A Night after Work

Story Info
Callie is surprised by events after work.
2.1k words
4.1
57.5k
14

Part 1 of the 2 part series

Updated 06/08/2023
Created 07/29/2016
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This is a fictional piece and in no way based on anyone is real life.

~~~~~~~~~~

"Callie, are you listening?"

She looked up. No she wasn't, she was too focused on her manager, Ian's mouth to pay attention to what he was saying.

"I'm sorry sir. Could you explain it one more time. I just want to make sure I can give you what you want." She gave him a sweet smile. He went on to explain how he wanted the displays set up near the entrance of her department. "Okay sir, sounds good. Thank you." She walked over and started rearranging the merchandise to match his instructions.

"Thanks Callie. I don't know what I'd do without you." Called Ian as he walked out of her department. Callie couldn't help but stop and watch him as he walked away. He wasn't the typical guy she'd normally go after. Normally she liked the kind of guys who you would see in an American Eagle ad. Ian was on the shorter side, a good body but not overly defined, and wore glasses.

He was the only manager in the store close to her age, maybe that mixed with the fantasy of being taken by someone of authority is what started the whole attraction but night after night he was the one that infiltrated her dreams and his name was the one she unwittingly called out in the middle of the night. Being only twenty herself and not being attached to anyone, she had plenty of time to think about it and a good bit of frustration built up.

Ten o'clock hit. She clocked out and walked around the building to her car. Having just spent the day fantasizing about her boss she was extremely worked up and could barely walk. She got in the car and sat for a second. She couldn't make it home, not like this. She looked around the parking lot there was only one car sitting a couple of parking spaces away. As long as she was quiet no one would even know if she finished herself off before driving home. She rolled windows down hoping the summer breeze would help cool the car down. She slid her hand into her leggings and started playing with her clit. She stuck two fingers into her already wet pussy and started grinding. Involuntarily she started to say his name, at first quietly and as time passed his name got louder.

Finally she finished convulsing against her hand, riding the throes of pleasure. She opened her eyes and went to stare out the window. When she turned her head she jumped. Somebody was standing there right next to her door. Watching her fuck herself. She didn't dare move but squinted through the dark to try to get a better look.

Before she could figure it out she heard a familiar voice that sent shivers down her spine. "Callie, can I speak to you a minute?" she heard Ian say. It was more of a demand than a question. She bowed her head in shame.

"Yes sir."

"Good, follow me."

She followed him through the store to the back room through the door and into the chain link cage sitting just outside the back of the store. He took out his keys and unlocked the cage. He stood to the side and waited for her to enter. She walked in, head down and waited amongst the junk the store had collected along the years. Stuff they couldn't throw away but no longer had any use for. He walked inside and locked the cage back. "Turn around." She obeyed and turned to face him. "On your knees."

"Sir-" she stammered.

"No talking, on your knees." he quipped. She knelt in front of him. He unbuckled his khakis and pulled out his huge cock. Callie's eyes widened. She had never seen one so big. It had to be ten inches long and incredibly thick.

"Open your mouth slut." Even though she could feel herself getting wet just at the prospect but he was her manager. How could she ever face him again? She hesitated. He grabbed her by the hair and tilted her face up. "You know you want me, I know you want me." He said bluntly. Reluctantly Callie closed her eyes and leaned in to take him inside her mouth. "No." he said strongly. She stopped and looked up at his confused could he have changed his mind. "I want you to look me in the eyes while you do it."

Her mouth gaped open. He took the opportunity and shoved his dick down her throat. She coughed and gagged a little bit until she got used to his huge member down her throat. He laced his fingers through her hair and started fucking her open mouth. Callie could taste the drops of pre-cum in her mouth and it only got her wetter. She started to thrust her hips so enticed by the possibility of him fucking her. She was opposed at first but at this point she could barely hold herself back. He noticed her squirming while he continued to thrust into her face.

He grabbed her by the collar of her shirt and pulled her up so they were face to face.

"You want me to fuck your little pussy don't you?" he whispered. She moaned a little and nodded. "Beg for it, slut."

"Please, I need you to fuck me." Callie whimpered. He wrapped his hand tightly around her neck.

"When you speak to me you address me as sir and if you don't you will suffer the consequences." he squeezed her neck tighter. "Do you understand."

As her eyes started brimming with tears from the pain she nodded. "Yes sir." she whimpered.

Ian nodded in approval and stroked her cheek. "Good girl. Now go stand up against the wall." She looked at him confused and didn't move. "Now!" he bellowed. "It wasn't a request."

Startled she walked quickly toward the chain link fence. He walked up to her until he was only an inch away. "Take your clothes off. All of them." he whispered dangerously. She shimmied out of her leggings and shed her black top. She was left in her red and black lace bra and her blue lace boy shorts. She unhooked the snap on the front of her bra and her big tits burst free. She looked at him to petrified to pull down her panties. He grasped her upper arm just tight enough to be uncomfortable and leaned even closer. "Again that wasn't a request and if you fail to succeed again I will be forced to severely punish you. Now take your fucking underwear off!" She dropped the boy shorts and stepped out of them and looked at him waiting for his next order. He looked at her hungrily, "lean up against the gate." Callie considered disobeying only because she wanted to know what he meant by punishment but quickly decided she didn't want to find out.

