Secretary learns how to take a dicktation

Bill Macarthur worked for a law firm and had just fired his fourth secretary because she couldn’t keep up with him when taking a dictation. So he asked his work colleagues if they had any spare or if not would they be able to help him recruit one. Well seeing how the law firm always advertised in the newspaper for positions he knew it wouldn’t take long before the phone calls started. He got through about 50 phone interviews and thought it would take forever. Then on the next call he did the phone interview to qualify them to come in for a formal interview. They passed and he asked them to come in the next day.

9.00am the next day.
Bill got in earlier and had already started to get things setup for the interview. Shortly after a knock at his door. He opens the door “Good morning Miss Mason I am Bill and if you are not pressed for time I’d like to start the interview now if possible. If you pass you will start straightaway as I do have a deadline and without a secretary it is not easy.”

So Bill goes through the interview asking the right questions while looking over her CV and giving her time to ask any questions she might have. After about half an hour she gets hired. Jenny Mason stood at 5’8, had shoulder length brunette hair, size 10, very nice on the face and had a size C bra. She was wearing the usual business attire with a skirt. Bill had shown her where her desk was and let her get herself setup while he went and got some paperwork organized for her to type up and do any corrections using the computer. At around 12.00 Bill called Jenny in over the phone intercom to start the dictation that he had to make. So she got a note pad and pencil and went into his office and sat down. He got up and started to walk and talk. He started off with “Mr. Johnson I am writing this letter to you in regards to the legal fees that are outstanding on …….”

About and hour later “……so it is in your best interest to contact me as soon as you can to organize collection of said fees, yours sincerely Bill Macarthur.” Bill looks at his watch and says to Jenny “Well it is 1.00pm I could do with some lunch. Care to join me? I’m just going to get something from Café Expressions, my shout of course seeing how it is your first day.” Jenny realized that she was indeed hungry and a bit worn out after the dictation and needed to stretch her feet. “Yeah sure why not.” So they got the lift down to the ground floor and went to the café which happened to be just around the corner. They make small talk and after lunch go back to the office. Jenny sits down at her desk and Bill gets his things together for court. Before leaving he says to Jenny, “Oh by the way once you finish up here you can go home. I’ll be in court for at least the rest of the day and possibly part of the evening too. So there is no point in you hanging around when I am not going to be here.” With that he left and went to “court alley”. Jenny was still at her desk well up to 5.00pm and had finished everything when she decided that she would have a look around the office. She opened the door to his office, went around to Bills side of the desk and saw it was the typical desk that is befitting of a lawyer. She also noted numerous iterations, citations awards, diploma’s that adorned the walls of Bills office. The wall behind his desk had a TV and video player. She thought back to the reruns of Matlock that use to be on TV and smiled to herself. Out of curiosity she thought that either Bill had recorded some of his previous court cases or had other legal stuff recorded. She found a box that wasn’t labeled and inside were some videos, of which none had labels either. Jenny thought that this was odd. So she picked the first one up and placed it into the video player and before turning the TV on she went and locked the office door and returned to turn on the TV. The video started off with its usual presentation of court case such and such. It was about a guy who had been charged with murder of a man that had been sleeping with his wife. She fast forwarded parts of it and then suddenly the image got all skewered and the image changed to a guy getting a blowjob from a girl. Jenny was shocked at first and then realized what Bill had done. He had cleverly recorded enough of a video so if anyone walked in on him while he was watching one of these porn movies all he had to do was rewind it to a certain point and it would look like he was watching a court case. Smart man she thought, even though she was shocked at the image she was slowly getting turned on and started to rub her clit through her clothes. Soon she had her hand inside her skirt and had moved her panties to the side and had one finger rubbing her clit and 2 fingers deep inside her shaved pussy. As the image on the TV changed to the girl being fucked doggy style she increased the pressure and speed on her clit whilst getting faster and faster with her 2 fingers in her wet pussy. As the guy in the porn fucked this girl faster and faster, Jenny too got faster and faster and as the girl in the movie reached her orgasm, Jenny could no longer hold back and came hard. After she came she was having the little tremors and spasms from such a great orgasm. She fixed herself up and rewound the tape to where it was, took it out of the video and turned everything off and went home.

When Jenny got home she realized that she still smelt like spent sex and decided to have a shower. She got her clothes off and turned the taps on and when it was at a comfortable temperature she got in. She washed herself down and each time she washed near her pussy she started to get wet again. Never had she been so turned on by porn before. In fact she detested porn and perhaps having not had sex for a year had something to do with it. She was horny as hell and she couldn’t work out why. She thought that maybe it was the porn that broke the camels back as they say, but no, she realized it was in fact that the movie made her realize that she is woman. A woman like many who has needs and if there is no outlet they manifest themselves into something more. She closed her eyes and before she realized it she had 2 fingers inside herself again and again she brought herself to climax. She got out of the shower and after drying herself and getting dressed she decided to visit the local adult shop to get herself a vibrator. She thought that if she was going to keep playing with herself then she would need something a bit better than her own hand.

