Anon and Flitter the pony part 2: Excellent Weenie Adventure

>There was one sad, destitute pony in Ponyville that day
>Flitter hung her head low as she was lead through the town
>what had to have been weeks of playful picking on had culminated in her being publicly embarrassed and humiliated by anon
>and now he was carrying her down the streets
>he hadn't let her go since he caught her earlier
>anon had both of his arms around Flitter, under her front hooves and holding her back to his chest
>even if she felt up to trying to fight him off, she couldn't get away
>"At least he put me right side up" the light purple mare thought to herself
>but he didn't let her hide her shame
>her half-erect member was still dangling about for anypony to see
>she would usually try to hide it
>she didn't care now though
>as her head bobbed back and forth and stared blankly ahead, she had plenty of time to think
>she had been bested by a better opponent
>...with a bigger thing
>maybe she shouldn't have picked on the strange one-of-a-kind being that apparently just showed up one day out of the blue from his own world
>maybe she shouldn't have done a lot of things that led to this point
>maybe she still owed Cloud Kicker ten bits
>maybe she di-
>anon came to a stop
"Here we are!"
>Flitter looked up
>"Carousel boutique? Why are we here, anon?"
>the poor mare said in a dejected tone
"Well feathery butt, we need to be able to declare a real winner in our contest"
>"I forfeit" Flitter said aloud while trying to study the ground as best she could
>she just wanted to fly back to her house and bury herself in a cloud
"Nah, we're making this official"
>Flitter sighed
*BAM*BAM*BAM*
>anon kicked the door to the boutique
>you could hear a faint "i'm coming" from within
*BAM*
>the door opened and they were greeted by the purple maned unicorn
>"Whomever is banging on this do-"
>Rarity paused
>trying to process what was outside her door
"Hey Raretiddy"
>the mare paid no attention to the butchering of her name
>"Why hello Anonymous dear"
>Rarity's eyes met Flitter's, who immediately looked away
>"and Miss Flitter, is it?"
>"...hi" said the voice of pure defeat
>anon strolled past Rarity, into her shop
>"Anonymous, why are you not wearing the pants I made for you?" questioned the seamstress
"oh yeah, knew I forgot something"
>"I worked hard on those. And you just had an absolute fit about me making them, then you don't even use them! the nerve..."
"Rarerare, I need to ask something of you"
>"...And weren't you told not to pick up and carry around ponies like some type of pet?"
>anon didn't care
>them ponies is cute
>he was gonna pet 'em
>but not now. now is business time
>"and what is this I heard about how yo-"
"Rarity"
>the mare hushed up
"I need a favor of you"
"I need something to measure with"
>"Simple enough, darling"
>her horn lit up with magic
>then a ruler floated up next to her
"You don't have, like, the tape kind that you measure cloth with?"
>"Oh why yes, I have plenty of those"
>the ruler flew away, to be replaced by a measuring tape
>"Anon, do you mind me asking what this is for?"
"I need you to measure me"
>"Okay"
>the tape shot to anon's feet then streched from there to his head
>"Anonymous, I don't know how accurate this measurement will be, with you holding Flitter and all but you're..."
"No Rareware"
>anon said waving the tape away with his free hand
"I need you to measure this"
>Anon grabbed his dick
>"...okay"
>the poor unicorn had a look of confusion on her face
>"um... why, if you don't mind me-"
"Flitter been slinging some mad jive and this is to hush her up"
>Anon answered Rarity's question quickly
>"whaaa..."
>the unicorn just stared up at anon
>her mouth agape
>she looked to the pegasus in his arms for some type of answer
>Flitter was looked away the moment their eyes met
>"I..." the light purple mare tried to answer
>she couldn't do words right now
>she could feel her face blushing
>her rear legs moving up to try and cover herself
>Rarity shook her head a bit, trying to process what was going on
>"So you... want me to measure your stallionho- er, human-hood?
"Yep"
>anon answered flatly
"and it's manhood"
>Rarity looked at anon and sighed
>her horn lit up as the tape floated towards the human
"Wait!"
"I gotta get ready"
>anon moved his arm and turned Flitter to the side
>he moved his hand down south
>then he started doing something with his other arm
>"How ribald..."
>the white mare said
>Flitter tried to look behind herself to see what was going on, but she couldn't see
>"is he-" she thought
>She could feel him breathing faster
>his hot breath on her ear
>he is
>he's using his hands on himself
>that thought made the pegasus blush even harder
>and her own member started stirring in her sheath
"Okay Reyrey, I'm ready"
>anon stopped moving
>Flitter wished he didn't
>she wanted to watch him
>the unicorn floated the tape over to anon again
>"Anon, how do i..."
