Crazy trouble with love part 8
Cleopatra Jazz and Spike
Series: My Little Pony
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"Discord, you sure we should be here without Big Mac? Kinda feels like we're leaving him out of the fun." remarked Spike as he and Discord were walking into a casino, all dappered up.
"We're 2 single guys, we should be out looking for a good lay. So let Mac be let down this one night." Discord waved off before they stopped and looked around. "Today we go wild and enjoy ourselves."
"I just feel like they might get the wrong idea. I mean I don't look old enough to be in here."
"Trust me, when it comes to dating, guys love young gals and gals love young guys." He explained. "Now, I'm gonna abandon you to go tentacle fuck some mares backstage." He snapped his fingers and Spike was alone.
"Discord! You son of a bitch." he grumbled with annoyance and a blush. 'The least he could do is be subtle about stuff like that. I don't wanna get an image like that stuck in my head.'
Spike then saw a sign, showing that a performance is about to start.
"Well, maybe I can watch this show before failing at getting some flank." he shrugged before walking over to a doorway leading to a room where a stage was set up and numerous seats were taken. Luckily he got the front most seat. "I hope this is worth it."
"Fillies and gentlecolts. I'm sure you don't need any introductions, but for those who do...I present to you, Cleopatra Jazz!" called the stallion at the mic before stepping back as the curtains pulled open to show the mare who smiled and winked to the audience who clapped their hooves together.
'Okay, she's pretty hot, let's see how she dances.' Spike thought. 'I think I saw her before.'
He then thought back to the 1st guy's night with Discord.
'Oh yeah! Now I remember her.' Spike realized. 'I wanna give her my banana.'
Cleopatra Jazz cleared her throat as several dancer mares walked out with the band starting a tune.
'Hmm, pretty nice music, but I wanna hear this singing voice.' Thought Spike as she opened her mouth.
"Here we go, off the rails. Did you know, it's time to raise our sails. Its freedom like, you never knew. Don't need bags, or a pass. Say the word, I'll be there in a flash. You could say my hat is off to you."
'This is a nice song, the kind you might hear when crashing a wedding...that's strangely specific.' He thought.
"Oh, we can zoom all the way to the Moon, from! This, great wide wacky world. Jump with me, Grab coins with me, Oh yeah!" sang Cleopatra Jazz while tapping her hoof to the beat as the band played louder and the dancers danced with it. "We can jump up in the air, jump up don't be scared! Jump up and your cares will soar away. And if the dark clouds start to swirl. Don't fear, don't shed a tear 'cause I'll be your 1-UP girl." That's when everyone started jumping.
'Whoa! The crowd's really getting into it!' thought Spike finding himself getting up and joining them.
But soon the jumping turned to mugging when the lyrics got to "grab coins with me." Once again.
'Oh crap.' Spike then snuck away behind the curtains. 'Good thing I don't have pockets.' He then saw Discord stay true to his word, fucking some mares backstage with tentacles.
"Oh, hey Spike, how's scoring with the ladies?" He asked as Cleopatra Jazz entered the curtains and went to her dressing room, ignoring what Discord was doing.
Spike blushed hearing then moan and turned away. "Lets just say things are just starting out."
Then Discord and Spike saw Cleopatra Jazz enter the curtains and head to her dressing room.
"She looked nice, you want her or should I?"
"No! I think I want that mare, she has a great set of pipes."
"That you'd like to fuck?"
"Discord!" he blushed brighter.
Discord rolled his eyes. "You know, if you wanna meet her, then you gotta talk to her.
"I know that." he huffed. "But I'm not trying to jump into bed as soon as I talk to her."
"Why not? Seems to work for me." He said as the mares he was with screeched in ecstasy.
"Come on dude, just gimme something that'll help me score with her."
"Very well." With a snap of his fingers, Cleopatra Jazz's records fell into Spike's hands.
"Maybe not some cheat sheets but more...a nice gift for her?"
"Must you be so picky?" Discord rolled his eyes before snapping his fingers and made the records into flowers.
"Thanks."
"Yeah, go the boring way." Discord rolled his eyes as the mares screamed louder making Spike rush away. 'First chance I get I should sneak some viagra to him.'
Meanwhile, the singer sighed to herself as she laid on the couch.
'I won't be here for much longer...' she thought with sadness as she looked at an envelope on her desk.
"Dear Cleopatra Jazz, tomorrow night is your last show. Please make it amazing. We're gonna miss you a lot." read the letter with the mare herself hugging a pillow with sadness.
"I wonder...am I the kind of pretty that a rich young guy would go for?" she wondered before hearing a knock at the door. "Whoever it is I'm not in the mood!"
