Chloe at Work (Closed for officegirl20)

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Thursday morning, nine o’clock, and Bill Keeler is looking over his agenda for the day. Nothing of note, except . . . 1:30 pm Chloe Jackson. Sixty-day probation performance review.

He smiled. She did her job well, though that wasn’t too hard to do. Definitely offer her the permanent position. He thought back to that day two months ago when he hired her. There were a dozen applicants for the position, all capable of doing it; after all, it was only running the copy machine. A dozen applicants, but Miss Jackson stood out. Not for her abilities, but for her looks. A statuesque blonde, well-dressed, well-built, pretty - very pretty, a bit of a princess, but genial. His department could use some eye candy, he decided, and so Chloe Jackson was hired. And now she’d be around for some time, a visual (and aromatic - her perfume was enrapturing ) treat for himself and the two other men who worked under him in the document preparation department of Featherstonhaugh, Armbruster, and Cavanaugh, Attorneys at Law.

He would have loved to get into her pants, and might have had she not been a newlywed. He did try flirting with her, a few suggestive jokes, and occasional accidental bump, but it was clear she was, like most new brides, committed to her husband. Otherwise, he felt, he might have had a chance. He was good-looking, tall, too, with a full head of hair, and very fit well-muscled from his three-times-a-week gym workouts, and he did have conquests, still playing the field, as he said, at thirty-five.

He liked to brag about his sexual successes, with the guys at the gym, at the bar on the weekends, and, most of all, in his online chat group. A half a dozen guys who met online every Tuesday night to talk about their latest lays. Two of the guys were married, and they’d brag about all the different things they did with their wives. Whenever they could, the single guys would take pics of the girls they laid and share them with the group, They tried to get the married men to share too, but with no luck. At any rate, Bill - “Wolf-1” to his chat group - would have been delighted to brag about Chloe and show a pic; she’d have been the hottest of his conquests.

He got to his tasks for the day, and at lunch he could help but think - maybe fantasize would be a better term - about the coming meeting with Chloe.
 
Chloe Jackson, half confident and half nervkus sat in the conference room in the following

Screenshot_20250821_163414_Chrome.jpg

She had been working hard to get into the corporate world and, as a newlywed was struggling a bit to be respectful of her husband and at the same time show her sometimes over friendly and flirty side. She just did that to fit in and be nice but now she sat scrolling on her phone as the clock clicked closer to the meeting time.
She hoped her feminine but professional looking attire would get her bonus points and a leg up on any competition.
 
Keeler opened the door to the conference room and spoke to Chloe.

“Ms. Jackson, I think it would be better if we met in my office.”

He held the door for her and then led her to his office. She didn’t really need to be led, though; she’d been there more than a few times. The first, of course was for her interview with him after HR had approved her for further questioning. The second was when she was hired.

He explained to her that she was one of two candidates they were considering for the position. She was offered half-time probation for sixty days, as was the other candidate. The sixty days were up, and the decision would have been made. Keeler wondered if his tone had left her worried that she wasn’t the successful candidate, that Heather, the other hire, would have the job.

“Have a seat,” he said, sweeping his arm at the chair in front of his desk.

He took his seat behind the desk, keeping his eyes on Chloe. Yes, she was a nice piece of eye candy, office eye candy. Her grey pencil skirt showed off her hips and ass, and her rack was straining at the crisp cotton of her button-up blouse. Her legs were perfectly smoothed by her stockings. Damn, she looked so professional and so hot at the same time. Bill Keeler imagined that under her sexy business apparel she wore skimpy black lace lingerie.

“Well, Ms. Jackson,” he began, “I have the final report on your probationary period. You’ve done your work excellently and professionally. The Partners and Associates have all commented on your professional dress and your genial disposition. I concur fully with their assessment, I’ve been authorized to offer you the full time position as copy manager with a twenty-five percent raise. If you accept, you can go to HR after this meeting and take care of the paperwork. You’ll start full time on Monday, and, if you are going to join Featherstonhaugh, Armbruster, and Cavanaugh, I’ve been authorized to take you to lunch then to celebrate. What do you say?”

