Hello dear readers. Welcome to a sexy edition of the Diaries as I’m about to take you into the office world and showcase a sissy who not only works in an office but is dominated and owned by a powerful and beautiful office boss.
Katie Garneau is a well dressed sissy girl who works for a company called Beauty Empowerment and works for a boss named Jane Harper. Goddess Harper, as Katie is ordered to address her as, wears diamond earrings, a gold chain necklace, Armani perfume, black heels, solid black pantyhose, a matching set of pink bra and panties underneath a long flowing red dress, complete with black lipstick, black mascara and red blush. Our office sissy wears a pink dress with black pants, pink heels, frilly pink bra and panties, fishnet stockings, large hoop earrings like a slut would wear, Dolce Gabbana perfume and a small sterling silver necklace alongside black mascara, large pouty lips covered in red lipstick and pink blush on her face.
As our sissy sits at her desk and sends off emails to various stores looking to buy her company’s products, Goddess Harper walks down the hallway, her heels clicking and clacking on the floor while the scent of her perfume wafts down the hall, carried to Katie’s desk as if a breeze is flowing. She inhales the lovely scent and realizes her boss is on a fast approach to her desk.
She has been told by her boss she’s about to meet with her in private about a very interesting subject, which has nothing to do with her work… it has more to do with her sissiness. Katie immediately gets up and follows her boss into Harper’s office, hypnotized by her ass, fully aware of just how dominated she really is. Katie sits down just after Harper does and Harper looks at her sissy.
“Now Katie, I must say I’m quite impressed with how hard you have been working here. As well, your obedience to me has been very impressive and has been getting results done. However, we do need to discuss one tiny thing… and that tiny thing is what is under your clothes. I noticed, through an accidental peek of course, that you are not caged. I have a rule here… ALL my fucking sissies must be caged in order for them to take their goddamn minds off of sex and instead focus on their obedience and submission to me.
We must fix this immediately. The way we will fix this is several fold. First, you will worship my feet, the first stage in your submission. Then, I will mount your face as you are lying down on my couch and you will lick my fucking pussy. Then, I will go and retrieve my strapon and we will begin your sex training. Once you have been thoroughly fucked, you will be granted one last orgasm and then caged forever. And I mean FOREVER. It’s not coming off ever, unless there is an emergency that requires it to come off. On your fucking knees sissy… time to show me your appreciation for me even hiring your sorry ass in the first place!”
Katie did as she was told and knelt down, looking up at her Goddess while kissing and licking her heels. “Yes Goddess Harper, I am yours to do with as you see fit. I will worship you to the ends of the earth.” That wasn’t just an acknowledgement, it was her daily pledge to her Goddess. Harper stood up after a few minutes of her sissy’s worshipping of her heels and then took her clothes off, revealing her beautiful body and her massive tits, all of which were only put on display for Katie as a reminder of the real beauty she would never get. Katie got on the couch and laid down as Harper mounted her face and put her pussy right onto it. “Now Katie, you don’t get pleasure until I do. Make me cum and take your time doing it. I want to have a proper fucking orgasm. It’s been a few days since I’ve been able to do so and you will fulfill your goddamn duties as my sissy receptionist and slut.”
Katie began to lick and suck on her boss’s clit. Loud moans could be heard echoing all around Harper’s office as her sissy was getting to do the one thing she had been wanting to do all along: Worship Harper’s body in its purest form. The musky scent of Harper’s pussy filled Katie’s nose and she began to become even more entranced by her Goddess. One loud scream later and Harper had released days of stored up horniness all over Katie. As Harper went to retrieve both her strapon and the pink chastity cage she had bought, Katie once again knelt down. Harper walked back in, her waist and pelvic region now covered by a large 10 inch strapon cock she was going to use on her assistant. Katie gulped when she saw both the cage and the strapon Harper was wearing. But Katie knew this was part of her training and she wasn’t allowed to say no.
Katie took the large black rubber cock in her mouth and began to suck on it. “Very good Katie. You will be pleasing some of our clients coming to see us later on. This training will be crucial to that. Suck it like the cheap fucking office floozy you are. Mmm very good darling. I can’t believe what a slut you are. I should have hired your fucking ass a long time ago.” Harper was pleased with how well her slut was taking to cocksucking. She took command of Katie’s body at this point and laid her down on her stomach. She lubed her rubber cock up and slid slowly into Katie’s pink sissy hole. Katie gasped and moaned as she felt it slide in. “Oh thank you Goddess Harper. I know I don’t even deserve to be in your presence, let alone fucked by your enormously beautiful cock.I am your slut.” Katie was soon raised up by Harper to a height where Harper could stroke the tiny pathetic nub that her sissy possessed and made Katie cum hard. She moaned and then blushed as her pathetic sissy clit came all over Harper’s mahogany couch.
Katie cleaned up her own mess with her tongue and Harper spanked her twenty times as a way of reinforcing her physical, sexual and mental domination of her slut. “Alright Katie, it’s time for your cage. You’ve had your fucking orgasm. It’s time to permanently deny you the right to orgasm like a male. Instead, you will now sissygasm… assuming you can even do so. I might be mean and unforgiving, but it’s for your own good dear. A sissy with no guidance is a useless sissy. They assume they can be a man and cum like one. Fuck no they can’t! That’s why I’m here. I’m not just here to run a company, but my ultimate goal is to create an entire office of obedient sissies who do as they are told.”
Katie trembled as she heard Harper explain her secret goal and tried to keep herself straight and balanced. Harper walked over, kissed her sissy on both cheeks on her face, spanked her twice and immediately began to fit the chastity cage onto Katie. She groaned as the cage was put on her and her face turned beet red. “See darling, nothing to it. After all, we don’t want you getting too “hard” for my clients when they come over. But really, you have nothing to worry about. You’re so small not even they would notice. Now, lay back on the couch… you have to make me orgasm as a thank you for putting that goddamn cage on your clit.”
I hope you’ve all enjoyed this office story. Sissy Missy Regina… out. Stay Tuned and Stay Classy!