Foot Slave's Orgasm Day

Sorry for the huge delay on this! This has been sent back over and over because of Literotica's AI policy. It mistakenly thinks I used AI to write this. I'm not sure what the filters are picking up. Am really hoping to conclude this series soon but it's a real struggle to even get it published.

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Nancy worked part-time at the glamorous fashion store just outside the campus. It was a hive of activity this close to Christmas, with most girls heading there during breaks between classes. Brad was the only guy in the store as a giggling Maddie dragged him to the back of the shop.

'In here,' she ordered, pushing him inside a change room.

He'd never been in a change room this big before. A full-length mirror took up the whole other side; he could see his dramatically sweating, blushing face in full detail. An empty bench occupied the other side of the room, while Maddie dragged the cream curtains closed so they could have some privacy.

As soon as they were alone, she spun around and yanked his shorts down. Brad yelped as his cock was unveiled in all its six inches of glory.

'Wait... please...' he whispered.

'Let me give you a treat first,' she giggled.

Maddie bent down in front of him. He lost himself for a moment in the way she looked up at him, her stunning black eyes shining with devotion and warmth. For a second he imagined he was her loving girlfriend and they were just flirting around...

Grinning widely as she put her lovely face inches away from his engorged cock, Maddie began stroking it softly with her hands, massaging the balls and head. A wave of amazing pleasure hit him as he closed his eyes. He hadn't had an orgasm in four months. Besides, he was used to Maddie being commanding and dominant; he didn't know her like this, playful and on her knees before him. Soon Brad was gasping and on the edge.

'Oh... thank you, I'm so close,' he panted.

'Oh?' Maddie giggled, suddenly pulling her hands back from his twitching dick.

'Wait -- uck! What are you doing...?' he whispered, unable to keep the note of accusation from his voice.

Maddie's beautiful face formed a smirk as she pulled her hand back and punched him square in the balls. Brad groaned and went crashing to his knees.

'Whatever I want, obviously,' she grinned. 'Remember, you're my slave. You don't get to tell me what to do. Now, thank me for even touching your little dick.'

'Th-thank you, princess,' he coughed.

Maddie got up and turned around, putting one playful finger on her lips.

'I want you naked by the time I'm back,' she said. 'I'm going to get Nancy now. At the end of this afternoon, I'm going to ask her if she thinks you deserve to cum. You better make her happy!'

She waved cutely at him and winked, as Brad groaned from the floor, both horribly turned on and deep in pain.

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20 minutes later he heard Maddie and Nancy's giggles as they approached. Brad had whipped off all his clothes and dumped them underneath the bench. He was quite cold but glad that the fashion store had central heating. To his extreme embarrassment, he realised the two girls were talking about him.

'You should see him after one kick to the balls!' Maddie was saying. Then, putting on a wheezing voice to mock him, she said, '"Please, princess! No more! No more!"'

'Oh my gosh! After one kick?' said a voice that must have belonged to Nancy. She had an attractive, deep, seductive voice that Brad was instantly drawn to.

'I know!' Maddie giggled. 'It's like, totally pathetic.'

Brad swallowed, his rock-hard cock twitching at the humiliation. He wished the two of them wouldn't talk so loudly, not caring if other customers overheard them.

Just then, Nancy ripped the curtain aside. Maddie followed a moment later, and Brad enjoyed a feast for the eyes that left him speechless.

Maddie had changed into a tight red dress that hugged her hips and swelled at her generous chest. The dip of her dress caressed her milky breasts, which threatened to spill out, and finished flirtatiously above the knee, baring her delectable legs. Her flawless feet were encased in a pair of gold stilettos that she wore loosely without the straps in, as though ready to kick off her shoes at any moment. To top off her outfit, she was wearing a cute green Santa hat for Christmas.

Meanwhile, Nancy wore a tight black dress that hugged desperately to her every curve, accented by a green sash running across her tight body. The dress spilled off her shoulders and left them alluringly bare. She'd also playfully put on a red Santa hat and red stockings; she wasn't wearing shoes. Brad could see the sweat-prints of her feet on the floor where her stockings ended.

