AI art by Me

Tatiana held the thin, supple Nursery Cane as she hurried back to Maestro’s desk. He stood beside it and looked impatient. It was his usual look and it made her insides twist with anticipation of her coming punishments.

Handing the cane to him, she bent down over the large, wide desk. It was mostly devoid of anything on it the surface. The purpose of it was more for what she was doing than business or other reasons. Reaching back, she pulled her skirt up and tucked it into the waistband securely. God help her, if she didn’t do it right!

“Come on, Taty.” He grumbled.

“Sorry, Sir.” She whimpered as her thumbs reached in and pushed down the white, virginal-looking panties. Past her well-defined and rounded bottom she worked on so hard to keep. There. It was under the curves now and as far as she could push them.

“Arms.” He commanded.

Her arms went behind her back and she grabbed her elbows tightly. She soon felt the familiar weight of the large, heavy statuary from his desk. He placed it on the small of her back. Too much wiggling or shifting and it would fall off. If it did, she trembled at the last time she’d done that. She’d received more of a thrashing than a caning that time. From the back of her knees to the top of her ass.

Maestro had been furious with her and she was reduced to a bleating little lambkin, then what he’d done after that…naughty, naughty girls were taken raw!

The tap, tap, tap, tap of the cane came as always and she willed herself to hold still. Clenching, flinching, or wriggling was not tolerated. She was most likely to get at least a dozen, perhaps eighteen strokes. The count would start at one all over again if she broke the rules!

TThhhhhwwwwiipppp!!!

She cried out and felt all of thirteen again and being caned by the nuns for getting caught smoking in the dorm. Oh, they’d been vicious!

“One, Sir. Please, more?” She begged.

TThhhhhwwwwiipppp!!!

She moaned and felt the two lines of fire branded across her bottom cheeks! Oh, God. It stung! What a bad girl she’d been to not do her homework. Why hadn’t she?

“Two, Sir, Please, m-m-more?” She whimpered and felt tears form.

Tatiana fell into the mindset and the guilt and frustration with herself came flooding in as the third stroke was right where her curves met her thighs. She howled and put her forehead to the desk. Naughty, naughty girl! She deserved this!

“F-f-our, S-sir, P-pplease, m-m-m-more?” She gasped out a sob as she knew she had no hopes of mercy.

The cane rained down over and over and over. Her shoulders shook from sobbing now and her bottom was blazing everywhere. She could barely make the words sound coherent now as it was past ten, then eleven, then twelve.

There was a pause here. She waited and tasted the pool of salty tears under her face on the desk. Every part of her ached or throbbed now. Was it over? Was it enough?

“Now, Taty.” He began.

She cringed inside herself. Please, no, don’t make me say it? She thought.

“Do you think you’ve had enough or need six more, at least?” He asked.

A soft whine came from her but she tamped it down before he grew angry. “At…” she swallowed. “At least six more, please, Sir?” She whimpered in a wet whisper.

“Very good.” He was pleased.

The six came and were harder than the twelve had been or was it just because her ass was raw now? She didn’t know. She didn’t care.

The perverse truth was…the tension from that CEO lady’s life had melted away now. Whipped out of her through Tatiana’s body! At least the old lady was relaxed now. Didn’t do Tatiana much good.

The cane was put on the desk by her head. She almost cried all over again in relief. It was over…well…that part was over.

His hands began to inspect her very intimately. She held still like a good girl for him to enjoy her. Squeezing, caressing, rubbing, he checked the damage.

“You did well, Taty.” He mumured.

The flood of pleasure rushed through her at his praise! She’d been good!!

“Thank you, Ssssir.” She stammered as he pinched her bottom on the fleshy part. He loved to do that she’d noticed. She kind of liked it, too. He did it when he was…pleased. It also meant…

“Now, a nice, hot bottom bent over my desk.” He hummed. “What should I do with it?”

She giggled. Maestro was such a tease at times. “I know, Sir. I do.” She piped up.

“Oh, do tell, little Taty.” He palmed one of her cheeks like he owned it.

“You should fuck it very hard until the girl begs to come for you, Maestro.” She murmured and felt her juices thicken at her wanton words. This was who she really was…a hot and nasty little slut for him.

“And should I say yes?” He asked as he began to reach for something.

She nearly sighed in relief because she knew that was the lube he was getting. No raw this time. “Oh, no, Sir! Make the little cunt beg until she cries for it, Sir. She’s a wicked little whore that needs to be taught her place.” She quivered as she described herself.

“Well, you are a comely cunt, I will say.” His fingers began to rim her anus with the lube.

She moaned softly and arched up to help. “Thank you, Sir.” She murmured.

“For what?” He asked.

She giggled softly. “For calling me a comely cunt, Sir.”

“Well, I’m looking at it and it looks well-trimmed for me.” He began to his his hands on her waist.

