When COVID-19 took hold of the world in 2020, my parents sheltered in their countryside house. I continued to go to the office until the night the UK entered its first lockdown, and I was stranded, living alone in my parents' London house until the country opened up again.
Whilst on the face of it, this wasn't ideal, the major benefit was that I got to be Sissy Ami full-time. There was no risk of anyone finding out about my cross-dressing alter ego. All my boy clothes lay untouched for weeks whilst my life was awash with panties, lingerie and skimpy outfits.
I had been wearing a pink plastic chastity cage pretty much permanently for over two years now and had conditioned myself through Pilates to tone my body and grow my booty. My light brown hair already reached my shoulders at the start of lockdown and had only grown since then. I also shaved off my body hair every morning when I showered. At this stage of my life, I had the physique of an athletic girl in her early twenties.
Due to the economic chaos Covid had caused, my work had moved to being fully remote, and my job was cut to working part-time. In my newfound free time, I messaged guys on Grindr, cock teasing them online, and played with my toys. My dildos now lay openly around my parents' house. Or, if the weather was good, I lay in the garden working on my tan.
On one such day off my job, working on my tan lines was the winning option for the day's activity. Once I had shaved myself, I put on my favourite bikini. It was lime green, with a yellow trim around the edges. The bottoms framed my locked clitty at the front, accentuating my perky tushy at the back and were held together by yellow strings that tied together on the side. It came with a matching string triangle bikini top.
I grabbed my earphones, sunglasses and tanning oil, then headed into the garden. Lathering the front of my body with the oil, I lay down on my back to soak in the rays. I had done about an hour lying on my back and thought I had bronzed up well, so I flipped over to lie on my belly. I tried applying the tanning oil to my back, but there were large parts I could not reach. After doing my best to cover my back in the oil, I gave up, plugged my earphones back in, and got back to wishing the day away.
I had only been lying on my belly for about 15 minutes when I felt a shadow cover my body. I turned around to see what had caused it and saw my next-door neighbour, Gary, standing over me. Gary was about 60 years old. His wife had died a while back, and he had a daughter, Lily, who was around the same age as me, but as far as I knew, Lily was camping the Covid lockdown out at her university whilst she studied for her PhD.
I lay there panicking. Gary had found me in the garden, barely covered in a girl's bikini. We stared at each other for a moment.
Finally, Gary broke the silence, "I saw you having trouble applying the oil to your back, so I thought I could lend a hand", he said as he signalled to the gate that connected our two gardens.
"Errrr sure", I replied and passed him the bottle of oil. I lay back down on my belly, mind going in a thousand directions about where this was heading.
"So, I've seen you in the garden a lot recently dressed as a girl" Gary remarked as he opened the bottle and applied a little to his hands.
"Oh yeah huh. I guess this lockdown living has got me doing some crazy things", I laughed awkwardly back.
"Don't worry; I'm not going to tell your parents", Gary said as he started massaging my back with the oil.
"Oh, thank you", I gratefully responded, quizzically thinking what was going on in his head.
Gary had oiled my back and was now slowly working his way up my hairless legs.
"You know, in my time, I've seen my fair share of cross-dressers. Heck, in my youth, I even occasionally wore my sister's clothes."
Steve was now oiling dangerously close to my clitty. If his hands were a centimetre higher, he would have felt it within its cage.
"Then, when I married Linda, I put that part of my life behind me", Gary continued as he started oiling my butt cheeks, "We were happily married until the day she died. Now, with Lily at university, my life has been a lot quieter. So, every once in a while, I meet up with a sissy girl and have some fun."
Gary let the conversation hang there, as his hand had slipped underneath the bikini bottoms, and his thumb had found my puckered asshole. He gently caressed it for a moment before softly pushing the tip of his oiled thumb into my sissy hole. I could feel the small of my back tingle as my clitty jumped in excitement underneath the bikini bottoms. He must have seen, as soon enough, I felt his remaining fingers feeling around my little balls and the cage which housed my clitty.
Gary smiled as he said, "You know locked sissies are my favourite. So much more open to my suggestions and eager to please their Daddy."
He removed his fingers clasping my clitty and pulled his thumb out of my ass, standing up and moving around to my head. Without saying a word, he dropped his chinos to reveal his dick. It was nothing to sing home about, probably just over 6 inches in length, with two low-hanging droopy balls. He had a decent amount of grey pubes nestled in there, too. It had been too long since I had been with another man, so at this point, any dick looked tasty to me.