The two girls took slow, sultry steps toward him, showing off their slender legs and raising their high-arched feet high. They looked so hot and majestic that Brad felt like his natural place was beneath them, crawling after them, obeying their very whim.

'So you're the foot boy, are you?' Nancy said to him, placing a hand on his head.

Brad instantly felt like this was a girl he had to listen to. It wasn't just that she looked as beautiful as a queen, or that Maddie had said she was deciding his orgasm, or the many campus stories about her cruelty to boys... There was just something indescribably commanding about her that Brad felt himself respond to.

'Yes, mistress,' he muttered.

'We're going to play a game today, foot boy,' Maddie said. 'Are you ready?'

She prodded his aching naked cock with the gold sandal, giggling as he gasped at the touch.

'Yes, princess,' he gasped, eager to do anything to make sure she was happy and let him cum.

'Like I said, you need to make Nancy happy. At the end of it, I'll ask her whether you deserve to cum.' She slipped off her gold heel, revealing her small bare foot, and playfully wiped it across his dick. He him nearly gasp from the pleasure. 'So right now, you're going to ask Nancy to do whatever she likes with you.'

Even if Brad wanted to preserve his dignity, Maddie's feet made him so weak that he couldn't get up. He crawled over to where Nancy was holding one hand to her beautiful lips, struggling not to laugh at him. He had a feeling he would regret his next words, but Maddie had teased him so close to the edge that he couldn't think clearly.

'Please Mistress Nancy... do anything you want to me,' he said, swallowing his fear.

'Oh, I will, slave,' she said. 'I've already got a game planned for you. You see, I've got far too many annoying guys who are in love with me. They're always confessing their feelings and asking me to go out with them, but none of them deserve to be my boyfriend. So do you know what I do to them?'

Brad shook his head.

'I kick them in the balls to test them,' she said. 'If they can take 100 kicks to the balls, I'll let them go out with me on a date. But of course, no one has passed yet.'

Brad winced at her words. 100 kicks to the balls?! He could barely take ten from Maddie without feeling like he couldn't breathe again.

'So,' Nancy said in businesslike fashion. 'I need to test out some different shoes to see which ones hurt the most for those guys.'

Brad thought he could tell where this was going.

'I've selected a few shoes here today. I need to "break them in", so to speak.'

She opened up a bag and dumped it on the floor; half a dozen shoes clattered to the ground. Brad felt his heart thump as he stared at how sharp some of them were.

'So what better way than to try them on a little slave like you? Hmmm... I think you should take ten kicks from each shoe.'

Brad gulped, his heart already thumping with nerves.

'But I definitely can't have you screaming in here. I need this job, I can't have anyone suspect something is up. So... here...'

Nancy sat down on the spare bench and flirtatiously extended her slender legs high up in the sky. Brad could see her soles pointed directly at him as she slowly lowered her stockings over her knees, then dragged them down her lovely calves, then over her ankles. Finally, she kicked her red stockings off with a sexy flourish, revealing her feet and legs in all their glory. Brad took a breathless moment to admire her stunning figure. Nancy's feet were adorable and small, coated with a fresh red pedicure.

As Brad watched her, open-mouthed at this beauty, Nancy squeezed her toes over her stockings and quickly stuffed one of them in his mouth, then dragged the other around his neck.

He gagged for a moment, but Maddie seized the back of his hair and held him firmly in place. Nancy rocked her feet repeatedly and roughly until she shoved the stocking deep into his mouth. The taste of her foot sweat filled his tongue.

'Good!' Nancy said, satisfied. She experimentally tugged on the stocking around his neck and used it as a collar. Meanwhile, Brad's knees were already quivering in fear. 'Now no one can hear you scream.'

Maddie even whipped out a pair of pink fluffy handcuffs he didn't even know she'd brought. She forced him into position: kneeling down, face uncomfortably pressed against the floor, bum raised, hands cuffed behind his back.

