The 30 Days Day 05-06: Trying Again

Day 5 - Tuesday

Sir had left her desperately needy last night, when he'd tormented her with that toy and denied her so cruelly. Her whole body was crying out for attention - his attention, his touch, his words, his... everything. And he knew it; all day he had been talking to her, telling her what he would do when he came over. Half threat, half promise. So she was waiting for him when he arrived. Perched on the end of her bed, she had dressed herself in a short skirt and skimpy crop top, which between them hardly hid a thing, and neither of them had anything underneath. Her makeup was as perfect as ever: dark eyes and perfectly accented brows contrasting with bright red lips. Her hair, on the other hand, was a little unkempt, there was no point spending an hour straightening or curling it when he would be making a mess of it soon. He liked it a bit messy, anyway.

She hadn't been waiting long when she heard footsteps in the corridor outside, and there was a strong knock at the door.

"Come in," she purred, smiling as the door flew open and her master stepped through. Alex was still wearing what he had worn to work that day, but that was fine by her. His shirt accentuated his broad shoulders, and the smart trousers he had picked clung nicely to his bum.

"Have you been a good girl today?" he asked her, having closed the door.

"Nope," she giggled back, a mischievous little glint in her eyes. Her body was craving a punishment. "But I did dress really nicely for you... that should count for something, right?"

"Come here and let me see you," he ordered, seemingly unnamused.

"Make me."

That did it. Immediately Alex stormed over to her, and grabbed her by the face, holding her head tight with one hand as he growled at her.

"How about I make you whimper and squeal and cry? How about I make you so sore that every time you sit down you think about me? How about I make you my Little. Fucking. Bitch?"

Every word sent tingles down Grace's spine, making her breathing shaky and her eyes grow wide. Already she was wet and needy. God, he was good.

"Please..." she whimpered. That's exactly what she wanted.

A moment later he had her bent over his lap, bum in the air, exposed, as his strong hand held her head down. She could feel the blood pooling in her brain, making her head spin a little, and making her skin tingle wherever he touched it. He always knew how to make her feelings more intense.

"We're going to play a game," he told her, "I am going to spank you. Hard. I will not hold back, I will not be gentle. I will hit you on bare skin anywhere I please, again and again and again."

As he spoke Grace couldn't help but squirm, she wanted that so bad, for him to hurt her like that. Her body was crying out for pain, and spankings were her favourite kind. It was all she could do not to whimper continuously as he kept talking.

"I will hit you as much as you can take, and you will count each one. If you miss a count, we will go back to zero. But when you have had enough we will stop, and I will get your favourite toys out. And I will use them on you. For each spanking that you take, you will get one single second with them. Do you understand?"

Spankings... Toys... It was everything she wanted. "Yes sir!" she replied enthusiastically. She hoped she could be resilient, she really wanted time with her toys. SMACK. His open palm impacted the bare skin of Grace's behind, and she couldn't help but squeal from the pain. He really wasn't messing around today...

"One," she counted shakily. No sooner had she finished her word then the next hit came, slamming into her other cheek, leaving a burning, stinging mark in the perfect outline of his hand. "Fuck," she cursed, "two."

"Aww, is it too much for you?" he teased, feeling grace wince slightly as he ran his hands over the red patches.

"No!" she quickly replied, "I want more. I... I want my toys..."

Happy to oblige, Alex continued to spank her hard, and fast. One cheek and then the other. And in reply Grace would whimper and curse, "Fuck," "Shit," "Oh god," "ahhhh" as the sting shot through her each time, sending sparks between her legs. By the time she had counted to ten she was hardly able to stay still, squirming from the pain in her behind and the insatiable need to be fucked.

"Oh fuck master please," she moaned as he rested his hands against the increasingly hot marks on her skin. She could feel the wetness between her legs growing. He must have been able to tell too, by now. God, he had such an effect on her. "More..." she whispered shakily, desperate to be rewarded but unsure of how much she could take.

"What did you say, little kitten?" he teased, grabbing her bum firmly in his strong hand.

"Please.. Spank me... Spank your kitten, master," she replied, trying to control the whimpers that were escaping with every syllable. Immediately he swung, harder than any before. The impact making her squeal loudly and struggle against his grip as her body squirmed uncontrollably. "Fuck, fuck, fuck!" she swore, "Fucking... eleven. Shit." He really was pushing her today, he mustn't have wanted her to have long with her toys. "I... I don't know how much more I can take, master," she admitted, as she caught her breath. "You're being so rough... it, it hurts, it hurts master."

"Oh kitten," he said, his voice full of sympathy. Was in genuine, or was he mocking her? She couldn't tell. "Do you need a break?"

"Yes," she nodded, still unsure if it was a trap. But, to her surprise, he released his grip and helped her sit up. Spinning to face him, she saw a soft, gently look on his face, and couldn't help but smile.

"Thank you, master," she purred, her voice still shaky. "Thank you for spanking me, and for letting me rest."

