Digital Dominatrix 2.0 chapter 12 (Patreon)

Digital Dominatrix 2.0 chapter 12


“....Mike, was that curtsy I saw just now?”

Ah shit, I knew Emma would pick up on it easily. Here I was dressed up and dolled up as a maid, and I just performed a curtsy to my coworker.

“Ummm, yeah, I guess it was. Sorry, Mistress had me practising for half the day yesterday, so I guess that one kind of slipped out.” I explained, it was the truth, really. I guess that being dressed up in the maid outfit caused all my training to come flooding back to me.

“Oh don't apologise, Mike. I love it! In fact, I think you should keep it up while you're in my service.” Emma said with a big smile on her face. Good thing I'd practised.

“Yes Mistress.” I replied, leaning into the role with another curtsy. I could see a visible shudder run through Emma as she watched my subservient act. Whatever I was doing was definitely turning her on.

“You keep that up, and you'll definitely be getting a treat tonight.” She said in a voice that was laced with suggestion.

“Now, stop teasing me and get to work, sissy.” She said with a playful slap to my rear. I did just that, heading out of her room with a confident stride.

The problem with a confident stride, however, was that I had spent so much time practising on the treadmill in my heels that a feminine sway just came naturally to me now. I didn't need to think about it anymore. As soon as I started walking in the heels, my hips started swaying in that alluring manner that I had been forced to practice for so long.

“You've clearly been practising in those heels, sissy. I'm impressed. It's like you're trying to turn me on today, and here I thought I was the tease. Now, why don't you get started downstairs while I get changed.”

I did as she said and headed out of her room to find something to do downstairs, making sure to keep that feminine sway in my hips.

As I walked through Emma’s house, I was constantly reminded of the deal she had made. If I could keep myself from cumming, I could have her any way I wanted tonight. I thought it would have been easy, but now that I was walking around with my dick free to be hard in the panties I was realizing that it was going to be harder than I thought. For starters, Emma had convinced me to wear the panties we had gotten from the adult store, the ones that had a huge heart shaped cutout in the back, leaving my ass completely bare. This meant that as I moved, the frills and lace underneath the maids dress were constantly tickling my bare ass cheeks, combine that with the fabric on the front of the underwear rubbing across my cock and I knew I was in trouble.

I hoped a little cleaning and tidying would distract me from the sensations around my midsection, so I found some cleaning stuff under the sink in Emma's kitchen and made a start on wiping down and cleaning off the countertops and various shelves that I could reach. Truth be told, Emma clearly kept her house tidy enough without my help so there wasn't much else I could do.

My clitty was so used to being locked up by now that the freedom to get hard whoever I wanted was something I just wasn't used to, and it was taking full advantage. Whenever I felt like my erection was going down, the dress would brush against my hairless ass or the panties would rub my cock in the right way and I would be straight back to full mast. I was constantly having to fight off the urge just to stroke myself a little, maybe just a little stroke while I had the opportunity wouldn't hurt….

“You're not touching yourself are you sissy?” Oh shit! Emma's voice startled me just as one hand was drifting beneath my dress.

“Oh..N-no Miss Emma, of course not, I was just….distracted.”

“Well don't stop on my account. But you know what happens if you squirt without permission don't you?”

“Yes Miss, I know.” I said, face red with embarrassment at being caught almost touching myself. I took a moment then to stare at Emma, she had clearly gone for a more comfortable outfit. The first thing I noticed was that she definitely didn't have a bra on. Her nipples stood out beneath a loose vest top and her boobs were moving about freely beneath them. Her lower half was covered by some tight fitting, three quarter length pants that really showed off the width and shape of her hips.

“Almost as nice as yours, aren't they?” Emma said, reaching up to slightly lift one of her own breasts.

“Oh! Sorry, I didn't mean to stare, but you look…great.” I said, forcing myself to look at her face which was lit up with a satisfied smirk.

“Well I'm flattered, but there will be time for staring later, maybe while I'm on top of you bouncing up and down and your nice hard cock. Or is it a little sissy clitty now? Which One do you prefer?”

Was she really asking me? I didn't know how to answer, did I prefer having a sissy clitty or a nice manly cock?

‘.....I have a little sissy clitty.’


There was that annoying little voice in the back of my mind again, seemingly trying to give me the answer.

“I guess it's a clitty. At least it is while I'm dressed like this.” I said, assuming that was the right answer.

“Yeah, that's what I thought too. Now I think I've interrupted enough for now, I want to watch my maid work. So get back to it.” Emma said, turning away and heading into the living room.