Brad realised in a panic that he couldn't even move properly. In this position, he was completely bound by these two girls, hoping for what little mercy they possessed. His erect dick hung between his legs and offered an easy target for Nancy's devastating kicks.

Nancy was pulling on her first pair of shoes -- soft black velvet ankle boots. She looked so hot putting them on, crossing her legs this way and that, admiring the angle of her own legs in the mirror. When she put them on, she prodded the heel of her boot firmly against his tender balls.

Maddie hopped onto the spare chair in the corner and was languidly crossing her legs. She raised one foot at him and beckoned playfully, wiggling her toes in his face. Despite his shivering fright, he admired the way Maddie's breasts bounced inside her dress and he could feel his dick throbbing with anticipation. If only Maddie was a normal hot girl instead of being so crazy...

'Are you ready, slave?' Nancy said. 'Remember, ten kicks for each shoe!'

Brad shook his head but couldn't speak. Giggling, Maddie answered for him.

'Of course he's ready!' she said cheerfully, swinging her foot back and forth.

Maddie smirked down at his terror. In the mirror, he could see Nancy's eyes light up in determined excitement as she sauntered closer to his body.

Lifting the instep of her cute black velvet boot, Nancy tossed her hair back, gave a dazzling smile, and blasted her boot into his balls.

Brad's hips bucked forward and his squeals were swallowed by the sweaty stockings in his mouth. He felt like he was dying. Gasping, wheezing, sputtering, he crumpled onto the floor. The surge of pain rose and rose in his testicles. Her boot was like a hammer and his poor balls were just a target for her to ruthlessly crush.

By the end of the first round, Brad was flopping on the ground helplessly like a fish. Handcuffed and crawling on the ground, his legs spread, he had nowhere to go as Nancy mercilessly pounded his vulnerable balls. Several times she kicked him sharply in the ankle to make him spread his legs wider as he reflexively closed them. He tried to raise his hips as though that would help alleviate the pain, but that wasn't allowed either.

'If you keep doing that,' she snapped, 'I'm going to double the kicks!'

Brad completely understood why Nancy was so feared in the college now. When the first round was over, he already felt like he couldn't go on.

'Now,' Nancy said, 'I want you to rate the pain level out of ten. The more passionately you worship your princess's feet right now, the higher your rating. Go on!'

She prodded her boot on his ass and Brad crawled forward with a burst of energy. Both girls giggled as he feverishly pressed kiss after kiss on Maddie's right foot.

'Aww, poor slave,' Maddie cooed. 'Well, here's a reward for you...'

And his princess pulled down her dress a little, showing him the black strap of her bra underneath. He moaned with arousal at the sight of her perfect skin which he could never have.

'Alright,' Nancy said, 'so these black velvet boots are decently painful. Onto the next one...'

Brad's heart sank as he saw she'd lined up at least a dozen pairs of shoes for him. This time Nancy put on a pair of blue heels which clicked erotically with every step. Brad was trying to shout for mercy but all that came out was a muffled groan. Maddie made sure he was in position again as Nancy danced behind him, lined him up, and smashed the sharp heels into his balls.

Brad howled with pain, thrashing about to try and fruitlessly free himself. Once again at the end of that round, he crawled forward, sobbing, and pressed his lips to Maddie's feet as many times as he could, rating the pain level as high as he could.

'Awww,' Maddie said. 'Does it really hurt, foot slave?'

Brad nodded, tears running down his cheeks.

'I even feel a bit bad for you,' she giggled. 'Do you think we should show you some mercy?'

He nodded eagerly.

'Well, I have an idea. Come here.'

Crossing her legs elegantly, she picked up a spare shoe from nearby with her talented toes and slipped them on, dangling them imperiously in front of Brad's nose. He stared up at her beautiful eyes, her wicked smirk, that bouncy Santa hat hiding her black hair, her lovely pale feet teasing him...

Brad wanted nothing more than to press himself against his princess and worship her divine body, begging for mercy, but he couldn't. First because he didn't have the power of speech, and second because he knew Maddie would be angry at him for touching her without permission.

