The Housekeeper, Chapter 36
Chapter 36
It wasn’t up for discussion. One second, Hannah was mentioning how I might need to be spanked. The next, she was moving over to the sofa and patting her lap. “I’m assuming you prefer to be naked for this kind of punishment, Jessie,” she said, “Just like you were for your lesbian massage.”
But- It wasn’t like that! I hadn’t known at first that Janine was going to be ‘treating me’ to the unadvertised service. Not that it was actually her treat, when everything was charged to my card afterwards. And I wasn’t a lesbian! Although I couldn’t say that without incurring Hannah’s wrath. Nor could I argue against her command about getting into position without a stitch of clothing on.
Despite Hannah’s implication that I had been punished like this before, I had never actually been spanked. Ever. Not by my parents or any other authority figure. Certainly not by a peer of mine, let alone one who was a couple years younger. And Hannah wasn’t exactly the ideal ‘first,’ when I had already experienced what it was like for her to lay into me both verbally and physically.
Like so many of her summer outfits, Hannah was dressed in a skimpy shorts/tank top combo that left her thighs almost completely bare. I tried not to wince as I reluctantly positioned myself on her lap, when literally any negative response I had towards her didn’t end well for me.
As soon as I was somewhat settled, Hannah grabbed my waist and roughly pulled me into the exact spot she wanted me. “Lillian,” she said, “Get me the hairbrush from the bag in your room?” Unlike when she bossed me around, Hannah treated her friends with a little more respect by making it sound like a request.
Lillian still did it, of course. “Mm hmm. Be right back!”
“Willow?” Hannah addressed the other girl, “How about a before and after picture?”
“Great idea,” Willow said, “Pout for the camera, Virgin.”
Patronizing as the tease was, I was probably already pouting to some degree. Smiling would be the real challenge amidst the persistent humiliation. At the same time, my real preference would be burying my face in the sofa so no one could see that it was me being spanked. As if that would make much of a difference, when the girls already had plenty of photos and videos of me.
“Jessica!” Hannah snapped, “Hold STILL.” Out of nowhere, her hand cracked down on my ass.
I let out a little yelp, immediately failing in terms of not moving. Honestly, I thought I had been rather still before being yelled at about it. Maybe I had been nervously fidgeting without realizing it. However, the rough slap made me jump a little bit, both in surprise and from how painful it was. “Sorry,” I mumbled, purely by reflex.
“‘Sorry, Ms. Hannah,’” she corrected me. Resting her hand on the cheek she had just struck, as a warning to behave, it was only a few seconds before she decided to have some more fun at my expense while waiting for Lillian to return. She adjusted her hand and gave me a sharp pinch, then commented, “Spanking you is going to be a challenge. It’s such a small target.”
“Mm hmm,” Willow agreed, “How does a girl have such big tits . . . ”
“And such a pathetic ass?” Hannah finished her thought, “No wonder nothing I give you fits you. If you had actual curves down here, maybe your clothes would stay on. Just another reason it makes more sense for you to be naked.”
Willow quietly giggled. “Maybe she should apologize.”
“Maybe she should,” Hannah said, “Are you sorry having a small ass, Jessie?”
I was blushing again, torn between feeling embarrassed and offended. After countless apologies for the size of my chest, I was now being told to do the same for something that was entirely out of my control. “I’m sorry,” I awkwardly said. Going along with this would have been bad enough while clothed and on my feet. Doing so while naked and over Hannah’s lap made it that much worse. Naturally, I was pressed to be more specific, at which point I clarified, “I’m sorry for having a small ass.”
“A pathetic ass,” Hannah corrected me.
“A pathetic ass,” I echoed. Then I was made to say the whole thing. “I’m sorry for having a pathetic ass.”
“About time,” Lillian said. She stepped back into the living room, twirling a hairbrush in her hand. Specifically, MY hairbrush. It was the one I had packed for the summer. “I was wondering when someone was going to say something about that. Honestly, she kind of deserves to be spanked just for that.”
“You’re right,” Hannah replied, “Guess I’ll have to give her double the spankings. For being a bad girl, and for her pathetic ass. What do you think, Virgin? Do you deserve double?”
No. Of course not. And yet, I nodded. “Yes, Ms. Hannah.” I still couldn’t believe she was about to use my own brush for this. And double of what I hadn’t been given a number.
“That’s what I thought,” Hannah said. She gave me another pinch, then returned her attention to Willow. “Did you get a good picture?”
“Of course,” Willow said, “She looks great. For now.” I still hadn’t figured the redhead out. While Lillian was like Hannah in a lot of ways, mimicking her friend’s casually cruel tendencies, Willow alternated between her own mean streak and being more teasing and lighthearted about everything. It was embarrassing in its own way, when she treated so much of this like it was perfectly normal.
