by Anthology
With a near mournful sigh and a heave of her shoulders, she pouted, “My loss…”
“Yes, your loss indeed, Sassypants.”
“And…and one more…” she added with a suddenness he hadn’t anticipated.
One more? Drew ran through his mental list of her indiscretions and came up empty. But if she wanted five extra cracks and an extra clothespin, who was he to deny her?
“Go ahead.”
“I burned the fondue…”
She was just too damn delightful, Drew thought. “Yes, you most certainly did, my bad girl…”
It was Valentine's Day, however, and he thought he'd take a new approach to her punishments. As he bent down, he untied his laces with a leisurely air and then removed both boots and socks. As he stood up, he hooked his thumbs into the waist of his jeans and waited a moment before reaching for the zipper.
“You need to understand—and be fully aware—of what your little antics do to me, Maxine,” he said, tearing that zipper downward.
Maxine swallowed hard, her eyes trained on the outline of his cock pressing through those boxer briefs.
“Now, I have something to show you…” he said, reaching into his pocket to tug his jeans down a tiny bit further.
She sat up even straighter and shook her breasts, waiting. “Yes, Sir?”
With that devilish chuckle she knew so well, Drew bent down on the floor before her and covered her knees with his hands, easing her legs apart. Along her thigh, he lined up five of the tiniest little wooden clothespins Maxine had ever seen.
“What could I ever possibly think to do with these, Maxine?”
“Your discretion…Kind Sir…”
He nodded his head from side to side as if in deep contemplation, but those daring blue eyes never left her warm, swollen center. “Why don't I start right here…?”
He took the first pin and fastened it just below her clit. And Maxine was smiling.
Placing the second one right next to it, Drew asked, almost rhetorically because he already knew the answer, “Safeword?”
“Bright green…” she answered. “Sir.”
As he placed the next two in a straight line, she flinched slightly. There was indeed a bit of a pinch, but she'd endured much greater intensity at his creative touch. It was when he attached the final pin that she realized this wasn't so much an exercise in pain as it was in teaching her how to curtail her pleasure. Those little clothespins were intended to serve as a stimulant, keeping her cognizant of her constant need for satisfaction.
Taking her hand, he helped her off the table, then turned her around to face the bed in the dim candlelight. She could feel his long fingers tickling over her bare ass, dancing over her skin and up her back.
“I thought we'd work on some modern art this afternoon, Maxine,” Drew said. “Thought we'd put some polka dots on your ass since you so love to wear them…”
He’d selected the leather paddle with precise little holes cut into the surface. Oh, how he loved to push her…but the pain was her reward.
“Then…” he began, “I think we're going to try something new.”
“New?” she marveled.
“You'll see…” he whispered, his lips kissing her neck.
She squirmed, feeling the not so gentle pressure of his cock framed by the open zipper of his jeans pressing into her ass.
“Come and we start over,” he reminded her, his voice tender as he pulled back and raised his hand with the paddle in his firm grip. “Now…one…”
The delicious sting of that first crack always left her trembling in exquisite delight, but that afternoon, she couldn't feel the pain at all, so lost was she in the transfixing sensation between her legs.
The next three strikes were almost gentle, giving Maxine pause to think that perhaps she just might be capable of holding out on her pleasure. However, the heavy-handed wallop of that fifth crack just sent her completely over the edge.
“Oh, fuck!” she cried out, knowing there was no way she could hide her orgasm, intensified by the clothespins. That sweet prickling sensation right against her most sensitive skin seemed to be taking the long route to oblivion, lingering yet deepening with each second that passed.
Meanwhile, Drew wondered for a second time within the hour if he could hold his own with her. Reaching into his jeans, he closed his eyes and gave himself a quick jerk. He cursed himself for his inability to maintain control. He'd just made love to her that morning—a mere five hours ago. One would think he could exert some patience.
Drew filled his lungs with a deep breath, then exhaled and opened his eyes. Maxine was still straining against the bed. Too far and too fast, she’d already dipped too deeply into subspace. At any second, she just might call Red.
