The Housekeeper, Chapter Five
Chapter Five
Hannah
This was going better than I thought it would. Way better.
Especially since it’s not like I had a plan. My friends had already been set to come over, as it’s not like having a ‘housekeeper’ meant that I was grounded or anything. But once I had decided to put little Jess in her place, having power in numbers certainly wouldn’t be a bad thing. The brunette was young, and small, and poor; why else would she take a summer job? And with the lovely title my parents had given her, as well as her inexperience when it came to my lifestyle, it would be simple enough to push her into the role she had technically signed up for.
Drinking with my friends set her off just like I hoped it would, and it was SO satisfying to watch her flail backwards into the pool. The way her wet top hugged her chest, however, was a reminder of how obnoxiously well endowed she was. Something would need to be done about that ASAP. And, sure enough, she gave me an opportunity to really screw with her. Taking a shower.
I took half of my friends upstairs once I heard the water running, and put them to work stealing everything in the guest room Jess had chosen for herself. While they handled that, I took the job that was both more fun and more risky. I soundlessly slipped into the bathroom and scooped up Jess’s pile of wet clothes on the floor, followed by the clean ones she had left neatly folded on the counter. All the while, I stayed low, making sure my blondeness and my movements wouldn’t be easily noticed through the fogged glass. Last but not least, I swiped all the towels; even the hand towels, so the naked girl wouldn’t have a single thing to dry off with.
When I returned to the guest room to check on my friends’ progress, I was happy to see an empty room waiting for me. Jess had just arrived, after all, so it’s not like she had unpacked much. To finish things off, I locked the door. That would keep her out for a while. And, if she somehow picked the lock or climbed in from the outside, then she would learn that her efforts were totally wasted.
Just when I was relishing in the fact that I had stranded my babysitter buck naked in the bathroom, as I went so far as to lock ALL the doors in case she decided to pilfer through my stuff or my parents’ closets out of desperation, I thought of something much better for the girl. I had no idea how long Jess would be in the shower for, so I was suddenly running down the hall in my bikini to find the french maid outfit. It was more of a costume than a uniform, designed to be slutty for girls who liked to wear such things on Halloween. Or, in my case, to use for roleplay every now and then. I had a number of costumes for both girls and guys, because I appreciated both genders equally.
Only for Jess, this wasn’t about sex in the slightest. I just wanted to visually seal her in the role of ‘housekeeper.’ And, if she happened to look a little slutty at the same time, all the better.
I snuck into the bathroom again. The french maid number was left on the back of the door, and I also swapped her contacts out for a pair of ugly glasses that Taylor found deep in one of the pockets in Jessica’s backpack.
Shame there wasn’t a way to install a few cameras in the room to watch the girl’s reactions to what I had stolen and left behind. At least, not at the time. Maybe I could order some cameras for a few rooms of the house. Correction; maybe Jessica could order them. I had her wallet now. Her credit cards were mine to play with, and I assumed her driver’s license would have the zip code required for online purchases. But that was fun I’d have to have later. For now, I was happy drinking with my friends and waiting to see if little Jessie opted for nudity, the slutty maid costume, or something ridiculous like finding curtains or a rug to cover herself up.
To my delight, she went with the costume. And it was amazing! The top half squished and flattened her breasts to the point that she no longer looked bigger than me, and the skirt showed everything. I don’t think even Jessica was aware just how often she was exposing herself. Because my friends and I were all seated by the pool, some in chairs and some with their legs dangling in the cool water, we all had great angles to check her out.
The subservient girl was totally bare down there. Her pale little ass was nothing to write home about. And, most importantly, her tiny slit was easily visible again and again from both the front and the back. With her modesty being stripped away, as well as her dignity while cleaning up after us like a proper maid, I could tell that none of my friends would take little Jessie seriously moving forward. On top of everything else, I took a lot of pleasure in how hot I looked with my perfect hair and perfect body in comparison to Jessica’s damp hair, nerdy glasses, and pathetically petite frame wrapped up in a slutty french maid costume.
For a while, I just bossed her around with the help of my friends. Not only for the fun of it, but also to get Jess used to her role moving forward. If my parents were dumb enough to label her a ‘housekeeper,’ and if Jessica was enough of a pushover to allow all of this to happen with very little protest, then I wasn’t going to relent any time soon. Instead of a babysitter, I was going to have an obedient little maid for the next six weeks.