I finished wiping down and cleaning around the kitchen. Thinking I'd done a pretty decent job of the countertops, I headed into the living room and began working in there, in full view of Emma. Every swaying step I took in my heels was punctuated with a small bounce of the boobs that were stuck to my chest.

“I take it this means you're done with the kitchen? Good. Before you get started in here, could you bring me a drink? I'm parched.” Emma asked me before I could start wiping down the shelves in her living room.

“Yes Mistress.” I replied, dropping into another curtsy as I did.

“Oh it's such a turn on when you do that. I almost can't wait to have you!”

I blushed at her comments and went to get her a drink before returning to my cleaning duties. I could feel Emma's eyes all over me as I cleaned, she didn't even have her TV on, she was just watching my every move and smiling as she did.

“You know sissy, it was fun when I could see you flashing your panties before, but now with those new sexy cutouts you have on I must say it's even better. Now when you bend over I can see your whole butt framed by a nice little heart. It's like an open invitation to a girl like me.”

“Oh sorry Miss! I forgot about the panties.” I said, it was at least partly true.

“Well I certainly didn’t. You know, seeing you working away like that is getting me awfully hot and bothered. Why don’t you come over and ‘take care of me?’” Emma said with a sultry lilt in her voice.

“Wait you mean…You want me to…? Now?” I asked, surely she couldn’t ask me to go down on her now, not with the deal we had made.

“Yes, sissy. Now. Unless you can think of a reason why not?”

“Well, it’s just you made that deal, I thought we were waiting til later is all.”

“I remember our deal just fine, thank you. But the deal was that you don’t cum without permission until later tonight. I don’t see why I can’t enjoy myself as many times as I want. Now get to work.” Emma said, ending her sentence in a more forceful tone as she removed the tight three quarter pants.

Dammit! I was already way too horny and starting to doubt my ability to not cum before I was allowed, going down on Emma right now would be too much of a turn on for me to resist.

“I’m waiting, sissy. Are you going to pleasure me or do I need to put your cage back on and tell your Mistress that you’re misbehaving?” That did it, as horny as I was there was no way I was going to risk going back in the cage.

I headed over to where Emma was seated on the couch and dropped to my knees. I was about to dive straight in and get to work but Emma put a hand in front of my face to stop me.

“I think you should ask me permission before you go diving in like that, don’t you? After all, being allowed to taste your Mistress’ most intimate area is a privilege reserved for only the best sissies.” Emma was beaming as she said this, she knew the threat of being locked back up without release had me worried.

“Please Miss Emma. May I pleasure you?” I asked in a quiet voice.

“What was that? I didn’t quite hear you.” Emma was clearly making the most out of this.

“Please Miss Emma, may your maid pleasure you with her mouth?” I asked, more confidently this time…And did I just refer to myself as ‘her’?

“Hmm…Well how could I say no to such a juicy pair of lips like that? Go ahead, sissy. Pleasure your Mistress!”

I didn’t waste a second more, being knelt down staring at the object of my desire had sent my lust addled mind spiralling to a point where I wanted to taste her more than anything in the world.
I ate Emma’s pussy with an almost reckless abandon, she was clearly not lying about how horny she was. I could feel her wetness immediately and it wasn’t long before she started letting out little moans of pleasure as my tongue explored as much of her sex as it could reach. I usually felt like I was more tactical with my oral work than this but I was lost to my own lust and it seemed Emma was in the same mindset.

Her moans got louder and her hips began driving forward towards the edge of the sofa and hard onto my eager mouth. The whole lower half of my face was coated with her juices and every second I tasted her, my own arousal built and built. After what had to be less than five minutes, Emma began quivering and her moans became more desperate as I worked her to orgasm. Her voice broke a little as she rode the orgasm down.

“That’s a go-hood girl! Such a good sissy.” She moaned quietly as I continued to eat her out. Eventually Emma had to gently push me away with her hand as I couldn’t bring myself to stop licking her.

‘....Sissies exist to give pleasure.’

I leaned away and sat back on my heels as Emma adjusted her position on the sofa. She had slid down quite far during my tongue job and she was still bottomless…Which didn’t help with my arousal at all.

“Wow…It looks like you may need to touch up your makeup. Your lips are all smeared.” Emma said with a small chuckle. “And judging by your ‘enthusiasm’, I’d say you enjoyed that almost as much as I did.” Emma slowly lowered one of her feet to rest right in my lap, pressing the frills of the maids dress against my aching clitty.

“Ohhh!” I let out a breathless moan at the added pressure to my crotch.

“Careful sissy, you know what happens if you cum without permission don’t you?” She asked me as her foot began sliding ever so softly around the crotch of the dress.

