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The boss, a lady, had decided to work us on a split shift. One group would be 6am to 3pm, the next group would be 9am to 6pm. I was assigned to the second shift, and that is ok with me, I get to sleep in a bit. The first day was a train wreck, some got their times confused, some were just confused all together, I arrived at work at 8:45am, just in time to see the mess. The boss, Linda, called me into her office, and asked me to close the door, and I did. She wanted to get my opinion about the schedule changes, and I told her what I would do, first day nothing, remind everyone about their times. If it happened again, and people arrived at 6am and their shift was to begin at 9am, tell them to go back to the hotel and come in at the right time. We both agreed this was the correct way to handle the confusion. I told her I was going to work, and did she want the door open? She replied yes. As I was leaving I swung toe door open, and thinking it had reached the part where it would stay open I started to leave, looking back Linda was behind me and the door was closing. I reached back with my hand to stop the door from closing, and in doing so I brushed her breast with my fore arm and hand. Not knowing what to do or say, to my boss, as we made eye contact I said “sorry”, and stepped back. She stopped, looked me in the eye, and said “thats ok”, taking a couple of steps she said with a slight smile “was it as good for you as it was for me”? I went to work with some wild thoughts.
The next day as I got to the office, Linda asked me to come into her office, and shut the door. She told me that she had sent a couple of people back to their hotels, and to come in on time, and how they were really upset, and wanted my opinion. I replied “font change a thing, stick to the schedule, and no compromises, you won't be popular, but that goes with the job”. Thats when I noticed the blinds were closed on the window and door. She said “about yesterday” I interrupted with, “I want to apologize, I should have been more careful whaler my hands go, and it wont happen again”. With that being said she replied “no harm no foul, we are away from home for extended periods of time, sometimes for several months at a time, and I know the folks here that have affairs while away, you are not one of them, and neither am I”. “So with that being said, I believe I know what you do to relieve the tension, and I believe it is the safest form of sex, the same as I participate in, almost daily”. “Do you masturbate”?
So how do I answer my boss? And not knowing where this was going I replied “yes, daily, in my hotel room, alone”. Ok, so now she knows I jerk off, alone in the hotel room, daily. She replied “thank you for your honesty, everyone does, but few will admit it, and I like you masturbate daily, however I do have a fantasy, and that is to watch someone, a man, masturbate”. “Would you mind if I watched you”? Wow, what to say? Does a yes get me into trouble, or does a no make it worse, so I thought and replied “yes, but I get to watch you also”. I have no idea why I said that, it was just one of those things I say that usually get me red faced and embarrassed, and in trouble. Linda replied, “of course you can watch me”, and she stepped close to me, reached out and took my hand placing it on her breast, and her breast was so soft, I could not feel the brassier at all, had to be one of those mesh types. She put her other hand in my crotch, locating my cock, she gave it a soft squeeze. Then smiling she replied “we can work out the details, hopefully today”. As I left the room she said, “please close the door”.
The rest of the day just flew by, and my 6pm I was ready to go, Linda stops at my desk, and in front of my co workers and says to me “the security company will be here around 6:30 or so, and I need you to stay late to get the issue resolved, I will be here also to close the office, will that work”? I replied “yes of course, but there will be overtime, of do I adjust tomorrow hours”? She replied “let me think about it, I'll let you know after I see how long it takes”. After she left, the rest of my group made comments about the 'wicked witch from the west' and other nonsense, all I could think of was how long the security company would be here, thinking my job as the ITC (information technology coordinator) wasn't as good as it seemed.
6 o'clock came, the people all left the building, except for Linda and myself, all the daily routines were completed, I locked the doors and went to her office to check on the arrival of the security company. Looking inside, and making eye contact, she motioned for me to come in, pointing to a chair, I sat down. She was closing some open programs, and it took a moment before she was done. Looking at me she said “did you masturbate this morning, or were you waiting for the evening”? I replied I had not, but was intending to when I got back to the hotel.
She was facing me in her swivel chair, with spread her legs, exposing her bush, still with a tint of red amongst the graying pubes, and not bad for a lady well into her 60's, pulling her dress up more, widening my view of her labia, she said “what do you think”? Remembering the accounts of the day and knowing we were totally alone, door locked, I stood unbuttoned my trousers letting drop my boxers to the floor, spread my legs and began to fondle my cock and balls. Her eyes were transfixed on my cock, as were my eyes to her vagina, she was rubbing the clitoris rapidly as was I on my now hardening 60+ year old cock, it felt great. Standing there for what seemed an eternity rubbing my cock, she stood hiking her dress up showing me her entire crotch, and belly, still pretty much flat, she puller her chair much closer and sat down. Leaning back she was about 3 feet from the tip of my, now leaking precum cock head. I don't know how much time passed, 5 minuets, 10 minuets, this was great, two old people masturbating in an office with only one goal, orgasm.
I put some saliva on my hand and that, I knew would get me off quickly, I stroked, eyes glued to her vagina, and all its wetness, she was getting off! Head back eyes closed, mouth open , legs closed tight on her hand, she really had a good one. Recovering slowly, she regained composure, and eyes back on my cock head, now all shiny from the saliva and pre cum, I could feel the beginnings of an orgasm and ejaculation, I stroked and stroked, pausing only for more saliva, making my cock all the more wet and slick. Then came the unmistakable feeling, I was going to cum, and she was going to see it spurt, mostly my spurts were 3 to 5 inches, not the big one of my youth, but just as enjoyable.
Out it shot! My usual 5 inch squirt, and she had her hand under the head, the cum landed in her palm, I continued to stroke and the cum oozed out, then I felt her hand on the head of my cock, she was stroking me! And it felt good! I pulled my hand off, letting her finish the final milking, she had cum all over the palm of both hands slick and still milking me. Squeezing the last drops out, she cradled my cock and held it until the feeling subsided and I became limp, one hand on cock the other on my balls the feeling was incredible.
It took a moment to regain my sanity, as she wiped the cum off her hands with a tissue, looking at me and smiling she asked “was it as good for you as it was for me”? “I guess the evidence was in your hand”, “and yes it was great”! We both rearranged our clothes, I asked “what about the security company”? She replied “they canceled an hour ago”.

