SubscribeStar Story: The Tutor, Part 49

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Part 49

Annabelle had seen me in a bra before. Twice.

As strange as that was to keep thinking about, it was the easiest thing to grasp onto from the short list of justifications in my mind. Since I was no longer able to stall, all I could do was convince myself that this level of obedience was something that I could manage. Stripping for Annabelle.

I undid the second button, and then the third. That was definitely the point of no return. My cleavage wasn’t as pronounced as hers, but it came into view nonetheless along with a glimpse of my lace bra. While I hadn’t planned on showing off my lingerie choices this evening, I also had opted for something less plain than most of what was in my underwear drawer. Because Annabelle was so wealthy and always dressed so well, and I had wanted to feel nice in my own way underneath my casual clothes. Or maybe, deep down, I had known that I would be coerced into a situation like yesterday’s massage despite my best efforts to keep things professional. Only this time, I was stripping myself.

Pausing for a moment at the point of no return, knowing that going any further would make everything a lot more real, I found myself fiddling with the fourth button instead of shifting back up to take back what I had already done. Being brave and obedient was the only way to stay in Annabelle’s good graces, and that’s the goal I had been aiming for ever since Trixie put me to work. Now I was also faced with the opposite, where failing to follow through on my ‘promise’ would result in me being sent away. So I persevered, working my way down until the black button-down was loose on my upper half and showed off a wide strip of my stomach, chest, and bra.

“All the way off, Mere,” Annabelle said. She sounded as indifferent as ever, and accentuated her nonchalance by taking a sip of wine and briefly turning her attention to the appetizers in front of her.

I did as I was told, complete with a, “Yes, Ms. Annabelle.” Taking a quiet breath for the courage that I kept insisting that I had whenever Annabelle expressed her doubts, I reluctantly shrugged the top off my shoulders and allowed it to slide all the way down my arms to reveal my nearly bare chest.

Finally glancing my way again, without staring right at my bra-clad breasts like the average guy would, she simply said, “What are you waiting for? You aren’t done, pet.”

Right. Still had to take off the apron and the skirt, the latter of which was more daunting than the top. Clothes might have been a construct to Annabelle, but I still wasn’t on the same page when it came to her philosophy. Being bottomless around someone felt a lot more personal, and I felt self conscious just thinking about it. My curves weren’t anything to write home about and, since I had seen Annabelle doing her half naked yoga, I knew for a fact that her body put mine to shame. Normally I didn’t compare myself to other girls, but I also didn’t usually take off my clothes around them or vice versa, save for in the locker room.

And yet, I felt a lot more committed now that I had fully removed an outfit piece. There wasn’t anywhere to put the dress shirt, either, unless I left the corner I was subjected to in order to hang it over one of the empty dining room chairs. For the time being, I draped it over my arm, finding a position where I could keep it balanced when tackling the next part.

I reached back to find the knot in the skirt’s apron, slightly blushing due to how there was no way to fully avoid naturally jutting my chest out a little bit due to how I needed to bring both arms behind me. Thankfully, Trixie hadn’t tied a particularly difficult knot. It still took me a minute or two to loosen the strings, as I had to deal with both the awkward angle and the fact that I couldn’t see. Once I got past that initial hurdle, I made short work of removing the white accessory and adding it to my forearm that had just barely managed to keep a grip on the uniform’s top throughout the recent process.

Lastly, I needed to remove the skirt. It was objectively the simplest part of the ensemble, at least from a physical standpoint. However, I needed a second or two to brace myself. I was really about to strip down to my underwear for Annabelle. As in, it wasn’t a question any more. I knew I was going to do it; I just needed a moment. Of course, if I took too long, she was going to get on my case about it. So I didn’t allow myself more than those couple seconds; steeling myself to the best of my ability, I reached back one last time to undo the zipper on the back.

I only needed to shimmy my hips a little bit. Similar to the shirt, gravity ended up doing most of the work once I worked the tight skirt down to my thighs. Blushing a lot more as the last garment dropped to the floor and pooled around my ankles, I quickly reached down to retrieve it before standing back up even more swiftly to avoid showing too much cleavage from the movements.