It was a great afternoon. My girlfriends and I got to hang out and drink to our hearts’ content, and for once we didn’t have to take turns dealing with snacks and clean-up. Instead, we simply had ‘Jessie’ do everything for us. I could tell that Jess wasn’t a huge fan of her full name, but her little reactions to the alternative nickname made it clear that I had found something she liked even less. And, after making her serve us for a few hours, she voiced that she needed to use the bathroom. Better yet, she politely asked for permission after just the tiniest bit of prodding.
She was at her most vulnerable yet. Dressed up like an obedient slut, worn down from all of our orders, and needing to pee. The perfect time to strike.
“So, Jessie,” I began, enjoying the subtle twitch of distaste that always seemed to follow my new name for her. Give it time, Jess. You’ll get used to it. “You said you’re not a lesbian?”
“No!” she immediately snapped.
“You didn’t say that?” I clarified, “So you are a lesbian, then?”
“Ugh, no! I’m straight.”
Boring. But also predictable.
Just to my left, Lillian was the first to pick up on this new game I was starting. Granted, it wasn’t that new. Jess wasn’t the first girl we had grilled. There were plenty of parties where my friends and I were able to overwhelm a girl we wanted to destroy with difficult questions. And, when said questions came from all sides, it seemed more like intense group curiosity than a targeted attack. “How many times do you masturbate a day, Jessie?” Lillian asked.
Jess’s cheeks turned SO red. “W-what? That’s- that is none of your business!”
“Jessica.” Opting for the full name this time to get her attention in a different way, I flatly said, “Answer the question. If you want a break, then act like one of the girls.” Gesturing to all the bikini-clad high school graduates around me, I explained, “We do truths like this all the time.”
“But-”
“Yes, Hannah,” I said.
“Yes, Hannah . . . ” she echoed.
“Good girl. Now, how many times do you masturbate a day?”
The look on her face told me everything. There was absolutely no way to safely answer a question like that. Because she was right; it was super personal. Any number would basically be telling the whole room that she pleasures herself. Girls that were confident in themselves and their sex lives would be able to say anything and not give a shit what others thought. But it was clear that Jess wasn’t like that.
Amusingly enough, her answer was exactly what I thought it would be. Nervously glancing away, the little brunette mumbled, “Once . . . ”
Easily the tamest answer without seeming like a total prude. I actually had no idea whether or not it was the truth. Just because Jessica was a doormat didn’t necessarily mean that she didn’t take time to play with herself multiple times a day. Girls could be unpredictable like that. I didn’t have time to press about it, however, as Lillian followed up right away. “Just once? Cute. How do you do it, Jessie? Fingers, or toys?”
“Umm . . . ” One look towards me and my stern gaze was all the girl needed to comply. “Fingers.”
It was difficult to tell whether it was the questions that were causing the girl to fidget, or the need for the restroom. While it wasn’t quite the cliché bathroom dance, it was close. Since Lillian was the one interrogating Jessica at the moment, I was free to look the slutty maid up and down. The most noticeable movement was the way her hips were slowly gyrating as she adjusted her thighs and posture again and again. Then there were little things, like the way her bare toes would twitch, and how her hands couldn’t stay still.
True, it could have been the cold floor under her feet, or the fact that she was the center of attention during the uncomfortable line of questioning. But I knew better. If it was just those things, then the college girl would have pushed back harder against the barrage of inappropriate questions. No, little Jessie was trying to keep from bursting, and playing along only because it felt like the only way to get the bathroom key. If only she had managed to think outside the box–our property was pretty secluded, and sneaking outside to pee behind a bush would have probably been more comfortable than subjecting herself to all of this.
Taylor spoke up when Lillian was done asking about fingering technique, and porn preferences, and a number of other questions that made Jess stammer out the most vanilla and minimalistic answers in an attempt to save face. “What’s your favorite sex position?”
Jessica’s face went white.
In contrast, my eyes lit up. I knew it. I KNEW IT. She was a fucking virgin! If she had a real answer to the question, even something as boring as missionary, her reaction would just be awkward and hesitant like it was when it came to her masturbatory habits. Instead, there was a distinct panic in her expression and body language. The kind where she’s about to be caught in a humiliating truth in front of the worst audience possible. Worse than peers; we were girls she was supposed to be in charge of. And there was no getting away from this. Not if I had anything to say about it. “Jess.” My tone was gentle, as I gazed at her with a fun combination of pity and curiosity. I wondered if she caught that it was the first time I had used her preferred name in quite some time. “Have you never fucked a guy?” Less scary than the V word, but still with a swear in there to make the question blunt and a tad intimidating.
Jess
This was my worst nightmare.
So far, I had managed to avoid anyone finding out about my virginity. At university, I would simply lie by omission. It was easy enough to imply that I had experience in the bedroom, and it’s not like it was a total lie. I had done pretty much everything except penetration. But now Hannah was calling me out, and I was totally on the spot. I was a lot better at half-truths than flat out lying, and it sounded like she already knew the answer. But could all of her friends tell, too?