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Well I said I would tell you my story and here it is, factual and in full. If you are looking for a pornographic article, please look elsewhere; lovers of pornography are liable to be somewhat disappointed. Chapter 1 We have some good friends, Annette and Tony who have a son the same age as our daughter. It was through playschool and nursery school that the women became firm friends, and Tony and myself followed on with the odd game of golf, which became a regular...

3 years ago
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Eight Days A Week

My wife, Theresa, worked for a local dental clinic. She had Wednesdays and Sundays off. Over the years I had moved up the ladder at my company and had recently achieved the position of vice president. I couldn't help but notice that it seemed like the higher I rose and the better my title; the less I actually had to do. I had returned to the office from lunch and realized I really didn't have much of anything on my desk. I had a good team under me and I trusted them enough to delegate the...

1 year ago
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MommysGirl Katie Morgan Emma Hix Becky Bandini Don8217t Bring Your Daughter To Work Day

When Katie Morgan, a boss at a prestigious company, learns that it’s Bring Your Daughter To Work Day again, she panics. After what happened LAST year, she CAN’T let her employee, Becky Bandini, bring her step-daughter, Emma Hix, to the office! So, thinking she’s being so clever, she sends out an office memo but conveniently ‘forgets’ to add Becky to the list… When the special day rolls around the following week, Katie greets Becky and feigns innocence,...

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3 years ago
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First Time Sex With Kavita

Hello ISS Readers, myself Rajan from Maharashtra. I have to share a story with you. It is about my maid and me. Her name is Kavita. She is very small in height only about 4ft 5inch. But she looks very cute. She is fair is 33 years old and has one 3 year old girl. Her size is 34-30-36.. I know it exactly because I measured it after I had my first experience with her. So here is how my story goes… I really had eye on her from the very first day she started to come to our flat. I live in 3 bedroom...

2 years ago
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The Black Bull The Hotwife and Cuckold Pt II

Sarah and I hadn’t had sex since James became our ‘Master’. I take my pleasure from the degradation. I get to watch them quietly. I get to clean them when commanded. I must talk and dress up like a sissy whenever James was over. It’s my role now and I’m cool with it. James has a great cock and I feel privileged to be able to service his massive cock and eat his cum from Sarah’s pussy. I especially love it when they use my man-pussy. The ultimate is when Sarah uses her strapon and...

1 year ago
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True meet from dating site

True story.I added a profile to a dating site and didn't expect much since it was oriented towards singles, but nothing ventured, nothing gained.While browsing profiles, I noticed her username had "69" in the name which was pretty unusual for a non-sex site. I favorited her profile as I did not have access to send messages. As it turned out, she was online at that moment and she messaged me directly, which on that site allowed me to respond. She noticed my profile mentioned "well endowed"...