"Just measure from base to tip "
>"okay"
"AH!"
>"What?" both mares said in unison
>they both looked up at anon
"That tape was cold"
>"Okay Anonymous" Rarity sighed
>"I have your... measurement"
"Can you write that down?"
>a clipboard floated over to the mare followed by a pen
>the pen magically scribbled onto the pad
>"All right anon, is this all you needed?"
"No, now you need to measure Flitter"
>"I uh... wha huh?"
"Yeah, check it out"
>anon held Flitter in front of Rarity, and pulled her rear legs apart with his free hand
>Flitter let out a small squeak
>"Miss Flitter dear, I didn't know you had..."
>Rarity's speech trailed off as a red tint grew on her face
>Flitter tried her best to bury her face into her front hooves
"Yeah, she's got some decent equipment"
>anon said with a smirk
"BUT not as good as mine"
>Flitter felt her face burning with embarrassment
>she wouldn't mind if Celestia herself struck her down right now
>A nice solar flare concentrated on her position would be perfectly fine right now
>maybe there was a nice spot on the sun she could move to
"but let's get on with this"
>her fantasy was broken by anon's talking
>*Gasp!*
>she felt his fingers on her sheath again
>wiggling around again
>her heart started to beat faster
>and with a soft squeeze, her member was out in the open again
>Flitter looked down to see Rarity gazing on in awe, her face now a deep shade of crimson
>Anon grabbed her member with his warm, soft fingers
>Flitter gasped in surprise
>her heart started racing
>between anon's input and Rarity's audience, she was flipping between extreme embarrassment and arousal
"Okay, now we're getting somewhere"
>Anon said as her length grew in his hand
>then he did something that shocked the poor pegasus
>he wrapped one finger and his thumb around her shaft
>Flitters eyes grew wide
> then Anon ran his hand from her base to the very tip of her member
>"mMMmmm~" Flitter moaned involuntarily
>then Anon moved his hand a second time, and a third
>then he just kept moving it up and down her shaft
>his hands were great
>so much better than her hoof
>"it's like he's a professional..." The pegasus thought
>these new feelings on her most sensitive part were almost too much for the poor mare
>she moved her hips outward, trying to experience more of this wonderful feeling
>Flitter looked down to witness anon's handiwork
>her eyes met Rarity, whose gaze was locked onto Flitter's privates
>sweat was forming on the alabaster unicorn's forehead
>her front hooves nervously moving about on the ground
>"is she biting her lip?" Flitter thought
>Flitter's thoughts were cleared from her head by she sudden sensation in her groin
>it didn't take long for her to get off normally
>but all these new feelings right now...
>she was going to finish in record time
>she closed her eyes tight
>"a-non~" she said between her quick breaths
>she was closing in...
>Flitter moaned slightly
>Anon slowed his hand
>his fingers loosening their grip on her slightly
>no
>NO
>the pegasus started thrusting her hips into her captor's hand
>she was running the sensitive underside of her member along his finger
>she wanted this more than anything right now
>with every thrust, her orgasm nearing closer
>a small bit of precum dripping from her, lubricating anon's hand
>closer...
>her thrusts quickening
>almost...
>...
>
>then nothing
>Flitter opened her eyes and looked down
>anon's hand had let go of her aching shaft
>the poor frustrated mare stared forward as she continued thrusting
>desperate for some form of stimulation
>anything
>she wanted to scream
>but all she could manage was a whimper
>"...anon" she whispered
>the pressure deep within her loins started to fade
>so close...
>her thrusts had slowed to a stop
"Okay Rarerare, measure her now"
>Flitter furrowed her brow slightly at anon's almost sickeningly chipper tone
>she focused back on the unicorn
>beads of sweat were rolling down Rarity's blushing face
>her unwavering attention focused on what anon had been doing to Flitter
>her magic had faded from the lack of concentration and the clipboard had floated to the ground
>the unicorn's front legs were shaking nervously
>her tongue barely poking from the corner of her mouth to lick her lips
"Rah rah"
>anon snapped his fingers
>"O-oh yes, anonymous..."
>the mare had been snapped back to reality from whatever fantasy she was deeply buried in
>with a shake of her head and a clearing of her throat, her classy demeanor was back
>she huffed as she walked up to the pegasus in anon's arms
>"Okay Flitter, dear"
>Rarity took her tape measure in her hooves
>and gently laid it on top of Flitter proudly standing pole
>the pegasus's back arched in reaction
>her member throbbing
>Rarity ran her hoof up the tape to hold it flat against Flitter
>the mare's rear legs began twitching as she felt Rarity's warm, shallow breath hit her exposed, sensitive skin
>"bliss" flitter thought to herself
>the familiar, pleasurable pressure returned to the mare
>Rarity ran her hoof up the length of the tape again
>Flitter softly cooed as a drop of clear liquid dripped from the end of her length
>the unicorn and pegasus's eyes met
>Rarity put her hoof at the base of the tape, ready to slide up it again
"Otay Rarity, what do we got?"