I picked his dick up in my hand and kissed the tip. Slowly tugging at it until he was hard. Next, I went to lick it from base to tip, all the while looking Gary in the eyes as he looked down from above his belly. Finally, I plunged my head down his shaft until my nose was buried in his grey pubes. In the last few weeks living by myself, I had practiced daily deep-throating my larger dildo, so I was able to take all of him in my mouth without much trouble. But I wanted to put on a show for Gary, so I made sure to gargle and slobber a little.
He seemed to like it, so I continued in that pattern for a while. My jaw began to ache, so I moved to just bobbing my head up and down his dick. Gary had the self-control of an ox, as I must have been sucking on his dick for over 20 minutes before he came into my mouth. I was quite taken aback by how much cum his droopy balls shot into my mouth, to the point where he had filled my mouth and caused me to gag resulting in his semen dribbling a little out my nostrils.
Gary held my mouth around his dick until I had swallowed everything and cleaned him up. Finally, he released me, and he pulled his chinos back up.
"You know you make a pretty good girl. You should come over for supper this evening, and we can continue chatting then", Gary said, "I'm living by myself until Lily comes back from university, so we should make our own support bubble."
I nodded back, "Sure, happy to come over. It will be a nice change to eating by myself ahah."
Gary was back at the gate which joined our garden now. He turned back to look at me and said, "Make sure you wear something sexy and make sure you bring me the key to that little cage you're wearing too!"
He disappeared back into his house, leaving me on the sunbed, in my cute bikini, with a belly full of my old neighbour's cum.
I lay there for a while longer, bronzing, before I decided to go inside. It had been ages since I had had a sissy date, so I was excited and wanted to start prepping.
I got into my bathroom and put the shower on, undid the ties at the side of my bikini bottoms and let it drop to the floor, then got into the shower. Gary's thumb in my ass had felt so good, and it was all I could think about. I leant forward a little, still wearing my lime green, with yellow trim, bikini top and slipped my finger in my ass. I slowly worked my finger around in there, just enjoying the feeling of having something up there. Standing there with the hot shower water hitting my body, gently fondling the inside of my sissy hole, was pure bliss.
As good as it felt, I couldn't make myself cum with just my finger, and didn't have a dildo in the bathroom, so had to give up and suck up my sexual frustration. Once I had scrubbed my body clean, towelled off and moisturised my body I found my pink floral embroidered lace thong and bra and put them on. I went into the bathroom and applied my makeup. I had some new fake eyelashes, so put those on, and applied my bright pink fluorescent lip gloss. Finally, I shimmied into my hot pink metallic-looking bodycon mini dress. Looking in the mirror I looked like a slutty Barbie. Everything I was wearing was pink, from my chastity cage, all the way to my lip gloss.
The evening arrived, and it was almost time to go around Gary's for dinner. I was about to head over to his when I remembered Gary had told me to bring the key to my cage. I kept the key on a necklace I used to wear occasionally, so I put it on and stepped out the back door of my parents' house. I strutted down to the gate that connected our gardens, stepped through and up to the back door of Gary's house.
He saw me coming and greeted me, "You look stunning, darling."
"Thanks, Gary", I smiled back at his compliment, "And thanks for being cool about me dressing like a girl and not telling my parents."
"Don't worry about it. We've got to support each other during this lockdown. So, your secret is my secret."
He pulled a bottle of champagne out of the fridge and poured me a glass. We toasted each other's glasses, and Gary signalled me to sit down at the dining table. He was a charming gentleman and had some great stories. We spent the evening drinking champagne, chatting about our cross-dressing experiences and eating a little. I even told him that I liked to be called Ami when I was dressed up.
The main course was coming to an end, and it was getting late. I realised I was quite tipsy and had drunk far more champagne than I had eaten.
"Have you ever had a Daddy, Ami? A man who has total control over your body, and you do whatever he commands?" Gary asked.
"No, I haven't. I have to say the idea has always intrigued me. But I have just never found the right man to do it with," I said as I winked at Gary.
"Well, I'm in the market for a new pet", Gary purred, "The first thing a Sissy should give to her Daddy to show her subservience is the key to her clitty."