2 years ago
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Seduction Of Daddy 8211 Part I

Hi guys! This is Tania from Delhi. I am a great fan of ISS from last 2 years. I have always been tilted towards my dad and always thought him more than just a dad. After reading the stories over here I tried to try out my luck. So here goes the story and I am Tania. I belong to a upper middle class family. My Family consists of Dad Santosh 41 years, mom Shilpi 39 years and me 20 years. This incident took place one year back. Let me tell you about myself. I am a college going girl doing my B...

Incest
1 year ago
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Surprise dare with an unexpected result part 2

“Truth or dare?” appeared on the screen. Really, on a Tuesday morning? “Ok, dare. But you know I have to go to work today.” What are the odds this is a bad one? “Wait a minute, I never asked you truth or dare so now it’s an automatic dare for you! Let me think about this one after what you made me do last time.” Then I signed off and got ready for work. I was still confused about the last time we played and she brought me to a female strip club and then a tranny bar. Although I ended up having...

Trans
2 years ago
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90210 Val Kelly Ch 2

Warning – This story contains adult content, such as sex between two young women, (in their early twenties). Thus the F/F+. Oral, Anal and good old fashioned sex the way only women can have it. This story does not contain sex between men and women! (Lets face it, most men don’t care to read about that anyway). By the way, this story is somewhat long & does contain a bit of a plot, so don’t expect to get to the sex right away!!! This Story was inspired by a photo of Tiffani Amber-Thiessen and...

4 years ago
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cheerleader lovers chpt1

The sun was starting to go down over the field and I was trying to dry myeyes from the tears that had flooded them only moments before. The girls ofmy cheerleading squad can be so mean, especially Cori Andrews. She was sucha bitch and would have the sophomore girls gang up on me and pick on mejust because I was the only freshman on the entire squad. It's sofrustrating that I made the team and these four girls led by Cori have topick on me because I am new to the squad.I had been sitting for...

2 years ago
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A Night of Comfort

Author’s Note: It has been a long time since I wrote my first story. Life tends to get in the way. But here I am, and I hope you, the readers, will like this story. Also, a hat tip to Robertdoc and MeanBlackJack. They are the authors who’ve inspired me to write. As always, a writer craves feedback. Please rate the story and send in your comments, regardless of whether you like it or not. Anyway, on to the story. ***** ‘Daniel!’ She called as she wore her earrings. ‘How much time do we have...

3 years ago
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The Touch Ch 23

WARNING TO READERS – This is a long, rambling, multi-part story and VERY British. The individual chapters will make more sense if read in sequence. The Touch Pt. 23 Successes and Surprises Suddenly it was Easter and the gala re-opening of the garden centre was upon us. Although it was a Bank Holiday and the garden centre was closed to the public everybody came in to work on Good Friday to add the finishing touches so that everything was ready for the re-launch the next day. Maggie had...

3 years ago
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Surviving The VicePresidentChapter 14

Ron and Brenda woke up about 8 o'clock in the morning and took a shower together. As Ron was soaping her breasts she turned her head and looked at him. "Another first, I've never taken a shower with a man before," she said smiling. "Like it?" he asked as he picked her up. "Yes," she said and put her arms around his neck and lifted her legs up around his waist. Ron entered her and started to thrust into her with the water cascading over them. Their lovemaking was intense and they...

2 years ago
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My Little Sisters Pantyslave Part 3

My Little Sister's Pantyslave (part 3) When I got downstairs Madison was on the couch. The sounds of my little heels clicking on the floor seemed so loud in my ears. Madison demanded that I hand her my homework. My hands shook as I gave it to her. Both the girls sat down giggling to read it. I didn't know what to do so I started to sit down but Madison quickly stopped me. "Oh no little sissy pantyslave. You don't get to sit on the couch with your superiors. Why don't you just...

2 years ago
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Passing the Finals

My name is Alex Smith, and I'm in my second year of college. The only problem with this is that I don't do very well here. Up until college, I was what would be considered an outcast, not too unlike the girl from Stephen King's first novel "Carrie," but then a lot of things changed. I grew taller to about 5'6" or so, I remained slim as ever and my breasts decided it would be a great time to join the party at a nice C cup. All of a sudden guys started to notice me -my brown eyes; brown hair and...

Straight Sex
1 year ago
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BurningAngel Ivy Lebelle Karlee Grey Stepsisters Share Cock

Ivy told her stepsister Karlee that things weren’t really working out between her and her boyfriend Xander, so she was going to break up with him that night. Karlee, being such a sweet girl, decided to give her sister a hand in letting him down gently, so she thought to bake him a break-up pie! Xander was surprised to find things weren’t going as well as he’d thought, and that Ivy was actually attracted to her stepsis – but so long as he could join in on the fun, he...

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