Once she arrived at the adult shop, she saw the store rep and quietly disappeared into the back of the store. She was embarrassed to be in such a place but she had come this far hadn’t she? Well hadn’t she? She mustered up all of the courage she could and tentatively started looking around the store. She was looking at a pink vibrator with pearls, clit tickler and variable speed, she thought to herself, “I thought my car was complicated”. Then she heard a voice next to her that pulled her out of her daydream “Hi there would you like a hand with anything?” Feeling a bit out of her depth Jenny managed to say “Yeah actually I do. I need a vibe that will do the job.” The rep looked at her and said “Well that one you got there is probably the best we got. It’s only $150 and it comes with a few features.” Jenny cut them off before they could give her the whole sales spiel, “I’ll take it.” The rep could tell she was nervous and said “Alrighty then, may I suggest something to go with that? Perhaps you should get yourself a movie to compliment it. I’ll put it in for free.” Jenny simply nodded her head and went to the movie section and had a look while the rep tested it with some batteries and wrapped the vibe into a bag. Jenny found a porno that seemed to fit the bill, she looked at the back cover and it had anal sex, DP, oral and cumshots in it. She took it to the counter, paid and left.

She got home and opened the box with her new toy in it and took it out. She also put the porn which was on dvd into her dvd player and tuned on the TV. She was greeted by the usual things in a porn and soon had the vibe stuffed all the way up her pussy as she came over and over again. She came so much she had flooded the couch and was shocked and embarrassed by the whole affair but she did feel great though.

She went to bed and the next day had a shower and went to work. She had a smile on her face and a certain glow when she entered the office and saw Bill. “Good morning Bill, how was your night?” He looked at her and giggled a bit “Ha that is funny, how was my night” he says under his breath. “Well it was interesting. I didn’t get home until late. Oh and by the way thanks for the help yesterday. We have more to do today, so I hope you got your beauty sleep.” So Jenny took her spot in Bill’s office and waited for Bill to start his dictation.

“Dear Sir, I am representing Mr. Jones as my client in the matter of a claim that you have put forward on………”

About half way through Bill started to look lost for words and it seemed that he couldn’t think of what to say next, so he sat down at his desk and looked lost. Jenny could tell that Bill was under enormous pressure and he looked like he could do with some relief. So Jenny had put down her notepad and pencil and walked around to the side of Bill’s desk. She says to him “My, my you looked bushed I think I might be able to help you with something. Just close your eyes and try to relax.” Bill thought this was new and he says to her “Is giving relaxation classes one of your other skills?” “Ha ha funny, I noticed that you seemed a bit stressed out and I thought I might be able to help alleviate some of it. Now if you don’t mind please close your eyes.”

No matter how much Jenny tries to remove the images in her head that she had seen in his office the day before they kept coming back. So Bill closes his eyes and Jenny gets closer to his chair and starts with a simple upper body massage and she every so often massage’s his stomach area to get an idea of how tense he is. The first time he flinches a little but relaxes into it. Jenny gets on her knees in front of Bill and continues to massage his body. Bill senses that she is on her knees as the angle of her arms is coming from below his stomach. She rubs his inner thigh to test the water to see what reaction she might get. She wanted to know how far she could go before he asked her what she was doing. He didn’t move, however his breathing had increased and he had parted his legs without realizing. Jenny thought to herself ‘well I got this far and there is a nice package in front of me and I might as well do something with it.’ So Jenny slowly undid the zip on his fly and upon this realized that there was something hard waiting for her. She fished inside and released his 8” cock from its prison. She licked the head at first by flicking the top of the head with her tongue. He started to moan and he was starting to enjoy it. She engulfs him completely and started to stroke the rest of his cock with her hand. Jenny applied a good pressure with her mouth and had a good rhythm going. She could tell it wouldn’t take him long before he would cum. Bill’s moans got louder and he started to fuck her mouth with a bit more force. He opened his eyes to make sure he wasn’t dreaming and he saw Jenny with her mouth on his cock. Jenny somehow had managed to get her free hand into her panties and was getting herself off as well. She was rubbing her clit with her thumb and had inserted 2 finger’s knuckle deep inside. She started to moan onto his cock and that was enough to send Bill over the edge, he erupted into her mouth as white hot cum hit the back of her throat and as she continued to jerk his cock he shot even more. She swallowed all his creamy milk as it went down her throat. She wiped her mouth off and stood up and said to Bill “I think you needed that more than anything.” Bill looked at her with a puzzled look as he had no idea as to why she did this. “What is this about Jenny, what do you want?” Jenny sits down while Bill zips himself up. “Well I am not sure. I haven’t had a boyfriend for at least 2 years and the last time I was with someone was a year ago. But that of course doesn’t explain this. Last night I was in here and I watched what I thought was one of your court cases. Well the image changed to something a bit more risqué and at first I was shocked and normally I detest that kind of thing. Well I found myself not able to look away and in fact got very turned on by it. I went home and couldn’t get the images out of my head. I am not like this and I don’t know what is wrong with me, but I do know one thing, I need an outlet.” She continued on in her caviler demeanor and Bill sat there and listened. Bill said to her “I think we should continue this discussion after we finish work today. Let’s finish that letter we were doing just before.” So with that Jenny picked up the notepad and pencil and they continued.

