Pete worked a boring, tedious job at a small engineering firm. The days were long, but Pete really didn't mind the monotony and simplicity. He was by far the youngest in the office and didn't really have anybody to relate to.

His favorite part of the day was whenever his boss walked in and out of her office. She always wore those tight, knee-length pencil skirts with the tall heels and blouse. Sometimes, she'd add a blazer on top, which was his personal favorite. Everywhere she went, her presence demanded respect. Just the tap of her heels clicking on the floor caused excitement in his chest and a stirring in his pants.

She had recently been hired to come in and clean up some of the inefficiencies that had been plaguing the office for a while. She had no patience for incompetence or laziness and dealt with her subordinates swiftly.

Her methods were different with each employee, identifying their individual motivations and applying pressure where needed. She had already trimmed the office down to a handful of people. Pete figured out early on to stay on her good side. 

It was only a matter of time, however, before Pete screwed up and found himself in her office with her piercing eyes glaring at him from behind her desk. He couldn't maintain eye contact as she looked him up and down. 

"Have a seat, Pete," she muttered in disappointment. 

He quickly sat down in one of the chairs in front of her desk. 

"Look, I like you. You've been very dependable, but we need to address some things head-on."

Pete nodded compliantly.

"Your work has been noticeably slipping."

"I've b---"

She quickly held up a finger, cutting him off. "I'm not finished. I understand mistakes happen; we're all human. What I don't understand is your lack of effort. You're not growing in your position, and you seem content, staying stagnant. Your complacency is showing in your dayy-today production, and I need to see a change, pronto."

She looked at him intently, watching his anxious demeanor. "Now, you may speak. What do you have to say for yourself?"

"I, um, I don't really have an excuse. You're absolutely right. I suppose it's just a lack of motivation. I want to do better, ma'am."

"Do you have anybody in your life that can hold you accountable to that, Pete?"

Pete thought for a second. "Well, not really, except for you, ma'am."

She shook her head, sighing in disappointment. "Why do I have to keep all you runts in line? Has anyone ever heard of personal responsibility? What you need, young man, is some old-fashioned discipline in your life."

"Discipline?" Pete asked quizzically, while hiding his sudden excitement. 

She nodded, holding eye contact.

"W-what kind of discipline?" Pete asked.

"How about you tell me what would work best for you? I'd certainly like to keep you around. You're an asset, but there obviously needs to be a system in place to keep your ass in line."

Pete stayed silent.

She continued. "Have you ever been spanked?"

Pete froze. His exact fantasy was playing out. He tried to react normally. 

"Spanked? Well, yeah, when I was little."

"Did the spankings keep you in line?" she continued to ask. 

"Well, yes, ma'am, temporarily at least."

"It sounds like that's all we need—something to remind you to stay motivated. Now that you're older, the reminder will have to be much more painful and embarrassing, but if that is what is required to get your production back up, then it is what it is," she said nonchalantly. "Do you have anything going on this evening?"

Pete took a deep breath, knowing what he was signing up for, and shook his head no.

"Good, you'll be staying after hours. We'll be able to take care of this today," she said with a smile, as if this were just another normal task to be done. "You're dismissed; I want to see you working hard. Today is not the day to slack off."

Pete left her office with excitement and trepidation coursing through his body. He sat down at his desk, almost numb. He looked around at his co-workers, who were working busily, completely unaware of his predicament. He took one quick look back at her office and caught her eye staring him down through the glass window. He immediately turned back around and got to work. 

Around lunchtime, he heard her office door open and her heels click clacking across the floor, which always turned his head. She announced she'd be out to lunch, gave him a knowing look, and left. An hour later, she returned carrying a bag he'd never seen before. She stared him down, smiling sadistically as she passed by his desk on the way to her office. The knot in his stomach tightened as he imagined what was in that bag. 

The afternoon stretched on slowly as he tried to focus on his work. Finally, his last few co-workers left for the day, leaving him alone with his boss. 

"Pete, come here, please," she called out from her office. Pete gathered himself and walked in. She was seated behind her desk with her arms folded. "Close the door and lock it. We want to make sure nobody bothers us." He did as he was told and turned back to face her.

The room was dimly lit now from one lamp and the darkening skyline behind her. She stood up and walked around to the front of her desk and leaned against it, staring into his downcast eyes intently. "Take your clothes off," she ordered coldly.

Pete hesitated at first, but seeing her piercing, unflinching eyes, he realized he had no power here and obediently removed his clothes. He stood completely naked in front of her as she examined his body.

"Go take a look in that bag and tell me what you find," she stated as she pointed to the bag he had seen her bring in earlier. He kneeled down to open the bag on the floor, pulled out a leather strap, a heavy wooden paddle, and a cane, and held them up for her to see. She nodded and told him to lay the implements out on her desk. He set them down, almost shaking in anticipation. Then he heard the most chilling words he ever heard her say: "Bend over!"

He bent over her large desk, resting down on his elbows, facing the large window looking out on the city below. She picked up the strap and stepped off to his left, lining up the strap to his bent over bare ass. He felt the smooth leather grazing his skin, causing goosebumps to ripple up and down his body.

"Your lack of motivation has put you in this position, and I intend on making you fully regret you ever slacked off." She lifted the strap up and paused on the backswing, letting the anticipation build, and brought it down hard across his cheeks with a loud "SLAP" and leaving a painful pink streak on his bare flesh. He groaned in surprise at the intense stinging pain that the strap left on his ass. 

