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    Home » Trans Secretary

    Trans Secretary

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    By sexcostories on October 15, 2021 Sex Stories
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    “Monica Barnes smoothed her skirt before entering the office of her boss, Cord Drake, the CEO of the company his father had founded thirty eight years ago! Like every other morning for the past two years, she brought along his coffee, her memo pad, and of course his copy of the morning paper! “Good morning, Mr. Drake,” she said in an upbeat voice, “anything special on the agenda for today!?!” Cord Drake took the coffee from her out stretched hand and replied, “Nothing on the horizon, Monica, but I am expecting a call from our man in Tokyo, so put it straight through when it comes in, okay!?!” “Certainly, Mr. Drake,” she replied, “and if there isn’t anything else, I have those letters from last evening to get out, so if you’ll excuse me!!!” Cord watched as the cute little ass of his secretary disappeared behind the closing door while he picked up his paper and started to read!!! While maybe there hadn’t been anything special going on that day, there was still a lot to do and not enough hours in the day to get it all finished! Buy four o’clock Drake was just plain beat from the hours he spent on the phone talking with clients and the countless requests from his own staff to make a myriad of decisions that directly affected the direction of the company!!! After his last call, the intercom on Monica’s desk lit up and the familiar voice from the inner office ordered, “Come on in, Miss Barnes, and bring your pad!!!” She picked up her dictation pad and went directly to his office and knocked softly and waited for him to let her enter!!! “Come on in,” a voice from inside yelled, “it’s open!!!” Monica slipped inside and while still standing by the door asked softly, “Do you want me to lock it, Mr. Drake?!?” He gazed at her with almost glazed eyes and simply replied, “Lock it!!!”

    Monica dropped her pad on his desk as she walked around to where he was seated and asked, “Do you need a little tension reliever, boss!?!” “That would be just great, Monica,” he said with a sigh, “it’s been a long fucking day!!!” “Would you like to be dominated,” she asked in barely a whisper?!? “I’ve been giving orders all day,” he replied, “why don’t you take over for a while, okay!?!” “That suits me just fine,” she answered quickly, as she began undoing her blouse, “first off, let’s get out of these clothes, shall we?!?” Cord Drake nearly tore his things off, leaving himself stark naked while Monica took a more leisurely pace in removing hers!!! When her bra slid from her shoulders exposing her perfectly formed 36b breasts, he moaned at there mere sight and immediately achieved a very hard erection!!! “Oh, dear,” she said softly, “do Monica’s breasts make Mr. Drake’s pecker all nice and hard?!?” “Jesus I love it when you talk like that,” he panted, “and you’re so fucking gorgeous, you could give a statue a hardon!!!” She bowed slightly and replied, “I’ll take that as a compliment, what do you think of my new panties,” which matched her bra, white satin, embroidered with little pink roses, which showed off her perfect ass to its best advantage!?! “Where do you find this stuff,” he moaned, “my wife’s underwear looks like it came from a cheap discount house!?!” “So I can take it that you like it,” she said while twirling around so that he got a view of every side of her!?! “Like it,” he groaned out loud, “I fucking love it, now get those panties off so I can see what you have hidden in there!!!”

    She turned away from him, so that he had a perfect picture of her pert little butt as she slowly slid her panties down to her ankles before stepping out of them and asking sweetly, “Would the big important business man like his little secretary to turn around?!?” “Oh, please,” he begged, “t-turn around and show me what you’ve got!!!” “Ready or not, here it comes,” she exclaimed while spinning around to face him, “well,” she asked coyly, “daddy like it?!?” She was standing just out of his reach, so when he tried to grab her she only had to lean back a little to elude his frantic attempts to touch her!!! His eyes now ablaze with desire, stared intently at the crotch of the pretty young woman who at that moment was teasing him mercilessly and then begged, “Please, Monica, let me suck it, pretty please!?!” She laughed at his ineptitude and asked, “Tell me little boy, what do you want to suck, tell mama so she knows!?!” He stared a little longer, and with drool dripping out of the corner of his mouth replied, “Please let me suck your cock!!!”

    A perfect woman, he always called her, tits, ass, and a dick, just what every man should have waiting for him at home!!! “Tell me,” she teased him some more, “whose dick is bigger, yours or mine!?!” “Jesus, Monica,” he said in a exasperated voice, “yours is, now please get over here and let me suck it!!!” Finally having a little pity on him, she moved up next to him and allowed him to take her eight inches into his hot warm mouth!!! “You love mama’s pussy on a pole,” don’t you little boy, ” she asked softly, as he gave her nice easy blowjob, “you’re such a good little cock sucker, you make mama very happy,” while the room was filled with loud smacking noises of a hard cock being sucked for all it was worth!?! “You know the rules,” she continued on, “once her little boy starts sucking her hard pecker, he has to suck until it shoots in his mouth, now don’t forget that, little one, you must suck mommy all the way to completion!!!” It was all a game they were playing, she didn’t have to remind him at all about any such rule, it would take dynamite to get him to release her cock before it filled his mouth with cum, it was just her having a little fun with him, that’s all!!! Mr. Drake feverishly worked her hardon in and out of his mouth until almost without warning, Monica’s cock spasmed and filled his mouth with a load of life giving cum to her cock sucker boss!!!

    Flopping back into the chair with cum dribbling out of his mouth, he just sat and stared at the still semi hard penis that hung just a few feet away from him and she said, “You just love mama’s fucking cock, don’t you baby!?!” “Oh, yes,” he sighed while nonchalantly fisting his own hard piece of meat, “you’ve got the biggest cock I’ve ever sucked on!!!” “You know what comes next, don’t you,” she asked softly?!? “Y-you’re gonna fuck my asshole aren’t you,” he said almost groaning in anticipation!?!” “That’s right, little boy,” she said quickly, “now get up and bend over your chair and show me your asshole!!!” Quickly complied with her request, Monica moved up behind him and pressed the big head of her pecker against his straining rectum, and said, “Mama’s gonna fuck her little boy’s ass with her big fucking pussy on a pole!!!” He knew it was coming, and that initially the pain would be intense, but he couldn’t help himself, he was a slave to the hard cock of his pretty little secretary, and getting fucked in the ass was just something she had to do to him!!! “Oooooooomph,” he gasped as she rammed her cock meat all the way home into his straining bung hole, “god that hurts so fucking good, harder, oh god, fuck me harder!!!” That’s what she liked about him, no matter how hard she gave it to him, he always wanted more, just like a good little boy should!!! Harder and harder she slammed her thick pecker deep inside of his rectum, even going so far as to tear his tender ass hole flesh to ribbons as he began to bleed under her vicious assault!!! The pain and the pleasure were now just a blur to him, intermixed and indistinguishable from each other, he reached underneath himself and fisted his own cock meat hard while Monica tore into him like a ravenous animal!!! They’d done it so often, these two, that it was just like clockwork when both of their nut bags tightened and the cum raced down the length of their peckers and jettisoned out of their one eyed snakes, hers into his asshole, and his all over the back of his chair!!!

    After they were spent, she leaned over and gave him a big set kiss and whispered, “You are such a cock happy little boy, do you feel better now that mama fucked your tight little ass?!?” “He smile slyly and replied, “I feel just great, and it’s gonna be another hard day tomorrow!!!”

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