact that her mother had passed relatively young due to an illness. Her father hadn't been in the picture. On one hoof, he had sympathy for her, even saying so. On the other, he was slightly relieved he wouldn't have to go through meeting the parents of a mare nearly half his age. And on yet another hoof, he couldn't help but be curious about something.

Hearing that Trixie never knew her father, coupled with their uncanny resemblance, got the gears of his mind turning. No, she couldn't possibly be. I mean, my wilder nights did happen twenty some years ago, and I don't exactly remember most of them. But she says she's nearing thirty, and that's just a few years too long to coincide. Come on, Jack. You're being crazy. You have to be.

Jack was snapped out of his definitely crazy thoughts by their server bringing the bill. Trixie actually said she would pay for it, so long as he paid for their dessert. He agreed, though he didn't miss that the lunch wasn't exactly expensive.

Trixie chose ice cream for dessert, and the two of them left a shop with their own ice cream cones in their magic. Jack had chosen mint chip, while Trixie chose chocolate and peanut butter.

"Mm, this is so good" Trixie said after taking an enthusiastic lick of her dessert. "Wanna try?"

"Sure. I've never been one for peanut butter ice cream, but if you like it, it has to be worth a try. Here, let's trade." They switched their cones and partook of each other's. "My! This is good! Would you mind if I had a little more? You can keep going with mine."

"Help yourself" Trixie replied with a giggle. Her smile disappeared and her eyes widened a bit as she saw him enthusastically licking her ice cream. He was getting at every inch of the scoop, and his licks were getting stronger. She absentmindedly licked at his cone while she watched, unaware that she soon started to make the same kind of swirling motions she did while pleasuring a stallion.

Her mind started to wander, imagining that he wasn't licking ice cream, but a pony. Specifically a pony's thighs, and moving towards the center. A stunningly beautiful pony with blue fur, and a white mane, and a spot that was hot, and wet, aching to be-

A cool breeze made Trixie realize her tail had been rising, nearly exposing her marehood. She tucked her tail between her legs as she tried to fight the blush of embarrassment. "C-Can I have my ice cream back please?"

"Oh, yes. Sorry about that" Jack said as they switch their cones back. "It's a really tasty flavor. Though I can't help but wonder if that has anything to do with who was licking it before" he said impishly.

Trixie released a nervous giggle in response before devouring her cone whole to try and cool herself down. You know what? Screw it. A little trampiness never hurt anypony. And I have an idea to make it a little fun- "Gah! Brain freeze!"

After Jack Pot finished his ice cream, and Trixie overcame her brain freeze, the latter requested to see Jack's hotel room. She claimed she wanted to see what perks he got for being a temporary, in-house performer. It turned out he got one of the nicer rooms in the hotel, though not exactly a luxury suite, especially considering he shared it with Big Bucks.

Regardless, it was still better than what most residents got. It was on one of the higher floors, king sized beds, a wall with a door allowing for roommate privacy, mini fridge, big screen tv, and a balcony with a view of the pool. But the best part of all was that Big Bucks wasn't there at the moment.

"I can't believe they gave you a room like this" Trixie breathed in wonder. "The nicest room I ever stayed in was only half as good as this."

"The benefit of being a regular performer for the week, though only at a somewhat generous discount. Thankfully, me and Big could afford it."

"Would you mind if I...try the bed?"

"Be my guest."

Trixie immediately launched herslef into the bed, landing on her back, and gasping soon after. "So soft!" she exclaimed as she wiggled back and forth. "So comfy" she moaned as she stretched out vertically. "I just wanna take a nice long nap on this." She turned to look at Jack Pot with suggestive eyes. "Of course, that's not the only thing I'd be interested in doing on this bed."

"Careful, Ms. Trixie" Jack replied playfully. "You asked me to take you up to my hotel room after only our second date, and you're on my bed making suggestive comments while we're alone. You might give me the wrong idea."

"Or the right one."

"I beg your pardon?"

"You heard me" she replied before she started crawling on her stomach toward the foot of the bed. "Not that I mean we should...do that just yet. But why can't we have just a little fun? Hm?"

"I like the way you think, Ms. Trix- Mmf!" Jack Pot was silenced as Trixie once again smashed their lips together. Though this time, she used her magic to pull him to her before wrapping her forelegs around his neck. Were his lips not occupied, he would've smiled. He leaned into the kiss and placed his forehooves on the edge of the bed to climb on. Trixie used this to pull him as she fell backward, placing him atop her.

