This story is a pseudo-sequel to both my Sinful Tutoring and Sinful Tutoring: Next Semester series. While I don't think you need to read those to understand this story, it would certainly help, as well as give you further glimpses into the power Mistress Syn holds over her Trinkets.
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It was a week before Christmas, but I sure as hell wasn't feeling all that jolly.
Especially seeing as I was once more standing outside Mistress Syn's door.
Ever since joining the company she more or less 'owned' in her own wicked ways, it was a place I'd found myself fairly often. Most of the time it was for one of our "appointments", but other times it was simply because she could. She knew she could essentially snap her fingers and I'd stop whatever I was doing to rush over here, and that fact made me even more pathetic than I usually did.
Her power over me hadn't wavered in the slightest- if anything, it had only grown the more time passed. The wallpaper on my phone was a photo of her, as was the one on my office computer, per her demands, so that no matter where I was, she was always within sight and, on my mind. Even when I wasn't at work, she ruled my thoughts and my life, like it or not, essentially revolved around her.
Which is why I wasn't all that surprised to find myself here yet again.
We'd had an appointment a few weeks ago, and the memory of her bending me over her desk and fucking my ass until it was raw and red had scarcely left my head. Even so, I figured that would be the last time I'd see her before the holidays. I was looking forward to going home for Christmas, seeing family, and hoping none of them asked too many questions or accidentally picked up my phone.
But Mistress Syn had sent me an IM yesterday, telling me to pop by her office immediately, and, confused as I was, I'd done as she said. Only this time I wasn't invited in- instead, she simply opened the door a crack, reached out and said four words.
"Your credit card. Now."
Once upon a time, such a request would have seemed strange, and more than a little bit forward. But after everything else this Goddess had put me through- as well as all the money she'd already drained from me, it sounded as normal as anything could be anymore.
Without a word, I pulled out my credit card and handed it to her.
Mistress Syn shut the door immediately and I stood there for a moment before realizing that there wasn't to be anything more. She had simply wanted my card- likely to spend even more of my money, and just as with countless times before, I'd let her. As if I had a choice or any say in the matter.
I'd given up those a long time ago.
Over the course of the day, I wondered and worried about what she would do with my card- how much she would decide to take from me this time around. And as much as I hated to admit it, I was also more than a little turned on by the whole thing. My cock strained against its cage at the thought of Mistress Syn using it- using me, and I groaned at the sensation as well as the continued realization of just how fucked by her I was and would continue to be.
When that work day ended and this one began, I wondered if perhaps she intended to keep my card for the duration of the holidays. The office would be closed after today and the thought of the damage she could do while I was away filled me with dread and desire. Luckily for me, she sent me another message midway through the day, once again requesting I come by her office.
Only this time, she added a message I hadn't expected.
"We're gonna have a little gift exchange Trinket..."
At first, I was worried that she'd expected me to show up with a present for her, something it was clearly far too late to do. So I made my way to her office with my head hung low, wondering as always just what wickedness waited for me on the other side of Mistress Syn's door.
It was unlocked, which was strange, and when I knocked I heard her say "Come in Trinket...", a rare thing indeed. Normally she liked to keep me waiting, only unlocking the door once she deemed me worthy of entering and being in her presence, sometimes keeping me standing by the door for half an hour or more.
But not this time.
And once I stepped inside, I realized that wasn't the only surprise.
Mistress Syn's office was more than ready for Christmas. Fairy lights- much like the ones she'd had strewn throughout her dorm room back when she'd first taken control of me, snaked their way along the walls and illuminated the room with faint holiday colors. In the corner, a small Christmas tree did the same, decorated with a mix of traditional ornaments and ones more in keeping with Mistress Syn's style. Horror characters, skulls and the like adorned the thing, giving it a twisted sort of beauty.
Much like her.
Yet more impressive than all of that, was the pile of gifts beneath the tree.
A quick gaze at them confirmed my suspicions that these were from some of her other slaves, both in the company as well as those whom she had beneath her boot heel in other places. But to my surprise, there were also a fair amount of them with my name written beside the "From", and suddenly things became rather clear to me.
Mistress Syn had gone shopping.
With my credit card.
As this simple truth dawned on me, the inner door of her office opened up, and she stepped out, giving me a disdainful look. It took me far longer than it should have to realize I'd been distracted and was thus not presenting myself as I was expected to in her presence.
Within seconds, I'd stripped down to nothing, the cage whose key she proudly kept in a locked box on her desk the only thing I was allowed to wear.
"Good Trinket," she said with a smirk, removing her long coat and hanging it in the corner.
My eyes widened, as they always did, as I drank in the sight of my beloved Mistress. She was wearing a black fishnet bodysuit that just barely covered up her naughty bits, a pair of black stockings along her strong, smooth legs, and an absolutely jaw-dropping pair of black knee-high leather boots with red laces I'd never before laid eyes upon.
She seemed to notice my reaction, as well as that of my caged cock as it struggled against its prison and giggled at the sight of it. "Aww, does someone like Mistress's new boots?"
I nodded, causing her giggle to turn into full-blown laughter. "I thought you would Trinket... One of my Secret Santa's bought them for me.. as well as so many other things... Wasn't that sweet of him?"
Mistress Syn took a few steps towards me and dropped my credit card into the pile of my discarded clothes. "Or should I say, you?"
A groan escaped my lips at the thought that she'd purchased not only these amazing boots but countless other things with my card. I was torn between pride at being so useful to my beloved Mistress, and despair at just how much all of it had cost me.
Alas, there wasn't time to consider this any further, seeing as she took a seat in front of her desk and pointed over at the tree. "Scoot closer Trinket," Mistress Syn said with a grin, her boots stretched out so as to be just out of reach of me. I wanted so badly to kiss them and Mistress Syn knew it, but she also knew I was very well-trained, and wouldn't dare do so without her explicit permission.
