Three Month Evaluation

Three Month Evaluation

“Miss Simons would you please come in here.”

Jane closed her eyes and slowly put her purse back into the drawer of her desk. She had been on staff for three months now and she had known that her evaluation was coming up, but she hadn’t thought she had been doing a bad job. So reluctantly she walked into her boss’s office with her head held high. Standing just inside the doorway she waited for her fate to be decided.

He sat back in his chair and just watched her for a bit. She was a pretty little thing, young and eager to learn. Today’s society would call her overweight but though she was a little plump he thought it was in all the right places. And the way she wore her skirts and tops. The skirts just a little too short showing off a good portion of her shapely legs, and her tops unbuttoned just one too many showing off peaks of her lacey bras in those seductive colors. But tonight, he needed to talk to her about her performance here so far.

“You’ve been here for three months now.” He started looking at her.

“Yes sir.” She replied softly.

“And did you read your contract thoroughly?” he asked.

“I have, yes.” She said with a quizzical look.

“I’ll start by saying that I do like your work, but there are a couple of things we need to work on.” He stood up and walked towards her.

Jane watched him with wide eyes and a shock as she felt her pussy begin to throb, and drip with desire as he staked to her like a wolf stalking its pray. She took a small step back and bumped sharply into the door jamb at her back. She had read the contract, but she didn’t really think that they actually did that kind of thing, even though it had all been a turn on to her when she had been reading it.

“As I see it over the last three months you have done six things that I can’t overlook, and we’re going to have to do something about them.” He placed his hand on the wall above her head as he stroked his free hand over her hip.

“Oh, and what exactly do you have in mind?” She asked with a wicked little smile.

His hand moved from her hip, up to between her breasts where he flicked the buttons opening the shirt to her belly button.

“Oh, I think you’re going to be a fun one, but right now I want you to go over to my desk and bend over giving me access to that pretty round ass of yours.” He leaned in placing a light teasing kiss on her pounding pulse.

“Go.” He pulled back and watched.

She smiled taking a deep breath which caused her breasts to rise teasing him a bit before pushing away from the wall and walking to his desk with a little extra sway to her hips. Sliding her finger over the glossy surface as she round to his side squeezing her breast together and up while placing her elbows on the blotter in front of her, and she waited with a wicked smile on her face.

“So, here’s what I’m thinking.” He walked back to his desk caressing her back and ass as he came around behind her.

“I’m going to swat this fine ass twenty times for every mistake you’ve made over the last three months.” He said matter of factly as he slowly slid her skirt up to her hips revealing the thin string of her panties between her soft cheeks.

“What?” she started to raise.

“Oh no stay where you are little one.” He pressed her back down with a hand between her shoulder blades.

“That’s right, one hundred and twenty swats on this fine ass.” He said stroking it gently.

She felt his hand stroking her ass warming it slowly, and she closed her eyes enjoying the feeling, then she gasped her eyes flying open as he struck fast and hard not giving her much time to react, she clawed at the desk panting hard as he finished the first twenty and started the second set. Then she moaned into his blotter as he finished that set and stroked her heated ass sliding his hand down sliding the thin scrap of material aside, so his fingers slid through her drenched pussy lips. He teased, rubbed, and pinched at her fiery folds groaning as he stroked his free hand up her back to grip her hair pulling her up and away from the desk.

“Oh, you are so fucking wet little one.” He growled into her ear.

Jane moaned loudly trying to bend her head back down as she heard him unzip his pants. Oh god she thought whimpering as she leaned her head back into his hand when she couldn’t go forward as she felt him rub the head of his cock through her hot wet folds. And she cried out softly when he thrust his thick hard cock into her tight wet pussy.

“Oh god little one, you are so fucking tight.” He groaned into her throat as he paused feeling her tight hot pussy grip at his cock.

Jane clawed at the blotter again as she tried to regain some kind of balance, but he started to move in and out. Fucking her hard and deep slapping her spanked ass against his hips over and over until he stilled, jerking them both as his cum shot deep into her gripping core.

Breathing heavily, Tim pulled out, and not giving her a chance to come down he started spanking her again forty more hard blows, and he was hard again with her soft whimpers and cries echoing in his head. Loosening his grip on her hair he sat back hard in his chair and smile when she looked at him with a question in her eyes.

“Oh, we’re not done yet little one, but I want you to kneel and suck your juices off my cock. Make me cum again it that beautiful mouth of yours.” He smiled at her and spread his leg to make room.

She turned leaning her sore ass against the desk and stared at him sitting there with a smug smile on his face and his cock resting on his thigh waiting.

“Well, do we need to add more?” He raised his eyebrow at her.

She laughed softly and gracefully dropped to her knees between his legs gripping his cock she stroked it licking her lips as she stared up at him before sucking his tip into her mouth and flicking it with her tongue.

“Oh yes….” He groaned as he closed his eyes leaning his head back as she sucked more of him into her mouth.

She moaned around him as she sucked him into the back of her throat and swallowed, getting him to jerk his hips against her face. And she laughed around him when she heard him mutter the words fuck yes quietly. Then she sucked him harder swallowing over and over until she felt his balls tighten and he bucked in the chair shooting his thick creamy load deep down her working throat.

