Fuckbuddy Demoted to Sissy-Maid Pt. 03

WARNING: From this installment forward, some foot humiliation elements will be present. If this is not your cup of tea, I’m sorry, it is mine.

Chapter 6: Putting the maid in Sissy Maid

Seeing how easily I had given up to her demands and given up my sissy-pussy was immediate confirmation for Marion that her plan was headed in the correct direction. She realized how much I was willing to give up for the privilege of fucking her, and knew that as she normalized that I would give up much more. On top of that, it was proof of what she had found online: a horny sissy is an obedient and malleable sissy.

As a result, our following sessions would always begin with her edging me while playing with my ass soon after I changed into my sissy-clothes. I was naive enough to enjoy this part, looking forward to it in fact, as Marion would always find ways to put me into compromising positions that left me vulnerable and stripped away at my masculinity, perfectly playing into my sissy fetish. Whether she had me bent over a table, tied spread eagle on the bed, or even ‘stuck’ in the washing machine, Marion let her imagination take the reigns. As she edged me a few times, fingering my ass the whole time, I would be left a quivering, begging mess, a mindset suitable to expand Marion’s power.

Marion would make me beg for release, and of course, work for the right to fuck her, pushing my sissy-duties a little further every time. She later explained to me that while she of course enjoyed having a maid for free, what she really loved was the power rush she got from humiliating me. Every time I would obey one of her orders, she would get a little hornier. Seeing chores that used to be a massive concession on my end become ‘normal’ would find her squirming with excitement. And every single time I debased myself in a new way to gain a minor favor she felt empowered beyond belief. She craved the validation of seeing someone who was once her equal grovel at her feet, beg for her scraps, and willingly give up their dignity. And in my sex-addled mindset I would be all for it, relishing in the humiliation of having to pander to the whims of my fuck buddy for the privilege of something that used to be the whole reason we were meeting.

Marion expanded my maid duties by building upon me doing her dishes, as it was now a given, so she didn’t expect me to fight her much on it. At first, she simply stopped pilling up her dishes in the sink before my arrival. So when it was time for me to do the dishes, she asked:

“Can you pick up the dishes around the apartment and get them cleaned up?”, to which came the now usual “Yes, Miss.”

From that day, I would have to pick up the used plates from the living room table and used teacups from her bedside table and the coffee table. She claimed she like “watching me strut around in my sexy heels”, and so I dutifully obeyed, getting more comfortable in my heels every day. She also began leaving the pans and pots she used for cooking scattered around the kitchen, which I dutifully picked up.

Picking up the dirty dishes lying around her apartment naturally expanded to picking up after her in general. She started letting the used napkins from her lunch in the dirty plates, and any packaging lying wherever she was when she finished using it. Cereal boxes would be left in the living room after her breakfast, wrappers for the biscuits she enjoyed with tea could be found pretty much anywhere. Walking around the room under Marion’s gaze while picking up after her was one of the most degrading experience I had ever gone through. I couldn’t help imagining her snacking on a biscuit and just tossing the wrapper wherever, with a disdainful the-maid-will-get-it shrug. It was such a small gesture but it reeked of entitlement, and that made my dick twitch every time. I was here to serve her, here to make the life of my better more comfortable, and she was taking advantage of it even when I wasn’t actively serving her, building up a mess that I would have to clean up later. This whole time Marion would either be lounging on the sofa, touching herself, or following me around and groping me, ensuring I remained an obedient, horny, mess.

Being asked politely if I would do something for her, implied there was room for me to disagree, which kept pulling me out of my submissive persona. So when she suggested by text that we add a safe-word to our play (I picked ‘pineapple’, very original, I know), I gladly agreed, hoping it would help with immersion. And help it did, as she had realized that I got off on her entitlement, and that adding a safe ‘out’ for me would put the responsibility on me to stand up for myself. See, when she was asking me to do something, she was the one in a vulnerable position, it opened up a very easy window for me to simply say no. But by switching to a safe-word, she could instead tell me to do something, making it much more difficult for me to deny her requests. Additionally, it opened up for ısparta escort her the ability to force me into doing things. Before she didn’t feel comfortable making me do things if I was begging not to do them, as she couldn’t tell what was real from what was just play. But with the safe-word, she knew my pleas for mercy could be ignored if she really wanted to, as long as I didn’t say ‘pineapple’.