"Mm!" Trixie squealed as she hit the bed, tightening her hold on Jack while making her tail tease his. Their tongues soon found each other and started stroking each other. Jack broke the kiss soon after and started nuzzling Trixie's neck. His breath tickled her, and the kisses and nibbles he started delivering gave a pleasant tingle. "Oh Jack" she moaned as he continued. And then she felt his stallionhood slide up, slightly squished between their bellies. "Ooh, Jack.

"I've actually been meaning to ask you something, Jack."

"And what might that be?" he asked between kisses.

"You remember that trick you performed when we met? The hornless teleportation?"

"These days I've been given enough reason to always remember it. Why do you ask?"

"I was wondering if you could maybe, just maybe, tell me how you did it?"

"Being naughty in more ways than one, eh? You should know better than to ask a self respecting magician such a question, Ms. Trixie. You know the rule."

"Hm, yes I do" Trixie replied as Jack kept nibbling her neck. Unseen to him, she had narrowed her eyes and put on a mischevious smile when she spoke. "You wouldn't happen to have any inhibitor rings in here, would you?"

"I always carry a sufficient amount. Why?"

"I wanted to try a little something...different" Trixie whispered into Jack's ear, which made him freeze.

"L-Like what?"

"Would you be opposed to just a tiny bit of...bondage? Just your forehooves."

"I'm not usually one for that sort of thing. But...you've actually got me feeling a little more adventurous. I'll give it a shot."

"Great. Would you please bring me one of those rings?" Jack Pot ignited his horn and summoned an inhibitor ring. "I love it when a stallion doesn't leave the bed to get something his partner needs. Mm!" Trixie grunted as she attacked Jack Pot with another kiss, forcing him onto his back. She lowered her tail and started brushing it back and forth against his balls, which made him nicker and kiss back enthusiastically.

While he was occupied seemingly getting her to further tickle his balls, she used her magic to covertly slip the inhibitor ring on his horn. Then she enveloped his wrists in her magic and pulled them up and back to rest on either side of his head, which made his eyes widen in surprise. And finally, she pulled him up by his hooves, breaking their kiss, leaving him standing on his hind legs with his forelegs in the air. Trixie laid on her belly with her head raised, leaving her face to face with his balls. She eyed his genitalia up and down, and licked her lips.

"Um, I was thinking you were going to cuff my hooves to the headboard."

"Tempting. But I wanna do this instead."

"And uh, what exactly is...this?" Jack Pot asked a bit nervously. He stiffened as he felt Trixie place the underside of her hoof under his balls and start to slowly stroke back and forth.

"This...is how I'm hoping I'll get you to tell me how you did the teleportation trick."

"Really, Ms. Trixie? You would stoop so low as to, ah ha, t-tease me to get me to break the first rule?" Jack Pot asked indignantly.

"Of course not. I just wanted to do this to you and I happen to want to know how you did it. A simple two balls, one hoof scenario."

"Don't you mean two birds, one stone?"

"Not in this case" Trixie replied before gently blowing on his sack, making him shiver.

"Ms. Trixie, I would much prefer if you release me."

"Are you saying the Jack Pot won't be able to hold out in this kind of situation?" Trixie asked smugly.

"Wha-? I didn't say that!"

"But you said to let you go" Trixie replied innocently. "I would think that means you'd crumble and break the rule easily."

"Celestia HERSELF could rut me with her behind and I wouldn't break!"

"Then a well above average magician like me should be easy to handle."

"You should be!"

"Wanna bet?"

"Do your worst!" Three words Jack Pot would quickly come to regret.

"Ten. Minutes" Trixie said affirmatively, as she stared up into Jack Pot's eyes before summoning a timer. She clicked it on, set it aside, and started planting kisses on random spots on his dick. Jack Pot sucked in air through his teeth as he threw his head back. "Thinking of quitting already?"

"...Not a chance. Why in Tartarus did I let her goad me into this?!" His lack of relief since their first meeting certainly didn't help. She's throwing in licks now! Trixie gave a lick to the sides, his underside, and then back and forth under his balls. His hind legs started shifting nervously.

"Ooh, looks like you have something for me to taste." He knew what she meant and mentally panicked. He could feel the substance coming out of his tip and traveling down the middle of his underside in a perfectly straight line. He clenched his eyes and his teeth as he heard her suck in air while licking up his pre-cum, making it sound like a slurp. He thought his teeth would break as he felt her slowly swirl her tongue around his tip, then lick the slit. "Mm, not bad."

