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Chapter 4 by fmmd45
Upon reaching the office, what is the first order of business?
Get a briefing from your secretary
As per usual, your work day starts by receiving a warm welcome from you secretary, the pornstar Helena Winters, as soon as you enter the office. She is firmly in the MILF phase of her career, her body thick but far from being fat, complemented by her natural bronze skin and long, bleached hair that reached the small of her back.
Her most prominent features, of course, were her big ass, sculpted in long hours, in the gym and her huge rack, sculpted in long hours in the surgery room. She had what you called <i>Ten thousand dollar tits<i>, breasts that sat right on her chest, symmetrical and with perfect nipples on top. Helena was also quite beautiful, even after a few botox injections to hide her aging.
Much like Natasha, she wanted to serve you after you graded her tits an <i>S+</i>. She had a visceral need to please fueling her actions, so after you came in every hole she had you agreed to make her your secretary.
Helena still took some days off to film some lucrative films, but most days she was here, cleaning your office, managing your schedule and doing whatever else you asked. She brewed a terrific cup of coffee and always greeted you at the door with a deep, passionate kiss while looking absolutely sinful in a slutty secretary outfit and always had some new (to you) exciting lingerie to show off.
"Someone is eager today..." She purrs when you break the kiss, feeling your stiffness through your trousers. "What's the matter, Natasha didn't take care of you this morning?"
"Woke up kinda late." You admit while she squats, fishing out your cock even without you asking. "Only had time for a blowjob."
"She's getting careless." Helena says, stroking your shaft to full mast. She was always jealous of Natasha, the only reason she didn't live with you too was to stroke her competitive side. "You should invite me over again so we can teach her a lesson."
"Now there's... oh fuck... an idea..."
Helena is now blowing you with a skill only those with her experience can provide. She has a seemingly endless arsenal of moves, from deepthroating to gently sucking on your head with her cheeks hollowing in and everything in between, Helena never ceases to polish your knob to perfection every day.
"So, who is our... yeah, suck it deep bitch... our first customer today?"
Loudly dislodging your prick from her throat, Helena looks up at you with fake annoyance. "Are you really gonna ask about other women when you have me right here?"
"Don't be like that, Helena." You say with a smirk. "How about a nice anal pounding as an apology?"
Smiling broadly, Helena perks up and reaches for a bottle of lube in her desk drawer. She applies a generous amount to your cock before hiking up her skirt and bending over the desk, her back a perfect arch to emphasize even more her thick rump. Every move she made was sinful, designed to make you hard, a tribute to her experience.
"So, come and get it. I'm all clean for you..."
SLAP!
"Don't forget I'm the boss here," You say after a hard smack to Helena's ass. You could honestly spank her all day just this beautiful piece of meat jiggle around. "Or do I have to teach a lesson to you too?"
"Oh, please..."
SLAP!
"I've been..."
SLAP!
"A terrible employee!"
SLAP! SLAP! SLAP!
Helena's provocation was a cheap cliché, but it worked: you were hard as a rock as you begin pushing your rod into her tight pucker. With one hand you pull on her hair roughly, tilting her head back and with the other you grope her large, plastic tits. The pair didn't bounce around much, but it still felt great to the touch, toying with her hard chocolate nipples always made her wild.
"Ohh boss, do you like fucking my tight little ass? Are you going to fill me with your cum?" Helena says, hands gripping the edge of the table while her entire body shook from the **** of your pounding. "Give it to me, boss, you know how much I love it..."
"What do you love, slut?" You reply through gritted teeth, pulling her upright against you with a sharp tug of her hair. Burying your dick deep into her rectum and fucking her short, powerful thrusts, you **** her with one hand and slap her tits around with the other. You know she is on the edge of orgasm by the way she wonderfully clamps down on your cock.
"I love being your office jizzrag... oh fuck, your cock feels so good..." Helena says, eyes fluttering from both pleasure and insufficient air. "I love going home everyday caked in your cum... I'm just so grateful to you, I wished I could do more... to show you... ooohhhh fuuuuckk... how much you mean to meeeee!!!!"
Helena's words trail off as she cums and you only last long enough for her to get on her knees with her mouth open. You paint her pretty brown face white with a huge load, slapping your head against her tongue to get the last drops out.
"Thanks for the make-up, boss." She says, purring with satisfaction in her post-orgasm haze. "But I think my tits need some too..."
Before you can answer to that invitation, the doors to your office open and a client comes in for an evaluation.
What's next?
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Sexual Privilege
Freeuse for One
These branching stories are going to have 3 very simple premises: 1) You exist in a world where your character AND ONLY your character gets to have sex with whatever group or groups of people you choose wherever and whenever he or she desires. 2) The circumstances under which he or she can have sex with that group can be specified generally or specifically. 3) The response of the people you have sex with and/or the general public can be chosen.
Updated on Jun 20, 2026
by Cross C
Created on Aug 31, 2017
by SanctifiedVillified
You can customize this story. Simply enter the following details about the main characters.
With every decision at the end of a chapter your game state can change. Here are your current variables.
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