“…..so as mentioned above it is in your best interest to contact myself and discuss an out of court settlement because I believe that it is in the best interests of all parties concerned. Yours Sincerely, Bill Macarthur.” Jenny put down her notepad and pencil and Bill said to her, “Well that is out of the way, now we can talk about this problem of yours. I think as you said before because you haven’t had the physical contact with another person it has become a driving force of yours that you may or may not be able to control. If you had a boyfriend then you wouldn’t have this problem. I think it is simple; you need to find yourself someone. I wish that it could be me, but alas it cannot as I am your boss and my hours alone don’t permit me time enough to invest into a relationship, not that I didn’t enjoy your talents. There are other clerks here that maybe you could latch onto. If you wish I can setup a meeting for you with one of the other partner’s clerks here in the building.” Jenny sat there stunned and slowly as the realization set in she saw that her boss was concerned for her. She looked at him and said “Yeah ok, sounds good. I’ll have to make it up to you somehow.” Bill looked at the time and also found his personal black book which had the numbers of some of his fellow colleagues and found one that he thought would fit the bill. He rang the number knowing that the clerk would answer the phone. “Hello you have called Eve’s office, how can I help you?” Bill wasn’t sure of this guys name and so he asked, “Hi there I am Bill from downstairs, I am not actually after Eve, and I was wondering if you are free for the evening as my secretary needs some company.” The clerk thought that he was joking and said “yeah and I am a monkeys uncle.” Bill takes a breath and says “No no I am serious. She has some issues that I can’t help her with. She just needs someone to go out with. You won’t be sorry.” The clerk straightened up and he couldn’t believe his luck. “The name’s Marty. When do you want me to come down then?” Bill looked at the time, “5.00 should be fine.” Marty smiled and said “Ok will do. Bye.” Both men hung up their phones. Bill faces Jenny and tells her what is going on.

At 5:00 Marty finished work and had made his way down to Bill’s office. He saw Jenny and said “Well hello there” she looks him up and down and says “hello yourself” she picked up the intercom phone and pressed line 1. Bill picked up his phone “Yes Jenny, do you need anything?” Jenny looked at the time and said “Marty is here and we are just about to leave and before I go I wanted to see if there was anything else you needed for me to do.” Bill looked around his office and said “No it’s fine I can manage here, you go home, and I’ll see you on Monday.” “Ok bye Bill.” She put the phone down and left with Marty. They went to a restaurant and got a table. They made small talk and ordered their food and some drinks. Jen asked Marty “So how long you been working for Eve for?” Marty took a sip of his wine and said “Oh about 3 or so years, you?” Jen answered quickly “Only a couple of days.” The conversation continued in the usual banter and as she started to drink more wine she started to get the buzz and also noticed she was getting turned on and her thoughts drifted to what was in between Marty’s legs. She could tell she was getting moist between the legs and excused herself and went to the ladies room. Once there she sat down in the cubicle and by this stage she was very damp. She pulled down her black lace g-string and ran a finger over her slick clit. She started to rub gently and stuck 2 fingers inside herself. She thought about doing herself right there, but she remembered Marty waiting at the table and thought that what he had would be better than her fingers. So instead she resigned herself to going to the toilet. She felt better and once she cleaned herself up a bit she felt a bit better. After leaving the toilet and washing her hands she returned to the table. By this stage the food had arrived on the table and her and Marty ate their food and once finished they were both fairly drunk. Marty paid the bill and they left. Jen hinted to Marty that they should go to her place because she lived closer to restaurant it would be better to go there within relative ease considering how drunk they were. They stumbled their way through the streets and somehow managed to get to Jen’s place. She lived in a set of flats and the first thing she had to negotiate was the front security door. Jen opened her hand bag and was fumbling around for her keys. She managed to find them, but that was the easy part. Trying to find the right key is a challenge at the best of times, but when you are drunk well that is another matter altogether. Jen started to giggle as she realized how funny it was trying to find the right key on her key chain. Marty also started to laugh and started to make jokes which only made them laugh even more. Jen slammed against the door and just as she finally found the right key she dropped the whole lot on the ground. Jen managed to get her keys and found the correct one and opened the door. They then got into the elevator to go up to her floor. Jen was still horny and her pussy was very wet, she wanted to try something with Marty that she would never thought she would ever do. A DP using him and her toy that she got only the day before. So she faced him and smiled, and said “I feel funny, the wine is making my head spin. This elevator isn’t helping the situation.” Marty laughed and said “Yeah I know what you mean. Lucky tomorrow is Saturday so we can sleep this off.” The doors opened and they were at Jen’s floor. They walked up to her door and she unlocked it and they went in. Once inside Marty sat down on the couch in the lounge room. Jen said to Marty, “I’ll be back in a minute, just going to put on something a little more comfortable.” Marty kicked off his shoes and by this stage the room was spinning and his head felt heavy. He wasn’t sure how long Jen was going to be and before he knew it, he dozed off.

