fun day off

[re****]

It doesn't happen often that I'm off work at the same time as my long distance bestie in America. But finally our days off aligned. We normally just grab an hour here or there on the week days to have a bit of cyber fun and play with each other's long distance toys.
We normally switch roles but she had been complaining she hadn't topped for a while. So we agreed I would sub for the day leading into the weekend and she would get to play with my sissy sub side.

So the day started with some appointments in town then rushed back home to get ready before my bestie wakes up. I have a quick shower and shave what's needed, and then start on the makeup. Smokey black eyes with feathery false lashes and fire engine red lipstick topped off by a cute curly haired wig.
The requested outfit was a latex french maid, with seamed stockings, a floofy skater skirt and corset top, finished off with a set of 6" platform heels.

I got a text from my bestie just as I was fighting with my stockings and we chatted briefly before we swapped to a call. As we did our usual good morning greetings I could tell she was excited to be in charge, getting more excited as I shared photos of my outfit and makeup. I get down to my last two items, my pink 'princess' lockable collar and pink sissy chastity cage, putting both keys in my combination key box.
We then chatted over the phone whilst we setup the lock on the chaster app and then spun the wheel locking the collar and cage in place for the foreseeable future. I was then told to go to the play room.

My Miss giggled as she heard the click of my heels on the floor over the phone as I made my way to the play room. As I approached the door I knelt down and offered up my collars pendant to the door handle causing the door to unlock. This also opened up the various cupboards and storage within the room.
I entered and posed for a few photos for my miss as she watched over the webcam and then put on the metal ankle and wrist cuffs before putting away the Allen key so they can't be easily removed

I set up the sex machine under the webcam and switched our phone call to a video call so she could have multiple angles. I attached the oral training dildo to the machine and assumed the position on all 4s on the floor facing the machine. My bestie loves making me gag and drool as I eyed up the girthy 9"s of dildo in front of me as I was instructed to spread my legs and tie them to the eyelets in the floor. My collar was then tied to another eyelet on the floor in front of me holding my mouth on the very tip of the cock.

I send my Miss the link to the machine and I hear her giggle as the machine bursts into life and starts sliding into my mouth. I have it set to maximum thrust, as 6"'s of the girthy dildo is slid into my mouth, causing me to gag just as it tickles the back of my throat pushing past my pretty lips as I leave a lipstick ring around the shaft. She tells me to look up at the phone as she plays with the s***d sometimes leaving the dildo in my mouth for a few seconds as I gag and drool over it. It's not long till the drool is pouring out my mouth, helped by the constant thrust of the dildo.
I hear my Miss command me to go deeper and get the balls to the chin as the full 9"s fill me and I feel it sliding down my throat. She pushes my capabilities as she goes faster or holds the dildo in deep for longer getting the gags she wants as the drool pours from my mouth and the dildo and she gets me to tighten the leash on my collar pulling me deeper onto the cock. This continues for the next 40 minutes as she uses my throat as she wishes, leaving my mascara streaming and lipstick smeared.

I'm let off the leash and exercise my jaw as the thick dildo exits my mouth and I can rest for a minute, being given a chance to catch my breath and rehydrate. But I have little time to rest, as my Miss is already planning what’s next and wants to edge me and I come up with the position . She had mentioned the numbers on the floor next to the tie down points and said there was no way that i could I could stretch out to position 4 which was about 4 foot apart, so to prove her wrong I start getting setup. On a clamp stand I setup a precision point vibrator between my legs and connect it to my app for miss to control. I tie off my feet to position 4 and it’s a stretch in the heels but I can just about hold it as I reach up and steady myself on the hold point above. I dip down till my cage touches the vibrator and my legs immediately start to shake. I wiggle about on the vibrator for a bit as I try to find the spot but the vibes already has me aroused and moaning and my Miss says she wants to bite my pert nipples as she sees them poking through my latex top. I tell her to pause a second and i untie my feet and get some more items from the cupboard. Returning I have a set of clover clamps linked by a chain a weight and rope which I throw over the overhead fixture allowing for the weight to pull on the clamps and apply a bit of tension. I could hear my Miss’s arousal from the sight of them as I lowered my top and prepared my nipples for the clamps. To save the neighbours from my moans I also grabbed a open mouth and butterfly gag to keep me quiet and help with my Miss’s drool lust. I got myself outstretched again and tied in position, buckled the open mouth gag in place and inserted the butterfly gag giving it 4 big pumps until it puffed my cheeks. The drool was almost instant as it started flowing past the open gag. The gag definitely dampened down the moans when I attached the clamps and released the weight to apply some tension, made worse when I lowered myself down to the vibrator pulling hard on my nipples. The vibrator though gave a lovely relief from the *** and stress on my body, as the tip of the vibe entered my cage and slide into my cock vibing it from the inside like a sounding rod. My cock tried to grow within its confinement as the pleasure built and the edge grew close as I moaned loudly into my gag, wanting so badly to cum. My Miss though ever present on the controls would wind back the vibes when I got close keeping me nicely edged for 30 minutes as I fight against the stretch in my legs and *** in my nipples whilst I desperately want to cum.