She made the change immediately when we met after deciding on the safe-word. On top of the usual mess I needed to pick up, clothes were lying around the apartment. She barely acknowledged it, until she had edged me twice, on all fours in the middle of the living room, in my French Maid dress, at which point she pulled out a box, and showed me its contents, which I immediately recognized: it was three metallic butt-plugs, of increasing size. The first one was fairly small, probably just below an inch wide at it’s widest part and not too long, I was fairly confident I could handle it since I was now pretty used to getting my sissy-pussy fingered. The second one was already noticeably longer, and looked probably around 1.3 to 1.5 inch in diameter at it’s largest spot. I assumed it would probably fit into my sissy-pussy, although I presumed it would fill me up nicely. The last one however, was terrifying: its conic tip seemed to be the same width as the smallest plug, but quite shorter, but it was then followed by a spheric shape, which looked to be around the same width as the second plug, and finally another spheric shape, slightly bigger than the previous one. I sincerely hoped she didn’t expect me to wear that one any time soon, as I could not imagine it fitting inside of me. Each one had a flared base adorned with a round, pink jewel, which would protrude between my ass cheeks, announcing my status to anyone who saw it.

“From now on, I will expect you to wear one of these at all times when serving me. We’ll start with the smallest one today, maybe train our way to the medium one. The biggest one I figured would be a good punishment when needed.”

And with that she simply lubed up the toy, and stuffed it my ass. Since she had just been fingering me a moment ago it went in effortlessly. She slapped my ass, sat on the couch and continued:

“Pick up the mess and get the dishes done now, we don’t have all day. While you’re at it, pick up the dirty laundry and put it in the hamper.”

And just like that, I was expected to wear a butt plug, and a new chore had been added to my list. She stared at me with intense eyes, gauging my reaction, seeing how I would adapt to this new dynamic. My mind was in intense turmoil, part of it revolting against the tyranny, against the intrusion in my ass, and against the thought of picking having to pick up even more after someone who not so long ago was my equal. That part might have won, if not for the edging I had received which had empowered the other part of me. The one that had my dick twitching in my panties, who felt it only fair that a maid should pick up after her Mistress, and who was thankful that she had used the smaller plug. That part of my brain made me get up, whisper “Of course, Miss” with a small bow. That part of me was irrevocably in charge when I was this horny, and relished feeling the plug inside of me every time I bent over to pick up something, reminding me of my station in life. Picking up her panties felt somehow intimate, while picking up her dirty socks was humbling, especially the smellier gym socks. Once my arms were full with what I couldn’t help but notice was more than necessary for just a week’s worth of change, Marion beckoned me to the couch where she had been laying, watching me and playing with herself. She took of her panties which had now a visible wet spot, and said

“Here, you can add these ones to the dirty pile… Oh but you’re pretty full… Surely we can find some place…”.

She then feigned having a great idea, before folding them neatly in a square, making sure the gusset was on the outside, and shoving them in my mouth.

“There. Keep them in there until you’re done with the dishes.”

And so I took the dirty laundry to her hamper, and started picking up the coffee mugs and tea cups lying around the apartment while sucking on the juices of the panties still in my mouth, loving Marion’s newfound authority. That dynamic switch would accelerate my downfall, but I loved it. As my kinks were centered around humiliation and domination, nothing made me harder than begging not to do a humiliating task just for her to administer a swift spanking for resisting her orders and being forced to do it anyways, usually with an even bigger twist to ‘teach me a lesson’.

Once done with everything, I came back to the living room where Marion was waiting for me. She had me bend over the armrest of the couch, took her used panties out of my mouth and replaced them with the dildo that had been in her pussy a second ago. kadirli escort She fucked my mouth with it for a second before taking it out. She asked me if my ass was enjoying its new toy, which I shamefully acknowledged. Moving around with the plug in my ass was a constant reminder that I was an owned slut. She lifted my skirt, and took the plug out. Once again she started edging me, fingering my pussy before saying:

“I’m going to need you to start coming over more than once a week. It’s pretty crazy that I have a maid now, and yet I’m living in an apartment that has never been this messy.”

