Joan, the head of the secretary pool, entered Don's office with the usual stack of files ahead of his daily meeting. She wore a form fitting blouse with buttons in the front. Her red hair was neatly tied up in a bun. Don was in his usual starched shirt and black tie.
As she bent over to place the documents on his table, he took the opportunity to covet her ass.
"I saw that," she said, glancing back at Don with a raised eyebrow. "What?" Don said, rudely dismissive, then returned attention to his desk.
Joan stepped over to the window overlooking dozens of desks full of secretaries, and pulled down the blinds. A routine habit that usually precluded Don taking a nap. But instead of leaving, Joan locked the door.
Hearing the click, Don looked up. He thought he was about to get a chewing out for some recent mishandling of a fellow employee. "What?" he asked, this time firmly demanding an actually answer.
"I have something for you," Joan said, more sweetly than usual.
Don raised an eyebrow, curious. "Okay?"
"Stand up, and go to the corner," she said, pointing to a corner. Don contemplated this for a few seconds, but Joan's unrelenting smirk, and finger which continued to wave to the corner, quickly won him over. He stood up, mumbled, "Is someone in trouble with mommy?" and walked to the corner.
"Close your eyes," she said. Don did so.
She heard the light scuffing of her skirt as she walked up right behind him, then she whispered in his ear, "Remove your clothes." Don tried to look back at her, but she grabbed his head firmly with both hands, pulling his ear closer. "Take off all your clothes," she said. "Do it for me." She wiped on hand over his eyes to close them again, then let go and stepped back.
Don squeezed his eyes shut as he cooly unbuttoned his shirt, then pulled an arm out of each sleeve. Just as he finished with the second sleeve, he felt Joan tug it away. He then unbuckled and pulled off his pants. Again, Joan tugged them out of his hand as he finished. Then his boxers and socks. "Okay," he said, fully nude.
He could hear as she moved around and away from him for a dozen seconds. He imagined she was disrobing as well. He felt her place a soft material in his hand, which he immediately recognized as nylons.
"Put these on," she said.
Don opened his eyes and looked down. Indeed it was a pair of pantyhose. He also quickly noticed that his clothes were no longer on the chair. Instead panic set in.
Don spun around to see Joan, still fully clothed, by the door. "Put them on, or I open the blinds," she said, her smile gone. "Quickly." Her hand was holding the cord to the blinds.
It registered this was probably some sort of blackmail, but he saw no other option. He clumsily attempted to pull them on, leaning over to pull them over one foot, then fell to the floor. Joan watched him wiggle into them, clearly frustrated after they bunched up at his knees.
"Stand up," she said, and he stood, still tugging at them. "And stop moving." Don dropped his arms to his sides, and froze.
Joan walked to him and reached down, pulling the pantyhose into place around his waist, then tugging along his legs to ensure they were smooth. Satisfied, she dragged her fingers up from his feet to his ass. He sighed out of ecstasy.
"There, that wasn't so hard, was it?" she asked.
"What are you doing, Joan?" she asked.
Joan snapped straight up in perfect posture facing Don and smacked him. "You don't get to ask questions."
Don was stunned. He began to mumble, "Okay" but was stopped with another smack.
Joan added, "You don't say anything unless you're asked directly."
She grabbed him by the scalp and forced him to his knees with little resistance. She leaned down to his ear. "Do you understand?"
"Yes," he whispered back.
She turned to face him, their lips an each from each other. Don couldn't resist and pressed his lips against hers. She pulled back and smacked him again. "You do nothing unless your told," she said. This time she spoke as if she was addressing a petulant child, disgusted at his ignorance.
"You think you can have anyone you want, anyway," she said. "But you're about to learn, you can't."
"I've seen you watching me," she continued. "Fantasizing about me, pretending you could have me any time."
Don played coy, but stayed silent.
Joan loomed above him. Her right hand reached up to her bosom, her nails tracing their outline. "I know you've longed for these."
She unbuttoned her blouse, and pulled down her bra, allowing her ample breasts to spill out. She leaned over, swaying her chest so her nipples almost brush against Don's lips. He opened his mouth, yearning for them.
"Which one do you prefer?"
Don took this as an invitation, and wrapped his mouth around an areola, suckling madly. Joan smacked him again and pulled back. "I ASKED which one you preferred, I didn't tell you to suck on it!"
She grabbed him by the scalp again, tugging his head back. He grunted at the combination of frustration, pleasure, and pain.
Her free hand reached down, and with her nails traced his balls and cock through the nylons. She pulled down the nylons enough to free his cock. She smacked it up, causing Don to again moan out of ecstasy. She rolled her finger tip around the tip, pinching off the pre-cum that had collected there, then rubbed on her left nipple.
"Lick it off," she commanded. Don leaned to her left breast and licked. While Don was occupied, she reached down, teasing his cock and balls with her nails, smacking it, until more precum appeared. She wiped this on her right nipple.
"Suck it off," she commanded, and Don did as instructed. For the first time, Joan emitted a groan of delight. She let Don suck for a few moments, then pushed him back. "Get on your hands."
Don leaned over to be on all fours, and looked up at Joan. Already tall, and in high heels, from his new perspective she now completely towered over him. He watched as she pulled a small dildo out of her bag. "Open your mouth," she needed to say only once. Don closed his mouth around it as she slid it onto his tongue. "Do not drop it."
Joan leaned down to slowly remove her panties from below her skirt. Don eagerly watched hoping to catch sight of her private parts, but she was quick and discrete. She gently drew the dildo in and out of his mouth. "Get it wet," she commanded.
Satisfied, she pulled the dildo out, and then stuffed her panties into his mouth. She leaned down again to be face to face with Don, purring, "That's to muffle you while I fuck you in the ass."
And muffle it did. Don groaned at those very words.
She went behind him, with one hand spreading his ass cheeks, the other rubbing the dildo along his crack. Finding the hole, she slowly guided it in. It went in with more ease than she expected. "I see you've done this before," she said. Don snapped his head back, offended. Joan smacked his ass, raising her voice, "You don't move unless I say so."
With one hand on his waist for support, her other reached below his balls, lightly touching them. Even with the panties in his mouth, he couldn't help but moan in delight. Out of sheer reflex, he bucked his ass back, driving the dildo in deep.
As promised, Joan slid the dildo in and out of his ass, using her thigh for pressure. Feeling this, Don pressed back against her with each slow thrust. The harder he pushed, the more he could feel the soft heat of her thighs flush against him. Once a rhythm was maintained, she ran her fingers along his cock and inner thigh, and he began pressing harder, speeding up.
"You may be enjoying this more than me, " she said, finally stepping away from Don. His light moans became desperate grunts as he watched her walk to the office chair and sit down. She leaned back and spread her legs.
"Crawl over here," she said. "And if that dildo falls out of your ass, I swear I'll open those blinds and walk out."
Don began to crawl over. Joan stopped him with the heel of her shoe. "Remove this."
He slid her foot off and gently placed it on the floor.
"And my stocking."
He reached up to the top of her thigh. Touching skin, again she let out a moan.
"Wait," she said, and Don paused. She pulled the panties out of his mouth and tossed them aside. "Continue."