However, the first act was over far too soon for Maxine's liking and left her wrists in greater pain from her own resistance than her backside.
“Good girl—you're proving to me that you have some willpower for a change here,” he said, his fingers smoothing over his handiwork. “Are we at green?”
“Green, Sir,” her throaty voice called out to him.
“Now, this is going to feel nothing like my hand, Maxine,” he warned. “Remember your safewords.”
“I promise, Sir...”
With a fastidious flip of his hand, he cracked the whip mid-air...once...twice...then a third time just to gauge his own swing. Drew had to make certain he had a handle on himself before he dared to strike Maxine. It had been a while since he’d whipped anyone like this, and this was no time to be careless.
Bracing herself as best she could within her restraints, Maxine took a deep breath and held it in her wait. This, she knew, wasn't going to tickle.
However, his first thwack left Maxine surprised, and as the leather just lapped across her bare ass, and she sighed almost with relief. Nine more to go.
In reality, Drew was testing himself. With each swing, he gained confidence and exuded a rougher yet always targeted blow that grew more intense with each slice through the air. As the whip struck her, the lashes pierced just a little deeper into her skin with every whack. With the first five completed, he took a step back and rubbed his hands over the leather bites upon her ass. Maxine whimpered all the while.
“Color, Maxine?”
“Yellow, Sir...” she said quickly, giving Drew the go-ahead he needed to proceed.
The lashing was indeed intense against her already sore skin, but Drew's subtle build as he unleashed this new pain upon her allowed Maxine to settle again into the exquisite pleasure she gleaned from their play. With every crack, Maxine fell further into his thrall, and remained at yellow as he continued on with the final strikes that nipped at her hips and stung the tops of her thighs.
Harder and harder with every wield, he marked her, branding her as his own, but mindful all the while of her movements, her simpering cries, her body language. Maxine was still far too new to this lifestyle, and he needed to be able to stop immediately if he sensed even a second of genuine discomfort. His intent was to induce pain while seducing her with each sting. He certainly didn't want to add the whip to her list of hard limits at this early stage of her submission.
“Oh, Sir…” she cooed as he struck her one last time.
When at last he'd finished, ten perfect lashes from the whip striped her bare ass against the backdrop of the prints of his palm. The artistry of Drew's painful design upon her skin would put Jackson Pollack to shame.
“Good girl, Maxine,” he commended, patting her burning bottom with the same hand he'd just used to spank her.
It was, however, her begging that brought this scene to a whole new level, erasing any doubts that Drew had over her pleasure of this new ritual.
“So good, Sir...” she cried. “Please...let me come...”
“No, Maxine,” his voice now soothed. Nothing thrilled him more than her delight over her first whipping. “I’m not nearly finished with you yet tonight. You’re going to have to wait.”
“Oh, Sir...”
“That is if you're still willing to play tonight?” he asked, already knowing her answer.
“Of course, Sir...”
“How do you feel? Are you in too much pain right now?”
“Just...stings, Sir...”
“Does this feel better?” His hands cupped her bare ass, kneading a thick glob of aloe vera lotion against her tender flesh. He couldn’t simply leave her there with a sore tush, but diaper cream was far too messy for further engagement of his plans for her.
“Mmm...good...good,” she murmured. “Thank you, Kind Sir...”
Bending down, he followed his hands with his lips, caressing and kissing her wounds. “The pleasure, Maxine,” he whispered, “is all...mine...”
“I love you, Sir...” she said suddenly.
“I love you, too, my naughty little one,”
“Naughty...Sassy...Maxine...”
“You look so beautiful like that, Naughty Sassy Maxine,” he said, walking in a circle around her again, making sure to check on her neck, her wrists, and her ankles. “I think I'm going to continue our play just as you are—confined, yet so bare to me.”
Pulling at her wrists and ankles, Maxine moaned, so anxious to see how his latest challenge would unfold. Already spanked and whipped, her sexual rush was in overdrive as she felt herself sinking further into that blissful little alternate reality to where Drew alone could take her.