She slowly pulled back resting her head against his knee, closing her eyes as she breathed deeply.

“We’re not done yet little one.” He said brushing her hair back from her face.

She smiled and leaned into his hand before shifting to stand again.

“No little one stay down there, just turn your back to me, and put that ass in the air.” He laughed when she pouted slightly.

Jane came to her knees and turned so her back was to him. She glanced over her shoulder as she dropped to her hand and then to her elbows then lowered her forehead to her hands leaving her ass on glorious display for him, and she waited.

He smiled and moved his chair over, so he sat beside her placing one hand on her lower back, and softly rubbed circles on her ass before…twenty blows came quickly, and she whimpered as the fire burned a lot hotter this time.

“Okay Tim we can discuss those figures now.” The door opened without warning, and they all froze.

The man standing in the doorway nodded and smiled.

“Three-month evaluation?” He asked.

“Yes.” Tim laughed, kneading her ass.

“Are you going to keep her?” the man asked.

“I believe I will. I’m almost done would you like to help finish?” Tim asked.

“I’d be honored.” The man laughed and went to settle into the couch.

Tim smiled and gave him a wink before delivering the final twenty blows fast and hard. Soothing her ass after with a kneading rub and sliding his hand over her back to grip her hair and pull her back up to her knees.

“Jane, I would like you to meet my boss, Mr. Andrews.” Tim spoke right at her ear.

“Hello Mr. Andrews.” Jane said softly.

“Good girl.” Tim nipped at her throat.

Mr. Andrews stared at the woman on the floor as he stroked his cock that he had freed as he watched her get spanked. He knew Tim, and knew that he liked to play hard, harder than the other in the firm. But as he stared at the woman he could find no sign of distress, there were tears seeping out the sides of her eyes and she was panting like she had just done a major workout, but what he saw when he looked into her eyes was desire, and need, and he approved very much. Nodding at Tim he leaned back against the couch and waited.

“Now you’re going to go over there and take his thick cock into your hot little pussy and wait for me to slip my hard cock into your fine ass.” Tim pushed at her head as he released her hair getting her to crawl forward as he stood and retrieved a bottle of coconut oil out of a desk drawer.

Jane crawled slowly over to the couch feeling every square inch of her ass burning, and the pull of her skin as she climbed into Mr. Andrews lap. She slid her dripping pussy against his hand that was still gripping his cock encouraging him to release it, instead he rubbed his tip through her folds again before placing his free hand on her low back and when he came to her entrance, he pushed down impaling her fast and hard.

“Oh God.” Jane screamed as her hips hit his and he held her there both waiting for Tim to join them.

Jane shakily moved her hands up Mr. Andrews arms and to his shoulders where she gripped trying to find some sort of balance. Breathing deeply, she pouted with a whimper when Mr. Andrews took her hands and placed them crossed at the small of her back rocking her against his thick hard cock in the process making her gasp and moan. Then she jerked when she felt Tim run an oiled hand over her sore ass and moaned as he prodded her tight puckered hole slipping his middle finger slowly in as far as it would go lubing her hole.

“Oh, that’s it little one, it feels so good doesn’t it.” He whispered against her ear.

She groaned loudly as he pulled his finger out only to replace it with the tip of his hard cock, and she screamed once more when he thrust deep and fast only to pause. She whimpered trying to move as both men pinned her between them forcing her to adjust to their intrusion.

Tim placed his lips at her throat and bit down hard as he started to move in and out of her tight hot ass, and heard her gasp and Mr. Andrews groan he started moving faster. Fucking her harder and harder forcing her on and off Mr. Andrews cock in time with his thrusts. And when his balls tightened, he bit her throat a little harder and came filling her ass with his hot creamy load, and he smiled against her skin as he heard Mr. Andrews grunt and cum deep inside her clinching core. And Jane cried out as she orgasmed around them both.

Tim breathed heavily, slowly regaining his composer. He gently pulled out of her stroking her neck as she whimpered, and he helped her climb off Mr. Andrews lap Tim then settled onto the couch next to him pulling Jane into his lap and both men petted her while she came back down from her high.

Mr. Andrews smiled over her head at Tim.

“I think we’ll discuss those figures tomorrow.” He laughed softly as he leaned over and kissed Jane on the forehead before raising and tucking his cock back into his pants, he left the office satisfied and actually looking forward to finishing his work late.

Tim kept her in his lap for a while longer continuing to pet her, and when she started to wiggle some, he finally let her up and watched as she righted her clothing. Raising himself he tucked his cock away and watching her head towards the door he caught her by the arm keeping her facing away from him he spoke in her ear.

“Thank you for tonight, and I look forward to continuing to work with you, but for now I don’t want you covering that mark on your throat. I like seeing the marks I leave.” He kissed the mark in question as h let her go.

“Good night, Jane, I’ll see you tomorrow.” He smiled at her.

“Good night Mr. Wallace.” She smiled at him colleting her things and headed for home.