“Ready, Virgin?” Hannah asked. She took the hairbrush from Lillian, and didn’t give me much time to prepare myself beyond how I had been over her lap ever since Lillian had run her quick errand to the bedroom. Before I could consider if that was where all my belongings were being held–those that hadn’t been sold or destroyed–Hannah cracked the hairbrush down against my ass.
Again, I yelped, jolting a little bit as well. It was way different than being smacked with a hand; more painful, too. The back of the brush was rubber, thankfully. I couldn’t begin to imagine what this might be like if I had packed a wooden one for my stay. Even so, Hannah had more than enough leverage to make it hurt.
She struck my opposite cheek just as hard, before reminding me, “Hold. Still. Every time you squirm, the spank doesn’t count. Got it?” Like before, she gave me very little time to process her words. Going back to the first cheek, she slammed the brush down for what was technically still the ‘first’ hit, per the rules I was just now being told.
Somehow, I kept myself from physically reacting. That was HARD. They weren’t all going to be like that, were they? I was immediately snapped from my thoughts when she gave an equally harsh blow to the other side. Then the first again. Then the other. Again, and again, and again.
Hannah eventually found a rhythm that made things slightly less rough, though the relentless pace was awful in its own way. At first, I tried to keep track. Counting two at a time, and hoping it would give me some sense of how many she had in mind. It struck me at twenty that there was a good chance she wasn’t bothering to do so herself and, around thirty, I started to lose count.
It was just too much. A lot of my focus was purely on holding still, and I also didn’t want to make too many embarrassing sounds. The more my ass stung from the nonstop assault, the less I could manage. First, I stopped counting. Then, I allowed more cries and yelps and squeaks escape as I continued being struck by the hairbrush. Finally, when I was on the edge of tears, I couldn’t help but give a full body flinch when I saw her raise the brush out of the corner of my eye.
Instead of giving me a breather, or maybe calling it quits, I could tell that she was about to strike me as hard as she could. Rather than swing down with her arm, she stopped to yell at me. “Are you serious, Jessica?! You’re my fucking housekeeper. Your literal job is to follow my instructions, and I only gave you ONE. Can you tell me what that was?”
My voice caught in my throat. I knew that this was the first of many questions that wasn’t rhetorical, yet I was worried that I was going to end up crying if my voice cracked in my attempt to respond. I was already pretty close to tears with how my eyes were watering.
When I hesitated, failing to speak up right away, Hannah began whaling on my backside all over again.
I only lasted another ten or so before exclaiming, “I’m sorry! Holding still! My job is holding still!” A few tears finally escaped the corners of my eyes, and my voice sounded just as weak as I expected, “Hannah, please!”
The hairbrush cracked down on me again. “It’s ‘Ms. Hannah.’” Another hit. “You’re a bad girl, Jessica.” Another. “You deserve this.”
It wasn’t long before I was full-on crying. My buttocks must have been a deep shade of red by the time Hannah finally rested my brush on my stinging cheeks. “Are you going to behave from now on, Jessica?”
“Y-yes!” I hastily replied, face stained with tears and absolutely terrified that the furious girl would start a new round. Amidst the pain and humiliation, it was mostly lost on me that she reserved my full name for when I was in trouble. Ultimately, I preferred ‘Jess,’ which I hadn’t been called since less than an hour after my arrival.
“Yes, what?” she coldly asked, lifting the hairbrush ever so slightly.
“Yes, Ms- Ms. H-Hannah!” I cried.
In response, she delivered three swift strikes of the brush, all on the same side. “What are you doing?” she snapped, “Get the fuck off of me. And don’t you dare cover up. We’ve already seen everything there is to see.”
I didn’t need to be told twice. Scrambling off her lap, since standing up meant not being spanked any more, I only realized once I was on my feet that I had no idea where to stand or what to do next. Should I stay by the sofa? Return to Willow and Lillian?
“You got a decent ‘after’ pic, right?” Hannah asked, “I’m assuming you’ve been snapping shots this whole time.”
“Obviously,” Willow said, “I have plenty. I’ll go through them later and send you the best ones.”
“Good,” she said. Tossing my hairbrush onto the empty cushion next to her, she leaned back and asked her friends, “Which one of you wants to put my useless virgin to bed?”
Willow half-raised her hand. “I can! Let’s be honest; she wouldn’t survive Lillian.”
“Rude,” Lillian smirked, “Whatever. I’ll take some quality time with Hannah over her housekeeper any day. Should I make us a drink, or does Jessie need one more job before Willow takes her away?”
Hannah considered the idea for a moment, before deciding, “You can make us something. You’re a better bartender, anyway. Maybe you can teach her later. She can fetch bottles and cans, but her cocktails weren’t the best last time.”
“Sure,” Lillian shrugged, “But only if she’s naked for her lesson. Makes it easier to discipline her when she messes up.”
“Fine by me,” Hannah said, “Jessie? Apologize for your tits, your ass, and for being a bad girl today. Be specific, or you’re going right back over my lap.”