“Little one…?” Drew bent over to hold her close for a bit, certain she could feel his heart pounding against her back. “Do we need a few minutes here?”
“Start…again…over…”
“Hush, Maxine…” He kissed her neck as his voice soothed. In the beginning, he would have stopped their play completely. In time, her tolerance levels had increased so greatly that a short break and some gentle coaching was all she needed. “Just settle and relax. We have the whole day for a change…”
“Whole day…” she murmured into the mattress.
Against her shoulder, he smiled. “Do I need to pull the pins?” he turned her head to look into her desire-dazed eyes.
“Don’t you fucking dare—” Maxine spat, then scrambled to find an apology. “I mean…no, Sir…I…”
“I'll leave them for now,” he agreed, “but if it gets to be too much again, we're going to have to stop. Not as a punishment. For your own well-being.”
“One more thing, please, Sir?”
“What is it?” he brushed his fingers through her hair.
“Kisses?”
“Maxine…” he admonished. “Back to the beginning. Count for me—it keeps your focus. Come on twenty-five. Ready?”
“Yes, Sir…”
Crack!
“One…”
While Maxine continued to feel that slow and steady build of need once again, she willed herself to take things gradually this second time around. Drew's pauses in between each whack of the paddle were lengthy and intentional, permitting her the chance to still herself and prepare for the next.
The ripples of pleasure ensnared her once more. She pandered to the pain and indulged in the pinch against her swollen clit. The slap of the leather snapped against her bare bottom. She adored the command of his style—each strike a surprise, from soft to sharp—keeping her guessing until the very last.
“Mmm…twenty…”
Then she began to struggle a bit. Maxine could only hope that she could withstand five more cracks before her clit decided to take over again. Most of all, though, it wasn't so much the spankings themselves that turned her on—it was the thrill of sitting on her raw ass, later on, shifting as she poured over the filthiest thoughts of what she did with Drew.
“Color?” Drew closed his eyes and held his breath.
“It's…uhh…” Maxine wiggled her bottom, only to realize that she was only exacerbating the arousal between her legs. “Um…Sir…it's yellow…”
Shaking his head, he truly wondered if they would make it. She was getting awfully fidgety again.
Again, the paddle swatted over her.
“Twenty…one…” She was so damn wet at that point that she was surprised those damn clothespins just didn't slip off.
Next, he merely brushed the paddle over her reddened ass, scraping over her sore skin.
“Mmm…two…twenty…two…”
“Trouble with numbers, Maxine?” he baited her, thwacking down again, hard…then again. “Count!”
“Twenty-three…twenty-four…”
For fuck's sake, they made it. Drew sighed with huge relief, then gave her one last wallop to remember for a while.
“Ohhh…fuck…Drew…now…”
; Those prickly little clothespins were the most deviously delightful trappings. Maxine’s release caught her in its stronghold yet again. Those pins seemed to hold her pleasure in place, drawing out her satisfaction from one swift wave into the next.
However, the sight of that sweet little flaming red ass wiggling all about in the candlelight just left Drew dangling at the edge of a cliff by his ever-weakening fingertips. It was Valentine's Day, and he felt so off his game. Damn snow. He needed something to blame other than himself.
But he wasn't nearly done with her. He just had to zip himself up first.
Then she felt his hand slip between her legs, and she knew she was up for a fight. He couldn't dare take her prized clothespins away so soon! She had to escape those tender yet tough hands, but when she endeavored to move away from the circle of his strong arms, she only met with his erection poking at her sore bare ass. Oh, she just couldn't win with him!
There was nothing more that Drew loved than engaging Maxine in a good struggle, but his constant worries for her still surfaced. Furthermore, if something happened, there was no fucking way they were getting to an emergency room in any timely fashion.
