The Housekeeper, Chapter 42
Chapter 42
Hannah
As much as I hated waking up before 10 AM, it was worth it for the sake of tuning into my favorite ‘show.’ Lillian had slept in my bed, which meant we both stirred at the sound of my alarm. It wasn’t that early, though we both groaned a little at not being able to fully sleep in like summer was meant for.
We freshened up together in the bathroom, and each grabbed a bottled frappucino from the minifridge in my room. Then it was right back to my bed, where we sat together against the headboard as I opened my tablet and took us to the camera in Jessica’s room.
Sure enough, the naked little virgin was still clinging to Willow’s equally bare self. For all her whining about how she was straight when I first brought up her sexuality, apparently all it took was a bit of cold air for Jessie to forget what was and wasn’t appropriate to do with the redhead. Sure, they were just a year apart, but Willow was a friend of the girl Jessie was supposed to be supervising.
I still hadn’t settled on what I would or wouldn’t show/tell my parents. It would be all kinds of amusing for the brunette to have to pay back everything she had earned over the summer. Even if she technically was going above and beyond when it came to her housekeeping duties. Or I could go with what I was currently leaning towards, which was simply transferring the funds to my account every two weeks. I mean, it was a LOT of work keeping a girl like her on task, not to mention the constant annoyance of seeing those tits on her petite frame.
Right on time, Willow’s alarm went off. Similar to what happened with me and Lillian sharing a bed, Jessica had no choice but to wake up along with her. Willow had been such a good sport about the plan the three of us had brainstormed. After all, Jessica was SO far beneath her. Not that they’d actually be doing anything together. Willow had affirmed that she was fine kissing the girl; anything beyond that felt like it would be nudging the girl away from her virgin status.
Pretty much the second Jess started coming to, Willow gently turned and planted a kiss on her lips. The top of the line HD cameras allowed me and Lillian to witness every little detail of her reaction. Surprise, hesitation, a bit of fear in terms of not wanting to be punished. Jess began kissing her back within a matter of seconds, much to my delight.
“Come on, Willow,” Lillian teased, “Kiss her harder.”
Though Willow couldn’t hear us from one room over, she ended up obliging Lillian’s ‘request’ within a matter of seconds. Plunging her tongue into Jessie’s mouth, making out with her more intensely, shifting to make it so she was more on top of her than before.
“God, she’s such a slut,” I scoffed.
Lillian quietly chuckled at that. “Jessie, or Willow?”
“Both?” I smirked, “But Willow’s a slut in the best way.”
Willow was also such an amusing contrast to me and Lillian. She made an art form out of embarrassing girls in a more soft and gentle way, to the point where it often took a conscious effort on my part to keep a straight face throughout our teenage years. Somehow, she managed to act concerned over any number of things that could be used to take a girl down a peg. The way they dressed, their choice in significant others, etc. etc.
With Jess, she simply pulled back and broke things off. “So, umm. You’re kind of a terrible kisser.” She said it like she was concerned, which only made the needlessly harsh words all kinds of amusing as we watched.
Sure enough, Jess blushed and started stammering, “Well, I . . . It’s-”
“Hey. It’s okay,” Willow quietly said, “Just apologize, alright?”
Lillian and I burst into laughter as Jessie reluctantly said that she was sorry for being a terrible kisser. Meanwhile, Willow was nice and calm as she smiled and assured her that it was fine. Most virgins are bad at everything, including making out with someone properly. It was something Jessica should be embarrassed about, and something she should be working on.
The delivery of every line was equal parts mean and reassuring. To round things out, Willow said, “I want you to start practicing, Virgin. The next time I kiss you, I expect it to be better.”
The look on the topless brunette’s face earned another amused reaction from me and Lillian. We were both instantly curious as to how she was going to manage practicing something like that by herself. And, if she didn’t, I’d make sure to punish her on Willow’s behalf. It was a win/win in my eyes; either way, Jessica would be a source of entertainment for me and my girlfriends.
Willow seemed to be done toying with my housekeeper for the time being. After giving her a little peck on the cheek, Willow got up and headed towards the door. Confident as ever in her nudity as she sauntered across the room, she practically read Jessica’s mind. “No covering, remember?” she said, glancing over her shoulder just as the girl tentatively gripped the sheets, “Looks like Hannah left you a note. Better get started, if you want to keep her happy!”
I’d be shocked if Jessie managed to read the list taped to the bedroom door. My handwriting was more messy than normal, and she was going to have issues reading the small words without her glasses.
Either she had forgotten that I had cameras all over the house, or was finally learning to obey whether my friends and I were around or not. Lillian and I watched as Jess got up to check out the note, bare body totally on display. To be fair, we had confiscated all of her clothes, but still. Shy and awkward as she looked compared to Willow’s graceful movements, it was a noticeable improvement compared to where she had started.
The video camera didn’t offer a great angle of her face as she approached the door, but I had to imagine she was squinting with how she lingered in front of the small sheet of notepad paper and tried to work out what it said.
I tossed the tablet aside for the time being. Jessica’s tits were starting to annoy me, plus I was leaning towards keeping her naked for the whole day. That would be better in person than via live streaming, and there was only so much morning before my friends and I would be heading out for a while.
“Why don’t you ever make out with me like that?” I teased Willow, as she let herself into my room.
Without missing a beat, she smiled and said, “Because I don’t like competition. I only kiss girls who are worse at it than I am! Total confidence boost, you know?”
Uh huh. And some solid confidence stripping for the other girl, should Willow choose to go in that direction.
While I was still comfortable in bed, I grabbed Jessica’s phone from the bedside table and started dealing with the latest round of notifications. Her little ‘show’ at the charity gala made quite a splash online, thanks to how she had been tagged on multiple social media platforms. Naturally, she received all kinds of calls and texts from friends and family asking if it was real.