That was- I wasn’t exactly in a state for critical thinking, or for speaking. But I’d do anything to avoid another spanking. “I’m, um- I’m sorry for . . . my boobs being too big,” I muttered. Before now, I had only needed to say ‘for my boobs.’ The next part was more straightforward, when I had already been prompted before Hannah got into the spanking. “I’m sorry for my- for my pathetic ass.” I was supposed to be Hannah’s babysitter. Yet I was about to talk about how I was a ‘bad girl.’ It took me a second to remember what I had actually been punished for. “I’m s-sorry for- umm, for wasting my money . . . on a lesbian massage. And . . . for wetting myself in the lobby.” Those were mostly phrases from Willow and Lillian’s retelling of the tail end of our outing. The last part was particularly embarrassing, when having an ‘accident’ in the middle of a public room sounded worse than doing so in the privacy of Hannah’s house.
Hannah just stared at me. Deliberating over whether that was good enough for her impossible standards. After a long ten seconds or two, she said, “It’s a decent start. I’m sure you’ll do better next time.” Then she turned to Willow, “You can take her. But don’t let her out of your sight; I trust her even less than I did before.”
“This way, Jessie.” Without missing a beat, Willow gracefully swiveled on her heel and walked away.
It took me a moment to register that we were done just like that. Willow had already turned the corner, leaving me to scurry after her. Rushing around the house and doing chores for Hannah and the girls while naked was rough enough where my breasts were concerned; without a bra, there were a lot of movements that were uncomfortable. Now I also had to contend with my stinging backside, which I could feel throbbing with every single step.
Willow led me upstairs, where she took me into the bathroom in which I had taken a shower with Hannah. The door was wide open, compared to when most of the rooms had been locked that first night. Although that kind of made sense; now, I knew not to cross Hannah, plus the cameras around the house meant that I couldn’t break any of my rules whether I had ‘supervision’ or not.
“I was going to give you a bath,” Willow said, “But I think the hot water might be too much for that little ass of yours right now. Here, take a look.” She gently gripped my wrist and guided me to the sink, where she had me face away from the mirror and look over my shoulder to examine the damage. “See?”
Oh, my God. My ass was DARK red. In a way, it matched my body that was unevenly burned from the combination of the tanning bed and my time spent in the summer sun without any protection. While I was rather fair skinned, my private areas were a bit more pale; that made my reddened buttocks particularly crimson in the aftermath of the spanking. There was a good chance I was going to bruise down there within a few hours, too.
“Cute, right?” she giggled, “Okay, I’ll be right back. Don’t move, Virgin.” Willow left me alone in the bathroom to continue assessing the aftermath of Hannah’s assault.
As I continued looking at the mortifying shade that wasn’t going to lighten any time soon, the lingering soreness/stinging felt more pronounced. I could only imagine what sitting down was going to be like for the next day or two.
Willow was back within a minute or two. She came back with my toothbrush in hand; there was already toothpaste on the bristles. “Why don’t I help you get ready for bed?” she said, “You’ve had a long day.” She had me face the sink the way I’d normally stand for this part of my evening ritual, yet didn’t hand me the brush. Instead, she put the head under the faucet for a few seconds and then brought it up to my mouth. “Open, Virgin.”
Something mundane as brushing my teeth (or having them brushed for me, apparently) still felt somewhat sexualized when Willow so casually paired those two words together. But I did as I was told, feeling like a child as the redhead stuck the brush in my mouth and started scrubbing.
It was patronizing, obviously, and also not as smooth when it was someone else’s hand instead of my own. Willow was being gentle enough, which proved her point about being the better choice for this compared to Lillian. Even so, it got to the point where I was frothing and drooling a little bit before she noticed that I needed to spit.
When she finally did see that my mouth was full, she just let out another soft laugh and stepped aside so I could use the sink. “Bedtime, Jessie. You can sleep in my room tonight. Hannah deserves a break from her little housekeeper, don’t you think?”
I wasn’t going to complain. Willow was devious in her own way, though she wasn’t nearly as harsh as Hannah. Following her to the bedroom, I was surprised when I saw that she had laid out pajamas for me on the bed. A matching silk set; pink shorts and a loose top. They looked way more comfortable than anything else I had been given to wear over the last few days. No underwear, but anything was better than being fully exposed.
Flushing as I bent over to put the shorts on, as well as how my breasts shifted with WIllow right there when I pulled on the top, I was further surprised with how both pieces actually fit my body. For once.
“Cute,” Willow commented, after looking me up and down, “Ready for bed?”
“Yes, Ms. Willow,” I hesitantly said. Until I was told otherwise, it was safe to assume that all three of them wanted to be addressed properly. They were in charge; I was the housekeeper who waited on them hand and foot.
“Don’t just say it,” she replied, “Give me a kiss goodnight. On the lips.”