“Y-yes.” I said, although I made no attempt to move away or stop Emma's foot.

“And what will happen, sissy? How do you think I’ll take you when you lose?” She applied a little more pressure as she asked her latest question.

“You’ll use your strap-on on me.” I answered.

“Yes. Yes I will, and I know you’ll love it. I also think you secretly want it, otherwise you would have stopped what I’m doing by now.” Emma applied a little more pressure with her foot and sped up its motion a little more. “I’ll stop whenever you want, you know. All you have to do is ask me to and I’ll stop.”

“P-please MIss Emma.” I didn’t even know what I was saying ‘please’ to anymore. Did I want her to stop?

“Please what, sissy? Please make me shoot my load into my panties? Please fuck my slutty butt with your new cock? Which is it?”

Her foot kept up its motion and I made no move to stop her.

“Oh god.” I moaned quietly.

“Sounds like you’re losing, Mike. Last chance to stop me. Last chance to move.” Her foot was moving quickly in circles around my aching clitty, she didn’t need to worry about how or where she touched me in this situation, she knew that any contact would be enough. She was winning.

“Last chance, Mike. I think you’ve lost. I think you’re….going to…CUM!”

“Ohh fuck!” I moaned loudly and grabbed tightly onto Emma’s ankle, pushing her foot harder into my crotch as I thrust against her to increase the pressure while the orgasm swept over me and I soaked the panties with my cum.

I kept hold of her foot until the orgasm had fully subsided, the weight of my decision starting to become clear. It took me a moment before I could bring myself to look up at her smiling face. She held my gaze for a few seconds before speaking two simple words. “I win.”

“Yeah…I guess you do. Looks like my ass is yours.” I said, a small amount of humour in my voice.

“Hahaha, your ass was mine from the start, Mike. As soon as I saw you turn up to work in those panties I knew I'd have you. But that comes later.” Emma said, straightening up and crossing her legs so she was hidden from view. “Right now you need to clean yourself up. I want you to be wearing those sexy hear shaped panties when I fuck you later and you can't very well walk around soaked in your sissy cream now can you?”

“No Miss…”

“So head upstairs and wash them, by hand, in the bathroom. There's a towel dryer fitted in there and a tiny pair of panties like that should dry in no time. While you're at it, you may as well wash mine too.” Emma said, pointing to the bundle of clothes she had removed from her lower half.

“Yes Mistress.” I replied, reaching over to lift a red thong from inside the leggings she had removed.

“And don't forget to fix your lips. I'll prepare us a little food while you do that. Off you go.”

“Yes Miss Emma.” I took her panties and headed to the bathroom to do as she said.

I wiped down my face in the sink first and washed both pairs of underwear. My lust being temporarily sated, I was able to focus on my task. After hanging up the underwear to dry I headed to grab my lip gloss and touch up my face. The plumping solution was still working as even with most of the shiny pink gloss being rubbed off, my lips were still inflated beyond their normal size. I didn't even consider putting on another pair of panties before I rejoined Emma downstairs.

“Ah, there you are, sissy. Come sit down, have a little chicken salad.”

I joined Emma at the table in her kitchen and we each ate some of the salad.

“So, Mike. Seeing as you're technically on a break from your maid duties, tell me honestly….Are you enjoying yourself being my sissy?” Emma seemed genuinely interested in my answer, pausing her eating to wait for my answer.

“Is it not obvious?” I said.

“I suppose it is, but I need to make sure you're still interested now that you've got your rocks off.” It was clear that Emma was giving me an out, and even though I knew what was coming after losing out on her deal, I really didn't want the day to end here.

“Definitely still interested.” I said, smiling. “Besides, we had a deal. I have to hold up my end.”

“I'm so happy to hear you say that. But that's the last chance I'll give you to back out tonight, sissy. So I hope you're happy with your decision, but you're mine for the evening.”

I gulped at her words, she had a devilish look on her face as she finished speaking, a look that had my penis starting to reawaken.

We finished our food and I cleaned up our plates afterwards. Emma had some shows she wanted to watch on TV so she had me refill her drink whenever she needed it and gently rub her feet while she caught up on some TV. Eventually, she declared it was time for us both to retire to the bedroom for the night, almost immediately causing my erection to return to full strength.

Emma told me that she would see me upstairs in five minutes and left me to clear up the glasses from the living room and straighten up the living room. I took my time in doing so before I headed upstairs, slowly making my way to Emma’s room. The sight that greeted me when I entered was something else entirely.

