The Assignment
Chapter 3. Starting the Assignment
Jeanette stepped off the elevator and she just knew that the three men still on it were staring at her ass as she walked away. Normally she would have been a little annoyed, as none of the men were that good looking and all older than her, but today she took it as confirmation that she looked good in her dark skirt suit. Or at least her ass looked good she amended to herself.
To her surprise, Mark had helped her this morning with all aspects of her wardrobe, her make up and even bathing. She’d been worried about what Mark was going to say about her assignment but was frankly amazed at his attitude. Even last night after they made love, he’d seemed focused on planning ways to help her to sleep with her boss within the next two weeks. He really wanted both of them to complete their assignments successfully. If they completed their assignment they’d have enough points to move from their current probation level to a full members.
Mark had rationalized to her it wasn’t like she was having an affair or something. First of all he knew all about it and was actively helping her and secondly it was at the direction of a senior club member, so it wasn’t really even having sex at all, it was just following orders. They really wanted to make a good impression in the club so it was important their first assignment went well.
Who knows he’d said with a grin, “Sleeping with the boss might even be good for your career.” She elbowed him.
But last night she had wondered how much of that were just words on his part and how much Mark really meant. After all, it was his young, newlywed wife that he was talking about helping screw her boss. She knew that they were both excited to be members of the Patrician Sodality and they were just following directions, but she was still concerned he was bothered by their assignment.
This morning though, she knew Mark had meant everything he’d said. He was up before her and woke her with a cup of coffee in his hand for her. He helped her shower and when she went to grab his cock, Mark stopped her. He said that he’d been thinking about it and that in order for her to complete her assignment he didn’t think they should have sex at all until the assignment was complete. Lots of attraction occurs at the subconscious level he went on to explain and if she didn’t have sex her body would be hungry for it and sending out signals that her boss would subconsciously pick up on.
Jeanette could only nod her head in agreement. She hadn’t thought of that, but Mark had a good point. For the next two weeks she wouldn’t have sex at all until she had it with her boss. The realization dawned on her that the next person she would have sex with would definitely be her boss. The sense of commitment to the inevitability that she’d be fucking her older boss sent a thrill of excitement thru her and she’d felt her pussy moisten and her nipples harden. That feeling was immediately followed by a pang of guilt that she was getting excited thinking about fucking her boss. It was one thing to complete her assignment, another thing to get turned on by it and to enjoy it sexually.
Now, walking thru the hallway toward her office, she felt confident, happy and still a little turned on despite her best efforts not to be. At the end of the hallway she entered her office and saw her empty desk waiting for her. Jeanette had arrived early today at 7:15am and she knew that her boss, Sean Miller was always in the office at 7:30am. He was very disciplined and was always setting a good example for his team and the more junior members of the firm.
She turned on her computer and quickly walked past her desk, opening the door to Sean’s office to ensure that he wasn’t in yet. His office was empty so she moved over to his personal coffee pot to start some java brewing. This was something she’d almost never done before but she knew that Sean always had a coffee first thing in the morning.
This was part of her and Mark’s plan. Jeanette would try to be closer to Sean and give herself more opportunities to seduce him. She had a whole plan on how to get Sean in bed with her all logically laid out in her mind. Humming to herself she went to work getting caught up after being out two weeks.
She was bent over putting a few papers in their proper filling cabinets; they still had a relatively old fashioned business and the office was nowhere near ‘paper free’. Her back was to the door to her office and she started when she heard someone clear his or her throat.
She straightened up and turned quickly seeing her boss, Sean Miller; no Mr. Miller was more proper she decided, standing in the doorway looking at her. Her whole logical plan went out the window as soon she turned and saw him standing in the office behind her. She was struck by how powerful and sexy he looked, not like she remembered at all. She realized she was holding her breath so she quickly let it out and felt a large smile form across her face.
He smiled at her as well. She’d never noticed how nice his smile was. “Welcome back Jeanette! How was your honeymoon?”
“It was incredible, I sent you some pictures this morning let me know what you think. But to tell the truth I’m so glad to be back to work. I felt bad leaving you all alone for two weeks.”
Jeanette stepped around her desk toward her boss and did something that she’d never done at work; she gave him a nice tight hug. She’d always felt awkward with the ‘huggers’ in the office before but now it just felt right to her. She felt him give her a little squeeze back and she held the hug for about three heartbeats too long; but it felt too good to let go right away. In fact for her it was the most erotic hug that she had ever experienced.
