The Housekeeper, Chapter Eight
Chapter Eight
Hannah
Of course, I didn’t expect Jessica to simply roll over and willingly expose herself without putting up a fight. As delightful as that would be, I was well aware that this would be the first time that she was truly naked in front of all of us. She had flashed me and my friends plenty of times when she was cleaning up the poolside area in that short skirt, and I had personally seen her in a bikini, but this would be completely nude. Much more daunting for a girl who clearly was a little more reserved when it came to others seeing her body, which made it all the better for me.
Fidgeting in her slutty maid outfit and looking nothing like the self assured girl who had tried to assert her authority earlier, she voiced a weak protest to my demand. The look in her eyes told me all I needed to know–it wouldn’t take long for her to break down and obey. “Now you have fifty seconds, virgin.” A little more cold than my smug tone before. Any little servant of mine needed to know her place. “You just said you were my obedient little maid? Were you fucking lying, Jessie?”
She nervously stammered out, “N-no, I just-”
“You just want to strip for me,” I completed her sentence, “because I told you to. Come on, Jessica. We’re all girls here. And if you can’t do as you’re told when you’re told, we’re going to have a big problem.”
Her eyes widened a bit at that. “But . . . ”
“But nothing,” I smirked, “Thirty seconds. Strip, NOW.”
That seemed to do it. The short brunette scrambled to get her outfit off, which I knew wouldn’t take so long unless she hesitated. It was a slutty costume designed more for the bedroom than anywhere else, after all, and it’s not like she was wearing underwear underneath. Sure enough, it didn’t take much for her to get the thing loose. Letting it fall from her body, however, was clearly a more difficult task.
Thankfully, I had a group of girls who I had been scheming with while dear Jess was toiling away at her chores upstairs. They were more than happy to let me be the ringleader here, considering that it’s my house and my ‘maid.’ I’m the usual default leader, of course, but I’m socially adept enough to spotlight my friends enough to keep them feeling like they’re not just followers. Just enough leash, of course, and often while subtly pitting them against each other. That’s how you stay on top.
But for this? There weren’t many nuances required. My friends appreciated how devious I could be, and right now we all had a common target that united us. So I didn’t think twice about snapping my fingers and nodding towards the brunette. One of them would understand the gesture.
Or two of them, apparently. A duo of my girls sauntered up together and proceeded to yank the dress down Jessica’s body. She gasped and tried to cover, but the girls were too quick. Each of them grabbed one of the now naked maid’s arms, both holding her in place and standing in a way so her entire body was bared to the room. The squirming was expected, but I was most excited by how deep she was blushing. Maybe it was the liquor coursing through me, but I felt more eager than ever to really take the girl down a few pegs.
As if she hadn’t fallen enough already.
“So, what does everyone think? Why is little Jessie a virgin? Feel her up if you want. I bet she’ll enjoy it, being a lesbian at all.” Hmm, actually. Forcing it wasn’t as fun. Seeing her obey would be more interesting than holding her in place. “Wait,” Taking a step closer, I stared my new toy down. “We need her permission, don’t we?” Shifting my smirk more into a scowl, I said, “How about, virgin? Can we touch you everywhere?”
The panic in her eyes was intoxicating. It was pretty obvious she wanted to say ‘no,’ but it wasn’t exactly that simple. Because keeping me happy was important, and I could only imagine what was going through her mind. She was already naked. Was it really worth it to get on my bad side now that she was already in this deep? Maybe being a good girl was the best way for her to earn my approval and perhaps get her things back. If she wanted out of this mess, she would first have to choose to make a bigger one for herself first.
Jessie’s mouth opened and closed a couple times. The poor girl was at a complete loss for words, and I wasn’t about to help her. Instead, I decided to wait and see what she came up with herself. To my amusement, she actually agreed without any further pressure from me. “Okay . . . ” she murmured.
I couldn’t help myself. “Okay, what, Jessica?” The patronizing use of her full name was perfect. At this point, it was forever going to be ‘Jessie’ or ‘Jessica.’ Or ‘virgin,’ of course. Pretty much everything but the nickname she introduced herself as.
Her blush deepened, somehow. Or maybe I was just assuming that was the case, as it probably wasn’t actually possible for her to be any more crimson. Perhaps the embarrassed way she averted her gaze and stared at the floor just exaggerated her mortified look. Her words were barely audible as she mumbled, “You can touch me.”
“We can touch you everywhere?” Now I was back to the smirk.
