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60's Era Spiderman goes to Equestria

by MarineMarksman

Chapter 40: Da Bootyman

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Dat booty. Dat delicious booty.

UNF!

UNF!

UNNNNNNNNNNNF!

Spiderman couldn't say no to da booty. No man could. A booty like had more influence than alcohol over a man.

“Lawl k.” our hero responded.

“…is that a yes?” Cheerilee asked meekly.

Spiderman nodded like a fucking retard in response.

The pink haired mare let out a sigh of relief. “Thank goodness.”

“I’m going to go home, Spiderman. I’ll leave you two to it. Have a good evening, ole’ chap.” Fluffles said as he finished his masterpiece, leaving the diamond tiara wearing bitch covered head to hoof in dicks.

As the two watched the raptor stalk out of the room, Cheerilee glanced at the knocked out student. “Diamond Tiara has treated everypony like absolute crap for the past couple years. I’ve done what I could, but it’s never enough. But ever since you showed up, everypony has started standing up to her. I’d probably be fired for saying this… but thank you for treating her like she deserves to be treated.”

“She’s a cunt lawl.” our hero said.

After a moments hesitation, Cheerilee nodded. “I’m going to finish up some grades and paperwork real quick. Do you mind hanging around?”

“Lawl no.” Spiderman responded as he shot a web at the ceiling and hung upside down. Cheerilee giggled cutely at his antics, before going back to her desk.


For the next couple hours, Cheerilee worked through her paperwork as quickly as she possibly could. While he waited, our hero crawled around on the walls and ceilings, as well a coating Diamond Tiara in thick coat of web. She’d be in for quite a surprise when she woke up. Eventually, the bitch woke up and simply walked out like nothing happened, the heavy webbing not restricting her movements.

Still worth it, though.

Cheerilee smiled as she signed her name on the last piece of paperwork. She quickly put away the papers in her desk and looked up.

Only to come face to face with Spiderman, whom was hanging down from the ceiling.

“Lawl hi sempai.” our hero greeted.

The mare giggled nervously. “Hello there, Spiderman.”

“Desu?” he asked.

“AIDs.” she confirmed.

Satisfied, Spiderman cut off his web, did a triple backflip, and landed on his feet.

“I’m ready to go, Mr. Spiderman.” the teacher said.

“Bitchin’.” Spiderman commented.

As the two exited the school, Cheerilee glanced up at our hero. “You know, ordinarily I’d hook a hoof through yours… but you’re a bit tall.” She commented with a playful giggle.

“It’s all good. Lawl.” our hero said, shrugging it off.

Cheerilee shook her head as they continued. “No… no… it’s just kind of a tradition.”

After a few seconds, her face lit up with realization. A short moment later, our hero noticed the teacher walk a few paces ahead of him, then felt something soft and fluffy making it’s way through his arm.

He looked down, noticing that Cheerilee’s tail had hooked it’s way through his arm. He also didn’t give a fuck that he was pretty sure that’s not how a horse’s tail worked.

His eyes continued it’s journey downwards, catching a raw, up close peak at that god-like booty.

“H-hey! Eyes up, mister! Not on the first date~” she said with a tone both cheerful and playful, her cheeks turning a dark crimson.

“Lawl k.” our hero said.

The two trekked on, the sun setting behind them. By the time they reached the town, the sun had fallen and the moon had risen, basking the town in it’s glow.

“Beautiful night.” The pink haired mare commented, a smile spreading across her muzzle as she watched the night sky above. Spiderman glanced up and scanned the night sky. Unlike the night sky above Badly Drawn New York City, the night sky here wasn’t disturbed by the large cities light pollution. There were millions of stars, sitting there and twinkling, dwarfed by the planet’s single moon.

Our hero merely nodded in agreement. One who doesn’t give a fuck like him doesn’t simply gaze upon something and call it beautiful.

Minutes later, Cheerilee stopped outside an unusually fancy restaurant in downtown Ponyville. Pulling him by the arm with her tail, she lead him up to the building, Spiderman stepped forward and pulled open the door the mare.

He opened that bitch a door.

Bitches loved doors being opened for them.

The pink haired mare smiled gratefully. “Thank you very much, Spiderman.”

Fuck yeah!

“Lawl no problem.” he said as they made their way inside.

The host examined the mismatched couple and snorted like a conceited prick. Spiderman made a note to jump him later.

“Hi, welcome to Fancy Pant’s Italian. How many will we be serving this evening?” he asked, doing his best to put on a smile.

He fucked up. Horribly. Spiderman was gonna choke a bitch.

“Two. Please.” Cheerilee responded.

The host quickly escorted the two to a table way in the back of the restaurant. He quickly placed a couple of menus on the table then left them, grumbling angrily to himself.

“Rood.” Spiderman commented.

Cheerilee rolled her eyes. “Don’t worry about it, Spidey. One bad host isn't going to ruin the evening.”

The two sat there in silence, looking at the menus.

“What are you going to get, Spiderman?” she asked, putting her menu down and gazing over at our hero.

“Lawl I dunno.” He responded.