Sean cleared his throat again and said, “Its great to have you back, and it really was tough getting by without you. We, ah I mean, I missed you a lot.“ He gave her a smile and started heading to his office. “I’m going to make some coffee, it’s going to be a busy day.”
“I already put a pot on, Sir; it should be done by now” Jeanette informed him. “Let me get you a cup.”
He looked back at her in surprise as she followed him into his office. But after a short pause he simply nodded his head and said, “That would be great.”
Jeanette quickly moved over the coffee pot and quickly started getting a cup ready for him. She imagined she could feel his eyes on her and it was turning her on. When she bent down to open the mini fridge for milk, she kept her rear pointed toward him and left her legs almost straight knowing her skirt would ride up a lot.
Since she thought he liked her legs and ass she’d worn a shorter skirt than her normal ones just to show off a little more. As she bent over, she hoped he’d enjoy the view. When Jeanette turned around she was disappointed to see he wasn’t looking at her though, he seemed busy with something at his desk. She put the coffee down in front of him and just kind of stood there waiting for him to tell her to do something.
He looked up and saw her standing there. “Thanks Jeanette, the coffee looks great.” She felt a thrill of excitement and pleasing him. “Please get Kathy on the phone and bring the Peterson file in so we can prep for the 8am.” “Yes, sir.” Jeanette loved the command from Mr. Miller and it sent a thrill of sexual excitement through her body.
Jeanette moved quickly to follow Mr. Miller’s orders. She was determined to be the most efficient employee and was determined to do whatever she could to get close to her boss. She smiled to herself as she thought about the pictures they’d sent to Mr. Miller. She felt embarrassed about some of the pictures and especially the one video, but she agreed with Mark. It would definitely get Mr. Miller’s attention and get him thinking about sex with her.
Sean walked into the office and immediately saw a beautiful young woman bending over at a filing cabinet. She hadn’t realized he was there and he couldn’t help but stop and take in the lovely view. She had one leg partially bent but the other leg was straight as she bent over the filing cabinet and her breathtaking ass was aimed directly at him. He’d always had a soft spot for Jeanette’s legs and ass and he couldn’t have asked for a better view first thing on a Monday morning.
He shook his head and cleared his throat. He had to get to work and stop staring before he got caught like he had that one time. All he needed was a sexual harassment suit as if he didn’t have enough headaches already! Jeanette turned and her face lit up as she saw him. She smiled and ended up giving him a big tight hug that she held a little longer than he thought she would. Not that he minded having her breasts crushed against his chest, but he had to consciously stop his hands from grabbing her ass.
She ended up making him coffee and basically serving him a cup. In the past, they’d had a good relationship but it was always very businesslike. He could never remember her getting him a cup of coffee before. He’d never asked her to either since he was very sensitive to female stereotypes in the workspace. Everything he did in the office had always gone through his personal filter for what was appropriate for work and what kind of example was he setting. Have a beautiful young, smart woman as his personal assistant made him very careful and conservative in how he interacted with her and she with him.
So he was surprised she was serving him coffee and almost waiting to be dismissed like a junior employee. He equally surprised she had hugged him and frankly even the way she was looking at him. A lot more eye contact and then she would look down. Almost like she was flirting with him.
What was with her calling him ‘sir’ too? He couldn’t ever remember her doing that before. It was always Mr. Miller or sometimes Sean. Very strange, he wondered if she wanted something from him and was just buttering him up. He hoped she wasn’t thinking about quitting or changing jobs. She really was a very good assistant and he didn’t relish the thought of losing her.
Maybe she was feeling a little different after her wedding and honeymoon. After all, those were big life changing events. He wondered with some surprise if she’d been a virgin before her wedding, maybe she was seeing all guys differently now? He’d have to look at her pictures when he got a chance, he’d met her husband at the wedding, but he didn’t really know him. Maybe that would give him some insights into the new Jeanette.
The day flew by and before he knew it the clock showed 5pm. His 5pm meeting had cancelled so he had a chance to catch up on all the email he’d missed. Top on the list was the email from Jeanette. Actually there were five emails from her. The first four emails were online links to private shared picture folders. He started going through them but quickly saw that the third picture was of Jeanette on a beach in a very skimpy bathing suit. Sean decided that he was better off looking at these at home and not on the corporate network. So he forwarded the links to his home email account and started wrapping up. The fifth email had a link to a video in a private site as well. He forwarded that one too without opening it.