Jack Pot huffed after Trixie disconnected. "Five minutes to go."

Five minutes?! Already?! I mean, still?! Damn it! I want her to keep going, but I don't want to break!

"Feel like telling me?"

"I...I...No!"

"Hm. Then I'm gonna have to resort to drastic measures."

What does she mean by drastic measures??? Jack Pot wondered as he felt movement on the bed. His eyes went as wide as they possibly could when he felt something warm and wet rubbing on the underside of his cock. He shot his head up and confirmed his fear. Trixie had stood up, turned herslef around, and backed her pussy up to his dick. Oh no.

"Mm. How do I feel against you, Jack?" Trixie asked sultrily as she changed from rubbing back and forth to up and down.

He couldn't muster any outrage. "V...V...V-V-Very nice."

Trixie gave a low chuckle. "And you feel so good against my pussy. It was going to be all yours by the third date, at least. But now, you have a chance to have it right...now."

Jack Pot couldn't help but look down and be entranced by the sight of Trixie's pussy practically wrapped around him. It was practically begging him to rut it. "I...I do?"

"Mmhm. You just have to tell me how you did that trick."

"I-" Get ahold of yourself! You have more...just barely enough integrity not to break under this heavenly treatme- Torture!

"Time's almost up, Jack" Trixie sang. "And with it my offer. What's it gonna be?"

She managed to partially capture his cock between her cheeks and start stroking it up and down. Sweet Celestia, this mare's going to kill me. Focus on the ticking. Focus on the ticking! I'm so close! "I will not break the rule!"

The ticking stopped.

"Damn it" Trixie said as she removed herslef from Jack, as well as her magic from his hooves. He caught himself with his forelegs, only for all four legs to buckle. He quickly pushed off the bed and collapsed on his back, panting as he felt his arousal slowly dissipate. "On the one hoof, I'm disappointed I didn't get to learn how you did that trick. On the other hoof, I admire your conviction. And on another hoof, I kind of feel bad for putting you through that."

"Hah...Don't be. Oof. Many a mare have tried to get me to break the rule, but none of them ever challenged me like that before. I'm almost tempted to tell you out of gratitude for helping me test my limit. Almost."

"So...no hard feelings?"

"Not at all. Though I can't say I enjoy being left more pent up than I already was."

"What do you mean?"

"I haven't had some relief for a bit, even after we first met."

"What?! No wonder your balls looked bigger than I remember. You poor thing. Now I feel worse for teasing you like that. I have to help by making it up to you."

"What do you me-? Ha!" Jack Pot exclaimed as Trixie wrapped her lips around the tip of his still sensitive, decreasing erection. She slowly slid down, quickly making it increase back to full mast. "M-M-Ms. Trixie! Ah!" His hips bucked as she reached the base of his cock.

Right after the buck, she started going up and down, making slurping and smacking sounds. Soon after, she increased her speed, and started making light gagging noises. He could feel her tongue wriggling on the underside as she sucked him off. He'd never felt a mare do that before; it was a whole new kind of tingling. I think I'm in love with her!

He had no idea how long it went for, but it couldn't have been too long with the accumulated pressure. He could feel his orgasm fast approaching. "Trixie! I'm-! I'm going to-!"

"You're going to what?" she asked coyly.

"Why did you stop?!"

"What are you going to do...daddy?"

"I'm going to cum!"

"Well why didn't you say so?" Trixie recaptured his entire length in one dive and sucked his cock while slowly drawing up.

"I...I...NNNGGHHH! AH!" Jack Pot grunted as he came, shooting his cum directly into Trixie's throat. She gladly gulped it down, treating him like a delicious drink, and his dick was the straw. He heaved and shuddered as Trixie coaxed the last few drops out of him, licking them from his tip still held between her lips.

"You taste just as good as I hoped" Trixie said, audibly licking her lips with a content hum. "So how was that for a second date finisher?"

"It was...It was...Thank you, so much."

"You're welcome, daddy" Trixie replied before giving his now flaccid, sensitive dick a kiss.

"Oh yes. Before I forget. Daddy?"

"Mmhm. You radiate a sexy, daddy vibe. And I love it. I hope you don't mind me calling you that."

This wasn't the first time he'd heard something along these lines. In fact, he swore mares, and some stallions, started telling him this twenty some years ago, out of nowhere. He personally never saw it, but his maybe not so crazy thoughts from earlier were coming back to him. And he was getting curious. But despite that, he responded the way he had before when told this. Truthfully.

"Not at all. Trixie."