I only had one key to the chastity cage I was wearing. I had lost the spare key a while back. If I gave Gary the key, he would have complete control of my body. He had been so charming all evening, and the idea of Gary having the key was causing my clitty to strain against my chastity cage. I undid my necklace and passed it over to him.
"Well done, Ami", he spoke calmly, "From now on, you will only call me Daddy. Is that understood?"
I nodded back at him.
"I didn't hear you there Sissy. Do you understand me?" he spoke more firmly now.
"Yes, Daddy, I understand", I responded quietly.
"Good girl. Now, I've prepped a milkshake for your pudding, but you've got to work for it. Understand?"
"Ye,s Daddy", I nodded back.
Sat down, he signalled to his crotch. I kissed my pink glossed lips together and went to kneel in front of him. Gary wagged his finger.
"Not now sissy. I've tried your mouth already. Dance for me."
Disappointed, I put my hands on his knees and stood up. Turned around and started dancing in his lap. The hot pink metallic-looking mini dress hugged my ass as I gyrated on his crotch. I could feel a mound starting to grow, poking around the bottom of my dress. I turned my neck around and saw Gary staring engrossed at my ass.
"You like that, Daddy?"
"Yeah, Ami. You're doing wonders to my libido", he let out. I could feel Gary's fingers pulling up the bottom of my dress to above my hips. My ass was now bare except for the pink string of lace on the back of my thong covering my asshole. He pulled down his chinos, revealing his boner and put a condom on.
I had never been fucked by an older man before and thought just then he could be older than my own Dad. Gary pulled my pink lace thong to the side and pulled me onto him. I felt him in me, prodding my prostate. God, this was good. He immediately started bouncing me up and down on his boner. Most men normally start slow. But not Gary this evening. I guessed he was just as excited as I had been. I couldn't have been riding him for long before I felt Gary start twitching inside me. I slowed my trotting on his cock to an eventual stop. Pulled off of him and pulled my mini dress down to cover my modesty, then turned around to look at him.
On the chair, with his chinos around his ankles, he sat with a condom on his dick that was full to the brim with his spunk. He pulled it off him and handed it to me.
"I told you it was a milkshake for pudding, Ami. Now drink", he ordered me.
I lifted the used condom to my mouth and poured as much as I could into my mouth. I took a big glug and swallowed as much as I could. Then I lifted it back to my mouth again and poured the remainder of his spunk into my mouth. It was pretty much empty now, so I stuck my tongue inside the used condom to lick up the remnants of my pudding.
"Thanks, Daddy. That was delicious", I sighed afterwards.
"You know, Ami. You should move in with me for the rest of Lockdown. Would you like that?" Gary asked.
"That does sound fun, Daddy, but I'm still working part-time and have video calls when I'm working. I have a work call tomorrow, you see. I don't see how it could work if I were here", I tried to let him down gently.
"Nonsense, Sissy. I want you to move in here and look after me," Gary spoke firmly now, "You can still do your day job when you have to. But when you're under my roof, you are only allowed to wear girl clothes. If you have a work call, you can put a jumper on to cover your top, but that's it. Now go next door and pack your bags. I want you back here in 20 minutes."
I didn't have a choice. Gary had the key to my pink chastity cage. I nodded back at him.
"Ok, Daddy. If that's what you want, your wish is my command."
"Good girl," he stood up as I went to leave through the garden, "A hot girl like you should be using my front door."
He pulled me back into the house and guided me around the front of his house. Thankfully, it was now dark. I hoped the rest of the neighbourhood couldn't see a scantily clad girl run from around Gary's house to the entrance of my parents' house and let herself in.
I didn't want to keep him waiting, so I grabbed my bag and ran around the house, trying to find all my goodies. I chucked my big dildo, makeup and girly toiletries in the bag and then whatever girl clothes I could find. I almost forgot to pack my work laptop too, but remembered at the last minute, so I threw that into my bag too.
I looked at myself in the mirror by my parents' front door and ruffled my long brunette hair a little, thinking it would make me less recognisable in case any other neighbours saw me. Then I ran around to Gary's front door and rang his bell. He kept me waiting for two minutes before he finally opened the door, all the while I was pranging that I was gonna get caught in a slutty pink mini dress by my neighbours.
"Welcome to your new home, Ami", he said with a smile on his face.