He was surprised to find Jeanette still working at her desk when he walked out of his office. She looked up and smiled at him. “Hey boss, you want to get some coffee and catch up on everything that I missed for the last two weeks?”
Sean was surprised; Jeanette had never been interested in catching up outside of work. “Sure, my 5pm cancelled, so I’ve got a little time.”
Jeanette quickly packed up her stuff and they walked out together to the elevator. “Actually, I could use a drink instead of a coffee.” Jeanette offered.
Sean couldn’t help but smile. “Sure that sounds good.”
Walking into the local watering hole Sean couldn’t help but smile to himself at the attention Jeanette drew and the few envious glances Sean caught himself from other men in the bar. He chuckled to himself that they actually thought that Jeanette and he were together; she had to be at least 18 years younger than him.
Sitting down at a small bar-height table for two in the loud, crowded bar they had to sit next to each other to be able to carry on a conversation without shouting. Her stocking covered leg was pressed up against his own and her foot brushed up against his ankle several times during their conversation sending a little shock through him each time. He knew it was just accidental touching but it was starting to get him to the point where he wanted more contact from her.
Sean tried to focus on business, bringing her up to speed on everything she’d missed and laying out the big agenda items for the next week. She’d caught up on almost everything already, she was very effective after all, but she took the time to ask some really good questions. She was very attentive too, seeming to hang on his every word, but still actively listening and asking questions. It was just like he had her complete focus and full attention which was surprising in a crowded noisy bar.
At one point she’d knocked her cell phone off the table without realizing it, it was really loud. Sean didn’t want it getting lost or stepped on. He saw big guy walking by so he quickly told her, “You dropped your phone over there, pick it up quick!”
Jeanette looked away from him and down to the floor spotting the phone. She quickly jumped up and then bent down to get the phone. Once again she bent from the waist keeping her legs straight and giving him an excellent view of her shapely rear. A pen fell out of her suit pocket as she stood back up. She turned and picked it up facing Sean. He had a great view of her very nice cleavage as she picked up the pen and slowly stood back up.
Sean quickly looked away so she wouldn’t catch him staring. When she got back into her chair she snuggled even closer to him if that was possible. The conversation soon turned to her honeymoon and Jeanette told him all the fun things that she and Mark had done in Florida and the Caribbean; parasailing, snorkeling, hiking, jet skiing and horseback riding.
Jeanette smiled, took a big sip of her drink and said, “After the day of horseback riding I found more muscles that I never knew I had and they were all sore. The next day I wasn’t up to doing anything, especially with those muscles and that’s bad news when you’re on your honeymoon.” She’d illustrated the last statement by leaning back in her chair and moving her hand around her general waist and to show where she was sore. Sean understood what she meant exactly and was really shocked that she’d brought that up. She was treating him more like one of her girl friends rather than her boss.
Sean also noticed that whenever Jeanette smiled she had cute little dimples. He’d never seen that at work before; she was usually serious or had displayed a tight, professional grin. He liked the more relaxed Jeanette, but all the talk of having sore muscles on her honeymoon along with her pressed against him was giving him some distracting mental images.
You have to watch the video I sent you. Mark spliced together a lot of different videos from our and made a best of video from our entire honeymoon. I think it turned out really nice. “I’ll check it out, sounds like you guys had a great time.” They chit chatted and finished up their drinks. He walked outside with Jeanette and before she left for her car she turned and gave him another tight hug that lasted even a little longer than the one this morning. The other thing that was different was the way her hip pressed right into his crotch. The pressure on his cock instantly started some blood flowing and after a second he moved backward so she wouldn’t feel it.
As he headed home her perfume seemed to linger around him from the hug and Sean couldn’t help but feel guilty thinking about her tight young body pressed against him, her cute dimples and her deep eyes that had been so focused on him each time they spoke today.
Sean felt guilty, he had never cheated on his wife, but he knew with Jeanette he would be sorely temped. He grinned to himself, as if she’d be interested in an old guy like himself.