It was SO much work responding to all of the messages. Jessica should have been thanking me for taking care of everything; her days were so full, and there was no way she’d have the time to do so herself.
I couldn’t just blindly reply. Literally each name required looking through Jessica’s accounts, skimming through their text history, and so on. It had to be believable when it was ‘Jess’ messaging back, and I made sure to match her typing style and energy with each girl as well. I confirmed with countless people that she was spending the summer as a maid, as apparently that was something she hadn’t advertised at the end of the semester. And, of course, affirmed her virgin status to anyone who asked.
As for Jess being a lesbian, I was going to wait on that for the time being. Mostly since I hadn’t decided what was the most interesting approach. A coming out post, for everyone to see all at once? Or perhaps sharing the secret with one or two friends who didn’t seem like they were close enough with her to keep that to themselves. Actually, it would be kind of funny to start flirting with a girl or two until they got the hint that ‘Jess’ was being more than just friendly.
So many possibilities. There was no rush, considering how much summer I had left.
My girlfriends and I still had to get ready for the day, so Jess would just have to squirm for a while. In a number of ways. She probably had to pee after not going in quite some time; if not, I’d make sure to give her a big mug of coffee as soon as I made it downstairs. But also, not knowing what was on her list for the day would ideally make her nice and nervous.
In the meantime, I was going to have a relaxing morning. A nice, long shower. Taking my sweet time picking out an outfit and dealing with my hair and make-up. Though we were on a schedule, we were also popular enough that we could arrive most places fashionably late. As long as we were out of the house by noon, there would be plenty of time to make an appearance at the not-that-important event the three of us were invited to.
Unlike dear Jessie, I was perfectly comfortable when it came to casual nudity. Like Willow, I had no shame in stripping down and looking through a few potential outfits before bothering to make my way towards the bathroom. Willow and Lillian didn’t bat an eye as I flaunted myself; they were used to it, and Willow also hadn’t bothered covering herself up yet.
It had kind of become a game. We weren’t attracted to each other like that, though it was still amusing to be shameless with our bodies. Plus it was a good way to practice being comfortable and confident while fully exposed, as it wouldn’t always be with like-minded girls.
An hour later, give or take, we were all dressed up and done getting ready for the day. I led the way downstairs, putting on my best scowl as I stepped into the kitchen. Jess had made us breakfast and prepared a little mimosa station, and seemed to be busying herself with cleaning up after herself with the extra time she had before our arrival. It was cute and subservient, and her continued nudity was amusing, but she had completely failed to get started on the first task I gave her.
“Jessica, what are you doing?!” I snapped, “Why aren’t you outside?”
The look on her face was priceless. “Umm, I-” her hands twitched, but she managed to push back the reflex to cover herself. “I thought you wanted-”
“I gave you a specific list,” I cut her off, “Outside. Now. Unless you want to lose even more privileges?”
For a moment, she seemed torn between wanting to outright obey vs. asking for some guidance. Ultimately, she just averted her gaze and scurried towards the sliding glass doors, giving us all a view of her bare backside.
“Wait.” Just as Jess was taking a step outside, Willow got her attention. “Come here, Virgin. Have you been practicing?” With that, she closed the distance and deeply locked lips with the naked girl.
There wasn’t nearly as much build-up as when they had been making out in bed. Pretty much right away, Willow got her tongue involved. Lillian and I got to enjoy the show for real this time around, not that it lasted very long.
Willow broke things off almost as quickly as she got into the kiss. “That was literally worse than before, Jessica,” she sighed, “I thought I told you to practice. Did you?”
The submissive brunette was already flushed from her little sapphic performance. Her cheeks darkened as she mumbled an embarrassed, “N-no . . . not yet.”
With a quiet sigh, Willow said, “Get on that. You kiss like a virgin; I want you to make out with me and future girlfriends like the lesbian slut you are. Okay?” Not waiting for a response, she reached into her purse and pulled out Jessie’s glasses. “Here. This is your reward for not being a total prude. But next time, you’re going to do better.”
I shot the redhead an amused smirk while Jessie was focused on her rather than me and Lillian. It was such a perfect ‘kind’ reprieve, timed just right to make the pathetic virgin squirm. She probably wanted to dart back upstairs and look through the list of chores, which conflicted with my order for her to get started outside. If she did dare to sneak up to the guest room after we left, she would find the door locked. And, if she magically managed to get in despite that, the note from before was long gone.
Getting her proper vision back was ideally going to be more of a curse than a blessing. She’d see her exposed self more clearly while working, and there was something fun about a girl like her just wearing glasses.
In case she needed a little nudge, I snapped my fingers. “Jessie. Outside. You have a lot of work to do.”
There was that flicker of hesitance again, before she turned and stepped through the cracked door. I was curious what she would try and tackle first. The yard work alone had countless tasks that needed to be taken care of, not to mention the garden maintenance and whatever cleaning and upkeep the pool needed. We did have someone for a lot of that, but it would be entirely Jessie’s fault if she couldn’t keep track of which responsibilities were and weren’t hers.
“I guess we could pregame a little,” I shrugged, as soon as Willow closed the door behind her. No reason not to, when dear Jessica set up the little mimosa station on the end of the counter.
Maybe she wasn’t a totally worthless servant after all. Unfortunately, I doubted I’d be able to fully tame her to the point of her not whining to my parents when they returned. Besides, I was looking forward to seeing how she’d manage college after a whole summer of having her life systematically torn down by me and my friends.
For the time being, I was happy sipping my drink and watching the subtly stressed body language of the girl as she tried to figure out what to do first.