She meekly nodded. “Y-yes. Everywhere . . . ”
I was tempted to make her say the whole thing, but there was no need to drag things out. She had given us permission, and my friends were ready to pounce. And, while I had my shit together while drinking–mostly–I knew that at least a couple of them were bound to be impatient with all this build-up. It was delicious to me, as I was the girl Jess was supposed to be babysitting, but they were just seeing a girl I was effectively destroying for the fun of it.
Unlike them, I was patient. So, with a casual wave of my hand, I said, “You heard her, girls.” They were welcome to go first. I would strike after she was even more vulnerable from being violated in such a way. Permission or no, I doubted she was prepared for what was coming.
Content to watch, I found the nearest seat and comfortably leaned back. Drink in hand, I pursed my lips in a smile as my friends descended upon the helpless girl. They made a decent effort to ensure that I could watch, but the aforementioned inebriation only allowed for so much visibility as they got carried away with their fun. Starting with Jessica’s hair and face, they fiddle with her brunette locks and brushed their fingers over her cheeks and lips, commenting the entire time. “She really doesn’t know how to style her hair.” “Her lips don’t feel that kissable.” “She’s more cute than hot. Guys don’t like that.”
Eventually, they got to the better parts. Groping her ass, and giving her a few pinches and slaps from behind. I watched with pleasure as she squeaked and squirmed from the sensations, but she seemed to be trying her best to hold still and not give more satisfaction than she was already giving. Judging her as always, they continued with the scathing remarks. “She doesn’t even have an ass.” “So bony!” “There’s barely anything to pinch.” “My little sister has more curves than this.”
Finally, they moved onto her boobs. Unlike before, the words weren’t the insulting kind I would have preferred. “But damn, the little virgin has a rack!” “How do you even fit boobs like this on such a small body?” “Come on, Jessie. Stick your chest out for us.” The girls began squeezing and prodding at the girl’s impressive breasts, marveling at how they reacted to various touches and motions. “That’s a good handful. Almost makes you bangable. Too bad the rest of your body is so, well, you know.” Lillian gave a few pokes to one Jessica’s boobs, before sharply pinching her nipple to contrast the playful contact from before.
Little Jess yelped and squirmed, and was clearly embarrassed about how she was being mercilessly judged, all while being publicly groped in a way that I’m sure she had never experienced before. I should have enjoyed the whole situation more, but the sight of her chest and the backhanded compliments were more than enough to remind me why I left the dress in the bathroom in the first place. It wasn’t just so she would constantly end up flashing her lower parts to us; I also wanted her annoyingly attractive breasts to be flattened by the top half of the slutty outfit. On my body, such curves would make sense. But I was still super annoyed that a petite little thing like Jess ended up with boobs like that.
Once again, patience was required. I couldn’t lash out too hard when my friends were still here. While they were clearly into this kind of torment, I had already tested each of their limits on a number of things. While the cruelty I had in mind for Jess would definitely fly with a couple of them, I’d have to wait for the others to leave before proceeding. Of course, that didn’t mean there weren’t other things I could put the naked girl through in the meantime. “Alright, girls. Let’s give her a break,” I said, “Oh, someone take her dress. She’s fine how she is for now.” After Taylor made the pathetic virgin step out of the maid uniform pooled around her ankles, I turned my attention fully on the subservient girl. “Jessie, you will not move an inch unless given permission. Do you understand?”
Looking as awkward and embarrassed as always, she merely nodded.
“That means no speaking, and no covering. Your feet are glued to the floor, okay?”
She nodded again. Not much to do when someone takes your voice, is there?
“Good girl,” I said, “If you break one of those rules, you will be punished. We still haven’t explored that last frontier, have we? Maybe that will help explain how you’re still a virgin, somehow.” At that, she tensed. That’s what I thought. “Don’t want that? Then you better fucking behave. No moving. No speaking. Until further notice, you’re a statue.” I’d allow a bit of natural squirming and shivering, but that’s about it. This next part would be more fun if she simply stood there and let it happen. And if she protested or broke her rules? I’m sure one of the girls would be happy to touch Jess down there. As far as I was concerned, this was another win/win.
After waiting a few seconds to make sure Jessica would do as she was told, I gathered my group of girls around the sofa. Pulling out my laptop and opening it on the table in front of us, I waited a few long seconds before procuring the next item–one of Jess’s credit cards. “Who wants to do a little shopping?” I asked. Doubting the naked girl would be able to tell her card from all the ones my friends and I owned, I made sure to specify, “It’s Jessie’s treat. A little ‘thank you’ from her for letting her stay here all summer. And all of you have been such good hosts today.”