Meanwhile Jen was in her bedroom and was getting everything ready for what was to come. She had deliberately placed her new toy and some lube on the bedside table and managed to get her clothes off. She looked in the mirror and could easily see the wet patch that had gathered in her g-string. She hitched a finger on each side and with one movement got it off. Just as quickly she unhooked her bra and her tits sprang free. Both nipples were quite hard. She ran a finger over one nipple whilst her other hand gently rubbed her clit. It felt nice and she stopped and got on her sexiest lingerie that she had and over the top of this she wore a black silk robe. She left her room and got to the lounge room and found Marty on the couch snoring up a storm. She went over to him and thought to herself “I am not going to let this be another night on my own with my toy.” Jen unzipped Marty’s pants which wasn’t exactly the easiest thing to do considering the way he had slumped in the couch. Somehow she managed to unzip and move his Y-fronts so she could fish out his limp dick. Jen started to lick the head, and suck on it gently. She managed to get the whole thing in her mouth as it wasn’t erect yet. She got one of her hands around it and started to stroke the rapidly hardening cock. Marty was moaning and Jen knew that it was working. She kept going until she felt his hands on her head. She looked up at Marty and saw that he was in a lust filled gaze. She spoke “Now Marty don’t you think the bedroom would be a far better place for us to have some fun?” All Marty could do was agree with a wide eyed grin. They got to the bedroom and Marty got off his clothes whilst Jen sat on the bed in front of him. Once he was naked she wrapped her hand around his hard cock and took it into her mouth again. She alternated between sucking and licking the head and twirling her tongue over the head. Marty started to grunt as he could feel the telltale signs of cumming. Jen knew he was close and kept going until she felt the warm creamy fluid hit that back of her throat. She swallowed his load. After she pumped out the last drops from his cock Marty bent over and gave her a kiss and said “Wow that was awesome, I never thought it could feel that good.” Jen looked at Marty and said “Well we ain’t done yet, there is still more to come and more to do.”

She took him back into her mouth and got him hard again. Once she had done that she took her mouth off and continued to stroke his cock. She looks up at him and says, “Now on the side of the bed over there, is my toy and some lube. I don’t think I need to tell you what to do from here. But I will give you a little hint, one cock, one vibe, 2 holes and you get to choose which one goes where.” Marty’s cock seemed to get a lot harder and he says to her “Ok I like this game, alrighty then turn around and get on your knees.” Jen did as she was told and Marty gets the vibe and lube from the bedside table. He entered her from behind and took a moment to savour the feeling. He squeezed out some lube onto his left hand and smeared it onto her brown rosebud. He inserted a finger and fingered her ass while he fucked her wet cunt at the same time. Soon he could get 2 fingers up her ass and kept going. Then he tells Jen, “Roll over onto your back and lift up your legs.” Jen complies and soon she is lying on her back with her legs back. Marty puts some lube on his cock and places his head at the entrance to her ass. He also places the vibe at the entrance to her pussy. Before he begins Jen speaks to him, “I have never done anal before, but I have heard it is suppose to feel great. I even heard that a DP feels even better, so if you can go gently with my ass at first and then once it is in, fuck me as hard as you want. Marty replies to her, “No prob, just let me know if it hurts and I’ll slow down.” Jen nodded in the affirmative and without realising, his cock was about a ¼ of the way in before she noticed.

Part 2 coming soon........

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My stories
An erotic story
The instructor and student
Secretary learns how to take a dicktation
The story of sister stephanie