Some more knocks.
"I said I'm not in the mood, get lost!"
Some more knocks and then she got up from her seat.
"I swear whoever this is..." she grumbled before opening it. "Yes, who is...it?"
"A young guy hoping to get a date?" spoke Spike holding the flowers out with Cleopatra looking surprised.
'Okay, so young guys do find me attractive.'
"These are for you."
"Oh...thank you very much." she spoke accepting them and looked him over. "Hey, you're a dragon."
"Yes, I'm Spike, assistant and adopted little brother to Twilight Sparkle the Princess of Friendship and I'm also the adopted little brother to Shining Armor, husband of Mi Amore Cadenza, Princess of the Crystal Empire." listed Spike making the mare's eyes widen. "Sorry for the mouthful, but if I don't get it out of the way it'll feel like I'm hiding something if you hear about me later from other ponies. I'm kind of a big thing in the Crystal Empire."
'A prince...a fucking prince came to ask me out...I can't look this gift horse in the mouth, I'll take it.' she thought before smiling and stepped aside. "Why don't you come inside and make yourself comfy?"
"Why thank you Ms. Jazz."
"Please, call me Cleo." she smiled before closing the door. "So, I take it you saw my show?"
"Yeah, I loved it...before everyone started mugging each other." he remarked as she chuckled.
"I've never heard of this song before but it sounded strange. 1-Up girl? What is that?" Asked Cleo.
"Sounds like video game language. I have no idea who told you to sing a song about video games, but the song was still fun regardless." Spike answered.
"Thanks, I've had years to be very very entertaining."
"You've worked for many years and yet you look great." he complimented making her giggle.
"You're too kind."
"I'm serious." He said as he sat on the couch next to her. "You look like you just started, but you sound like a real pro."
"Well at least someone noticed." she muttered to herself.
"You're welcome, so I'm sure you know why I'm here right?"
"You want a date with me right?"
"Uh...well I mean I WAS gonna ask, but am I that obvious?"
"When I was younger tons of guys lined up behind that door." she remarked waving a hoof before looking sad. "Now I'm lucky if I have any admirers left."
"Well, I'm here and if the audience was so enchanted by your song that they all caused a riot, they gotta be fans too."
"You really think so?" She asked as she scooted over to him.
"Yeah, I mean I don't get why they'd not come by."
"Probably because I'm getting up there in age."
"Really? How old are you?"
She then whispered in his ear.
"Not that bad."
"But I'm old, I'm close to the expiration date on my foal maker." she sighed looking down. "It's probably the reason that was my last show here."
"Well, with the money you can now start a family and teach them how to sing as good as you."
"Well the truth is...I was taught on how to entertain other ways." she blushed. "I mean, there IS a reason I dress like this."
"You mean-"
"No! Oh Celestia no! I meant it's good business to show off your body and shake what you have when on stage to tease the audience."
"That makes sense, so...you wanna get outta here and have a fun night? I've got Discord, the spirit of chaos with me."
"How'd you manage that?"
"We played a game and became instant friends."
"...do I want to know what kind of game?"
"He almost killed me and my friend's big bro, that's all you need to know."
"Yikes."
"Yep, but he stopped being such a jerk when he realized he could really use someone to hang with when this one mare he likes isn't available for tea."
"The spirit of chaos has a crush?"
"He denies it when you ask him." he smirked. "But it's pretty obvious he's got it bad for her."
She giggled at that. "You know, I'll take you up on your offer." Said Cleo before getting off the couch.
"Great." Spike then ran to the door and opened it for her. "After you ma'am."
"Did your royal siblings teach you these manners?"
"Actually I kinda taught myself them."
"Well done, you're very sweet." Then they walked past Discord who had 3 panting mares all over him.
"Uh..."
"Just ignore him."
Discord noticed Spike leaving and with the twiddling of his fingers, gave him an endless pouch of bits. 'Have fun.'
"Ooh...Discord~"
"You want all my tentacles at once?"
"Yes..."
With Spike and Cleo, they found themselves in front of a casino.
"Feeling a little lucky?" asked Cleo.
"When I'm with a lovely lady, yes." he winked making her chuckle as he sat at one of the machines and put a bit in. "Come-on, I wanna stop asking Twilight for an allowance!" And the result was...7...7...7. "YES!"
Then Spike got buried in bits.
"Wow, pretty good for your first try."
"Yeah, it really is."
"I've never had that much luck."
"Try again and see if it's just a one time deal." Spike put another bit in and...7...7...Bar. "Ah, just missed it."
"Let me have a try."