To her credit, Jess didn’t spring across the room to snatch the card from my hand. Instead, she just squeaked and met my eyes. It was hard to tell whether the look was an incredulous one, or a fearful one. It could easily be a hint of both, but I was assuming it was the latter. While I hadn’t yet found a way to break into her checking account, I could only imagine how little money a girl like her had compared to myself and the girls around me. Even if it was a decent amount from her perspective, there was no way she’d ever buy the kind of stuff that the 1% would buy for themselves without blinking.
“One item per girl, okay?” I suggested, “Lillian, I know you’ve been eyeing a few of those designer dresses. Do you want to go first?”
“Absolutely!” she exclaimed. Her parents had capped her allowance after a particularly spendy trip she had taken over spring break, so I knew she would be more than happy to get the ball rolling on this. “Just one?” she pouted.
“Hmm, for you? Maybe a few.” Whatever. It’s not like it was my money, and it was wickedly amusing to think about how Jessica would end up more or less doing this job for ‘free’ if I siphoned off all the earnings she was supposed to be making. Six weeks of this? I didn’t know the exact figure, but I could guess a ballpark based on how well my parents paid other employees. Once I convinced Jess to give me her passwords, I would be able to track down the messages between her and them to know for sure what the agreed upon amount was.
Of course, it was one thing to actually babysit for free. But this? She was my ‘housekeeper,’ and going through all of this for no capital gains was a lovely thought.
I made sure to ‘ooh’ and ‘ah’ with the other girls over the potential dresses Lillian showed us. She had plenty of ideas saved to her phone, and it was easy enough for me to pull up each and every one of them on my laptop for an audience. Once she narrowed it down to five unique styles/colors she really wanted, I shrugged and said, “I’d hate for you to choose. They’re all so gorgeous!” Further breaking my original limit in terms of how much each girl could buy, I decided to spoil Lillian and set a precedent for the rest of the girls. “Go on, buy them all. And remember to thank your favorite virgin when you do.”
While Lillian got to work inputting Jessica’s information, complete with the zip code I pulled from her driver’s license, I got up and sauntered over to the girl who had so far managed to be the statue I had ordered her to be. “Just one question, Jessie,” I calmly said. Looking down into her eyes and taking pleasure in the height difference, I asked her, “May I have your phone’s password? You have my permission to shake or nod.”
She remained silent and still for a moment. Then, no doubt after weighing the consequences of both options, she slowly shook her head. No, then. Fun. That’s what I was hoping for, as working a ‘yes’ out of her was far more enticing. “Hmm. Okay.” I sharply pinched her nipple, which resulted in the most comical whine forming in the back of her throat due to how determined she was to follow my directive about staying quiet. Apparently she thought doing so was important in terms of maybe not being naked in my furnished basement any more. Unfortunately for her, being obedient was only succeeding in avoiding further humiliation. The nudity was going to be a thing for the rest of the night. Of course, she didn’t need to know that.
By the time I made it back, the last of Lillian’s dresses were being purchased. Making sure to voice the total that was well over $2K, I let the next girl take a seat to look at some jewelry she had been meaning to treat herself to. I looked on throughout the process and encouraged her to get a bracelet that matched the rest, once again showing that I was no longer limiting any of the girls. At least, not as long as they stayed kind of in the lane in which they started.
Calling out that total as well, I stood up and walked back over to the naked brunette still awkwardly standing in the middle of the room and exposing herself while the rest of us were comfortably seated and enjoying some online shopping. “How about now?” I asked. “Phone password?” Just a bit of healthy extortion. Don’t want your credit card maxed out, girl? The solution is simple. Just be a little more forthcoming with your personal information.
Once I had access to her phone and, by extension, her social media accounts, I’d start working her for e-mail access, bank account info, etc. While I had plenty of connections in terms of tech savvy people who would probably be able to crack her passwords with access to her phone alone, it would be much more fun for her to willingly offer them up. Well, mostly willingly. Then she would only have herself to blame, rather than being able to fully pin everything on me. ’’If you didn’t want me messing with your accounts, Jessie, you shouldn’t have given me access.’ Oh, this was going to be so much fun.
Again, she resisted with a tiny shake of her head. I just shrugged. One way or the other, I knew she would cave eventually. The nervousness in her eyes was telling enough, and it was cute how she thought being strong would make a difference. Every inch of her was exposed, and she was literally being obedient to me despite being the older girl. She served me and my friends drinks, and then pissed all over the floor. And here Jessie was, defending a simple four digit passcode. The time to show a little backbone was a LONG time ago, dear.
Shooting the brunette a playful wink, I swiveled on my heel and turned back to the rest of the girls. “Alright, who’s next?” I asked.