"You're doing so well," he told her, brushing a few messy strands of hair from her face, and admiring the slightly smudged makeup around her eyes where a few tears had dribbled down. "Since you're such a good girl, I'll let you pick out the toy you want me to use on you later, would you like that?"

"Oh, yes master!" she beamed, he was rarely this generous towards her in a scene, what had gotten into him today?

"Go on then, go get your box of toys."

Slinking off his lap, Grace pulled the black box from under her bed and unclocked it. Within it were all her favourite things, many of them bought for her by her master. There were thick and long dildos, powerful vibrators, cuffs that dug into the skin and leather restraints which were much more gentle. There was a whip, a crop, a paddle, gags and ropes, ties and toys. It was a treasure trove of pleasure and pain, and Grace loved every single item in there. For a few minutes she sorted through her very favourites, choosing which one she wanted. The magic wand? No, too powerful, she was too sensitive for that. A vibrating plug? She loved them, but they were more of a teaser than a finisher, and it had been a long time since she'd done anal. Her rabbit? Maybe. That one always always always felt good. Or maybe one of the big fake cocks, the thought of being filled was certainly appealing, but they were never quite as good as the real thing. The real thing...

"I've made up my mind, master," grace purred, looking up at Alex as he watched over her.

"Oh yeah? Which have you chosen?"

"I... it's not one of my toys, but I hope you'll still let me use it master," she started, watching the intrigued look on his face. "I want your cock master. Please. Will you fuck me with it? I wanna be filled and used properly."

"My cock, huh?" he replied with a smile. She knew he couldn't say no, she knew how good she felt."Well, of course you can. But you'll have to finish me like a good girl, okay?"

She could only nod happily as she thought about getting fucked. Scampering over quickly she threw herself down onto her master's lap. "I'm ready," she purred.

With a laugh, the spankings started again, more gently now. One cheek, then the other, quick, short, sharp hits.

"Eleven, twelve, ah fuck, ahhh thirteen, fourteen, fi-- ahhhh fifteen" she counted, on and on. She was red and sore and sensitive, but he was going a little easy on her now, he must have wanted to fuck her properly too. She couldn't blame him, she knew how good she looked today. As they hurt less, they turned her on so much more. Each hot made her increasingly needy, until she was squirming, aching, desperate to be fucked.

"Twenty-five," she moaned, "twenty... six." The pleasure was clouding her mind, driving her crazy. God, she needed him. "Twenty s-ohhhhh." A convulsion shook Grace's body, and he grabbed her hard by the hair to keep her still.That only made it feel better though. "Twenty-seven," she repeated, taking a deep breath to steady herself. Twenty-eight was a hard hit, making her squeal loudly again, twenty-nine was enough to make her legs shake and convulse as all of her nerves fired at once. It was too much, the pain, the teasing, the feeling of her wetness on her legs, as it began to drip down onto her master's thighs, it was too much. She needed him, now.

"Thirty," She counted though deep panting breaths as the final hit landed, "no more.. No more master...I can't take it... I can't wait any longer... Please..."

He didn't need to be asked twice.

Without delay he hauled her slender body up, and threw her face first down onto the bed with a thud. Grace grunted as the impact crushed her breasts, but she soon had something else on her mind. His hands grabbed her legs, and pulled them open as he pulled her towards him. Instinctively she pushed herself up, arching her back, ready to be fucked. She was well trained by now, and desperation always made her more willing to behave. A second later she felt his cock pressing against her lips, but only for a moment, as it slid in quickly and easily. Grace whimpered loudly and gasped as she felt him fill her completely in one swift movement, she must have been ready, she couldn't never take him that easily normally. And then he began to thrust. Long, rhythmic thrusts, pushing against all the right places, making her feel more full than she already did, sending hot sparks shooting all through her body immediately.

"Fuck," he growled as he gripped her hips tightly, "you're so wet. You feel fucking amazing." It was as if he had taken the words from her tongue. He felt so good, so big and thick and long, so talented. Then gripping her skin tighter, he began to thrust hard. Each time pushing himself all of the way into her, making her squeal and moan and buck in time with this movement.

"Shit" she moaned, already she could feel the fire building inside of her, "my god..."

Each movement he made felt perfect, as if he knew exactly what she wanted without her having to say it. And his grunts and breathy little moans just made it all the better. He was pushing her close, driving her mad, making her whimper and moan and curse as her heart pumped hard in her chest.

But then, he stopped. He pulled out.

"I think that's much more than thirty seconds," he laughed, as she cursed and protested, begging for him to fuck her more.

"Oh, please, please please don't stop, please master. Fuck me, fuck your kitten, fuck your slut, pleasee..." She struggled and turned, flipping onto her back to look up at him with puppy-dog eyes, but it was no good. So she dived on him, pushing him down and straddling him, trying to push his cock into her desperate hole. But a hand shot up and grabbed her by the throat. Squeezing hard, he held her in place.

"Get on the fucking floor," he barked, his eyes full of fire, his voice terrifying. "NOW!"