Gary led me up to his daughter Lily's empty bedroom and told me I could sleep in there while she was at university. Then passed me a towel and told me to wash myself before bed, as I had a long day ahead.
I got out of the shower, having scrubbed myself, paying special attention to my ass which Gary had enjoyed earlier in the evening. I opened my bag to find some of my pyjamas, only to realise I had forgotten to pack them. Crap, what was I going to wear. I paused for a moment, then figured I was in Lily's bedroom. She was about the same age as me, and we were about the same size, too. I opened one of her drawers and found a bunch of jumpers. I closed that and opened the drawer below to find what I had been looking for. I pulled on a set of green satin pyjama shorts and a matching satin pyjama bralet. Damn, Lily had good taste I thought to myself. I curled up in her bed and went to sleep.
The next morning, I woke up early as I had work. Once washed, I went back into Lily's bedroom. I had decided to wear my ditsy red floral co-ord, which had a tank crop top and a split hem mini skirt. It was a cute outfit that flattered my toned body. I realised in my rush last night I had also forgotten to pack some panties for everyday wear. I figured that I had already borrowed Lily's pyjamas, so maybe she had some spare panties lying about. I was having a proper nose around her clothes when I found a slutty maid's outfit. Why did Lily have this hidden away? Was this just an old fancy dress outfit? Or did she, too, have a hidden kinky side like her dad? As sexy as it was, I couldn't wear it today as I had work and knew I wouldn't be able to concentrate whilst wearing the maid's outfit. I found a pair of Lily's red cotton tanga briefs and pulled them on underneath my skirt.
Satisfied I looked hot I went downstairs to see Gary sitting at the kitchen table.
"Morning, Ami. How did you sleep?" he asked as I sat down to join him.
"Yeah, good thanks, Daddy", I responde,d remembering his instruction to always call him that from now on. "I think after all the excitement of yesterday that by the time I went to bed, I just passed out."
"Yeah, yesterday was a lot of fun", Gary smirked.
"It's a bit of a bummer that I have to work today, to be honest", I moaned.
"I thought you may say that girl. So, I've got you a gift which might make today a tad more interesting", Gary responded.
With that, he pulled a small box out from underneath the table and passed it to me. I opened it to find a prostate massager along with a remote control.
"I want you to have this inside you all day whilst you are working from your laptop, Ami. I am going to have the remote and will pick some opportune moments throughout the day to play with you. Understood?"
"Yes, Daddy," I obediently replied.
"Good girl, now stand up."
I got up and stood directly in front of Gary. He put his hands on my body and ran them up and down, inspecting me for the day. He stopped at the hemline of my miniskirt and pulled it up, revealing the stolen red tanga panties I was wearing.
"Cute panties", he remarked.
I felt so naughty and turned on by Gary complimenting me for wearing his daughter's stolen panties. He pulled the panties down, revealing my little locked clitty, turned me around and bent me over the kitchen table next to his breakfast. I could see him lubing up the prostate massager before he pressed it in, so it felt snug. He let go, and I stood up, pulled Lily's red tanga panties up, covered myself once again, and then rearranged the miniskirt.
Gary kindly put me in a quiet room in his house so I could work for the day. Although it was quiet, the constant gentle pressing against my prostate was going to make the day a challenging one.
The morning was mostly fine. Every so often, Gary would remotely switch the vibrations of the massager on, and I would squirm. He always switched it off after a few minutes, allowing me to return to my work. I had a little peek under my mini skirt to see that I had soaked the front of Lily's red tanga panties with my pre-cum.
In the afternoon, I had an online video call with my entire team of 10 and my boss. Just before the call, I grabbed a jumper to hide that I was wearing a ditsy red floral tank crop top. The call began with everyone on it. A few minutes in, Gary had switched the vibrations on to a low level. The sensation was causing me to squirm a little. Why couldn't he have switched it on when I wasn't speaking to my colleagues? I tried my best to avoid the toy vibrating on my prostate as best I could. It was coming up to my turn to speak to everyone on the call, and just after I started speaking the vibrations increased in strength. I stopped and took a moment to gather myself before I started speaking again. It was taking every ounce of strength not to let out a moan and reveal what was happening out of view from the laptop camera.