Hands cupped—one on her breast and the other around her lower lips—he paused for a moment before giving both a rough pull. The stilted cry of shock, followed by the deep moan of pleasure that rumbled from her throat, bolstered that consuming force of passion that had already left her overwhelmed.
“Again, please…Sir?”
“Since you asked so nicely, perhaps I can accommodate…”
“Please….” her voice now wavering, choked by her bliss. “Please, Kind Sir?”
While giving her nipple another tug, Drew decided to pull off just one of the clothespins, but he had already readied himself for a thrashing Maxine in his arms.
The tiniest ounce of pain trickled over her clit, compounding the feel of her seemingly never-ending orgasm. Every nerve ending in her body craved his personal attention, as he lifted her feet up on the mattress. Sex with him was always so thrilling, if not athletic, and he certainly knew how to keep her guessing.
So damp and dewy was the vision of her clamped clit before him. Drew couldn't deny his urge to press his mouth against her and slowly drag every last of the four remaining clothespins away in the clench of his teeth, allowing them to fall from his lips to the floor.
Don't swallow and choke on one, Mack, he warned himself.
While he held her hips in place, Maxine braced her feet against the thick wooden posts of the bed, thrusting ever close to him as she continued to writhe in ecstasy. Numbness gave way to the sweetest brand of pain as he freed her, then suckled her clit into his open mouth.
In his torment, he bit down on her lower lip, sinking his teeth into the softness of her flesh. So insanely wild for her, he couldn't stop himself. Oh, they both needed just to cool it down a few degrees. So much for no heat in the middle of a blizzard.
Without warning, Maxine sat up, scooting herself closer to the edge. As she watched his seeking mouth, the lap of his tongue and the pull of his teeth with unbridled fascination, her hands found her breasts. Her nails sunk into her nipples. Twice in one day, Maxine had lost her concern for the rules.
Never one to miss a trick, Drew reached up, grabbed her wrists and held her hands still. All the while, his lips continued to suckle, bringing her to one devastating explosion that left Maxine crying out for more.
Then, ever so quietly, as her legs found their way around his neck, Drew rested his head in her lap, nuzzling his cheek against her thigh.
“Intense…” she whispered at long last, once she'd caught her breath.
“Yes, Maxine,” he said, placing one tiny kiss upon her leg. “But I'm not nearly done with my Valentine yet…”
“More…?” she smiled, her fingers combing through his hair.
“After we do some triage here…” He pushed himself up and circled his arms around her.
“You still haven't fucked me…”
“Maxine…” he shot her a sideways glance as he gently eased her to her tummy. With a confident smile, he smoothed his hand over the welts on her bottom. “So beautiful, little one, if I do say so myself.”
“I wanna see…” she insisted, but he held her down.
“Still…” he ordered and turned his back on her for just a second to find the aloe lotion he'd left on the vanity.
Then, Maxine began to relax once more as she felt his hands on her shoulders and rubbing deeply into her neck. “That's nice…”
“And I feel goose bumps,” he said, his fingers skimming down her arms. “You’re getting too cold to stay here in this dark and dangerous dungeon. I need to get you upstairs by the fireplace soon…”
And as his hands glided their way over Maxine's bare ass, he knew she was going to feel the burn later. That paddle was new, needed some breaking in. Luckily, they were fully stocked with diaper cream.
“Can you stand up, little one?” he asked.
“I think so,” Maxine said, stretching out. “Do I get to look now?”
So fucking cute! he thought. She always had to marvel at the marks when he spanked her.
“Awww…” Maxine turned to regard her ass in the floor-length mirror. “Polka dots!”
“You wear them well,” he said, priding himself on his attempt at art. “And we've still got one more—ahem—application to that fine piece of art.”
Her eyes and smile grew wide with anticipation. “Another spanking?”
“Nope!”
Whipping her head around to look him with calculating but playful eyes, Maxine said, “Well…what…plans do you have for my ass, Mack?” Standing on her tiptoes to whisper in his ear, she asked, “Does it have anything to do with intercourse of the anal variety?”