“Now, you already understand the options we might explore if your lines of communication are cut off,” he began. “Do you remember, Maxine?”
“Squeeze your hand...Sir…” she managed.
“Good girl,” he said, clearly impressed. “And today, we're going to take that to another level. I'm going to impair your senses, and then I'm going to fill all of your little holes—except for your nostrils. You need to breathe...”
“All of them, Sir?” she asked.
“Yes, Maxine,” he murmured, tracing his finger from her clit all the way up the crack of her ass. “Even this one...”
When he pressed just the tip of his pinky finger against her, Maxine shivered and tightened up her backside, stirring with not panic but anticipation. For once, Maxine was so very thankful for the restraints as she nearly collapsed with his touch. Oh, how she needed him...in ways she'd never imagined.
“Don't worry,” he soothed. “We'll start out small, and I'll make sure you're well-oiled before I even try...”
“Well-oiled, Sir...?” she repeated.
“Lube, Maxine,” he said, stroking her bare bottom and feeling the whip marks against his fingertips. They were definitive, but nothing like he'd ever wielded in the past. Maxine's pleasure was far too important to him. They had time to increase the intensity. “We've never had to use it before, but there's a first time for everything...”
“Yes—first time, Sir...”
“Now...” He drew back and moved around to her front to face her and bent down slightly so that he could see her ardent gaze. Then he took her left hand in his. “Listen to me, Maxine. You need to pay attention to me right now.”
“Yes, Sir, I'm listening.”
“Squeeze just once for Red, and twice for Yellow. If you're fine, and we're at green, don't do anything. Understand?”
“Yes, Sir...one for red...two for yellow...” she pumped his hand once, then twice accordingly. “Nothing for green...Sir...”
“Good, good girl...” He loved watching her unwind every time he uttered those words. “Now, I'm going to gag you...blindfold you...and then I'm going to plug your little ears.”
“Filling my holes, Sir...”
“All of them, Maxine,” he promised. “Now, this might look frightening, but it's actually quite comfortable...so just relax...relax, my sweet little one...”
He held up some sort of harness before her eyes. Vaguely, she remembered shoving that in the whip drawer, but she hadn’t had time to examine it in her mad rush to finish the room. Studying the apparatus now with her ever quizzical eyes, Maxine didn't know what to make of the little red rubber ball...the fastenings and buckles...and the blindfold?
“It's a mask...with a ball gag...”
Oh, so that explained it! Maxine couldn't help but sigh with relief. She was wondering for a moment which hole he planned to fill with it.
“I'm going to gag you now, then blindfold you,” he said, his voice ever calculating. “Then we'll check in to make sure the straps aren't too tight over your precious little head. And then...”
“Then, what, Sir?”
“Then I'll insert the ear plugs...”
Drew was indeed eliminating her senses, one by one.
Holding the ball up to her open lips, he commanded softly, “Bite...ah, good girl.
..” With just as much ease, he pulled the blindfold over her closed eyes, carefully maneuvering the soft leather straps into a comfortable position, then adjusted the buckles to fit the harness to perfection around her head.
Maxine could feel his hand close around hers, and she was careful not to move. All was green and a go.
Lips at her ear, Drew suckled her lobe and reminded her, “Once for Red, twice for Yellow...” He swallowed hard and stifled a groan. “You may come when you need to...and I love you, Maxine...”
He pressed the soft plug into her ear, then moved to attend to the other, again taking her lobe into his mouth and nibbling gently before completely closing off her ability to hear him.
Then...he stepped away...
Muffled by the gag, she couldn’t speak. Mere sounds, stressed and guttural, echoed in the otherwise quietude of the studio. She was trapped—wanting to react, wanting to touch him—but she was helpless. Struggling, she pulled at her own hands, fighting to break free, yet all the while, she couldn’t escape his sensual clutches. This blend of fear and arousal left her unhinged once again while her imagination began to run wild with delicious scenarios.
