Fitting and Feet (2025 Sunny Flare foot story)

 

You hadn't even been out of the locker room for three seconds before your mind processed her rejection. Your friend was looking at you as if you were a different species, one that she was keen to steer clear from.

 

"Wha...? We're just going to the mall and the movies, what's wrong with-" you started. Sunny Flare put her uniform-shod foot down, literally, as you spoke. Immediately, you put your head down to avoid looking into her eyes, staring directly down her legs and at her feet.

 

Maybe a little too intensely, yes, the sight was...quite appealing, making your imagination run a little wild, but you tended to avoid standing up for yourself too much. She wouldn't notice if you enjoyed it a little.

 

"Cargo shorts? A graphic tee that looks like it was plucked from the dumpster behind a Sapphire Shores concert? And look at your shoes, can you seriously not afford anything better than NeighLess? I won't have anyone thinking I'm associating with a man who dresses like that. Look at yourself. You can do way better than that."

 

Looking at yourself in the reflection of the crystal walls of your school, you felt yourself getting a little upset. Sure, there was that crackling all through the graphic on your t-shirt, but that just added character! Cargo shorts are comfy and easy to wear! Your shoes may look held together by threads and well-wishes, and hers were polished and crystal-adorned, but that doesn't give an excuse to drop your family's hard earned money on a brand-name pair!

 

"But Sunny, I'm just-"

 

Her surprisingly strong hand latched around yours, as she started on her way out of Crystal Prep. "No. Before we do ANYTHING together at the mall, I'm taking you to the best shop where I get all my clothing, assuming I didn't make it myself. You're coming with me, and that's final, got it?"

 

Athletic. Strong. Academically excellent. Determined. Uncompromising. That was the sort of people your parents placed you among when they sent you to Crystal Prep, and Sunny Flare was no exception. You had no choice in the matter, so you nodded and accepted your fate.

 

"Stop looking down, Anon. Put your chin up and walk like you don't belong in such shoddy clothing," she commanded as you two walked.

 

You may have been a pushover to the girls at Crystal Prep, but that didn't mean you needed to LOOK like one. With confidence, albeit shaky, you held your head up high, sped up your steps, and began to walk alongside Sunny flare, your fingers locked with hers as the mall came within sight.

 

"Much better, Anon. It'll make you happier in everyday life, too," she said, nodding her head in acknowledgement. "Alright, we're here. Now you're going to stay close to me. Do what I say, and you'll stop looking like such a peasant. Understood?"

 

"Yes, Sunny, of...course I do," you replied, sticking close to her. She swiftly turned and walked into an apparel store, one that was entirely foreign to your thrift-shop frequenting self.

 

You had a feeling you would need more than twenty dollars in your pocket.

 

Sunny briefly separated from you in one of the racks of men's clothing, speaking to a nearby store associate while you flicked through the enormous selection of blazers, polos and beyond. She swiftly returned to your side with a measuring tape in hand.

 

"I'm going to need your measurements. We're going to the fitting rooms, Dearie," Sunny said. You reached for the tape, nodding, but she pulled her hand back.

 

"Nope. We need to make sure we get everything just right. Now come along, Anon," she commanded.

 

"Sunny, shouldn't I be going in, you know, by myself?" you asked. "I can do it on my own..."

 

She shook her head, blowing a hair out of her eye. "I'm buying you a better outfit, so I'm going to do the measurements."

 

Before you could protest further, she grabbed onto your hand once again. She looked back, expectantly, gesturing to your beta-posture, which you quickly fixed.

 

Inside, however, your heart was racing. Did the most beautiful girl in the entire school NEED to join you in the fitting rooms? You weren't complaining, but...

 

No. You were the biggest, coolest dude in school. You totally were about to get with her.

 

Locking the fitting room door behind you both, Sunny Flare smiled up at you, winding the measuring tape through her hands in preparation. "Ready to stop looking like a hobo, Anon?"