He was pretty sure she’d say yes, particularly with the raise he had approved for her, and he looked forward to a lunch date with her; it just might give him an opportunity to get closer to her in spite of her being married.
 
"Of course lunch with you guys sounds fun. Heck yes i accept!!" Chloe said with an excited bubbly tone. Her husband was across country on a business call so she didnt want to interupt that so she held off on telling him on her new position and just was floating on cloud 9.
She parked her older vette at the restaurant and got out. She saw the group talking and approached them. For a second it felt like they were undressing her with their eyes but probably nerves she thought and shook it off as with a warm friendly tone, she greeted her new boss and his other partners in the company.
 
Bill Drove the three senior lawyers to the restaurant; Chloe was taking her own car since she would have the rest of the day off. The four men were waiting for her outside the restaurant when she arrived. The three partners in the firm hadn’t seen her yet today, and their eyes almost popped when they did. It was office dress, to be sure, but a bit tight and a bit short, and . . . well, they couldn’t take their eyes off her. Maybe it was because they were out of the office that their thoughts about the lovely new hire weren’t very business-like, but they didn’t really care; each was imagining her clothes fading away one piece at a time.

“Congratulations, Ms. Jackson,” they declared in unison as they stood at their table while the server popped the bottle of champagne. “Welcome to the firm!”

A lovely lunch followed, with many compliments to Chloe as each man was quick to refill her champagne flute. Finally it was time to leave.

“You seem a bit tipsy, Ms. Jackson,” Bill observed as she rose from her seat. “I don’t think you should be driving.”

The other men agreed, and they decided that Bill would drive her car home and take a cab back to work. They’d take Bill’s car back to the office.

‘Great,’ thought Bill, ‘maybe I’ll get into her panties and have something hot to tell the guys tomorrow night.’

He did try, complimenting her and making some sexual innuendo as they drove, but to no avail. The best he managed was to give her a little pat on her bare thigh as they got out of the car.

‘Okay,’ he thought as he waited for his cab, ‘she did seem a bit aroused in her tipsy state; maybe her hubby will have a good time tonight.’

Back to work, then, and an evening of looking forward to the exciting tales of sexual adventure with the guys on line. Who knows, could be that one of the married guys will have some hot pics of their wives to share with the group.
 
Chloe got home to her husband a bit tipsy from night out. Her husband as well was slightly tipsy from having a stiff drink or two working from his home office. He sugguested that she take some pics for his eyes only complimenting his newlyweds appearance in her hot office attire. In their semi inebriated state they both agreed since it was for "their eyes only"
Among the poses Chloe was in her pink blouse, lacy pink boy short panties and heels. Standing with lacy panties around her knees as her blouse JUST covered her pussy area And in another she was in her blouse, totally unbuttoned and braless under the open blouse showing a killer cleavage shot as she was in open blouse lacy panties and heels. Her husband was chatting with work buddies about 30 minutes later and meant to send the private pics of his new wife to a folder on his comp but accidentally sent them as attachments to the group chat members in thier DMs
 
Tuesday night, and Bill signed on to the chat group. He was the mod, and he usually got on early to make sure everything was working and to see if there were any messages. He was a bit surprised to find that “HotHubby” and sent a file named “Chloe-XXX.” Had one of the married guys finally come across with some hot pics of his wife? Bill opened the file.

It was hot. And it was Chloe. His Chloe. Chloe Jackson, his new copy manager. There she was, in a progression of pics from ingenue in lingerie through sultry stripper to spread-legged slut. He couldn’t believe his luck, and wondered if HotHubby really wanted to share these pics; after all, he’d been reluctant to even show the guys a wedding photo. But no matter what Mister Jackson had in mind, Bill Keeler saw this as a perfect opportunity, one not to be missed.

He downloaded the folder to his computer and then locked it for the chat room. A quick message to HotHubby, then:

“Thought you’d like to present your offering yourself rather than let the guys open it right away, so I locked it before any of us could see it. Looking forward to what you have to show us. The password is XXX. Wolf-1"

When the chat opened, the folder had been removed. Mr. Jackson had to do something, though; after all, Bill knew there was a photo file folder. So Chloe’s husband announced he had some hot pics of his wife to show. Everyone was anxious to see them, and they did. About half of the poses, with none of the real slutty ones included and with Chloe’s face blurred in each one. The group expressed their appreciation, though they did lament the absence of her face. Bill didn’t care, though; he had her face, and he was ready to use it.

