Anon is loving it here. Everyone is so nice, every-pony is so nice, and the love of his life fell into his arms only minutes after arriving in this crazy new world… literally.
Wondering how he ended up in Equestria, Anon was still curious what he should do first in this amazing world of ponies, when a certain clutsy mail-mare crashed into the light post, under which he was sitting.
Derpy fell straight down into his lap and began making her trademark apologies.
“Sorry, that pole came outta nowhere”, Derpy groaned as she got to her hooves.
Standing up beside her Anon looked down into her eyes, those beautiful, amber, criss-crossed eyes, and fell in love with the girl. “God you’re pretty”, He accidentally said aloud.
“Thanks, you’re pretty to.”
Anon chuckled at the mare’s response. “Thanks Derpy.”
“Do I know you?”
“No, no... you wanna be my mare-friend?”, He asked flatly getting to his knees.
Derpy was stupefied. No-pony had ever asked her to be their mare-friend before! Not knowing how to respond she simply flew away, leaving poor Anon alone, thinking she didn’t like him.
Why was I so forward! Anon chastized himself. Stupid! stupid! Stupid!
Gathering himself an idea popped into his head. He didn’t have the social graces to win Derpy over, but he did have the inside scoop on everything about her from the show.
Muffins!
Anon took off toward Sugar Cube Corner, believing that buying Derpy a box of her favorite comfort food might at least grant him some time with the girl; but upon arrival at the bakery he remembered two important things...
One: He was still naked.
And two: He had no money.
The former being less of a concern in this world of mostly nudest ponies, but the latter being a significant road-block to his plan. A bridge he decided to cross when he came to it… which was of course right now.
“Hello welcome to Sugar Cube Corner”, Pinkie greeted the naked human boy. “What can I get you?”
Anon approached the counter and cleared his throat. “I don’t have any money, but I will gladly pay you Tuesday for some muffins today.”
Pinkie tilted her head, staring at Anon for a few seconds before cheerfully answering with a simple, “Ok.”
Clapping his hands and dancing about the store’s lobby, Anon realized that in order for phase 2 of his ‘not-so-well thought out plan’ to work, he needed Derpy to deliver the muffins somewhere. While pinkie prepared his food, Anon considered where he might have the adorable mail-mare go with the delicious treats.
“Ok monkey, here’s your muffins.”
Ignoring the very real possibility that Derpy might eat the things before she delivered them, Anon decided the best place to have them sent would be the Inn on the other end of town.
“Thank you so much Pinkie. Have Derpy deliver those to the Inn… I’ll be waiting.”
“No problem goofy naked monkey boy”
{At The Inn}
Anon sat in a room he had stolen by picking the lock on the door. A skill he had learned, but never put into any practical use until today. Making sure the place was set for his love, Anon went downstairs to wait for the package.
He leaned himself against the check-in counter and waited… and waited… and waited… Unwilling to remove his eyes form the Inn’s entrance, lest he risk Derpy dropping her own gift and leaving.
After thirty minutes she arrived carrying a slightly damaged box of muffins. She walked into the lobby and placed the box on the counter. “Excuse me miss? I have a package for a… goofy naked monkey boy?”
Anon had forgotten to give Pinkie his name. Luckily that was an apt enough description for the ditsy mare to recognize him as the recipient. “I think these are yours sir.”
“Oh, no no no, those are for you my love.”
“Huh? It says to goof naked…”
“I know I know..”, Anon interrupted. “Just take them up to my room.”
“When did you get a room?”, The Inn-keeper chimed in.
Ignoring her, Anon led Derpy up to the stolen lodging and opened the door. “Just set them on the table Derpy.”
As Derpy stepped inside, Anon noticed something between her legs. Something he did not expect, but was more than happy to see.
A big pair of big pony nuts, articulating as her legs squished them back and forth. Quickly stepping inside, Anon slammed the door and locked it. “You didn’t tell me you had another package for me Derpy!”, he said with a grin.
Getting to his hands and knees, Anon crawled across the floor and under Derpy.
“What are you doing?”, she asked the goofy human currently inspecting her under-carriage.
Looking between her legs, Anon spotted her sheath, which contained the other package. Without asking permission he reached up and fondled Derpy with his nimble human fingers.
