He caught a glimpse of movement in the outer office and smiled. The new secretary was here. He’d managed to drive three away this month, and new the pussies in the Office Pool were betting against four. Even the Bad Boy of Wall Street had limits. But then, he’d never have reached where he was if he’d played the Game safely…

The papers hit the desk with a thunk and slipped into a messy slide. The woman didn’t bother to look up, just continued to unpack small items into a drawer. He scowled and immediately escalated. “I need these corrections in an hour. Nice tits.” He turned and started back to his office, feeling warm. It was more sporting to give them a Warning Shot about how it would be. He heard the squeak of the chair behind him and heels tapping toward the door. Stopping, he turned his head in surprise. He’d won already? Yes, she was heading toward the
door!

“Well that was fast. Have your replacem-”

“I,” she said in a low but firm voice, “am a Lady, and am heading to the Lady’s Room.” She turned and fixed him with cool hazel eyes, looking him up and down. “Are you really to simple to think that a temper tantrum would upset me? Silly Boy.” Dumbfounded, he watched her walk out, absently noting she certainly had a nice ass too…

He stormed out an hour later. “Where the hell is that Prospectus?”

She pointed to the messy stack still sitting where he’d thrown it.

“What the fuck are you thinking? I’ll have you fired,” he blustered.

He faltered as she leaned back and crossed her legs, looking bored but polite.

“Are you done? I’m waiting for you to clean up your mess. You really didn’t think I’d accept it like that, did you? I’m here to support you.”

He stared in disbelief, his mind raging at her gall.

“And yes, I do have nice breasts. Full, still firm, very good for my age.” His eyes were drawn helplessly to her cleavage like to a magnet. He couldn’t BELIEVE this chick! “And they’re being cupped by a satin bra, with a red heart over each nipple. I love the way it feels. Can you imagine how they look, how they feel? If you’re a Good Boy, perhaps someday you might earn the right to see them.”

He blinked his mind a sudden blank as her works made him picture her breasts.

“Let me get out of your way while you clean up your mess like the Good Boy I know you can be.” Before he’d recovered, she was gone from the room again.

When she returned, a slow smile spread over her face. The papers were neatly stacked in the center of her desk and his door was closed.

“Good Boy,” she murmured…

~~~

He wasn’t sure how he’d ever survived without her. She had a knack of bringing organization and calm out of chaos. It freed him to do what he did best. Analysis, patterns, but never people. He found himself going out and just talking to her when he was stressed. As long as he was polite, she listened. He learned to be polite, just playing the game of course, because he needed a refuge from the stress of his job. Young, arrogant, he’d made few friends in his rise. He found himself looking back at her during meetings, focusing on her nods or frowns as he tried to communicate his visions of success to clients and superiors. Her people skills amazed him, and he found it freeing to follow her lead. Once, remembering their first encounter, he quipped, “I’d be lost without my Lady Secretary,”and the warmth of her sudden smile, his first received, made it his pet name for her, “Lady”.

By the end of the first month, much to the secret disappointment of the guys in the Office Pool, who’d lived vicariously through his treatment of women, she was not only firmly established, but he found himself bringing in flowers to win her approval, to hear her tones caress those words, “Good Boy”.

That voice. She rarely spoke unless he was on best behavior, but he loved her voice. He could lose himself in it, swimming in the rich honeyed tones and drawl. Yes, at the end of the first month, he was quite pleased to be her Good Boy…

~~~

“Sir?” She stood in the doorway.

“Yes Lady?”

“You seem stressed with the upcoming Board Meeting. I thought of something you could try that might help you.”

“Oh?” He raised his eyebrows. This was new. She laughed, sending shivers down his spine. Damn she was hot, but she looked at him like a dead bug in a salad if he pushed it.

“Well, I’m sure you’ve heard of picturing your audience naked to build confidence.”

He nodded, suddenly disappointed and surprised at his feeling. Why should he expect more? He only half-listened as she continued. “Let’s play a Game instead. I have a pair of red satin panties, which I wore yesterday. If you wore them, I thought it would be much more supportive than picturing the Board naked – after all, they are old and ugly.”

She had his full attention.

“But… panties?” He blushed, seeing something in her eyes he’d never seen before.

Her voice purred. “Oh yes. Knowing you wore them for me would please me. You want to please me, to be my Good Boy, don’t you? And I’m certain knowing that you wore panties under your suit would give you the confidence of a hidden secret. Little Boys like secrets, don’t they? It could be our secret. Pleasing me would please you sooo much.”

He blinked rapidly, speechless at the rush of lust spreading through him. What the hell could it hurt?

“Sure, I’ll wear them.” He smirked. “Any thing to keep the Lady happy,” he quipped. He sat stunned as she leaned forward, revealing cream cleavage and stroked the panties down his cheek. He shivered.