Gary opened the door to the room I was working from, and at that moment, he turned up the vibration strength once again on the prostate massager. I was in trouble. My stomach was in convulsions, as I could feel my sissy hole tightening around the massager, my body started tensing up. I had to grab hold of the desk with both hands as I finished addressing my work call. The second I stopped speaking I put myself on mute, and my body took over. My eyes closed, and I was in ecstasy, moaning. My clitty was leaking sissy juice uncontrollably. Gary was making me cum hard whilst I was on a video call with all my work colleagues.
By the time I had finished cumming, Lily's stolen red panties were soaked in my sissy juices, and I still had the massager buzzing away on my prostate. I had even received a message from my boss asking if I was ok. He had evidently been looking at me, trying to hide my forced orgasm on the call. I made up an excuse about not feeling particularly well, and he stopped asking questions. The call ended without any other major embarrassments to me.
The rest of the day was spent with a constant low-level gentle buzzing against my prostate, causing a slow and continuous leak from my locked clitty into Lily's tanga panties.
Finally, 6 pm arrived, and I switched off my work laptop and went to join Gary. He was sitting on the sofa watching TV.
"How was your day's work Ami?" he enquired.
"It was uhhh enjoyable", I responded with a smile.
"Good girl", he purred back, "Now take that toy out of your ass. When you are ready, come and join me on the sofa."
I went into the bathroom next to Lily's bedroom that I had been sleeping in and slowly pulled the massager out of my sissy pussy. It had been in me for just under 9 hours. I felt so empty now that it was gone. I gave it a quick wash and put it back in the box Gary had given it to me in. I looked at the stolen red tanga panties I had taken from Lily's underwear drawer and saw they were sodden with my sissy juices. I couldn't put them back on, so I chucked them into Lily’s bedroom and decided to join Gary wearing nothing underneath my mini-skirt except for the pink chastity cage.
Back in the living room, I curled up next to Gary as we watched TV for a while. The programme we were watching had just finished when Gary asked, "Ami, shall I show you the sort of thing I have done with other sissies in the past?"
"Yes, Daddy", I quizzically responded.
Gary went over to his TV cabinet and pulled out an external computer hard drive and then plugged it into the back of the TV. It appeared that Gary had a penchant for filming himself having sex with sissies. We settled on one video that was taken from Gary's point of view of a sissy in the middle of a blowbang. It looked like it had been filmed in the very room we were now watching the video in. This sissy had long blonde hair, was probably in her late twenties, and had a curvy body. She was surrounded by seven men all wearing balaclavas, with their cocks pointed at her. She was doing a great job at keeping all the men entertained. The sissy had a cock in each hand and one in her mouth as she worked her way through the men.
Watching the sissy girl being passed around, pleasing men with her mouth was getting me all horny. I reached down to Gary's crotch and undid his zipper.
"You saucy little minx", he said, turning to look at me.
I just smiled as I gently stroked him until he was hard enough to put in my mouth. Gary sat back, watching himself and a group of other men face fuck another sissy on TV whilst I lay on the sofa next to him and sucked on his dick, trying to replicate what the girl on the video was doing.
I could tell it was approaching the end of the video as the balaclava-wearing men were all starting to cum on the sissy's face, glazing her from forehead to chin. Gary was approaching climax, too, so he stood in front of me and released yet another monster load at my face. I scraped as much as I could into my mouth before thanking him and then going upstairs to shower. Once clean I put on Lily's satin pyjamas again and went to bed.
I wasn't working the next day, so I woke up a bit later. The benefit of not working that day was that I could be fully sissified all day long with Gary. I hopped out of bed and into the shower, where I shaved my body again. Towelling myself off, I decided to try on Lily's sexy maid outfit to see what it looked like on me and pulled it out of the drawer. It was a tiny black and white dress that barely covered my clitty and ass, with a built-in padded bra and just the right amount of ruffles. I stepped into it, and the dress fit like a glove. I went into Lily's panty drawer and found a white lace thong I thought would go with the maid outfit, and pulled it up. You could see my pink chastity cage underneath the lace of the thong. I stared at myself in the mirror for a few minutes, doing different poses.
I finished getting my outfit ready by applying a little makeup before heading downstairs to see Gary for breakfast. He was sitting at the dining room table with a half-eaten bowl of cereal, reading the newspaper, and wearing a dressing gown, when I entered the room. He peered over his newspaper, inspecting my body and maid's outfit.