Eventually my Miss said I could take a break and I slowly unclipped the clamps rubbing my sore nipples before collapsing to the floor. My legs shaking from such a stressed position as I untie them from the floor and rub them back to life. Miss gave me a minute to rest and drink as we chatted about how horny she had got from playing with me. I offered to give her vibes whilst we did the next task which she gladly accepted and got a toy ready but said that I shouldn’t be without one and told me to plug my butt. She loves watching me put one in and she at least didn’t choose the biggest size as I knelt on the floor and bent over, slowly working the plug into my puckered hole, gasping as the biggest part finally went in and it was sucked into my butt. She gave it a few test buzzes making me squirm as she Instructed me to get setup for oral training again

This time she selected a smaller dildo, but only so that it slide through the open mouth gag as she told me to buckle it in place and tie myself down as before. She then gave me her toy to control as she started heavily buzzing my plug and started the dildo as it fucked my *** mouth. I set my Miss on a teasing but powerful pattern as she watched the dildo fuck my face, the open gag preventing me from swallowing and allowing all the drool to cover the dildo and run down my chin. I managed to get 3 orgasms out of my Miss before she finally released me from the machine.

We had now been playing and chatting for over 3 hours and was in desperate need of substance so we choose to break for a bit to recharge the earbuds and grab some food.

When we got back on the phone, we were perkier and well rested . I asked what toy she wanted next but I already knew. The sybian, my most powerful and stupid toy but dam it felt good. I set it up against the pallet wall, and found something to put the sex machine on that it was at head height whilst I was kneeling so that my Miss could still fuck my throat whilst i was fucked by the sybian. After a few fiddly false starts from the apps not staying open we finally got both machines working over the remote and so I removed my plug and climbed on the sybian, sliding myself down the large bulbous dildo she had choose to go on top. I then tied off my heels to fixings on the wall behind me and then put a rope around my waist and tied it off to the floor in front of me making it so I couldn’t get off the sybian. I then put an open ring mouth gag on and tied the back of my collar to the wall, positioning the sex machine just in front of me so I couldn’t escape and then finally I cuffed my hands behind my back.

I was ***, completely at my Miss’s mercy as I heard her giggle over the phone and I felt the sybian start to stir inside me. The large bulb at the tip of the dildo swirling around and pushing against my prostate with each slow and purposeful rotation and then the vibes started. My chastity cage being bounced by the machine as the vibes pulse through my balls and the bulb inside now buzzing with excitement as it sped up it’s stirring. I know she had started me off low as the vibes are insane and I would associate it to sitting on a compaction plate for compacting stone on a construction site, this thing was just insane. The buzzing was bliss as I sunk into the vibes, at which point the dildo on the fuck machine started slowly moving towards me. inching into my *** mouth sliding over my tongue until the tip touches the back of my throat and then it withdraws ready to start over again. My Miss watching on the two camera as the machine penetrates my open mouth causing the drool to start as it begins to fall from my chin and the dildo and cover my chest. The sybian steps up a notch and the swirling inside intensifies as my p spot is pushed against and onslaughts with relentless vibes. The feeling to *** is immense as I wiggle on the machine, and I know that if it had been a month in chastity denied that it wouldn’t have taken long for the cum to start flowing and leak from me. For now I just clenched and shuddered as the machine vibed my soul, it’s vibrations going up and down in waves as I rock back and forth on it, loving the feeling on my p spot when i do. Miss continued to play with my throat, leaving the toy at full depth for a few seconds so I would gag and drool more. At least I was comfy as Miss continued fucking both my holes, the full weight of my body pushing down onto the sybian as my caged cock took the brunt of the vibration, trying to grow in it’s confines whilst feeling still desperate to *** as I feel myself slowly leaking from the cage.
I have no idea how long I was on there, it felt like ages as my Miss edged and fucked me, but eventually my body could take no more and I threw in the white flag. I uncuffed myself and pushed the sex machine away whilst I undid the rest of the restraints. I then lifted myself off the sybian and the just collapsed onto the floor curling up into the fetal position as my body calmed down and my Miss spoke softly into my ears. It took about 15 minutes for my heart to stop racing and I stretched out, taking sips of water as I recovered. My Miss chatting to me the whole time as we played a couple of online games together as all my *** got back to it’s correct places. As I began to feel normal I started to clean and tidy away the sybian and the toys and gags I had used thus far leaving out the sex machine, and grabbing a couple of fresh dildos from the cupboard.