Wednesday, just before shutting down, he called Chloe to his office.

“Sit down,” he said seriously, “I think you may find this a bit upsetting.”

When she had taken the seat next to him, he opened the files.

“I was surfing for porn last night,” he said, “and I came across these photos. I thought you might not want them out there, so I tracked them down. They hadn’t traveled very far, so I was able to delete all of them. I presume they came from your husband’s computer. Maybe someone hacked it.”

He waited a minute for it to sink in and see her reaction. She was upset, just as he had hoped, and she thanked him for deleting the photos.

“I think something more than a ‘thank you’ is in order, Chloe,” he said. “Give it some thought. I’ll arrange an hour’s overtime for us tomorrow. You can give me a proper thank you then, something that’ll keep the pics off the ‘net. You don’t have to cheat on your hubby, but I will bring my camera.”

He closed the files and walked her to his office door.

“See you tomorrow, Chloe,” he said as he patted her on her ass.
 
Chloe said nothing to her husband and went through her day, slightly distracted to say the least. At the e d of the day she reported to her boss' office. Her head still swimming with how her pics got out from her husband's computer. He was always so careful. Thats one of the reasons she married him. Planned all his steps ahead. Her mind flashed back to reality when the door clicked locked and in her boss' firm tone he simply said.
"Chloe? Blouse open lose the skirt". Her hands trembled blushing heavily as blouse buttons were undone slowly as with each one she heard another click click of the camera.
 
“Good, Chloe. Now shoulders back and hold the blouse open.”

It was a good view for Bill; with her shoulders back her tits almost pooped out of her lacy bra. And Chloe seemed to be a good model for a blackmailed married woman; she was quick to follow his directions.

“Now the blouse off your shoulders, down to your elbows. Good!” and he clicked a few more pics.

“All the way off, and sit at the desk as if you’re a secretary.”

Chloe did as she was told. Bill wondered if she was so compliant because she was desperate to keep those pictures off the ‘net or if she actually did like posing. Well, he’d see how far she go before she balked.

“Lose the bra, Chloe. Slowly.” He snapped a few shots as she undid the bra and dropped the cups from her tits.

Still soft core, but Bill was already getting hard.

“Let’s keep up the secretary fantasy, Chloe. I really like it. Now pick up the pad and pen and sit in the chair beside the desk. Pretend you’re taking dictation.”

A half-dozen quick shots and it was time to go a bit further.

“You’re doing great, Chloe,” he told her enthusiastically, “Keep it up and you can be sure your hubby’s pics won’t show up on the web again. Now off with your panties and stand by the desk. Smile at the camera.”

A few clicks, and Bill sat at his desk.

“Hands wide on the desk and lean over. Give me a big smile.”

He liked the way her smile complemented her hanging boobs; it was worth another half-dozen shots. He got up and walked around behind her, standing just to her left. Time to get a bit more hard core. Would she go along with it?

“Now spread your legs wide, Honey, and turn your head to look at me with a seductive little smile.”
 
Chloe's face was beat red, reddening with every camera click. Her naive mind struggling to grasp how her husband could be so careless with "private" pics. She kept telling herself that he must've just been hacked and this is just a bad dream. Her dime sized pink nipples turned into pencil erasers from exposure and the AC in the office.
She slowly parted her creamy white toned thighs resulting in an audible tet impressed gasp from her boss as her light pink totally bald pussy lips came more into view.
"This is unprofessional sir we cant... we shouldnt do this" the young blonde said sheepishly as her boss, in a firm yet strong tone, that secretly turned her on, convinced the newlywed office assistant he was merely looking out for Chloe's best interests .
 
“Of course it’s unprofessional, Chloe,” Bill said with a laugh; “it’s personal. I’m just trying to keep you from being embarrassed on the web.”

He paused as he moved her legs a little wider apart.