"Wow, Ami. You look gorgeous! Your outfit is perfect for what I have planned today. Why don't you come and sit next to me?" he asked, beckoning me to a chair at the table.
"Yes, Daddy", I chimed back to him as I pranced over to the chair.
Once I had taken my seat, Gary passed an envelope across the table, "Here, I have a gift for my sexy little maid to wear."
I opened up the envelope to see a black choker with a metal O-ring. I thanked him and put it on around my neck. It felt slightly tight and constraining.
Gary spoke again, "We've got a busy day ahead of us, Ami. I had been meaning to have a tidy-up around home, but considering I have my own personal maid for the day, I think you should clean the house before we get started on the fun."
"Of course, Daddy. I'm happy to help you in any way you see fit."
"Good girl. Now why don't you get started with cleaning up my cock. I still haven't showered after last night. You didn't clean me up properly after I came on your face, and my knob is crusty with dried semen."
"Yes, sir", I responded.
Then I slid off my chair and under the dining room table. On all fours in my maid outfit, I undid Gary's dressing gown and grabbed hold of his flaccid knob. Licking his tip, I could taste all the dried semen he had mentioned. It tasted more pungent than his fresh spunk. I wrapped my mouth around the rest of his cock, making sure to suck all of his dried spunk off it. Gary had gotten harder as I had cleaned his shaft with my mouth. I looked up at him with his dick in my mouth, kneeling under the table, and saw Gary eating his cereal, ignoring me.
Eager to get some attention, I started bobbing my head up and down his dick with more vigour. He was hard now, and his dick was prodding the top of my throat. Saliva was building up in my mouth from having Gary's delicious cock stuffing my mouth. I looked up at him again and Gary was reading the newspaper, still ignoring me. I started impaling my mouth and throat onto him now. I was fucking his cock with my face going as hard as I could. Finally, Gary's cock started twitching, and he spurted his load into my mouth. I kept my lips sealed around his cock until he finally finished cumming. I swallowed all his spunk and paid extra care this time to make sure I properly cleaned his cock.
Finally, Gary looked down at me, "I hope you enjoyed your breakfast, Ami. Now, why don't you be a good maid and wash up my breakfast?"
I crawled up from underneath the table, stood up and walked over to the sink with his bowl in hand, very aware that my booty was jiggling about for Gary to see underneath the hem of the maid's dress. After I had finished washing up, Gary made me hoover all over his house. Every once in a while, he would see me struggling to move the hoover dressed like a slut, smirk and walk off. After what felt like an age, I finally finished the hoovering. Hot and bothered by all the hoovering, he passed me a load of cleaning products and told me to clean his bathroom. Begrudgingly, I took the products off him and got to work in his bathroom. I was on all fours cleaning his toilet and the floor when I sensed Gary in the doorway staring at me. In my current position, the maid's dress didn't cover anything. Gary was staring at my white lace-thong-framed ass as I scrubbed his bathroom clean.
Gary finally broke the silence and the staring at my ass, "I think we're done here, Ami. Good job. Now, why don't you go make me a sandwich for lunch?"
"Sure thing, Daddy," I gratefully responded, happy to finally be done with the bathroom.
I headed back downstairs into the kitchen. The fumes from all the bathroom products were starting to make me feel a bit high. I started buttering two slices of bread for Gary's sandwich, thinking about how dressing as a slutty maid wasn't as fun as I thought it would have been. Suddenly, Gary appeared in the kitchen. He wasn't wearing any bottoms, my eyes looked down to see his rock-hard cock, glistening in what I thought was lube. Without saying a word, he pushed me face down against the kitchen counter, yanked my thong down to my knees, and pressed his old man's cock against my hole.
His lubed cock didn't face much resistance, and soon enough he was balls-deep in my ass. My little locked clitty was pressed against the kitchen counter, as Gary worked his way in and out of my ass.
"You like that, you dirty little housemaid", he jeered as he pounded me.
"Yes, Daddy. Keep fucking me good", I responded in pure ecstasy.
I kept on thinking about how I was getting fucked by my parent's next-door neighbour, whilst dressed in his daughter’s slutty maid outfit. My excited clitty was straining against the cage. I hadn't cum since the day before and I was so horny. Gary was fucking me fast now, each time he thrust shoving me against the kitchen counter. He grabbed hold of the countertop and shoved himself in me one final time and I could feel him shooting his load into my sissy pussy now. He stood there motionless for a few moments before he started pulling his softening cock out of me.