“Now that is a very Good Boy attitude.” She twisted the blinds shut, and went out, closing the door firmly behind her. He just sat for a while, wondering what was happening to him; wondering how to make it happen more. Rising, he began to undo his pants absentmindedly, mind hijacked and focused on what had just happened, what might happen. Out at her desk, she smiled in pleasure. It was always so nice to guide a new man, bridling his spirit without breaking it.

The next day he approached her desk shyly.

The next day he approached her desk shyly. “Thank you, Lady. The meeting was great.” He leaned in and lowered his voice confidentially. “I’m wearing them again today for you.” He reared back in shock at her icy look.

“I didn’t give you permission. If you want to be a Good Boy, you’ll have to learn to follow directions and not charge off on your own. Your mail is on your desk.” She ignored him.

He stared, and then slunk into his office. Devastated. From his new height, shot down to a painful low. His natural aggression and determination surged, focusing on a new goal outside himself for the first time in his life. He’d be the best fucking Good Boy she’d ever had, if that’s what it took to keep her happy. Disappointing her just hurt too much.

With in a few weeks, he was begging her to come up with ways for him to serve her. To let him prove himself. On one notable day, he’d been so obedient and done so well, she’d allowed him to close the blinds and stroke himself to pleasure while she observed and gave him commands on pacing. When he finally exploded, it was after he’d obeyed so well he was allowed to look at her and chant “Lady… Lady… Lady.”

She considered it a good beginning, as she left him to clean up his mess. Things progressed quickly after that.

~~~

Earlier at the office, she’d said, “Let’s play a Game tonight. I don’t want to have to tie you up. I like the present of self control. Will you do that for me, please?”

He’d eagerly assented. Her Good Boy. He knew now there were others, but HE was invited to her home. Her best Good Boy…

His taut body quivered. Each limb was stretching toward the corners of the bed. He breathed in shallow gasps, with an occasion shuddering sigh. She sat on the side of the bed, watching with a small smile, letting her honey drawl caress him, hazel eyes dancing with pleasure.

“Such a Good Boy for me,” she watched his body shudder in pleasure at the phrase. “So eager to please his Lady, You didn’t need to be tied up to feel so helpless. There’s nothing you can do now except obey me, and just hold on,” her voice slowed and emphasized each word, “Until. Lady. Gives. Release.” She continued smoothly, “And you’re holding on so well for me,”

He found it so weird how her voice stroked him deeper than a hand. He couldn’t understand it, but he loved it. She took him to places in her Games that he’d never imagined, and all he had to do was listen, obey, be her Good Boy for her. He was determined to hold on for her. He wished he could say so.

As she stood, his cock jerked convulsively, the bed bounced slightly. She rewarded him at last by moving to where he could see her. He felt himself falling into her eyes, riding a wave of pleasure at seeing her pleasure, knowing he pleased her, wanting only to give more of him to her.

She gazed down at his pleading eyes. “Such a sweet surrender. I’m so proud of you.” She leaned down and trailed fingertips across his chest, watching it twitch, and then stroked his cheek. His eyes closed for a moment, and his lips sought to kiss her palm.

“No no, you still have to earn a kiss.”

His eyes snapped open in shock. He hadn’t earned to kiss her palm yet. A wave of nervousness swept through him, mingled with excitement. How far would she take him?

“Silly boy,” he heard, “You’re just beginning.” She straightened. “Are your arms bending? Don’t let your ‘ropes’ loosen. Do you need a break? I can leave and you can get up and stretch, then we could start over.”

He shook his head, “noooo”, an exclamation mark in his eyes.

“Very good! You almost spoke there, but remembered. See how well you do for me? You learn so quickly. It warms me to know you want to obey.”

She pulled a long silk scarf from between her cleavage, and fanned herself. “Oh, you like my scarf?” She lets it slip over her hands. “Or is it the color red that you like? Remember the red hearts over my bra that first day?”

He remembered. With a disbelieving wince, that he’d ever been so rude to his Lady. He had hoped she’d
forgotten.

Holding the scarf by one end, she lifted it before her, examining it critically, apparently not noticing the other end has dropped to hover a tantalizing inch above his stomach. He moaned and she shifted her warm gaze to him.

“Can you hold on for me a little longer? Will you do that for me?”

He nodded affirmation.

“Good Boy.” A pause, then “Oh my, I know what would feel good.” She let the scarf sweep his body, from tummy up to neck. He convulsed, body rigid, eyes squeezed shut in ecstasy, trying to keep from moving, from letting his hips buck, from -

A gasping moan, an anguished, “Oh please Lady…”

With a disappointed sigh, she stopped. “Oh sweet, you spoke. You know the rule, now I have to start all over.”
The convulsive jerks of his straining cock formed a counter-point to the tears that began to leak. “Oh please, please…”

She looked down at him with a sympathetic sigh. Still, he was doing so well. It was a shame he’d driven her niece out of his office in tears…

~~~~~~~

Good Boy is a post from: Femdom Fantasies. Authors retain copyright. If you enjoyed this story or have something to add, please leave a comment. Remember, feedback typically encourages writers to write more ;)