When I was ready I mounted the first toy, an 11” long vibrating monster of a realistic cock with a good girth along it’s veiny shaft. I assumed the position on my hands and knees in front of it and sent my Miss the control link. She told me to back up on to it, as I leant backwards, arching my back the top of the cock pushed against my boi pussy, slowly penetrating me until I felt the head pop into me. I then heard the machine start up and I felt every vein of the 6” thrust slide inside of me, causing me to moan loudly as I was penetrated. She started off slowly letting me get used to the anal invader as she worked the controls and filled my hole, giggling at the sight of my caged cock hanging ***ly below me as I took the cock. Miss kept me shuffling back from time to time until she had got me to shuffle all the way down to the base, the balls of the dildo now slapping against my cage with each trust. Now she started to go to town, she has unrestricted control as I trust her so much, especially as the machine can do 140rpm, but she said she got me up to 70% as she pegged my boi pussy hard with the machine, slamming the extra 6”s in with each thrust as she worked the controls well. I could hear her excitement as she was probably diddling with herself whilst she penetrated me and it wasn’t long till I heard the squeak of her first orgasm. Me on the other hand i could feel my cock slowly leaking as i took the pounding, the feeling of being filled was just blissful. I heard another squeaky O before she gave me my first rest break and let me slide off the machine for a bit of a lay down and a rest, my boi pussy already feeling gaped by the toy as it hung there on the end of the machine.
After a while I told Miss I had recovered and she told me to swap out to the next toy. Thankfully not as long but a girthy BBC. I attached it to the machine and then covered it in lube before assuming the position in front of it. I backed up onto it and very slowly worked it in. This thing is huge but I had taken it before and was determined to take it again, so I took a deep breath and pushed back. The moan that came out my mouth as my boi pussy slipped over the head of the cock, echoed around the room. This huge thing was inside of me and my caged cock was pulsing at the initial penetration. Miss started up the machine and inch by inch this black monster pushed and filled me as I moaned into my hand. I gasped a sigh of relief as I finally felt it start to back out of me and I relaxed for a second. The cock was just huge as it pushed it’s why back in, I felt stretched and filled and I loved it as It pushed again and again in to me, my miss getting a bit quicker on the controls as I become more accustom to it. My head is buried in the floor when I hear the first squeaky O from my Miss , the machine pounding away in the back ground as I just kneel there and take it. When I hear the second ‘O’ I call a white flag and fall off the machine, exhausted and spent, my miss giggling in my ear and telling me what a good job I have done.
We chat for a while longer and play a few more games before she needs to go, in all it had been a good 6 hours of time with my Miss and bestie so I wasn’t complaining. She told me to put an inflatable butt plug and a lush vibe and tidy up my make up and the room. I rested for a bit more on the floor of the room, content after a good play session.
I set about my tasks and gave 4 big pumps to the inflatable butterfly plug. It pushed the lush perfectly against my p spot. I then tidied up my lipstick and then started tidying up and cleaning all the toys. My Miss chatted over text and she occasionally buzzed me as I tidied the house, doing a maids work and cleaning the kitchen and bathrooms. It was getting late so i played on Xbox for a bit with friends trying not to move too much and make my cuffs jingle so they could hear it over the mic and then bed time rolled around. Just as i was about to rush upstairs I realised it was bin day so I gathered all the trash in the house and then gingerly opened the back door to get to the wheelie bin. My heart pounding as I step.out the house dressed as a french maid, my heels clicking on the floor. Luckily it was late and there was no one around as I gingerly pulled the wheelie bin to the kerb my eyes dotting left and right checking that there was no one there. Why are heels so loud I thought to myself as I rushed back to the house and safety. Phew made it.
Tonight’s bedtime would be special, the play room has a pull down bed with restraining points down the side. I take out the plug and lush and replace it with a standard vibrating plug and remove my wig and cover my head in a latex mask with appropriate frilly maid bits on it as I tuck it underneath my collar. I grab a couple of bundles of rope and tie myself off to the bed. My ankles and knees stretched wide, my corseted torso held firmly in place. Before I tie off my hands with a couple of timer locks set for 4 hours I put a breather ball gag in my mouth and message my Miss good night and a big thank you for the fun today. I then lock myself into position for the night ready to be played with whilst I sleep and to be of service to my miss the next day. Happy content and fulfilled