He started thinking about his wife Cindy; they’d been high school sweethearts and had been married for 26 years now. She was a good woman and had given him two great kids that were in doing well in college. But they’d grown apart the last few years. He worked long hours and despite his hatred of flying, he travelled as needed by car, train or bus and was often gone for 3 or 4 days at a time.
Cindy spent her time keeping in shape, volunteering for good causes and she helped run a women’s shelter. She’d always been a happy upbeat person but over the last two years she often seemed depressed and unhappy. At first he thought it was because the kids were out of the house and she was just lonely since he worked a lot. However, he noticed she wasn’t spending time with her friends anymore either.
About the same time he’d really started noticing the growing distance between them. Cindy had always hugged him and given him a little peck of a kiss when he came home from work or back from a trip. He realized one day the little kisses and hugs had stopped. It almost felt like she was avoiding physical contact with him sometimes. Their sex life had stopped as well. If he pushed it she would make excuses that she didn’t feel well or she was too tired. He hadn’t been laid in two years.
As much as it hurt him to think it, Sean was coming to the conclusion that she must be having an affair and was feeling guilty about it. He’d known her a long time and he couldn’t think of anything else it might be. Sean knew the latest statistics on infidelity in married couples, 52% of women and 72% of men admitted to having cheated on their partner. If Cindy was having an affair it wouldn’t make her that different from more than half the married women in America.
He didn’t have any proof to confront her with but something had to change in their relationship; he couldn’t go on like this. Even just the emotional distance was tough, he missed how close they used to be. Maybe it was time to try and get some proof and find out what was going on. He could always decide what to do at that point.
Walking in the house he found that Cindy had made a very nice dinner and had opened a bottle of wine. If she noticed the alcohol on his breath she didn’t comment on it. They had a nice dinner but it was filled with superficial conversation about the kids and her latest charity project. She asked about Jeanette’s honeymoon and that reminded Sean about how good Jeanette had looked today and about their drink together.
Sean was in an amorous mood, but when he tried to move things toward the bedroom Cindy deferred and said she was really tired and needed to be up extra early tomorrow. Sean wished her good night and went to his home office to get a little extra work in. He checked his personal email and when he saw the picture links that he’d emailed himself he decided to check them out.
They were mainly just as you’d imagine pictures of the smiling couple in lots of scenic settings. They made a cute couple and despite that fact that there were some beach shots, Jeanette was pretty covered up either in a wrap or shorts. Although she was wearing a small bikini top in a few and she looked great. He was about to shut down for the night when he opened the last picture link and quickly realized it was all just pictures of Jeanette that Mark had taken.
These pictures were much more interesting than the previous sets. The previous sets had been PG rated these were more like R rated. Sean felt a little like a voyeur looking at this set, but it didn’t stop him. Most of the pictures had Jeanette wearing one of several bikinis or a really slinky one piece that left almost less to the imagination than the bikinis did. But beyond the skimpy clothing the poses she was in were what made the pictures really hot.
Sometimes her back was to the camera showing off her amazing, barely covered ass when she looked back with a sultry look. Sean found it easy to imagine that the look was for him and not for her new husband Mark. Several shots had her bent forward and her breasts made a huge amount of cleavage; the bikini tops looking like they were about to burst. Another picture again from behind had her bent over with her legs spread and straight. She was grabbing her ankles and looking back between her legs upside down with a naughty little smirk on her face; it was really hot.
Each picture in this set was better than the last. Toward the end there was a series of photos taken very early in the morning on what appeared to be a deserted beach. She started off in a small string bikini but a couple pictures in she’d undone the top and was just holding it on her breasts, barely protecting her modesty. A couple pictures and evocative poses later she dropped the top and posed topless. Sean couldn’t believe his eyes he was looking at Jeanette’s really beautiful bare breasts. She had slight tan lines and dark nipples that were obviously excited.
The pictures continued with Jeanette in the surf up to her waist and she was playfully pulling her bottom bikini strings. Soon she was standing topless in water up to her waist twirling her bikini bottoms over her head. There was a few more of her as she walked nude out of the surf. It was erotic as hell.
But Sean’s favorite picture was the last one. She’d obviously sat down on the beach as her perfect ass was covered with fine white sand. She had her back to the camera with her legs a little beyond shoulder width apart and her ass thrust back. He could see her cute little, neatly trimmed pussy peaking back between her legs. Her torso was twisted around a little bit so that he could see her beautiful face and the profile of one perfect breast topped with a rock hard nipple.