"Now be careful to hold all that cum inside of you Ami. We don't want any leaking out and making a mess. Do you understand?"
"Yes, Daddy", I panted out as I caught my breath, still bent over the counter.
"Good slut", he purred, "Besides, you're going to need all the lubricant you can get this afternoon."
With that Gary pulled the white lace thong that was still around my knees back up to cover my ass and clitty.
Slapping my ass, Gary ordered me, "Now get on your knees."
I pulled myself off the counter and got down on the ground, looking up at him. My face was inches in front of his old limp cock. I could smell my ass juices on it. He opened a drawer next to him, pulled out a narrow leather dog lead, and attached it to the choker around my neck, which he had given me earlier in the morning.
"Now listen here, you dirty sissy. I'm going to take you upstairs and film you. We're going to make a porno, whilst you show the world what a slutty maid you are. Understood?"
I knelt in front of him with my mouth open in shock.
"W-what if my family or friends find a video of me online like this? I can’t let that happen", was all I could mutter out.
Gary yanked hard on the lead attached to the choker around my neck, teaching me who was the boss.
"Well, Ami, that's just a risk you'll have to take if you ever want to get the key to your cage back," he smiled wryly at me.
"Yes, Daddy. If that's what it takes, I'll do whatever you say", I finally sullenly responded.
I had to do whatever he told me to I thought. All the man in me had long left. All that remained was a beta sissy girl, whose place in life was to pleasure men like Gary. Besides, who knows, it could be fun, I thought to myself.
Gary walked out of the room, pulling on the lead, forcing me to crawl on all fours behind him still in the maid outfit. As we were going up the stairs, I was having to clench my asshole to keep his load in there. He led me into his bedroom and up onto his bed. Pressed onto the head of his bed was my big dildo. He must have found it in my bag. Gary tied the lead to one of the corner posts on the bead head and told me to start sucking as he got ready for filming.
This was my favourite dildo. It was black and girthy, also being nine inches of insertable length with two big balls attached to it. I got to work by slowly lubricating the tip with the spit from my mouth. Out of the corner of my eye, I saw Gary pull on a balaclava to hide his face from the camera and simultaneously start filming me. I could see the gentle flashing of a red light coming from the front of the camera as he narrated what I was doing. Conscious I was on all fours, dressed as a slutty maid for all the world to see on his bed I started sucking the dildo more, pushing my mouth more onto it. I figured the more I did that the more my face would be hidden from the camera.
Gary walked around to the top of the bed to get a better angle of me sucking on the black dildo. It was so humiliating thinking he was filming me sucking on a fake dick. I just hoped the make-up I did have on would help obscure who I was. He walked around to the bottom of the bed now, where my ass was poking out the very short hem of the bottom of the maid’s dress I was wearing. I felt him pull the lace thong I was wearing down, revealing my ass and clitty to the camera. I was still clenching my sphincter, trying to hold in the load he had shot into me earlier. With one hand he was holding the camera and with the other, he grabbed hold of the pink cage that enveloped my tiny clitty. I was still sucking on the dildo, and I could feel him playing with it. Gary yanked on it a bit, which made my balls hurt. He paused briefly to spit on my locked clitty for the camera, before yanking on it again hard. The shock and pain this time caused me to gasp. At that moment I stopped clenching my asshole and felt his spunk trickle out of me.
"This little slut sure loves men's cum. Heck look at this load dribbling out of her pussy", was all I heard him say to the camera.
With the hand that had been playing with my cage, I now felt him pressing a finger or two into my sissy ass. He was using his previous load as lube to finger my ass with. I would be lying if I said it didn’t feel good to have something in my ass again. I was starting to enjoy myself, so I picked up the pace at which I was sucking on the dildo. I had worked up a good level of spit on it now. So, as Gary fingered my ass, I made sure to throat the dildo at the same pace.
We kept this up for a few minutes, and I started to moan in between having the dildo filling my mouth. Upon hearing this, Gary stopped and pulled his fingers out of me. He came back around to the top and the bed, pointing the camera at me.
"Now look here. This little sissy maid has made a slobbery mess of her dildo. Why don’t we see what she can do on the real thing."