“You don’t want those pics out there for everyone to see,” he explained to her. “And it would embarrass your husband as well. Think of how he’d feel if he found the private pictures you posed for were on every porn site around.”

“You don’t want that,” he told her emphatically as he snapped another half-dozen shots of Chloe naked at his desk and smiling like she was looking for a cock.

“And me?” he asked rhetorically, “I’m looking for something private for me. You’re a good-looking woman, with a body that would shame Venus herself, and some pics of you would be a private treasure for me.”

He let the complement sink in before his next order.

“Turn around and face me, Chloe. Lean back with your hands on the desk and spread your legs wide.”

“Great,” he told her after he had his shots. “Now crouch under my desk.”

When she was in place, he sat down on his executive chair.

“I have to say it, girl,” he offered with a smile, “you’d be a fantastic model. Not just for how you look, but for how well you follow directions, You’re a real natural. Now keep your head slightly down and turn your eyes up to look at the camera.”

A few more shots, and Bill put the camera down on the desk while he unzipped and pulled out nine inches of rock-hard cock.

“Don’t worry, girl,” he said reassuringly, “I’m not going to make you cheat on your husband. I just want some very personal pics to savor in private. Now lift your head and purse your lips as if you’re about to give me a big kiss.”

He snapped his photos, but sat there with Chloe trapped under the desk, nothing to look at but her boss’s erection. His eyes were on her, watching to see any signs of interest in his massive meat. After a few minutes, he wrapped his hand around his shaft and gave it a quick stroke before pushing it back in his pants.

“You can get dressed now, girl,” he said as he stood and zipped up. “I’ll put in an overtime hour for you so no one will think something personal went on this evening. See you tomorrow morning.”

He watched as she dressed, enjoying that show almost as much as the undressing.
 
That evening chloe dressed in a pink spring dress light material slightly above the knees as she, not normally her routine, headed to an evenk g service at her local catholic church to "ask for forgiveness" for her earlier actions. Seeing other men dressed in suits brought back thoughts of her boss and office which in a taboo way got her going.
She headed to the back and when no one was looking ducked into a confessional. Chloe hiked up her light dress and moved her panties to the side lettting naughty "sinful " thoughts take control. She was cumming and panting hard. "Are you ok my child " a voice said from behind a panel. Fortunately Chloe chose the side where the priest couldnnt see her face to face. She turned beat red and now felt worse just having pleasured herself in a church to thoughts of her bosscand NOT her husband .
Chloe darted out and went home where her husband was fast asleep.
The next morning she tossed on the same spring snap front dress that was 2" above the knees with matching pink 3" heels and headed to work.
She went to her boss Bill and explained what happened at the church. Not the masterbation part just the feeling guilty part. and said she loved her husband and needed the rest of the day off to get her mind straight and would be back at the office ready to work again.
 
“I feel bad about that,” said Bill after Chloe told her, “I wanted this to be good for both of us.”

He got up and walked around to stand next to her.

“You shouldn’t feel guilty,” he explained. “What you did was good. Somehow or other your private pictures for your husband - I presume they were meant just for your husband’s eyes - got out onto the web. Eventually your husband would have found out about it, and would have felt terrible. He’d have felt he let you down and embarrassed you. All you did was reward someone -me - for saving you and your husband from such a disgrace.”

He wrapped his arm protectively around her shoulders and gave her a hug. Yes, he was playing it as the good guy, turning his blackmail into a big favor to Chloe, and he hoped in her distressed state that she buy into it.

“I’ll tell you what,” he said as he removed his arm from her shoulders, “there’s no important copying to get done today. You can have the afternoon off. But let me take you to lunch. And . . . you know, I said you could be a really good model, dressed or undressed. You look fantastic in that dress, by the way. I still have my camera here, so let’s have lunch and afterwards we can walk around and I’ll take photos of you in your dress in public places. You’ll see what a great model you could be.”

He paused.

“But maybe I shouldn’t do that. You’ll end up getting gigs modeling and I’ll lose a superb copy manager. Still, you deserve a good photo shoot. I’ll make some prints, too, for you to ise if you want a portfolio to apply for a modeling job. It’s the least I can do after that generous reward you gave me.”

He gave her another hug, this time with his arm around her waist.