It took everything in me not to bolt from the room. When I had been taking everything off, I had been able to focus on each step along the way. Now that I was simply standing there in nothing but my lingerie, I was tempted to flee to the nearest bathroom or any other private space to put everything back on. Before I could follow through on that impulse that hadn’t yet made it from my mind to my body, Annabelle gave me a smirk and a once-over with just her eyes. “Good girl, Mere,” she said, “Remind me of your promise? The whole thing. Speak.”

The casual pet-like command, despite how it made me blush from how demeaning and confusing it was to be spoken to in such a way, was an effective way to spark my memory. Granted, it wasn’t tough, when it had been more or less the only other thing I had been allowed to say outside of ‘Yes, Ms. Annabelle’ and ‘No, Ms. Annabelle.’ Holding the stack of clothes against my stomach, I obeyed her once again. “I am your obedient pet, Ms. Annabelle. I’ll . . . I’ll do anything you say.” Stripping right in front of her in the dining room, for example. Or kissing her just because she told me to.

“You’ll do anything I say,” Annabelle repeated, “You’re going to stay exactly as you are for the rest of the evening, okay? Now, top off my glass and give me another kiss. Brush back my hair first, too.”

“Y-yes, Ms Annabelle,” I muttered. My blush definitely darkened at the end of her reply. Serving her while only in lingerie was a lot to handle, but it might have been even more nerve-wracking to be kissing the eighteen year old so frequently. Despite my hesitation, I did what I was told without dragging my feet too much. Abandoning my earlier misgivings about pouring wine for a girl who wasn’t of legal drinking age yet, as picking up the bottle of red was ultimately a less daunting task than kissing the girl I was supposed to be tutoring, I stood close to Annabelle as I filled her glass back up while trying to ignore the fact that my nearly naked body was right in her face. Then, unable to take a breath this time without her noticing what I was doing, I gently set the wine glass back down and shifted until I was facing her.

Almost as if in a trance as I gazed down at her expectant face that was neither smirking nor impatient at the moment, I bent slightly at the waist and ran my fingers through her red locks. In what was turning into an increasingly familiar initiation on my end, I leaned both forward and a little bit down until I was within range. Closing my eyes and tilting my head when I felt our noses nudge, I tentatively brushed my lips against hers.

Was this supposed to be another lingering peck? A more drawn out kiss? Although I was technically the one making the first move, there was a lot more to our proximity than the physical aspect. Like how I was supposed to be her obedient pet, apparently, as well as the fact that I still hadn’t sorted out how I felt about Annabelle and girls in general. Not enough exploration on my end before all this put me at even more of a disadvantage, if that were possible.

Annabelle gave me no hints whatsoever. Aside from tempting me by tilting her head just enough to match my angle and gently exhaling to demonstrate how intimately close we were, it still felt like the ball was more in my court for the time being. Her warm breath tickling my lips didn’t help in the slightest, nor did the slight shiver of my own body that reminded me how little I was wearing. As always, I found myself teetering between being baited to push forward while also knowing I should be taking a huge step back instead.

After a couple incredibly long seconds, Annabelle murmured, “You’re not scared, are you?”

I could feel her lips forming each word against mine as she pressed the slightest bit forward to speak. It wasn’t the first time she had used such a move on me, yet it was just as effective this time around. Both in how it felt, and how I instantly felt the desire to prove the opposite. I was fearless.

Responding with actions instead of words, I delicately took her upper lip between mine. Despite how my intention was to demonstrate my bravery, I couldn’t help but hold back a little bit. Diving in for a deeper kiss would be a lot; I was still mentally juggling a lot of things, and getting out of my own head was impossible when Annabelle was around. Or when she wasn’t, honestly.

We didn’t get much further. She mirrored me by taking my lower lip, but that was it. She leaned back and quietly said, “Back to your corner, pet.”

I couldn’t believe it. Once again, I wanted to keep going! It was the perfect combination of teasing and intimate, to the point where it felt almost wrong to end things there after so much build-up. I should have been thanking her for sparing me from what was definitely a mistake, but instead I found myself annoyed and frustrated that I had made the effort to get over the wrongness of another kiss only to be stopped by Annabelle instead of myself.

Fighting the urge to steal another kiss before leaving, I reluctantly pulled away. After all, I had agreed to be obedient.

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