I wanted to argue that just because she had a maid didn’t mean she couldn’t pick up after herself. Putting the dirty dishes in the sink and her dirty clothes in the hamper really wasn’t that complicated, and it would go a long way to making the place feel nicer. Instead, as my orgasm was building once more, I said:

“Of course Miss, what do you have in mind Miss?”

“We can still have long sessions once per weekend, but I will probably request your services twice or thrice during the week, I’ll text you when I need you. We can keep those sessions shorter, you can just do some tidying up, get me off, and I’ll send you on your way. You should probably leave your uniform here, and start packing a set of underwear so you can come straight after work.”

“Yes Miss, I’ll do that. I’m getting close Miss.”

She had never actually instructed me to warn her, but I knew better than to cum without warning her. She stopped the edging, and got on her knees on the couch, her hands on the backrest. “Good girl, come get your reward now, fuck me good.” It was the first time she let me fuck her from behind since we started exploring my sissy side, and I didn’t have to be told twice. I entered her in one smooth motion and went to town: clearly she had enjoyed seeing me slave around her apartment because she was soaking wet. A few energetic pumps and it was obvious I would be cumming in no time. I mean, I had literally been about to cum seconds ago, and I upgraded from her hand to her pussy. I tried to slow down to keep myself in check, but Marion started moaning and immediately told me to go faster. I tried every trick I knew, trying to focus on something mundane, trying to do some mental math (2 times 2 is 4, times 2 is 8, 16, 32, 64, 128, 256…), but I was past the point of no-return.

With a grunt I came inside her. I tried to keep going as long as possible, but that barely added 20 seconds to my mediocre performance. I pulled out of her as Marion gave a disappointed sigh. I started to apologize but she cut me off:

“Don’t stand there with your useless dick in your hand Slut, pick up a toy and get your Mistress off.”

I grabbed the dildo she had been using while I did her dishes, knelt on the floor next to her, and started fucking her with it. It didn’t take long for her to take the whole thing, while I kept a steady rythm pumping the toy in and out of her pussy. I could her her moans increasing and her breath getting short, clear signs that the toy was succeeding at the job I had failed so miserably at. In between breaths Marion told me:

“Lick my pussy, slut… Don’t stop fucking me…”

It took a bit of time to find a good position giving me access to her clit while still fucking her with the rubber cock, but eventually I settled on sitting on the floor below her. This way I could lick her from underneath, while still fucking her. It wasn’t the most comfortable position, but it was the best I could come up with. The double stimulation was working it’s magic on Marion: her moans were getting louder and I could feel her tense up. Soon enough she was coming, grabbing my head and keeping it in place in her pussy, which really wasn’t necessary as my face was the only thing keeping her from collapsing. Eventually she came down from her orgasm, and lifted herself slightly off my face, and told me to take the dildo out.

I did so slowly, the dildo coated in a mixture of our juices. As I took the bulbous head of the dildo out, a dollop of my cum came out of her pussy, landing on my face directly beneath her. It landed on my chin, but it still made me squirm and I let out a “Ewwww” which got Marion’s attention. She got herself off the couch and took a look at me before telling me in a laugh:

“Well Sissy, I guess that’s the price you pay for cumming early. What’s wrong? Guys give girls facials every time, it’s nothing to write home about.”

And I guess in a way she was right, plenty of guys gave plenty of girls facials all the time. Except Marion had never let me give her a facial. She found it degrading, and that didn’t mesh with her dominant side, and now that I was sissified I’m sure that wasn’t going to change… No way she would let me ‘mark her’ like that. So for me to get a facial like that was a new low. Sure, it only landed on my chin, and it was my own cum, but I still kadıköy escort felt humiliated.

“It’s humiliating Miss, you said so yourself, it’s degrading.”