“What do you say, Chloe? Be a sweetheart; lunch and pics.”
 
Her mind conflicted, knowing this "arrangement " with her boss was highly unprofessional but it was, at the current time, her best options to keep pucs private and not stress out her newlywed husband so reluctantly she agreed. Part of her liked the attention and was secretly turned on by the alpha attitude of her boss who hid his perv desires behind a mask of being her protector.
That afternoon they headed to a local coffee shop with a large garden area in the back msking it quite picturesque. Chloe's mind racing as she sipped her coffee , her boss flashing her smiles as shecsaw the church just a quarter block away as well as she not only thought about her "actions" in the church but wondered if anybof her boss's other senior executives saw all of her pics as well or just her boss.
 
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“I can see you’re still concerned with the pictures, Chloe,” Bill said as they lingered a while over their coffees. “That’s a lovely little park out back. Let’s go there for a little walk, and I’ll take some nice, wholesome shots of you in your pretty dress. Shots you could use for your portfolio if you want to look for some fashion shoot gigs on the side.”

‘Clever,’ Bill thought. ‘No question; just lead her on, and hold out the benefit for her. She’s already good at obeying;; it’s fun gradually leading her on. I’ll get into her pants slowly, enjoying every step on the way.’

He paid the bill and left a good tip before heading into the garden.

“Stand over there, Chloe,” he directed her. “Put your right hand up on the trellis and face me. I want the flowers to look like they’re draping your side.”

Needless to say, Chloe obeyed.

“Now halfway behind the flowers. That’s it! Now lower your head a little and, with just your eyes, look up at the camera.”

A few more poses, and Bill noticed a little sign that said “Lover’s Bower” and had an arrow pointing the way. He led Chloe that way, and they found a secluded love seat style bench, where two lovers would sit facing each other.

“Have a seat Chloe,” he said. “Let’s do a few romantic shots.”

He physically posed her for these shots, placing her hands and arms, legs, and head just the way he wanted.

“You’re really a natural at modeling,” he said admiringly. “You take direction perfectly and let your body be posed just the way the photographer wants. I’m going to take some of your modest shots to some agents I know to see about getting you a real shoot.”

He hoped the combination of praise and direction would help keep her malleable. It was time to see if he could go a step further.
 
Chloe felt a little "strange" posing for her boss. Part of her thinking it wrong since he was not her husband, but he was kind of cute and the firm directives were like some kind of odd turn on as Chloe took in the compliments playing into her princess persona.
As she sat she arched her back as she had seen many women pose like that before. This caused her perky 32C chest to jut out a bit but she didnt think anythjng of it. Gentle breezes blewcthe hem of her church spring dress up to about mid thigh. Yet again since these shots were "modest" she thought no ill will of them even though the posing and directions were little by little turning her on more and more.
 
Chloe’s emerging arousal was obvious, and it wasn’t lost on Bill.

“Now, honey,” he said after a few more shots, “how about something a little spicy? Sexy, but not explicit? Just for me.”

He didn’t wait for an answer, but quickly reached over and tugged the neckline of her dress down.

“You’ve got fantastic cleavage, sweetheart,” he said, pleased that she hadn’t reacted negatively to his terms of endearment; “this’ll show it a bit more. Now, smile like an admirer has just complimented you.”

A few more shots, and then . . .

“Here, babe, lose the bra,: he said as he put down the camera and slipped his hands down the back of her dress. “Let’s go for the natural look with those incredible tits of yours.”

He unhooked her bra and helped her slip her arms out. He gave her a big smile himself as he gently pulled the bra up from the front of her dress.

“Now, hon, smile like you’re trying to get some hunk to look at you. That’s it! Perfect,” and he snapped a few more pics.

“And Chloe, sweetie, your boobs look great with the soft cloth of your dress clinging to them. It’d look fantastic if your nipples were poking at the fabric.”

It wasn’t even a question. In an instant he had her nipples between his fingers, rubbing and twisting them through the dress to stiffen them.

“Magnificent!” he exclaimed as he readied the camera. “Now, a smile like the man of your dreams is stepping up to undress you.”

Click. Click. Click. Click. Click.
 
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