All the while, Drew slung back—watching her, contemplating as he willed his cool to return as he unzipped his jeans and tugged himself free from his own constraints.
Easy, Mack. Be careful with her. You love her far too much...
He initially thought he'd use the tiniest anal vibrator, but his own greed kicked in. He wanted to feel her first anal orgasm for himself. He stepped behind her once again, then stretched out his arm to take her hand just in case the strain against her most sensitive skin would prove to be too much.
Maxine could feel the warmth of the lubricant soothing against her most delicate skin as his fingers massaged her tiny unfilled hole. The slight pressure of his fingertip pressed against her, gently nudging forward.
Meanwhile, she had no idea that his own conflicting thoughts raced through his mind, as he fretted every second that she'd get nervous, tighten up and squeeze his hand.
Easily, he wedged his pinky inside, just a bit, up to the first joint. He paused only a moment to gauge her reaction, then inched further, wiggling this time. He could feel the clench of her tender and tiny circle, but she didn't flinch.
Maxine hoped he was far from finished with her. As she waited, she tautened with each passing second. He was merely teasing her with his finger, but she found herself so devilishly shocked that she wanted more.
Willing herself to relax, she wiggled while his thrust deepened just slightly—so painstakingly slow, centimeter by centimeter. Drew, of course, minded her reaction all the while. The tension left her shoulders. The struggling had ceased.
He hoped that behind the gag Maxine was smiling.
Maxine had anticipated pain, but this new experience offered her something very pleasantly different. She felt so open—so bare—to him as he continued to penetrate her with every ounce of caution he could muster. Nearly agonizing from his from his cautious yet steady manipulation, she pressed back ever so slightly until she felt the length of his finger nestled completely within.
Drew pulled in a ragged breath, as he paused for a moment, waiting for her signal him, warning him to stop. But Maxine's hand never pulsed.
Leaving his pinky finger in place, he released her hand to take hold of himself. With the utmost caution, he nudged himself inside her waiting, slippery tunnel, essentially doing just as he had promised—filling all of her holes completely.
Once deep within, he stopped, smoothed his hand over her bare bottom, then reached for her fingers once more. How he hoped that the feeling of absolute fullness wouldn't be too much for her.
Every new sensation left her raw with a desperate need for more. She could feel the familiar tug at her heightened senses building within as he began to thrust ever so slowly...and the fluttering feeling she discovered from just his his finger, leading her ever closer to oblivion.
Her suppressed moans against the ball gag only heightened his desires. Once again, Drew had to remind himself to keep a check on his own control, which was fading far too fast for his liking as he watched her move and grind against him. Looking down at his very own creation, he continued his simulation, working her into a frenzy. There was nothing quite like the sight of his finger buried inside her thoroughly whipped ass while his cock moved so slowly in and out of her slippery center.
So synchronized in their ascent toward exhilaration, her entire body heaved, trembling in the midst of ripple after ripple. Her delicate skin quivering and quaking around his finger, she felt the power of this double orgasm from front to back, meeting together for an electrifying jolt somewhere in the middle. Tears stung in her eyes—not from pain, but from the pure rush of her feelings for this man—as the overwhelming flurry of exquisite pleasure consumed her entirely.
Drew's own gratification surprised him; his release left him nothing short of thoroughly rattled. Never in his life had he felt such an emotive connection to anyone at that very moment. Never...ever...before Maxine.
When at last he shook off the final moments of his own pleasure, he looked down at her, so limp like a rag doll within the stocks. He had to pull away, if only to free her, take care of her, and make her feel so very safe again.
First, he unfastened each buckle on the harness, then eased the blindfold over her tearstained face before he tugged at the gag clenched between her teeth then pulled each plug from her ears.
“You alright, my precious little one?” he whispered, his lips caressing hers.