“Yeah, but you’re not me slut. You should be happy it landed on your chin and not in your mouth slut. Keep complaining and next time you won’t be so lucky.”

I quickly shut my mouth. Swallowing was yet another thing Marion refused to do (“Hell no I’m not letting a man cum in my mouth, I’m not a hoe.”), but apparently that restriction only applied to proper women, not to sissy sluts. In the back of my mind I took note of her saying “next time”, but her threat prevented me from voicing my concerns.

After I cleaned up the toys, Marion sent me on my way, satisfied with her orgasm, her clean house and the progress she had made with my training.

Chapter 7: At her beck and call…

Before I left her apartment she had reminded me to leave my dress and heels with her, and to start packing a set of underwear to the office. She expected me to come straight after work when summoned, unless I gave 48h notice that I wasn’t available one evening. The thought of being at her beck and call lit a fire in me.

I couldn’t help but be afraid that someone would spot and question me about the garter belt, panties, stockings and bra that were now in my bag at all times. It also meant I had to maintain my body hairless, so I now took ten minutes in the shower every morning to run my pink razor all over my legs, chest, armpits and of course, my pussy. I was starting to see why it took women so long to get ready in the morning, there was a lot more upkeep to deal with.

Very quickly we developed a new routine. Every other day Marion would text me, and I would go to her apartment straight after work. She liked not giving me too much of a heads up, and I seeing her entitlement when she summoned me without warning. She would let me in, watch me change into my sissy underwear and my maid uniform. She would then plug me with the small plug, and edge me once, before sending me to do my chores. The main purpose of my visit was to pick up after her before the apartment looked like a pig pen, since she wasn’t interested in doing it herself anymore. When I was done with all the chores she would edge me again, then she would often make me get her off, with a combination of my tongue and her toys. When she was in the mood she would allow me to fuck her for a quickie before that (being edged constantly, a quickie was rapidly becoming the only way I knew how to fuck).

On some rare occasions she sent me on her way immediately after my chores were done, claiming she didn’t have time for more fun as she had to hit the gym. She made it sound like no big deal but really she wanted to see my reaction when she used me as her maid without any sexual gratification. For once, I did meekly complain:

“Miss, I was hoping maybe you could…” and then I looked down at my dick.

She gave a long sigh, before bending me over her knees:

“Slut, you are here for MY pleasure, not the other way around. I just told you I’m in a rush. You think a body like mine happens by accident?”

She punctuated every sentence with a loud spank on my ass. The combination of her strict treatment and her reminding me of my role sent me deep into sub-space, and made me melt into her. I made no effort to protect myself, feeling that I deserved the punishment I was receiving. Marion was doing her best not to show it, but she was stunned: it was the first time she had tried to ignore my complaints, even though she considered them pretty reasonable. If I had stood my ground even a little bit here, she would’ve relented and accepted that the price of an obedient Maid was a quickie, or at least a hand job. Instead I folded almost immediately, not only apologizing for stepping out of line, but even thanking her for punishing me.

My surrender had her juices flowing, and it took all she had not to fuck my brains out right there. Realizing that she could fuck me whenever she wanted, but only had this one opportunity to make me accept that being her maid no longer entitled me to sexual pleasure, she instead ordered me:

“Go fetch the second plug Sissy. Your punishment isn’t over.”

Any will to fight gone, I went to the box of sex toys, and brought her the second butt plug and the bottle of lube, before silently bending over her knees again. Slowly, this time, she worked the larger plug in my ass, pushing a bit before relenting, and pushing again, making progress while careful not to hurt me. As we neared the largest point of the plug I started to squirm in discomfort, but Marion squashed that down:

“Stay still sissy. And don’t make me use the other plug as a gag to make you quiet.”

Fresh out of my ass I had no desire to have the smaller plug anywhere near my mouth, so I did my best to obey. After a few more attempts the well-lubed plug made it past my sphincter and buried itself in my ass, kept in place by its flared base, the pink jewel clearly visible in this position.

“Good Girl, I knew you could take it.” praised Marion, before starting to jerk me off. While slowly taking me close to orgasm she jiggled the butt plug in my ass, making sure I could feel it inside me.