“Ah, guess again,” he said with a wink.
“Aw, fuckballs!” Oh, if she could only read the dirty thoughts behind that stare of stone. “Give me a hint…please?”
“You know I love my surprises,” Drew said, rummaging through drawers to pack up for the long, cold, winter's night.
“I bought caviar…” Maxine said as she scurried over to the refrigerator to collect her treats from the market. “We should probably eat this before it goes bad…the package is still cold…”
The sound of a fist pounding against the door startled them both. Maxine began to tremble in fear. No one knew they were there…no one…except—
“Everything alright in there, Mack?”
“Will you fucking wait a minute for fuck’s sake, Lou?” Drew bellowed, but his attention never left Maxine. He had to get her settled before he dealt with anything else.
“Stay right there,” he pointed a finger in her face. “Please do not move, Maxine. I don’t want you hurting yourself…”
That huge, salacious grin she wore accentuated her already mischievous mood. “You just spanked me with a leather paddle, and now you’re worried about my getting hurt?”
“Tsk…tsk…tsk…” Drew clucked his lips. “I can forget about part two of your surprise.”
“You are just the bestest, fuckballiest, Kindest of Sirs ever to walk the face of the earth…”
“Good girl!” he praised her at last and tossed his jacket to her. “Now put some clothes on! I’m sure that Lou—unlike myself—has no desire to see you naked.”
Struggling into the arms of Drew's P-coat, she waited as he buttoned her up. It covered her well enough, dropping nearly to her knees. Lifting the hem, he cracked her one last time on that sassy little ass. “For good measure.”
“Oooh, Kind Sir!”
While he left Maxine cooing, Drew had to deal with the growling bear in the hallway.
“Did you shut your damn phone off, Mack?” Lou barked. “Told ya I was gonna text yous when I left. I've got to go! And your kittens are tearing the shit out of your—”
“Shhhhussssh!” Drew waved his hand in the air, then lowered his voice to barely a whisper. “She doesn’t know about them.�
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“Yeah,” Lou said. “Well, when you go upstairs and see what that one with the blue collar did to your closet, don’t say that I didn’t warn you.”
His closet? Oh, Drew hadn’t taken into consideration that kittens could be almost as naughty as his little Maxine. Shit. He had messes on every floor to clean up once the power returned.
“Are they warm?” Drew asked. He couldn’t even plug in their heated beds for them! “The bedroom’s not too chilly?”
“They’re fine, Mack.” When the hell his job evolved into kitten-sitting for the boss, Lou wasn’t quite sure. “Plenty of blankets to keep them warm. And I got the fireplace going for you and the little lady. Because it’s Valentine’s Day—and I’m feeling generous…”
“Thank you, Lou,” Drew’s voice softened for just a moment before he returned to his Masterful Self. “Alright. I just need your help in carrying a few things upstairs, and then you don’t have to look at me until Tuesday. Is that cool?”
Lou could only shake his head in resignation. “Yeah, Mack. But let’s make it quick. I got plans…”
“I’ll be…right…back…”
As soon as he returned to the apartment, Drew just started shoving things into shopping bags—diaper cream, matches, champagne and that fucking caviar that Maxine was so damn worried about.
“What, pray tell, is Kind Sir doing now?”
“Move it, Maxine,” he commanded. “It’s too cold to play here.”
“I can easily warm you up,” she suggested, slithering a little too close for Drew’s comfort at the moment.
“Oh, and like no one else can, Maxine…” he said, daring to slip his hand up the back of his jacket to give her bare ass a squeeze. “Now, get going. That’s an order.”
2
“Easy, Maxine,” Lou said as the three of them climbed the seven flights from the studio to their penthouse, guided by only the flashlight on Lou’s phone.
However, all motion—and heartbeats—ceased when Maxine stopped dead on the landing. Although Drew had been following her to keep her steady on her own two feet, he leaned ever closer to catch her. However, Maxine took the opportunity to lend a quick squeeze to his groin in the darkness.