He grabbed hold of the dog leash and pulled me toward him. His cock had seemingly recovered from the earlier fucking and was hard again. I wrapped my mouth around his hard dick, tasting a mixture of my ass juice and lube from earlier. The smell and taste were sending me into overload, and I could feel my clitty jumping around in its cage. I bobbed my head up and down his shaft, very conscious I had a camera pointed at me whilst sucking on another man's cock. It was oddly humiliating and arousing, pleasing a man for the camera.
"Look into the camera as you suck, slut", Gary ordered.
I obliged and looked straight into the camera lens as I took him all the way in my mouth and throat and held him there. I held him in my throat for as long as I could, until I had to pull off to catch my breath and, in the process, released a load of spit onto his cock. We repeated this a few more times, each time me staring into the camera.
Gary seemingly got bored of that, so pulled his cock out my mouth and signalled for me to lie on my back and stretch my legs to as close to my head as possible. With the camera in hand, he inspected me as I looked up at him dressed as a maid with my pink locked clitty in the centre of the camera and my empty ass sticking out, waiting to receive its next fucking.
He squirted some more lube onto his cock and pressed his tip into me, whilst pointing the camera down, making sure to get the shot. He filmed himself entering me. occasionally, pointing the camera up to my face to see my whimpering from the pain of him entering my ass. He started slowly and sensually fucking my ass, he kept up this pace until it started to feel pleasurable again for me. All I could do was lie there, eyes half closed, moaning in pleasure as he fucked me and filmed it. I didn't care that a camera was pointing at me now. I was having too good a time being fucked by Gary. He was using his body weight and my arched legs to bounce up and down, in and out of my ass, each time thrusting as deep as he could reach.
He kept this up for a few minutes before he got tired. So, he pulled out of my pussy and walked over to the tripod, which he then attached the camera to. Whilst he did that, I uncurled myself and got onto all fours facing away from the camera. Gary stood up behind me and mounted my ass. This time fucking me like an animal. All the camera would have seen was him ploughing my ass and my pink chastity cage swinging about underneath from the momentum of his balls slapping against me, against the backdrop of my maid dress.
I was pushing back on him now just as hard as he was fucking me. Finally, I started hearing him groan and his cock getting stiffer. He shot load after load deep into me. Not waiting a second, he pulled straight out of me. I felt empty. He grabbed hold of my dildo that was still stuck to the head of his bed and threw it at me.
"Here, finish yourself off with this. We don't stop filming until you cum on camera.”
I just nodded at him, still out of breath. I put the dildo on the floor, facing up, and lowered myself onto it. Thankfully, it already had my slobber on it. This dildo was noticeably bigger than Gary's cock. I could feel the dildo stretching out my ass. At this angle, I could also feel it pressing against my prostate. Gary was sitting in front of me now, pointing the camera straight at me as I rode the black dildo like a cowgirl. I was squealing from the pleasure of it hitting my prostate, and finally, I could feel my sissy cum leaking from the cage. I kept slamming myself down on the dildo until I stopped leaking onto the floor. I pulled myself off of the dildo and licked up a little of my cum as I stared into the camera.
Gary finally shut the camera off.
"You sure know how to act for an audience, Ami. You make a great pornstar."
"Thanks, Daddy", I said back, appreciatively.
After we had both caught our breath, I went to clean myself off in the shower and went to chill bed, mouth and ass very sore.
Gary ended up holding onto the key to my pink chastity cage for another month or so. As such every day I would service his needs as Sissy Ami. I ended up staying so long over at Gary's flat during the Covid lockdown, I ran out of my own clothes and lingerie, so I had to wear his daughter, Lily's. Part of me always wondered if he knew I was wearing his daughter's lingerie as he fucked me. Finally, Gary gave me my key back as he said his daughter was coming home to camp out the rest of the lockdown with him, and he didn't want me around for her to find.
I went home after a month of being used by my Covid lockdown Daddy, thoroughly used but fulfilled. Whilst I was living with my Daddy, Gary ended up convincing me into uploading the porn video of sissy maid Ami getting fucked to the internet. Thankfully, though, we agreed to blur out any shots of my face so that no one would ever recognise me.
Even now as I write this five years later, I occasionally see the porn video of my Covid Daddy fucking his Sissy Maid for the world to see.
