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Chapter 64
by
olly
What's next?
Give Samantha and Jimmy matching customized butt plugs
You order a pair of customized butt plugs online. You give them to Samantha in the Google office - other people were around. Samantha blushes brightly when she opens the box and realized what's inside - and that it means that there are two of them. "Property of Mr. Madison," she reads on the plugs.
Laura Jean thinks Samantha earned a work perk and keeps nosily asking what was in the box. Caitlin looks depressed that nobody gives her anything. Samantha just wants to slip away - and slip her new plug up her ass!
The next time you come over for dinner you bring Emma with you. Samantha and Jimmy are wearing their butt plugs, but it’s all a tease. You barely give them attention. Instead you are extra flirty with Emma - giving her your full attention.
After you leave Jimmy asks Samantha if she wants him to fuck her ass, but she just scoffs at him. “Well, uh, do you want to peg me?” he asks timidly. She laughs and just goes to the shower and take a long shower - fingering her butthole and clit as she cums.
"What was that about?" Samantha texts you after her shower and she's calmed down a bit from her frustration. "Why didn't you fuck our asses? We were soooo ready for you."
"Don't forget whose the boss, Ms. Palmer. See you at the Google office. Goodnight."
Samantha sleeps with her plug in her ass that night - it gives her a little comfort at least. Jimmy struggles to fall asleep at all - he tosses and turns feeling totally frustrated.
Samantha wears the butt plug the next day at work too. She visits you in the office to show you. And she tells you that she saw Jimmy put his on too - though he tried to hide it. You tell her they are quite a pair of anal whores and you wanted to fuck her but unfortunately you have a Zoom call, so you have to settle for Samantha sucking your big cock while you try to look engaged into the meeting - only unmuting to say someone every few minutes. You only turn off your camera when you’re about to cum. It’s not fun having to hold in your feelings so much when orgasming.
Jimmy comes to pick Samantha up after work. It's obviously just an excuse to see you
"Oh hey, how's it hanging, John?" Jimmy says trying to act normal and manly in front of Caitlin and Laura Jean who are leaving the office too. They don’t know what Samantha told you earlier - Jimmy didn’t just put in his Mr. Madison’s property butt plug this morning, but he also slipped on a pair of her panties.
“So, I haven’t seen you in a while. Why don’t you come over sometime soon.” Samantha blushes on Jimmy’s behalf, it’s so obvious how **** he is for you. To be fair, Samantha has stopped fucking him entirely. As far as she’s concerned she’s off limits to her husband until you order her otherwise. As fare as she's concerned you own her. She’s your slut - and so is Jimmy for that matter.
What's next?
Your Hot Co-worker
A highly customizable story about your workplace crush
You have a chance to pursue your employee you've been lusting after.
Updated on Jun 15, 2026
by BlackMonosh
Created on Feb 22, 2020
by olly
You can customize this story. Simply enter the following details about the main characters.
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