It was all Grace could do not to cry as she obeyed him, shimmying down onto the rug by the bed.

"I'm sorry, master," she begged.

"Oh you fucking will be, cunt," he snarled, forcing her to look up at him by pulling on her hair, "I'm going to make your whole body bright. Fucking. Red. But first, you're going to take my cock, and suck it. You're going to make me cum. And you will get your punishment next time I see you. Do you understand?

She tried to nod, but winced as the slightest movements pulled even harder on her scalp. "Yes sir, I understand," she admitted.

"Now open your fucking mouth."

As Alex released her hair, Grace's mouth opened and she looked up to her master with wide, pleading eyes. Maybe if she did a good job she could get away with less punishment, she thought. Sitting on the edge of the bed, he pulled her in closer, and eagerly she licked the full length of his shaft. She could tater herself on it, and she loved that, it made her all the more desperate to be fucked again. Up, and down she licked him, licking off all of her own juices and savouring every morsel, replacing it with her saliva, before taking them head in her mouth. Slowly, gingerly, she gripped him with her lips as she moved down the shaft, taking as much as she could in her mouth, before moving back up. Rhythmically, she bobbed up and down on his cock, encouraged by his moans and deep, heavy breaths. His strong hands brushed the hair from her face, holding it out of the way, and pushing her to go faster. As her pace increased, his breathing got harder and his moans got louder,

"Oh my fuck, you're so good at this. You're fucking amazing," he told her, and she couldn't help but smile; compliments from him always made her feel great. Taking his shaft in both hands she worked it up and down, twisting, gripping, stroking as her tongue and lips worked on the head. It wasn't long before he began to squirm and growl and moan loudly; she knew she'd done a good job.

"Oh fuck kitten, I'm gonna cum," he moaned deeply, and a second later she felt his cock began to twitch. Pulling her lips away from his head, she stroked him quickly, looking up at him smiling as she saw his head go back.

"Cum for me master," she purred, "cum, please, cum on your slut's big perfect tits. Cum for me master, cum now, I want it."

With one finally loud moan, he exploded, and she gave an excited giggle as he covered her chest and midriff in his cum, that dripped down from her neck, all over her tiny top.

"Fuck, kitten," he growled as he cupped her under the chin, "You're such a good little slut."

Day 6 - Wednesday

Grace just loved this time of year, spring was pretty and summer was fun but it was autumn she liked best. Halloween, Bonfire Night, and then her birthday all only a couple of weeks apart. And, of course, she had her master's game on top of all that this year. For a moment her thoughts lingered on the things they had been doing together, before her mind returned to the task at hand: choosing an outfit for the costume party. Halloween was tomorrow, and there was going to be a big party at the weekend. The flat has been decorated with lights and little pumpkins, for her own amusement since there'd be no trick-or-treaters in an apartment complex, but predictably she had forgotten to actually buy a costume again, so she was rummaging through the ones she had bought for previous years.

"Cat ears?" she thought aloud as she studied the fluffy items in her hand, "hot... but no, too predictable. Maybe I'll save these for another day, though."

Placing them aside she dove back into the costume box.

A cheap Harley Quinn outfit was dismissed with hardly time for her to think "ew, no," but then she pulled out a yellow waistcoat and purple pinstripe suit jacket. Her joker cosplay from when she used to frequent conventions as a teenager, now this was more her style. Gathering up all the bits of it she could find, Grace carried them over to the mirror and pulled off the t-shirt and leggings that she'd been wearing.

First, she pulled the long, tapered trousers up over her legs, and fastened them around her waist. They were a little snug but looked good, she thought. She hadn't been able to find the blouse that went with this set, so next on went the yellow waistcoat. The buttons fastened over her stomach just fine, she was still slim and toned, but the buttons around her chest required much more work. With a little squeezing a pulling she managed to get it fastened, then looked at herself in the mirror. The too-small fabric was hugging in her waist and straining to contain her breasts as the buttons stretched.

"That's kinda hot..." she thought, as she ran her hands over the stretched fabric, admiring the way everything was pushed into place. She'd always wanted a corset, a proper one, and maybe this would do as a makeshift, she wondered. But no sooner had she finished thinking then the button broke free and pinged instelf at the mirror, making Grace squeal with fright, before she burst out laughing.

"Or maybe not," she chuckled.

A quick rummage through the rest of the box confirmed her fears: there was nothing at all that she liked that still fit. At least she'd saved some room in her wardrobe, she told herself as she looked at the pile of outfits she'd decided to throw away or donate.

Instead, she turned to the internet and started hunting through Amazon, next-day delivery items only, hoping there'd be something she could wear. A catsuit! Hot, really hot, "I could go as Black Widow," she thought, wondering how she'd look with dyed red hair, "Alex always loved her... I'd blow his mind... Or Catwoman, with a whip, that would be so hot... Fuck, it's out of stock." Pouting, she continued her search until finally she settled on something. She couldn't wait to show it off for Alex.