Closing her eyes, she knew it was only seconds away now. “I try to please, Sir.” She told him.

“We’ll see.” He said as he thrust deep into her ass with one go. This wasn’t a soft, tender fucking. No, this was a take all of it and thank him for it, little pornstar kind of fuck.

“OHHHhhhyeeessss..” She squealed like…well…like a stuck piglet. His hips thrust hard into her tenderness and the fire burned all the hotter now as he abused her further. He didn’t wait around but took her quick and relentless. Her pelvis slammed into the desk and would have bruises a little later. It was sign she was a good piece of ass, he’d tell her.

She was a GREAT piece of ass, thank you. Using the motions she’d been practicing, her muscles tightened around him in a rhythm.

Maestro groaned. “Good….you’ve been doing your….lessons.” He grunted out as he enjoyed her thoroughly.

She couldn’t respond but it wasn’t needed. It was her job to take the pounding and help it along. Taty was his ponygirl.

SMACCK!! His hand spanked her hip.

She knew what to do. She raised her head a little and neighed for him.

He smacked her other side and she did it again.

The sheer humiliation of being reduced to a man’s plaything, toy, fleshy hobbyhorse was so deeply demeaning and delicious to her dark self. She was owned right now and felt it to her bones. Oh…that meant…yes.

“OHhhhh….OHHH GOD, SIR???” She began to beg.

He laughed. “Make the little cunt beg until she sobs, right? Well…”

She heard her owns words and began to start begging with each thrust now as she fought hard to control her orgasm. Tears formed and the sobs came. She needed it so badly. No more dignity in her, no more pride. He’d fucked that all away so she begged like a cheap hooker on a Saturday night.

“Yes…now…you may.” He growled.

She knew that meant he was going to join her.

Her body took over now and she writhed the dance of lust released under this man as he also groaned and shot a hot load of cum into her. It only punctuated her rising feeling and she screamed wordlessly and silently for the joy of it all.

He slowed and then leaned on her for a second. She knew he liked the feel of her nice, firm ass under his pelvis. She had a damned good saddle and she was proud of it!

“Hold.” He commanded.

“Yes, Maestro.” She whispered.

It was her command to tighten up as he left her ass and keep his cum inside. He’d be corking her very soon. She obeyed and held her muscles closed as she felt him slip out.

The cold feel of the steel anal plug came next as he began to push it into her. It was the large size, of course. She’d graduated to it last session and been keeping it in shape since then. Another thing CEO lady’s workers had no idea she was wearing as she sat for meetings.

The old lady had closed multi-billion dollar deals with a nicely plugged ass under a sedate business skirt. Wouldn’t those sheiks have been so scandalized? Or would it be turned-on? She was sure it was the latter.

Maestro tapped it into place and she could relax a little.

“What color, Maestro?” She asked.

“I was feeling red today.” He answered.

That meant she had a shiny red jewel twinkling between her cheeks now. Already moving, she heard the next command she’d been expecting.

“Clean.” He told her.

She was nearly to her knees when he finished speaking. Kneeling in front of him as he moved to lean on the desk now, she raised her eyes and her lips to his still slick cock. Knowing better than to hesitate, she began to kiss then lick then suck down his length as she cleaned her own self from him.

Her eyes stayed on his as he looked down on her.

“Such a wicked little thing, aren’t you?” He asked.

She nodded, her mouth full.

“A base, low-grade, prostitute on her knees and sucking her own self down her throat. Disgusting.” He commented.

Her eyes pricked a little at his scolding of her. It was a base job to be commanded to do this, but what was worse is she craved to do it. She knew she did and knew what that meant about her little cunny self.

“Balls.” He commanded.

She slide off his penis and suckled his sack into her mouth and began to knead the balls with her tongue. There was one spot, if she could catch it again…

Maestro let out a soft sigh and deep moan.

There it was…she almost grinned to herself. Once in a while, she could get this one spot of his and force a mini-climax from him. It meant some small strings of cum would he in her hair but who cared about that for a little cum-slut like her?

There was the familiar jerk and tightening. Warm, wetness was on her scalp and she didn’t stop until he patted her cheek. Time to let go.

Sitting back on her knees, she looked up at him. He ignored her and reached for a bottle of water for himself. Drinking it down, he spied her at his feet. He handed it to her with three inches left in it.

“Good slut.” He told her.

She nodded. “Thank you, Sir.” She drank the rest of it: an unusual treat.

He sighed. “Well, let’s get out the nipple clamps and cunt clip before we attach you to the Andrew’s Cross, right?”

“Yes, please, Sir.” She began to take off her blouse and then undo the little bra. The skirt stayed for now. Rising, she let the panties slide to the floor and picked them up. Putting them with her blouse on the desk, she waited as he went to the drawers to get her next round of punishments started.

…to be continued…