She leaned back and felt the cool metal against her bare back and ass. Ian reached into his pocket and pulled long zip ties from his pocket. Generally they were used to secure price signs in the store but she knew that wasn't what he had in mind.

He raised one of her arms up to shoulder level and fastened it to the cage with the zip tie then went to work on the other arm. She tried to subtly move her wrists to see if there was any slack. There wasn't. He looked at her and smiled a smile that wasn't all that nice.

"Sorry darling you're not getting out of this, you might as well enjoy yourself." He slid his hand down her body until he reached her dripping wet pussy. His eyes widened slightly. "Oh, apparently you are. Do you like being treated this way slut," Ian cooed. Callie didn't know how she felt. So many emotions were tumbling around inside of her but she couldn't help it. She had fantasized about him for so long there was no way she wasn't going to be horny as fuck, despite the situation.

"Yes sir," she squeaked.

"Good," he responded, thrusting his fingers into her wet aching pussy. She bucked up against his fingers moaning for more. He pulled out his fingers and slid them up her body leaving a trail of cum in their wake. He took her nipples in between his forefingers and thumbs and squeezed. She cried out his name and he stuck his finger down her mouth and she immediately shut up. "As much as I want to hear you scream my name some more you need to be quiet before you attract unwanted attention," he whispered in her ear only making her melt more.

"Yes sir," she breathed out. He looked at her with a look of approval. Ian pulled his finger from her mouth and kneeled in front of her. Callie realized what he was doing and moved her hips wildly about in anticipation. He clutched her waist in both hands and stuck his face up into her cunt. He darted his tongue in and out of her as he rubbed her clit with his nose. Callie wrapped her legs around him and pulled him closer to her, deeper inside of her. She felt an orgasm coming on and she tensed. Ian quickly pulled himself from her despite her protests.

"Ah, ah, ah it's not your turn yet little miss, now you are on birth control right?" she nodded. "Good," he said simply. Ian pulled his trousers the rest of the way down and unbuttoned his shirt.

Callie gasped, it was the first time she had seen him in something other than the loose fitting button down he always wore to work. His body was toned and she could see his sculpted shoulders as the shirt slid down his arms and was left discarded on the ground. Ian grabbed her around the waist and stepped against her. She could feel his cock rubbing against her pussy as he kissed and bit her neck. She wrapped her legs around him again needing to have him closer to her craving to be with him as one. Finally he guided his dick to her entrance and thrusted hard. She squawked at the sheer size of him inside her. She hadn't had a guy this big in her life or any guy recently. It almost felt like she was losing her virginity all over again.

"You like that you little whore?" he asked as he thrust into her even deeper.

"Yes," Callie murmured. Ian stopped mid stroke and stared at her. Realization hit her. She forgot to call him sir, now she really was going to be punished. Panicking she started begging and apologizing profusely.

"I will make you learn not to disobey me but right now we are running out of time night shift is coming in and I will not stop until we both finish. He grabbed her neck and started thrusting in and out of her. Callie forgot about the incident. All she could focus on was his big dick sliding in and out of her and his body rubbing up against her throbbing clit. She clenched against his dick and felt the waves of orgasm slide down her body. Shortly after she felt Ian fill her with his cum. the burst of warmth only intensified her orgasm and she went limp against the restraints.

Ian backed off and pulled his box cutter out of his pants pocket. Callie started to buck and squirm against the restraints when she was the metal glint in the light from the building. Ian approached her and cut the restraints and she collapsed in his arms. She giggled and leaned against him. "What the hell did you think I was going to do to you?" He asked appalled.

"Well I don't know you said you would teach me not to disobey for a minute I thought that you meant painfully," she admitted blushing. He put a finger under her chin and tilted her face up so they were looking each other in the eyes.

"I'm sorry, I got carried away," he sighed. "I shouldn't have treated you like that without your permission."

She gave a quick smile. "I can't say I didn't enjoy it." They heard the back door of the store open so they grabbed their things and quickly hid amongst the junk. Someone opened the gate threw something inside and closed it back up. Callie looked up at Ian and smiled. "So boss, what's next?" He sighed and looked at her.

"What are you doing tomorrow?"

"Well sir, I have a ten hour shift tomorrow," she quipped.

"Okaaaay, I know that. I did it on purpose you work the same shift as me," he laughed, "what are you doing tomorrow.. night."

"Nothing, figured I'd go home watch some TV," Callie admitted.

"Come over," Ian stated.

"Is that an order, sir?" She asked slyly.

"Yes," he said simply.

"Okay sir. I'll see you tomorrow," Callie smiled.

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4 Comments
shysuzyshysuzyover 1 year ago

Are there any vacancies - masterful bosses are hot and there is something really special about zip ties

ForeverandAlwaysYoursForeverandAlwaysYoursover 7 years agoAuthor
Thank you!

Thanks I really appreciate your feedback!

AnonymousAnonymousover 7 years ago
Rating ☆☆☆☆☆- (4.55/5.0 = 91%) Callie is a keeper & her boss is a lucky bastard

I loved this story.

AnonymousAnonymousover 7 years ago
Hot Story

Your story was so erotic. It did it for me.

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