>Rarity's quivering foreleg ran up the length of the tape
>Flitter, eyes closed, leaned her head up while taking a deep breath
>Oh yeah
>"this is wonderful" the mare thought
>her staff of pleasure rigid, the pressure at the base growing
>Rarity ran her free hoof up the bottom length of Flitter's shaft
>the pegasus moaned while the unicorn stared in awe
"Rah rah boom de yay"
>Anon's words fell on deaf ears
>Rarity was entranced by the light purple member in her hooves
>as her hoof reached the tip of it's head she started making small circles about it
>the drips from it had become large drops
>Flitter's sack was drawn tight to her body
>her pleasure nearing it's culmination
>her first time with another pony, and it was the pretty dressmaker!
>...sure it was just a hoofjob, but still!
>Flitter bit her lip, anticipating the wave about to hit her
>
"Oh rrRRAaaarrRIIITTttyyy~"
>Anon said in a sing-song way
>"WHAT?" her eyes snapped to the human
>Rarity's hooves stopped
>why did she have to stop?
>no...
>Flitter whimpered again as the wave began to recede
>the unicorn mumbled as her magic picked up the clipboard, quickly scribbled on it, and slammed it into anon's shoulder
"ow that slightly hurt"
>she quickly returned her attention to the aching mare in front of her
>her perfectly manicured hooves returning to the sensitive head
>she ran her hoof along the length again, getting a sharp breath from Flitter in return
>Flitter was in ecstasy
>"just a little more..." she thought as the wave made it's return
>and just as quick as it had come back...
>
>...it was gone.
>anon had moved the pegasus away from the unicorn and her heavenly hooves
>"why?" she whispered faintly
>he moved Flitter to the side and scooped up the unicorn with his free arm
>"Wah!" Rarity yelped in surprise
"Thanks Rara, you're such a sweetie"
>the white mare mumbled, even though a faint smile formed in the corners of her mouth
>then he squeezed both the mares together in his arms
"and a good friend!"
>Rarity noticed that her and Flitter were now smooshed together
>and sandwiched between the two was Flitter's rigid member
>poking into Rarity's soft tummy
>both mares stared at each other
>Rarity with a look of emphaty, and Flitter with tears forming in the corner of her eyes
>without saying anything, the unicorn placed her hoof onto the tender shaft of the pegasus
>but as quickly as she did, the two ponies were apart again
>Flitter whimpered as her hooves touched the floor
>she felt like she was going to cry
>Anon had softly set her down, but still had Rarity in his other arm
"Here we go, Rarity!"
>here eyes grew wide
>she knew what was going to happen
>"No Anon, DON'T-"
"Ready?"
>"D-DON'T YOU DARE"
"SET..."
>"ANONYMOU-"
"HUP!"
>anonymous had tossed the mare up into the air
>her hooves flailing about under her
>Flitter stared on as he did this a couple more times
>She was mostly trying to process her own sexual frustration and emotions
>the near-orgasms and denial
>and whatever the hell was wrong with anon
>the poor mare just wanted to get off
>every throb of her member a reminder of this
>Rarity panted as anon caught her one last time
"There ya go!"
>he said as he placed her back on all four hooves
>then he scooped up Flitter in his arms
>he grabbed the clipboard again
"Check it out Flits, We-"
>anon and the frustrated mare stared at the clipboard in his outstretched hand
"I- WHAT!?"
>anon said in shock
>the clipboard hit the ground with a clatter
>he held Flitter up in both of his outstretched hands and stared at her
[spoiler]"HOW DO YOU HAVE A HALF CENTIMETER ON ME?" [/spoiler]
>A tiny smirk formed on Flitter's face
"Come on Feather butt, we gotta go"
>he hoisted the mare over his shoulder and headed for the door
>her rigid member buried uncomfortably into his shoulder
>Flitter watched as Rarity walked up behind anon and stared up at her
>"Flitter, dear..."
*BAM*
>anon kicked the door to the boutique open and kept walking
>Rarity winced as the door slammed open
>"Flitter, you must simply come back another time, darling!"
"See ya Rarediddy"
>"...maybe come back later today?" she said from her doorway
>"I'll try to..." the dejected pegasus answered
from anon's shoulder
>as the door to the shop closed, Flitter swore she saw the unicorn jumping for joy
>a small smile formed on the poor, aching pegasus's face as anon was getting ready to march her through town again