 

"You're seriously about to...buy me a new outfit? From HERE of all places?" you inquired, as Sunny's hands worked their magic. She grabbed onto your arms. Her hands slid down to your chest. They grasped your shoulders, ran up and down your sides.

 

She was completely in her element. You'd seen the way she looked at Rarity's work over at Canterlot High, and how hard she worked to outdo the clearly-inferior, yet generous fashonista.

 

Your forehead began to sweat, and heart began to pump faster at her touch.

 

"Well, you haven't bought something like that for yourself, Anon. I assumed, of course, you couldn't afford something like that. SOMEBODY has to make sure you don't look like a walking dumpster-raccoon sewing circle," she explained, kneeling down by your legs to measure the length and circumference. "You only ever dress well when you're in uniform. Girls are never going to date you the way you dress now."

 

"But...didn't you say I could take you out...?"

 

"You may be a complete weirdo, Anon..." Sunny said, grabbing onto your right foot and measuring it out. You tried very hard not to think about how much you wanted to do the same thing. How it would feel, like all the times you had seen the outlines of them in her socks during class.

 

Sunny stood back up, writing down all her measurements, "But I said that anyway because you look like a diamond in the rough. You're shy, reserved, and dress like a werewolf attacked by a manticore. But I know you can do so much better for yourself."

 

Your face turned completely red, and your stomach turned and fluttered slightly, as she put a hand on your shoulder, looking you in the eyes. "Once I'm done with you, Anon, you're going to break hearts everywhere. And that's because you'll have me to thank. I get the best version of you, and you get someone who wants you to be your best. That's why I'm dragging you through all this. Got it?"

 

You couldn't quite manage to look her in the eyes. Your forehead was torrential with sweat. You stepped back slightly, but Sunny maintained her grip on your shoulder, and stepped forward. Her expensive uniform leather shoe pressed down upon your foot, and her other hand grabbed onto yours. Your face suddenly got a lot hotter, and you once again found yourself staring down at the crystal heart-shape on her foot pressing into yours.

 

"Th-thank you, Sunny, really...I can't..." you stammered, shifting your legs slightly.

 

She put a finger to your lips, the toe of her shoe pushing lightly against your shin, once, twice. You could tell, even from where your eyes were looking, that hers were staring into your soul. Watching your every move.

 

Was it wrong to say you kind of...liked it?

 

“Don’t worry Anon, you’ll REALLY be thanking me a little later. I'll be back in a moment," she said, finally letting go of you and leaving your fitting room.

 

You sat down on the bench, awaiting your girlfriend's return. The constant touching, the feeling, while she was measuring you, left the faintest hint of her perfume on your clothing.

 

Star jasmine. Your favourite scent of all time.

 

Not long afterwards, Sunny returned, locking the door once again. She had in her hands a black silk polo, a pair of fancy slacks, a belt, a pair of shell-cordovan shoes, and...a pair of flats?

 

You were no expert, but that ensemble probably cost more than your computer at home. Just how much of an allowance did Sunny get?

 

"Try these on. And make it quick, Dearie," she commanded, handing over the new outfit.

 

"Wait, with you in h-Actually, no, scratch that. Yeah. I'm just gonna change in front of you," you said, keeping your stammer out of your speech for once. Your girlfriend sat down, one leg crossed over the other, slipping one socked foot halfway from her shoe, and folded her arms expectantly.

 

With as little shakiness as you could manage, and as many glances at her purple sock as you could steal, you took off your casual-wear. Much like before, you could feel her magenta eyes locked on you. Like there was nothing you were able to hide from her.

 

After you fit your comfortable new clothes on, and checking yourself out in the mirror, you turned to Sunny Flare, your arms outstretched. "So...does this outfit make me look fat?" you asked.

 

You could see the growing smile of approval on her beautiful face. "That's MY job to ask, Dearie. In any case, I was right to drag you here. You finally look like a man who could take on the world. Much better than the raggy peasant I saw near the locker room.”