Emma was standing proudly at the foot of her bed, wearing a full set of black lingerie. The bra was doing a great job of pushing up her large breasts and her legs were covered only by a pair of sheer black stockings. The outfit itself was erotic enough on its own, but it wasn’t the outfit that had sent my heart rate racing….It was the fake pink cock that was sticking out from her crotch!

“Wow.” Was all I could say as I took in the sight of her.

“I take it you like? Not surprising really, no sissy can resist the sight of their Mistress’ cock. Now let’s get you ready for me. I brought your panties from the bathroom, they’re nice and clean now but I’m assuming they won’t stay that way for long.” Emma tossed the panties over to me and I pulled them back up my legs.

“I think we need to remove your lovely maid outfit for now, sissy. I want to see your nice new boobs while I fuck you.” Emma helped me to remove the maid dress and, thankfully, the heels. I was finally able to stretch out my calf muscles after being in them for so long. All I was wearing now was the bra, panties, stockings and a locked collar that said ‘sissy’ across the front.

“Mmmm. Perfect.” Emma said in an almost growl, gently stroking a finger down my chest around my faux cleavage.

“Now sissy…Kneel!” Emma gave her last word as a stern command, a command I quickly followed until I was eye level with her pink cock.

“Tell me, sissy. What would you have done if you had won our little game earlier? And be honest.” She said, staring down at me.

“I….well I thought I would have had you…A blowjob first. Then I would have had a little more erm, ‘stamina’ to fuck you for real after.” I answered honestly.

“Haha that’s what I thought. So predictable. Well maybe you’ll get another chance some day, but right now I think I’ll just take what you were going to take from me. So go ahead…Suck my cock.”

My heart was pounding as I leaned forward slowly to take the plastic dick into my mouth. The thought of disobeying her never crossed my mind.

‘...Sissies love cock.’

The voice in the back of my mind woke up once again and my dick twitched in the panties as the pink dildo entered my mouth.

“Mmmm good girl. Make sure to make regular eye contact while you suck me, sissy.” I did as she asked and stared up into her eyes as I worked my mouth around the dildo strapped to her waist. The thought of me taking up such a submissive position was an incredibly heady rush of emotion. Here I was on my knees sucking the cock of a woman I had worked with for years as she gazed down at me possessively.

“Try not to think about this when we’re at work tomorrow, Mike. I know I will be. You, on your knees sucking my cock like a whore in your skimpy women's underwear and my collar locked on you.” Emma was clearly getting lost in the power this moment was giving her. I, meanwhile, was trying not to gag on the dick in my mouth as my saliva ran down my chin.

“Lips like that were made for sucking cock.” Every word she said seemed designed to tease me more and reinforce her dominance over me.

“Enough! I think I’m fully warmed up. Get on the bed.” Emma said, pulling her cock from my mouth with an audible ‘pop’.

I did as she asked and crawled up onto the bed, lying on back as Emma crawled on top of me, kissing me deeply as she fondled my fake boobs, pulling them free of the bra cups as she did. My boobs were pushed up almost under my chin by the bra cups as Emma hooked her arms under both my legs and lifted them up, raising my ass off the bed in preparation for her cock.


I felt the bulbous head of the saliva covered dildo pressing against my ass as Emma applied pressure, slowly making her way into my ass, gazing at me with an animalistic look on her face.

“Ohhh, fuck!” I said as the head of her cock slipped past my outer ring and buried itself up my ass. This was different to the buttplug, usually the plug would slip inside and my ass would settle around the narrow point on the base. Emma's cock had no narrow point. I could feel every inch as she slid her cock slowly into me.


“Thaaat’s it. Take it all like the sissy slut you are!” Emma growled at me as I felt her hips meet my ass. “Now, tell me what you want.”

“I want you to fuck me.” I replied as my ass adjusted to the new, fuller sensation.

“Beg me, sissy. I want to hear you beg me to fuck you.”

“Please fuck me! Please Miss Emma. Please fuck your sissy’s ass. I need your cock.”

I begged her, and she obliged. Emma slowly pulled her cock back out of my ass before thrusting back into me, gradually increasing her pace until she was fucking me hard and fast.

“Oh fuck! Yes. Yes. Please.” Words came out of my mouth almost unbidden as I lost myself in the sensation of being fucked hard by Emma. The boobs stuck to my chest were bouncing up and down beneath my head as I Emma claimed my ass.

“I want you to cum for me, sissy. Cum for me while I fuck your ass. Cum for me.” Emma reached one hand towards my crotch and pressed hard into the fabric of the panties as she commanded mt cum. A command which I followed, filling the panties for the second time tonight as I moaned loudly, holding my boobs in place to stop them bouncing around.