“That’s none of your business,” I meekly replied. Same attempt as before, and I could tell right away that it wasn’t going to stop the blonde from pushing the matter.
“Jessie, tell us the truth,” she said, “Or would you rather continue your chores naked? And without those pretty glasses?”
She wouldn’t! The sarcasm in regards to my glasses hardly registered, as I was too busy worrying about being stripped. While Hannah had claimed to her friends that this mortifying outfit was mine, technically it belonged to her. Which meant she could take it back if she wanted to. Plus, the urgent need to pee was still there. “Hannah, please . . . ”
My plea fell on deaf ears. “Answer the question, Jessie. Have you ever fucked a guy?”
Wincing at the crass way to describe the first I had yet to have, I blurted out the simple answer before I could stop myself. “No . . . ” I didn’t even bother explaining myself. My answers to the deeply personal questions so far had been bad enough; they didn’t need to hear about my second and third base experiences.
A few hushed whispers and giggles filled the room, but Hannah didn’t partake. Instead, she kept her gaze trained on me. “And what does that make you, Jessie?”
I knew what she wanted to hear. With a lump in my throat, I practically whispered, “A virgin.”
“What was that? Say the whole thing, girl.”
“I’m a virgin.” My lip quivered the slightest bit as I said it for the whole room to hear. Deep down, I knew it wasn’t that big of a deal that I hadn’t had sex yet. But that internal logic was impossible to listen to when this was the very first time I confessed my virginity to anyone, ever. And, of all people, it was to Hannah. And friends.
With a smirk, the blonde picked up one of the water bottles I had recently delivered the girls. Apparently they knew how to hydrate amidst day drinking. Rather than tease me about my lack of sexual experience like I expected, Hannah simply held out the water from the fridge. “You look exhausted, Jessie. Sweaty, too. Why don’t you show us those chugging skills again?”
But- but-
No way. I couldn’t drink a whole bottle! My bladder was already feeling a bit bloated and pained from waiting so long to speak up about my need to go. The last thing I needed was a drink. “Hannah-”
“Go on, Jessie. Then we’ll talk about your break, okay?”
Okay. I guess that was fine. If I was able to use the restroom immediately after downing all the water, then it wouldn’t be a problem. And, as I had already learned, arguing with Hannah was impossible. It would just drag things out and result in her getting what she wanted anyway. So, resisting the urge to sigh, I simply said, “Yes, Hannah.” Unscrewing the cap and steeling myself with a huffed exhale, I pressed the bottle to my lips and tilted it back.
The first half of the process was fine as I opened my throat and allowed the cool liquid to flow through as quickly as possible. The rest, however, made me regret the decision to do as I was told. As I drank, I felt an intense pressure on my bladder. Oh God, I had to go SO badly. Chugging more water was beyond counterintuitive, but I forced myself to keep going. Just a little more . . .
Gasping as I finished the last drop, and pressing my thighs together as tightly as possible, I was suddenly worried about my ability to walk to the bathroom without disrupting the delicate balance I had created with my posture. “There. Now, can I please have the key?”
“Hmm, what do you think, girls? Does Jessie deserve a break? Show of hands.”
Not a single hand went up in the air.
“And who thinks she should get back to work?” Hannah raised her own hand, and literally every girl followed suit. Putting on a mock pout, she said, “Sorry, Jessie. Majority rules. You’ll have to hold it. Now, how about a fresh round of drinks?”
“NO.” My voice came out a little more shrill than I had expected, but I tried not to let it discourage me. Volume was more important than tone. “Hannah, I need to use the bathroom. Like, now!” Like, desperately. “Look, just-”
“JESSIE. God, what the fuck? You’re supposed to be my housekeeper this summer. That means serving me like a mature, proper girl. Not acting like a pathetic little baby and whining about the toilet. You should have gone when you got here, or before your shower.” She stood up. Towering over me with each step forward, she demanded, “Now, are you my housekeeper? Or an immature brat? And for fuck’s sake, Jessie, stop fidgeting.”
Hannah placed her hands on my shoulders and jostled my body into a more proper stance, which was enough to cause the inevitable to happen. I had no choice but to slightly pivot one of my feet to keep from falling over completely in response to her movements, which slightly separated my thighs. It wasn’t much, yet it completely destroyed the dam I had been working so hard to maintain.
I was completely powerless to stop it. Tensing up, and gasping in horror, the floodgates opened and I began wetting myself right there in the middle of the living room.