She laid ten more heavy slaps across his bottom as he struggled to hold his position. "We've barely started, and you're already breathing hard, boy. Strap in." She whipped the strap down on his ass twenty more times in succession, making him cry out with each stroke. She paused. "How's that?"

"It hurts, ma'am."

"Good," she said as she raised the strap back up, resuming where she left off, giving him twenty more heavy strokes. His ass was deep red when she was done, and he was choking back tears. She set the strap down and grabbed the paddle, sliding it off the desk. The ominous sound of the heavy wood against the desk surface struck fear in his body as he awaited the next stage of his punishment. 

She gave his ass a few soft but firm pats with the paddle as he braced for impact. She swung the paddle back and slammed it into his bare ass. A "crack" echoed throughout her office, followed by his howling in pain. The paddle brought him down to his knees in front of her desk. Gripping the top edge of her desk, he looked back at her in fear to see her standing over him, holding the paddle menacingly. "Get up!" she said angrily.

He slowly picked himself back up and bent over her desk again, trembling. "Will we be having problems with your motivation from now on?"

"No, ma'am," he said shakily.

She raised the paddle again and brought it down hard against his tender ass, making him howl again in pain. His agonizing cries didn't deter her, as she spanked him hard over and over again, leaving him weeping all over her desk. The pain was so intense, his legs were trembling. His throbbing ass was quickly bruising and turning deep red. 

"Pleeeease," he cried as she set the paddle down and grabbed the cane. "I will work harder than I ever have before," he begged. 

"I know you will," she replied as she swished the cane through the air several times. "Now stick your ass out."

Trembling, he arched his back and stuck his bruised ass out for her as she tapped the cane gently on his stretched, beaten skin, making his body flinch in response. "This should leave a lasting reminder of what will happen to you if I ever catch you slacking again."

With that, she raised the cane and swung it down with full force. The cane whooshed through the air and connected right where his cheeks met his thighs. He gritted his teeth through the intensity of the sting as a thin red line formed where the cane had impacted.

With only a couple seconds in between strokes, she caned him repeatedly. The only sound to be heard was the "whoosh crack, whoosh crack, whoosh crack" of the cane mixed with his muffled cries. The cane formed lines all over his ass, with the majority of the strokes concentrated on the bottom half of his cheeks.

She finally stopped, leaving his body trembling over her desk, his deep red ass displaying to her that her work was finished. His skin was just beginning to rupture from the concentrated impact of the cane.

Leaving him laying over her desk, she gathered the implements and put them back in her bag and placed the bag in her closet. "I think I'll keep these here. I imagine they will come in handy in the future," she said as she closed the door and approached his limp body. "Oh, come on, don't be so dramatic," she said as she hoisted herself up on top of the desk and sat next to him. Her skirt rode up mid-thigh right in front of his face.

He instinctively moved his face towards her and kissed her bare leg. She picked his head up and gently placed it in her lap and softly stroked his hair. "Did you learn your lesson?" she asked.

"Yes, ma'am, I did. I hope to never disappoint you again."

"Hm," she said coldly. "I'm sure you'll be disappointing me again very soon."

"I'd like to please you, ma'am," he said softly as he kissed her legs where her skirt ended. He could smell her sweetness as he continued kissing, burrowing his nose under her skirt and pushing his face between her legs.

She relaxed her legs, allowing him in. He put his hands on her knees and pushed them outward, then ran his hands up her smooth thighs, catching the bottom of her skirt along the way. He pushed her skirt up to her hips, wrapped his fingers around her panties, and began to tug them down. She lifted her hips as he slid them down and tossed them to the floor. 

He looked up at her, meeting her hungry eyes. "What are you waiting for?" she said in a low voice, almost growling. He plunged his face between her legs and drove his tongue deep inside her. He felt her entire body tense up as he pleasured his beautiful boss with his tongue.

She placed her hand behind his head and pushed his face firmly into her as he moved his tongue back and forth vigorously. "Ohhh god," she moaned as she approached climax, encouraging him to lick faster and harder until her body bucked and clenched in enjoyment, her knuckles white as she gripped the desk edge with both hands. She let out a primal shriek as pleasure rippled through her body in an incredible extended orgasm. 

Breathing hard, she relaxed as Pete continued licking her clean. She grabbed him by the hair and lifted his head, looking him in the eyes in satisfaction. Feeling accomplished, he smiled up at her, "I hope you are no longer disappointed with me, ma'am."

"No, no, I'm proud of you," she said sweetly as she caressed his face. He beamed in reaction to her words, wanting only to please her. She stood up, lowered her skirt back down to her knees, and packed up her things. He retrieved her panties and went to hand them to her. She refused them. "Go ahead and keep those," she said, smiling at him. He clothed himself and stuffed her damp panties in his pocket. 

"As good as you were today, it won't be long before I'm disappointed with you again. I'll make sure of it," she said devilishly before they went their separate ways.

Pete walked away triumphantly, feeling her panties in his pocket. His bottom was incredibly sore, but he wore his wounds proudly. As soon as he got home, he looked at his battered bottom in the bathroom mirror. He gasped when he saw his bottom already turning purple. 

His cock stiffened in his shorts as he replayed his punishment in his head. He lifted her panties to his nose and stroked his penis to his delicious fantasies. Fantasies that fed his pleasures for days after. 

His bottom stayed sore for a week, providing arousing reminders as he worked at his desk, aware that she was watching him closely. When he'd catch her eye, he'd smile bashfully, knowing she was looking for any reason to punish him again.