After a few moments, she asked again. “How about now?”

“It’s a surprise lawl.” Our hero responded.

Cheerlee shrugged. “Whatever you say, Spidey.”


Half an hour later, their food arrived. No words were exchanged as they went to work on their meals. Cheerilee ate her food in an elegant and slow fashion, like the lady she was. Spiderman, on the otherhand, wolfed it down like his food was going to rise and make a break for it.

Eventually, however, both of them finished.

“So Spiderman… besides reading to children, teaching Sex Ed, and fighting terrorists, what else do you do?” Cheerilee asked.

"I do whatever the hell a Spiderman does. That's how I roll. Lawl." our hero responded.

"So what does a Spiderman do, then?"

"Lawl, I dunno." Spiderman shrugged. "Chill with my homies. Watch House M.D. Smoke some dank kush with Empress Luna-"

"Wait, you know the empress? And you smoke weed with her?" Cheerilee's jaw almost dropped to the floor.

"Know her? Yeah, I guess you could say that. Lawl." he said, his mind flashing to that one time he was invited to eat dinner at the palace, ate vindaloo curry and shit it all over the place, then fucked the then princess.

"SPIDERMAN?! WHAT DO YOU THINK YOU'RE DOING?!" Luna demanded, looking back at the human positioning himself behind her.

"I'm sticking it in the pooper." he answered plainly.

"WHAT?!"

"I'M STICKING IT IN THE POOPER!" he shouted as he slammed his erect cock in dat full moonhole.

"AHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH!"

"AHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH!"

"Spiderman...?" Cheerilee asked.

"Lawl sorry." our hero said, realizing he was spacing out.

Before they could continue their conversation, their waiter appeared by their side. "Will you be paying in bits or credit?"

"Do you accept fucks?" our hero asked.

"No, we do not, sir." the waiter responded, his eye twitching slightly.

"Good, because I don't got any. Fuck you. Here's your money, tip included," Spiderman said, reaching into his non-existant pockets and placing a handful of bits on the table.

Both Cheerilee's and the waiters draws dropped. "Thank you very much, sir!" he said gratefully, grabbing the bits and placing them in a pouch in his vest.

"Eat a dick. Lawl." our hero said. The waiter nodded and moved on.

"Spiderman, where'd you get all that money?" Cheerilee asked.

"It's not easy being cheesy... lawl...." Spiderman responded.


After that, our hero and his date exited the restaurant. They were a little slow getting out, as Spiderman jumped the host in the restroom, shanked him, then left his bleeding body behind.

As they started to walk away from the building, Cheerilee once more latched onto our hero with her tail.

"Mind walking home with me?" she asked.

"I don't give a fuck." he responded.

"I'm sorry, what?" she asked.

"Sure lawl." he responded.

Cheerilee shrugged off his initial response, a sign of a good catch. Also, did I mention da booty on this one?

UNF! UNF!

UNNNNNNNNNNNNNNF!

"Here we are!" Cheerilee announced.

"Huh? Sorry lawl. Faded thoughts idk." our hero responded, hitting the side of head.

"Well, it's been fun, Spiderman. We should do it again!" she said, grinning as she released her tail from our hero's arm.

"Lawl no."

"W-what?"

"Jk lawl. I troll hard." Spiderman said.

"Meanie." the teacher said, pouting playfully.

"Don't give me trolls remorse. K? K. Lawl." our hero said.

Suddenly, the mare lurched forward, planting her front hooves on our hero's chest as she stood on her back legs. She lifted Spiderman's mask with her teeth, revealing the rugged manliness underneath, and placing a small, but deep kiss on our hero's lip.

Spiderman took this chance to cop a feel of da booty. She didn't protest.

After a few moments, she retreated and fell back down to the floor, her cheeks burning a hot crimson. "I-I'll see you around, Spidey~" she sang playfully.

She entered her house, and turned around to face our hero. "Thank you, again. For both your help and this evening. HAve a good evening, Spiderman."

As she closed the door behind her, our hero pushed his hands into his pants and retreated into the bushes.

"Sneaky wank lawl."


CHOOSE YOUR PATH, HIGHLANDER!

()Go out clubbing with the talking velociraptor gentleman and Lyra

()Go chill with Discord and his bitch

()Go to the new bar in town with Twilight and get drunk

()Bake with Pinkie Pie. Acquire money and pot brownies

()Smoke weed with Luna then play some Haylo with her

()Smoke weed with Applejack and help her take down some rival dealers

()Play video games with Spike

()Teach Fluffles the meaning of friendship

()Teach Fluttershy how to french kiss THEN GET FRIENDZONED BECAUSE YOU DIDN'T DO THIS FIRST

()Volunteer at a cripple pony school with Fluttershy and attempt to score

()Take the CMC and Luna skydiving. What could possibly go wrong?

()Do your bro Spike a solid and help RD for the day while he has a threesome with cheerleaders (RD TIER TWO UNLOCKED)

Next Chapter: I can't read lawl Estimated time remaining: 2 Hours, 21 Minutes
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