The next few moments after I came were a blur, I was in some kind of high and the next thing I really remember is Emma crawling up beside me and telling me how proud she was of me. My mind was in a fog as I drifted off to sleep, feeling the dull ache from my ass as unconsciousness overtook me.

—

“Mike….Mike!” Emma’s voice roused me from my sleep and it took me a few moments to realize where I was…Or why my ass still ached.

“Sorry for waking you, but we need to get ready for work.” Emma said as my eyes opened. She had clearly been out of bed a while and already had one of her usual skirts on, with just her bra on her top half.

“Oh shit, sorry.” I said, sitting up in bed and feeling the weight of the boobs still there. “Erm, Emma….How do I get these things off?” I asked, gesturing to the boobs that were still stuck firmly on my chest.

“Oh right, your boobs. The glue I used was designed specifically for holding prosthetics in place and should deteriorate on its own after a few hours and then it said on the bottle to gently ease them off with warm, soapy water. So I suggest you go jump in the shower while I finish getting ready for work.”

I climbed out of bed, feeling my unsupported fake boobs jiggling around on my chest as I did so, and headed towards the bathroom. I heard Emma giggle at something.

“What's so funny?” I asked.

“Well, you might want to close your legs a little when you walk, you're walking like someone who took it up the ass last night, hahaha. You should probably change your panties too by the way. I don't think those are work appropriate.”

My face blushed red at her comment as I realized it did feel as though I was walking a little bow legged and my ass felt tender around the entrance.

“Oh….right. Two good points there I guess.”

A few minutes later I was in the shower and enjoying the warm water washing over me. I figured I shouldn't stand around for too long though, I had to get to work removing the two large breasts on my chest. I grabbed some fancy smelling soap of Emma's and started lathering up the edges of the breast forms, waiting for the seam to start peeling away from my skin so I could get in behind them and start peeling them away….But that seam never came.

No matter how much I scrubbed at the boobs or how soapy I got them, they just weren't coming off! I couldn't even remove the makeup that Emma had used to blend them into my skin, it must have been because of the glue she had mixed in when she applied the colour.

“Mike, are you done in there? What's taking so long?” Emma’s voice came through the wall after another couple of minutes of fruitless scrubbing.

"Erm, I think we have a problem." I said, stepping out of the shower and wrapping myself in a towel to ask Emma what type of glue she had used. "They're not coming off!" I said, reentering the bedroom.

"Really? Did you use warm soapy water?" She asked.

"Yes! I've been scrubbing at them in there for like twenty minutes and they're still stuck! Did the adhesive you used have any other instructions?"

"Hang on the bottles here, let me check..." Emma grabbed the bottle she had used yesterday and began squinting at the printed directions on the back. "It says here the glue will degrade after...'something' hours, it's a little too small for me to read, you take a look." She handed me the adhesive bottle and I looked in shock at the part she couldn't read.

"....Emma, it says here the glue will start to degrade after twenty four hours, it could take a further twelve hours for it to break down enough to remove whatever it's applied to. This is medical grade stuff like what they use in place of stitches and stuff."

"Wait, what?" Emma said, seemingly genuinely shocked. "Surely not." She snatched the bottle back and made another attempt to read the label on the back. "Oh, Mike I'm sorry! I had no idea they would last this long when I stuck them on yesterday."

"What the hell am I supposed to do now?!" I said, starting the thought of being stuck with large boobs until tomorrow or later starting to sink in. "I can't go to work with big fucking tits stuck to my chest!"

"Calm down, Mike. It was a mistake, no need to get angry." Emma said, trying to placate me.

"I know I'm just....What the hell do I do now?"

"Well I suggest you start with a bra, haha."

"That's not funny, Emma."

"I know, I know. I just couldn't resist. Look, I'll cover for you at work. Jake should be back in today and I've been picking up his slack for the last week so it will be no different. I'll make sure the guys upstairs know you have an....emergency to deal with at home." I could tell Emma was trying to stifle a laugh as she finished talking.

"I'm glad you're so amused! What will you tell them?" I asked.

"Not sure, maybe I'll just tell them that you got your butt fucked so hard last night that you can't walk straight."

"Emma!"

"Sorry, sorry. It'll be fine. Get dressed and I'll drop you off at home on the way to work."

There was no further conversation to be had after that. There was nothing I could do now but try to lay low in my apartment for the day and hope I could get rid of the boobs tomorrow.

I just hoped returning home with these things stuck to my chest wouldn't give Mistress any ideas for the future….

End chapter 12.