"Sure thing." Then he handed her a bit.
Cleo blew on the bit before popping it in and pulled.
7...7...
'Come on, come on.'
7777777
"What in the world?"
And with a row of nine 7's, she got triple what Spike got.
She cried out when the bits came out and washed her away in a sense.
Spike then dug her out. "You okay?"
"Yes. And now with all this money, I'm ready to retire in a nice big mansion."
"Nice." he smiled. "And I know this nice little place where you could live in luxury without being bothered."
"Oooh, you gonna take me there for some fun?" she winked making Spike blush and chuckle embarrassingly.
"Let's just..." then all the bits vanished. "What the hey?"
Then a note fell into Cleo's hooves.
"I teleported all the bits to Cleo's dressing room, you're welcome, Discord."
"Wow, two in one day."
"So Spike...feel like the craps table next?"
"Heck yeah, I always wanted to say bet it all on black."
(Later)
"Bet it all on black."
After 200 bits, Spike finally did it.
"Finally...betting on black...worked..."
"Are you ok? You look a little exhausted." pointed out Cleo with confusion.
"Of course I'm exhausted. My goodness, it took me 200 tries before betting on black worked...that's some pretty bad luck on me, but I guess I just peaked when I got the lucky million."
"Well hopefully the 200th try will mean your good luck is recharging."
"Yeah, why don't you give it a shot? I heard a pretty mare breathing on dice makes it lucky."
"Okay, if it works for Mare's breath, let's see what happens when a dragon does it."
"I'm pretty sure that would just burn or melt the dice."
"I was speaking literally." she deadpanned.
Spike rolled his eyes before they left the craps table after one win. "So, feel like getting some dinner?" Spike asked.
"Sure, I'm starved."
And so they went to the part of Las Pegasus with the restaurants.
"Follow me Spike, I'll show you where the big meals are."
"That's good, I've got a big appetite."
They walked past all the fancy places and found themselves at a western looking restaurant.
"Well, ain't we underdressed?" Spike joked.
"And me without my hat." chuckled Cleo back.
They went in and then, they noticed a familiar pony performing.
"Applejack?"
"No silly, that's famous country music star, Apple Chord, she comes here on weekends to perform, I'm such a fan."
'...I have a feeling she might suck my dick if I told her I'm friends with her.' Spike thought. 'But just why is Applejack using some stage name?'
"So little feller, yer here with your babysitter?" Said a clearly teenaged stallion they for some reason hired.
"No, I'm his date." Replied Cleo.
"Yah must be rich." The teen stallion working part time said to Spike.
"I am." he grinned with pride while leading Cleo over to a table.
'I wish I had that kind money, but my father is so stingy to share with anyone.' The teen thought.
"Howdy do, what can I getcha for an appetizer?" Asked the mare.
"I'll have the fries." Spike ordered.
"I'll have a small salad." She said. "With extra ranch dressing."
"You got it, and what about the main dishes?"
"I'll have the hay sliders."
"Me too."
"Alright, your orders will ready in a bit."
As they waited, Applejack noticed Spike and Cleo. 'Is that boy on a date? Is this my chance to ask out Rarity?' wondered the mare with a smile. 'Yahoo! 'Bout time.'
"And then Twilight tried to eat the evidence, but I'd say mom still noticed the blueberry jam on her lips, which is why she got grounded that day." Spike said, making Cleo laugh. "I got tons more embarrassing childhood stories."
"Keep them coming, these are hilarious, and pretty good for blackmail."
"Alright. So, this one time when Twilight wanted to practice with my fire breathing, she used me to heat up her beakers, but she really shouldn't have used a baby dragon for that, you know why? I then got distracted when a butterfly flew into her room. She came back from the bathroom and saw the beakers about to explode. She saved us both with a force field and the cold beakers suddenly burst from not being kept at a constantly hot temperature! Our parents came in and were pissed, because she wasn't supposed to be doing this science stuff in her room in the first place. Guess who got Twilight's dessert later that night as punishment?"
"You?"
"Shining Armor."
"Wait why?"
"I was too young to have that much sugar, I'd be up all night." he smiled. "Trust me, you didn't wanna see what a baby dragon is like on a sugar rush."
"I'll be sure to remember that incase I have kids with a dragon." She then winked.
Spike chuckled with a grin before their appetizers arrived.
"One order of fries and a salad." Said the Stallion before serving them.
"Thanks...also, are you an alicorn?"
"Uh..." He then ran away.
"That wasn't suspicious at all." Spike joked.
"I've been actually noticing a few non-royal alicorns myself." Said Cleo.