'Instead of ten kicks, I'll let you tap out at five,' she said.

Brad whimpered; even five kicks from Nancy was enough to make him wish he was born a girl.

'At that point, you can give up by kissing my left foot once. If you want to take all ten kicks, you'll kiss my right foot.'

She tapped her toes firmly on the ground.

'But! If you do give up, you'll need to pay for it. Literally. Every time you kiss my left foot, that means you have to buy me whatever shoes Nancy is wearing.'

'Ooh!' Nancy said, clapping her hands. 'Great idea! You need to buy them for me, too.'

The two girls snickered and high-fived.

'He is going to be so broke by the end of this game,' Maddie said.

'I know, right? Girls always rule!' Nancy prodded his cock with her blue heels again, a dangerously greedy glint in her eyes. 'Are you ready, slave?'

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For the rest of the afternoon, Brad tapped out for every pair of shoes Nancy tested on him. Every time he braced himself and tried to hold on, not even knowing how he was going to afford this.

Nancy was quite put out with him because she could only have five kicks to test out every pair. But that made her kick even harder, which escalated Brad's pain, which made him even more willing to kiss Maddie's adorable left foot.

His princess didn't make it easy for him, either; she always teased him by dancing out of the way, and he had to chase desperately after her beautiful little feet, praying he could kiss them before Nancy smashed his balls again.

Finally, it was over, and Brad crashed to the floor in a heap of pain. He'd bought every pair of shoes the girls wanted, even the most expensive ones. He had no strength left and simply handed over his card as a giggling Nancy snatched it up and marched over to the counter to cash out her winnings.

While she was gone, Maddie finally undid his handcuffs and took out the stockings.

'So?' she prompted, raising her eyebrow archly. 'Aren't you going to thank me for thinking of that idea? Otherwise the pain you're feeling now would be so much worse.'

'Thank you so much, princess,' he gasped.

'You better be,' she said, putting her hands on her hips. 'After this, I'm going to try convince Nancy to let you cum. Wouldn't that make you happy?'

'Oh... oh...'

'Well, I guess you were a good foot slave today.'

And she patted his cheek like he was her good boy. Despite the agonising pain, Brad's heart swelled. It was one of the first times his princess had ever praised him. He decided that it was totally worth it; he could take any pain just to make her proud of him.

Nancy returned, gleefully bounced up and down, hauling two huge bags full of shoes bought on Brad's credit card, which she carelessly dropped on the floor next to him.

'Ah, I do wish he lasted a bit longer,' Nancy sighed. 'At least we both got thousands of dollars of shoes today. I don't even know how he's going to pay for them all.'

'I guess he'll need to pick up a second job,' Maddie said with a casual shrug. 'Or take out huge loans.'

'This was so fun!' Nancy cried, clapping her hands. 'I wonder how long it takes him to recover. When can we do it again?'

'Whenever you need more shoes, darling!' Maddie gushed.

Brad whimpered on the ground.

'Hmm. Did he say something?' Nancy said.

'Oh, that's right,' Maddie sighed. 'I guess I need to ask you whether his little dick deserves an orgasm today.'

Brad looked up at his beautiful tormentress, hoping for a positive answer. But his heart sank as he saw Nancy's lip curling in distaste.

'Well, he only took half the kicks I wanted to...'

'That's true!' Maddie said. 'But he did buy us all those clothes.'

'Hmm. I don't know if that's even worth it. Wasn't the loser just doing it because he couldn't take the pain?'

'You're so mean, Nancy!' Maddie said playfully, grabbing her hands and swinging them back and forth.

'I guess I am. Well, what do you think? He's your slave, after all.'

But Maddie shook her head.

'You get to decide for him.'

Brad's heart sank and he was fully expecting the cruel mistress to deny him, so he was pleasantly surprised by her answer.

'It's possible that I let him cum,' Nancy said slowly, wrinkling her pretty nose as she stared down at him. 'But I do have some conditions...'