On one level, Sean felt bad. Jeanette had obviously never intended for him to have these pictures she must have sent them by mistake. Even as he was feeling bad though he was copying them down to his hard drive incase she realized it and pulled them down. They were too hot, he couldn’t help himself, it was like he was addicted to the illicit thrill of looking at her hot young, married body.
After a few minutes of perusing them again, he realized that he hadn’t looked at the video link. With some excitement he clicked the link and the video took a few minutes to load—it was all shot in HD. Unfortunately, this video wasn’t as exciting at all. It was a compilation of all the activities they’d done on their honeymoon. Horseback riding, parasailing, various Jet Ski and boating adventures (at least she was in a bathing suit in those) a couple of dinners and some sort of resort magic show. Nothing that titillating, especially compared to the nude photos.
Sean watched about half the video but he’d really lost interest by that point and had gone back to the pictures while the video played to the side. He realized it had gone quiet and figured the video had ended, he was about to close the video player when he noticed there were several minutes of video left despite the black screen. He listened for a minute but didn’t hear anything except some white noise static of some sort.
All of a sudden he heard some rustling and he could see a picture again. Mark was looking at the camera and he’d pulled a blanket or something off of it. He spoke to the camera in a whisper, “Hey hun, you’ll thank me for this later. Plus we can always delete it if you don’t like it!” He seemed to be adjusting the blanket around the camera; Sean could just see it at the bottom and to the side of the viewable area.
Sean realized Mark was hiding the camera and saw that it was aimed at the bed and slightly above it so it gave a really nice view of the entire bed. Mark stood back up and he was just wearing a towel and his hair was still wet. He must have just gotten out of the shower. He moved over and lounged on the bed picking up a remote and turning the TV on. Sean could hear it in the background; he’d put it on some music video channel apparently.
A few seconds later Jeanette came out of the bathroom with a towel wrapped around her hair and a second one around her body; she looked great. Mark wagged his eyebrows at her and said, “Hey sweetie, now that we’re all clean and you got all the sand off your butt…or at least I think you did, maybe I should check.”
Sean realized that they had no idea this video was part of the video link they’d sent out. He almost shut it off, but he was too engaged now and he was really excited to see what was on the tape.
“That’s so sweet, you’d do that for me?” she replied in a teasing voice. “What are husbands for if not to make sure there’s no sand on your cute butt.” He leaned forward and grabbed Jeanette in a tight hug as he began to kiss her. Sean knew he shouldn’t be watching this, it was a much bigger invasion of privacy than the simple nude pictures but he couldn’t stop himself.
Jeanette took her towel off and Sean had to catch his breath at the sight of her amazing, trim, young body. She kept the towel around her hair but leaned forward and took Mark’s towel off as well. Sean couldn’t see what she was doing due to the angle the camera was at but he had a perfect shot of her ass and even her cute little rosebud as she leaned forward. Soon her head was bobbing up and down and Sean could hear slurping noises over the music. Mark’s hands where massaging her breasts that were hanging down and then they moved down to her ass cheeks; squeezing each of them in turn.
It was so erotic being the voyeur that Sean couldn’t help but pull his own cock out and start stroking at the same pace that Jeanette was using with Mark. By himself was the only sex he’d been having for the last two years but this was the most erotic time he could remember. Sean watched as after a few minutes Jeanette moved up and mounted Mark. He seemed happy to let her do all the work as she slowly moved up and down.
Sean decided that Mark was about average size; a little smaller than Sean in fact. Jeanette didn’t seem to mind though she started moving faster and faster. The sound on the video was a bizarre mix of MTV style video music in the background and Jeanette’s moaning and panting. It was almost like watching an old porno.
Jeanette was quickly approaching climax and Sean felt his own arousal building. He watched as she cried out, threw her head back and arched her back bringing her breasts into view. Sean came at the same time. After a minute she relaxed back onto Mark and Sean moved to clean up.
About two minutes later he watched her get up and move to the bathroom to clean up as well. Mark came back over to the camera with a grin and said, “You’ll thank me later hun!” He shut the camera off and that was finally the end of video.
Sean shut everything down and got ready for bed. He joined his wife who was already asleep and he quickly drifted off as well. He was plagued by dreams of his sexy personal assistant; not that he really minded.