"It feels like there's one in every once in a while that seem to blend in with all the other ponies."
"And yet they're still obvious. Heck, I could've sworn this mare who friendzoned me was an alicorn at one point."
"She did?"
"Yeah, this guy named Cheese Sandwich, along with another friend of mine threw another friend a birthday party and at that party, she was on stage dancing with a real pair of wings on her unicorn body."
"Whoa."
"Yeah, and good thing Twilight hasn't noticed, she'd be crushed if she knew she wasn't that special after all." whispered Spike with Cleopatra nodding before they dug into the appetizers.
After eating, the main dishes came in.
"Who ordered the sliders and who ordered the sliders?"
"Oh ha ha." Spike said before he put the sliders down.
"Hey Spike, wanna add in the extra ranch I saved from the appetizers?"
"Sure."
So they added the leftover ranch to all the sliders and just took in the taste as they bit into them.
"Mmm, wow that tastes even better than I ever imagined."
"I know, I may not look like it, but when I'm at home, I make some of the most unhealthiest combinations of hay burgers."
"Yikes, now that you can spend the rest of your days at home, you'll be making more of those bad choices, aren't you?" Spike joked with Cleo laughing.
"Well I wouldn't mind learning how to make healthy ones, otherwise all that fat will go straight to my flank."
"I'm sure a lot of guys wouldn't mind that. Me included." he winked making her blush.
"Oh you, that's flattering, but I don't wanna end up an old mare who could put a Yak to shame."
"Good point." Spike replied. "Also, since I'm friends with a few athletes, I can help you burn off that weight since they trained me in flying."
"I can't believe how plugged in you are."
"If you become my marefriend or wife, you can get plugged in as well."
"What, and become a princess too?" she joked.
"Of course, though you'll only get the title, no promotion from Celestia."
"Wait, really? I was just joking."
"I'm not."
'Damn, this dragon probably has better luck than Blueblood.'
After dinner, we now see them wandering aimlessly through the streets.
"Not sure what I wanna do next..." Said Spike. "...you've been great company, thanks for coming with me on this date."
"I should be thanking you. I haven't had a great date like that in a while."
"We can have another date if you'd like, I don't have a girlfriend and you're out of a job so you won't he doing much at home, you know."
"Gee, you're such a nice guy, joking about another pony in the unemployment line."
"You won millions in bits back at the casino, you'll be fine." Said Spike, as they turned a corner to see the dirty side of Las Pegasus. Many mares in skimpy outfits and stallions in puffy coats and scarfs. "Whoops, maybe I should have grabbed a map."
"Nah, this is a shortcut back to my place." She said, walking ahead.
"Oh...really?"
"Yeah, there are plenty of whores so the guys won't bother me."
'I don't know whether to take her word or be annoyed she's use to that.'
"Hey squirt! You walkin' yo mama back home!" Said a pimp.
"No, he's walking his date back home." Cleo replied.
"Oooooooooh, someone's getting some for free!" Said a whore.
"Watch it! Dragons got them two dicks!" called another.
Both blushed as they started walking faster. Eventually they reached the destination.
"A...love hotel?"
"Former love hotel." Cleo corrected.
"Former? I didn't know they could change into anything else."
"The previous owner was a serial killer who lurked behind doors to see who finished fucking. Then when he heard exhausted breaths, he'd ambush them all because they don't have the energy to fight back. He was arrested, and the new owner turned this place into a legitimate hotel."
Spike couldn't believe what she just said.
"Come-on, my place is on the 1st floor."
"Um...you sure it's not, you know, haunted?"
"If it was, I wouldn't be living here now would I?"
"You got a point."
They then entered the hotel and got to her apartment.
"So...were you serious about all that stuff you said during our date?" She asked while throwing off her feather boa and necklace.
"Well yeah." he replied while blushing as she gave a seductive look.
"Good to know, so, we gonna fuck or what?"
Spike then quickly threw off anything he was wearing and ran for her bed! He jumped on it while Cleo walked over seductively.
She climbed in and Spike quickly claimed her lips before Cleo threw the blanket over themselves and all throughout the night were their moans.
(Omake)
The next day, we see Spike and Cleo walking through Ponyville back to Twilight's Castle.
"Who is that?" Rarity asked.
"Spike's new girlfriend. I saw them on a date last night." Applejack then put a hoof around Rarity.
"Wait, Spike's girlfriend is some show mare?"
"But it's okay right?" She then kissed Rarity's cheek. "Now we can finally be together."
"That's true."
"Yeah, now while they get freaky at the castle, let's get freaky at my place."
And then twice as much moaning was heard during the day time.
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END