 

You turned back towards the mirror to really take in the sight of the new you. Perfect fit, great colour scheme for you. Sunny really knew what she was doing.

 

Her hands rested over your shoulders and started to pat you down, smoothing over any wrinkles she was able to spot. Once she was done, she sat back down on the bench, turning you back to look towards her. She was holding the pair of maroon flats in one of her hands, gesturing you to take both the measuring tape as well as the shoes.

 

“Now you get to do the same for me, Anon. Get to it.”

 

The toe of her right leather uniform shoe gently slid the left one off by the heel, allowing it to clatter to the floor of the fitting room. Her left foot slowly, deliberately, pushed off her right shoe in the same fashion, leaving both of them in nothing but their silky maroon socks.

 

All your newfound confidence had left the building the second your girlfriend crossed her arms, curling her toes in her uniform socks. “Well? I’m only getting new shoes for myself, Dearie. I’m sure you wouldn’t have an issue making sure they’re comfortable for me…after all, that’s why you keep staring at them, right?”

 

Sunny accentuated her point by raising one foot up high, pressing the warm fabric of her sock against your burning cheek. She then pointed a finger down to the floor. “If you do a good job, I might let you…”

 

Her other sock pressed firmly between your shaking legs. Ever so slightly, it slid up and down against your groin, the warmth steadily causing your mind to go foggy with pleasure.

 

You couldn’t refuse Sunny Flare’s demand. Your newfound confidence didn’t hold up well against her excellent persuasion skills, so you slowly sank to your knees, cupping both of her soles in your hands for a moment, marvelling at the simple sight of them in their socks.

 

Remembering what your girlfriend commanded you to do, you peeled off the socks one at a time, placing them neatly in her shoes. What was enveloped in the soft material was truly a sight to behold. You raised both of her nude feet up to your face, drinking in the sight of the bottoms of Sunny’s feet. The cyan colour was extremely appealing, the skin was as soft as silk, and both feet were pampered enough to where you could nearly see your reflection in the soles.

 

Your girlfriend rested her head on her chin, tipping your head up with one of her purple-polished toes to look into her eyes. “You know, you don’t need to just peep at them anymore, Dearie, like you do in class. Why don’t you give them a kiss instead?”

 

Unsure of how she found that out, since you usually sat behind her, but also uncaring in the moment, you leaned your head down and kissed the top of her right foot, and then her left. And then each one of the toes, strong and flexible from her masterful rollerblading ability, yet as pampered and cared for as could be.

 

You were in heaven.

 

Sunny pressed both of her bare soles into your reddened cheeks, dragging each one back and forth teasingly. She then moved her feet to cover up your eyes, ever so slowly trailing them down your face with a smug grin.

 

“I believe I asked you to measure out my feet, Dearie,” she murmured quietly, and held a finger to your lips to signal you to do the same. “But I can see, understandably, that you’re a little too…preoccupied. Perhaps we should take care of this…distraction first.”

 

Her right foot dragged its way down your chest, over your new shirt, leaving a gentle aroma of star jasmine behind. Lower and lower her right foot dragged, until the warm sole lightly pressed against the painful tightness in your new slacks.

 

“Looks like I may have to buy you a second or third new outfit if we’re not careful, peasant…however, that will mean you have to earn it.”

 

Her left foot pressed up against your lips, swivelling back and forth against your face. Motivated by the warm, soft weight between your legs, you opened up your mouth and wrapped your lips around each individual one of Sunny’s pedicured toes.

 

You couldn’t have ever imagined something like this happening to you, much less with Sunny Flare. You couldn’t afford to give into fear of being caught, or fear that you’d be humiliated.

 

So you continued on with your vigorous worship in the fitting room, ensuring to stay as quiet as possible while you bathed your girlfriend’s toes with your tongue. You then moved your mouth to her curvy cyan sole, pressing your lips against the upper area, on the ball. Soon afterwards, you locked lips with her arch, slathering your tongue against the silky skin in erratic circles.