Maxine nodded lazily, still held within the confines of the neck hold. “Your eyes, too...” she murmured.
“What about them, Maxine?”
“Crying, too…Kind Sir...” she gasped.
He could pull absolutely nothing past Maxine.
“Got a little emotional there, didn't we?”
“Always, my love...” she whispered. “Always...”
“Are you hurting?”
She smiled through those tears born of ecstasy. “Nope.” Maxine giggled before she added, “Kind Sir.”
As he uncuffed each wrist, he kissed each pulse point, then moved behind her to unshackle her ankles. “Just relax...” he soothed.
His fingers kneaded her shoulders, with a follow up from his lips before he eased her away from the stocks and helped her to step down to the carpet. He was still dressed, but his polo shirt was wrinkled in a circle about his waist—and he’d only bothered to close the button on his fly, leaving his zipper wide open.
“So how was your first anal orgasm?” he asked.
“Beautiful...” she answered, with that hazy look of absolute passion still covering her face. “Different...ticklish almost...but beautiful...”
“It only gets better. And I can’t wait to take your virginity all over again…”
Drew pulled her against him and into his arms in one sweeping movement, leaving her feet dangling above the floor. With the utmost grace, he carried her across the room, then settled her in the center of the huge four-poster bed. As he stripped himself of his own clothes that landed in a heap on the floor with his shoes and socks, he ticked off his mental list of things to do before he could crawl in beside her.
“On your tummy, little one,” he said. “I roughed you up a little....”
Drew couldn't stop himself from staring for a few moments at the rainbow of colors fanning over her sweet little bottom.
“Oh, Sir...” Maxine giggled against the pillow beneath her, feeling a slight sting yet oh so very ticklish. “What are you doing now?”
“Hemorrhoid cream, my loving little one...just in case your sweet little virgin hole is feeling irritated,” he laughed. “Followed up by your favorite brand of diaper ointment for your ass...”
“And kisses, please...Kind Sir...?”
“Oh, Maxine...” he bent over her, mouth traveling up the line of her backbone and her neck before catching her lips to his, “...lots...of kisses..
.”
“Drew...?” she whispered.
“Maxine...?” He rubbed his cheek against her shoulder.
“We’ll do that again...?” she pleaded, squiggling against him. “You’ll take my ass next time, please?”
“I need to work with you on anal plugs first,” he promised, picking up each hand to examine before turning toward her ankles. The slight marks from her pulling and tugging at the shackles would fade quickly. The last thing he needed was to mar her pale skin two days before her father and Vicki arrived for Christmas. “But for now, my finger will have to suffice until I feel you're ready.”
“So careful...”
“That's because I love you, my sweetest.”
Maxine turned to face him, capturing his face in her hands. “And I love you, too.”
“How about a quick nap before we officially christen this grand bed?” he suggested and snuggled her against his chest without waiting for an answer.
“Kind Sir…” she murmured as her lips brushed against his chest.
“Yes?”
“Are you happy?”
For the first time in his life, Drew could answer with honesty.
“Deliriously, little one,” he whispered as his lips caught hers once again. “Deliriously…”
Chapter Twenty-Eight
Angela Lansbury’s voice rang throughout the great room, blaring from the sound system and insisting “We Need a Little Christmas.” At Drew’s apartment, they would only play holiday themed showtunes, and that ditty from Mame happened to be one of Maxine’s favorites.
Like two little children standing on the plaza at Rockefeller Center, they gazed up at the nearly twenty-foot tree that towered above them with wide, sparkling eyes. Drew wrapped his arm around Maxine’s waist and pulled her closer.
“Alright, you two,” Tom said as he folded his arms in front of him, taking great care not to spill his eggnog, “how much mistletoe do two people really need? I’ve counted four so far…and I’m probably missing a few with the drinks I’ve had…”
WRAPPED: The Manhattan Bound Series, Book Two Page 52