“Ah!”, Derpy yelped, knocking the half eaten box of muffins to the floor beside them. “You’re not supposed to touch there!”
Anon ignored her, and continued molesting the adorable dick-mare. His fingers running over the exposed head of her cock as it slowly extended from it’s sheath. He rubbed faster, encouraging her mare-meat to come out and play.
As it reached it’s full length, Anon turned it's head to himself. Leaning in he gave the tip a small lick and gentle kiss before turning his head up to look at Derpy.
She was staring down at him; her face flushed red; panting rapid hot breaths at Anon's touch.
“Do you want me to stop?”, he asked.
Derpy shook her head.
He smiled and crawled under her completely. Positioning the head of her pony-cock at his puckered anus, Anon could hear Derpy mumbling something about ‘not breaking this one’ as he wiggled the flared head between his cheeks. Ignoring the implications her words may have had, Anon reached up and patted her side with his hand.
“It’s ok Derpy, I can take it.”
As soon as Anon finished his sentence Derpy bucked forward, cramming nearly half her length into him with a single thrust.
Anon gasped as his insides were suddenly stretched and re-arranged accomidate her massive tool. Not given any time to acclimate, Derpy immediately began pounding away at him.
Being railed by this beautiful mare had Anon’s brain going foggy; his muscles failing. He colapsed down to his side, with Derpy right behind him. She layed herself onto her side. Grabbing around his waist, she pulled Anon close as she continued making love to this strange creature.
Eliciting girly moans of pleasure from the lustful human, Derpy could feel his soft insides contracting against her shaft.
“You feel great monkey boy.”
It wasn’t until she heard Anon wimpering that she ceased her assault on his ass. “You ok?”
Anon turned his head, and looked at derpy with a big blissful smile across his face. He stared at her for a moment.
“I love you so much Derpy... please, be my mare-friend?”
Derpy nuzzled his neck and nibbled on his shoulder. “Sure thing little monkey boy.”
“My name is Anoooon!”, He yelled as Derpy pressed him into the floor.
Laying him flat his stomach, Derpy buried herself inside him. Fucking him balls deep for a moment.
Derpy's rapid full length thrusts came to a stop. She hilted herself inside him… and stay there; gyrating her hips against his soft ass as her balls contracted; sending rope after thick rope of warm pony-cum flowing throughout Anon's body.
“Oh god it’s s-s-soo warm”, Anon moaned, as his love came inside of him. He could feel her cum working it’s way deeper into his body, and he could hear Derpy gently moaning and groaning above him.
After awhile Derpy relaxed. Finished painting Anon’s insides with her spooge, she collapsed on top of him.
The two layed there panting for awhile.
Anon could feel her cock slowly softening inside him, and when it finally popped out, he felt globs of cum flowing out of his well stretched rear, pooling beneath them.
Eventually the two actually got off the floor and into bed with each other. They kissed and cuddled for a long time; not saying anything; until a certain Inn-keeper unlocked the door to show another pony into the room.
“I hope you find the accommodations to your liking Ms. Dash.”
“I’m sure it’ll be fine, I don’t need much. I’m just here to teach at Twilight’s school for the weekend.”
“Well if you need anything just give us a ring ok.”
The Inn-keeper shut the door and Rainbow stepped inside. Placing her bag on the ground she quickly noticed the couple hiding under her bed's blankets. Assuming they were sleeping she left them alone for the moment, and began unpacking. But when she seen the blanket making humping motions, her intrest peaked.
Ripping the blanket off, Rainbow was surprised to find the goofy mail-mare with her cock lodged in some monkey thing’s ass. Anon waved up at Rainbow while Derpy continued to hump him from behind with her eyes screwed shut.
Normally Rainbow would have called the Inn-keeper back up and have them thrown out, but this particular display of lewdness hit all the right notes for the pervy pegasus.
“Guess we’ll be sharing”, Dash joked. As her cock rose from it’s sheath.
Anon put on an uneasy smile as he watched her cobalt cock present itself in such a way so that it appeared to be staring at him. He curled himself up against Derpy as best he could, and observed Rainbow's pre as it dripped from her cock-slit.
Rainbow smiled and she shut off the lights. “Well I guess you get what you pay for”, Rainbow joked as she grabbed the covers, and climbed into the bed with them.