 

The pressure of her right foot between your legs intensified, and it began to move back and forth over your crotch. Even through your clothing, you weren’t sure how much longer you could hold out over such a dream come true.

 

“Mmmm, don’t let go now, Anon. I want a little worship on both of them. I’m sure you don’t mind me treating you like a serf a little bit longer…” she whispered. The warmth of her foot on your groin, and the heavenly feeling of her slickened foot rubbing against your face vanished…but only for a brief moment, as the amazing pair of sensations were promptly replaced by the opposing feet.

 

Her left foot buried itself further between your legs, forcing you to groan against the cyan sole you held in your hands, against your face. In a show of incredible dexterity, her toes grasped onto the button of your new slacks, undoing it with ease. You were busy slurping at her right foot from heel to toe, but you noticed when your cock sprang free from its confines, Sunny having undone the zipper as well.

 

The perfect skin of her glossy sole began to glide up and down your member with unprecedented ease. Your entire body was incredibly tense, trying desperately to hold back against the assault of the pleasurable pressure on your crotch.

 

As your tip was pinched between Sunny’s big and second toes, forcing you to leak such an amount of pre, her now-slickened left foot on your face pulled away. But as before, your girlfriend was not about to leave you hanging. Both sexy, perfect soles soon pressed tightly together around your twitching member.

 

You covered your mouth as you let out a pent up groan of pure pleasure. Sunny Flare’s playful, smug expression didn’t help matters much, the pair of perfect feet embracing your cock beginning to glide back and forth, up and down once again.

 

“You like that, Dearie? Is this what you dreamed of having me do?” she said, softly. All ten of her toes curled tightly around your length, massaging it firmly, with love, with care.

 

Sunny leaned down to you, a finger dragging lightly along your chin. “I TOLD you you’d really thank me, peasant. Now, let it happen. Don’t hold back, understood?”

 

Her feet switched positions. Her left sole slid up and down against your underside, pushing lightly between your legs, while the back of the right foot moved smoothly back and forth against the other side of your leaking member.

 

At her command, you completely lost the strength to hold back. You bit your lip and unloaded years worth of desire. Every spurt of the thick white liquid landed over Sunny Flare’s feet. Much of it was to cover her curvy, perfect cyan soles, but her curled toes took the brunt of the load, which leaked down between them and further coating the rest of her beautiful feet in your essence.

 

The blissful orgasm seemed to last for hours. Your girlfriend, meanwhile, looked rather proud of herself, despite the mess she had made of her feet. They maneuvered carefully across your throbbing cock, catching each and every one of your large spurts as so not to allow any of your new attire to be wrecked.

 

Your legs quivered, your mind was a mess, and you could barely keep yourself upright below Sunny. It took a fair amount of time for you to recover, but you were treated to the sight of her curling and splaying her toes with your seed dripping off the soles.

 

“Y…you were right, I really DO thank you…” you stammered, managing to pull yourself up onto the bench next to her. “Do you still need me to measure out your feet, though…?”

 

“We won’t be needing this anymore, Dearie,” Sunny said. She reached out and took your old t-shirt, grasping at your softening member and used it to clean you up, as well as her splattered feet. “And as for measuring me, no. I just wanted to see your face light up when I asked for it. I know my own size, of course. Now let’s get out of here. This, and the rest of your old outfit, is going back where it belongs.”

 

Sunny grabbed your hand and let you out of the fitting room, looking like a new man, and with a confidence at an all time high. She then generously led you further through the store and picked out a few more outfits for you, having taken your measurements earlier.

 

You did get a little bit concerned at the absolutely absurd price tag when Sunny led you to the register, but she didn’t even flinch as she handed over her card, with her head held high as yours was.

 

“Right then, Dearie,” Sunny said, handing you the bag full of clothes and tossing your old outfit into a nearby trash can, “Time to go catch The Ponetanic remake?”

 

Maybe going shopping with your girlfriend wasn’t so bad after all.