AliExpress and Sissy Downfall

As the computer was starting up, he put the bottle of poppers on the table and stripped to his PVC body, put on his cuffs, locking both of them with his old padlocks and threw the keys well up the bed so he wouldn't be able to reach them later.

His back pack was next to him and now the timer still read an hour to go.

He logged onto Collar Space and changed the photo to one of his lower body (without his face) in his current outfit and said he was looking for company of Masters, or TV Mistresses if anyone was around, even if they just wanted to watch on cam. He posted that he was going to do a self-bondage session impaled on a dildo live on cam.

He also turned on his Hotmail messenger in case any of the Dom/Dommes he'd chatted to in the past were on.

He posted on Fetlife and Craigslist too, knowing full well most of these never eventuated to anything, but he figured it was like fishing, the more rods you had in the water the better chance you had to catch someone.

The plug was not only pressing on his prostate each time he moved, but on his bladder too, he might not be able to hold on and would just have to sit on the toilet dressed as a sissy and wet himself. Now he really wanted the plug out and had to keep topping up his poppers to cope with the sheer width of the plug and the feeling of his clit being spiked if he got too excited.

He knelt down next to the coffee table and attached straps around each leg so that two d rings could be attached either side of the table to padlock his ankle cuffs to later. He'd made sure that they were fixed tightly in place, so that once his ankles were clipped in he would not be able to slide them forward or back, effectively locking him in the position on the coffee table.

Then the messenger notification pinged, he'd personalised this one with the first few bars of Take a Walk on the Wild Side by Lou Reed, he held his breath, shit it was Master Tim.

Fuck what was he going to do, he'd not spoken to him since Charlie had let him down badly. Despite the hundreds of texts, emails and phone conversations that they'd had over a torrid 4 week period, Charlie had ended it by saying that he couldn't be the sub Master Tim needed. This was the first contact since that day other than one message Charlie had sent late one night of Hello Sir, how are you?

"Answer me boi!!" Was the text that came through.

"Hello Master Tim, how are you?"

"Well I was fine until I saw you log on and try and prostitute yourself, in my city, without contacting me, you little bitch."

"Sorry Master i thought that the way we had left it, meant i shouldn't ever get back in touch."

"You see as I told you repeatedly, you're simply a stupid bimbo, you don't understand do you, you simply don't have the brain power to make those sort of decisions. As I've told you many, many times, it's not all about you."

"Now look at you in all your sissy outfit waiting to fuck yourself and pretend to be in bondage, you're pathetic."

"Sorry Master i'll take the posts down."

"That's not the fucking point bitch, look you even still have the name I gave you of His_fag_wife on your accounts, that's because that's what you want to be in reality, isn't it??"

"i do but i can't Sir, my wife, I just can't do it to her."

What the fuck, but you can be locked into PVC sissy clothes and ram a massive fucking dildo up your boi cunt all whilst locked in bondage, how is that ok?

i don't know Sir, i just need this.

What you need bitch is cock, a real mans cock, to suckle on and feed from, to worship, to be skull fucked by. You need to be transformed into a fag wife, dressed and made up, then to be fucked as my fag wife. To be trained and turned, you know that's what you need bitch, don't you, in your heart of hearts. To be treated brutally until your broken completely, don't you.

Charlie lowered his head, yes i do need that Master, but i can't.

Not only can you, you will, it's your destiny to be my fag wife. That's why I gave you the name, now open up your cam and show me what you look like today.

Charlie didn't know what to do, but figured he had to do this, even though he knew he could never meet Master Tim, he needed so much more that Charlie could ever give.

He flicked on the camera and saw Master Tims strong chiselled face.

"Hello Master."

"Hello boi, ummm well look at you, stand up and turn around show me your set up."

Charlie stood and showed bulge in the PVC body where his cage was and the bulge from the plug. Then he lifted the laptop to show the rest of the room and the table and straps ready for use.

"So where are the rest of your toys, I thought from your posts that you'd be fully made up and in heels."

"Sorry Master, the rest of my gear is locked in this bag with a timer lock, for another half an hour or so, before I can put myself in self bondage as I described."

"Still addicted to poppers I see slut, you know those should only be taken when I say it's ok. It's not for you to decide. In fact take some big sniffs now I want you a little higher than you are."

Charlie dutifully took 4 long snorts of his Pig Sweat, taking him higher and higher.

"So who put you in this and locked the bag, did you do it slut?"

"No Sir, a Mistress Tegan did it."

"Fuck now you see bloody Mistresses, whatever next."

"She's a trans pro Mistress and just let me send my purchases there, but wanted to see some of the things in action."

"I bet she did, so she plugged you and locked you in chastity and sent you on your slutty way and laughed her head off as you walked away."

"Yes Sir she did."

"Well I never, now what hotel are you in, I'm coming there now, it's time to start for real."

"i can't do that Sir, i just can't do it."

"You dumb fuck, you even wanted me to have you pierced to show your devotion, to have your cunt tattooed and now you won't even see me?"

"Charlie was genuinely frightened now, although Master Tim had taken him further mentally than any previous Domme or Dom, he was scared he simply couldn't please Master Tim. He seemed to do nothing but fuck him off."

"So sorry Master i can't, i have to go."

"Don't you dare do that bitch, don't you dare. I know where you are now, after you showed me the room, that's the Sky City Grand isn't it. I will be there in half an hour. What is your room number slut."

"i can't do that Sir, so sorry."

And with that Charlie closed his messenger window down. The notification pinged again.

"Turn the camera back on slut. You are mine."

"Now slut, do it now!!"

A stream of another 10 messages, each more angry than the last before the computer went quiet. Charlie was shattered, he needed a drink. Getting a beer from the minibar, he drank it back quickly, his stuffed asshole and caged cock giving him pain.

All of the biggest turn-ons from chatting to Master Tim came back to his mind. Even how Charlie had searched the internet for everything he could find on guiche piercings after Master had told him he would have him pierced when he visited.

Not asked him if he could have him pierced but simply told Charlie that he would book him in with the piercer when he came to serve his Master, to show his real ownership. The thought of turning up freshly shaved and being instructed to sit in a gynae chair in front of a piercer who could clearly know that Charlie was a submissive gay faggot, turned him on completely.

At the time Charlie had been both appalled and thrilled, but in the end it had all been too much, too fast and too scary and so much of that was Charlies fault. He had rushed headlong into it and had repeatedly pissed Master Tim off, always focussing on himself as the submissive and his pleasures, rather than his Masters needs.

He sat on the floor drinking, not knowing what to do, now Master Tim even knew which hotel he was in, fuuuuckkkk. Charlie looked around the room and breathed a sigh of relief as he realised that there wasn't any indication in the room of the room number that Master might have seen on the laptop. He was safe.

Then the timer lock went off and released, the bag was free and he could get the big plug out of his hole, or his boi cunt as Master Tim called it.

For one moment Charlie thought about calling a halt to the entire plan, had talking to Master Tim killed the moment, but it then dawned on him that he was now hornier than ever. Master Tim turned him on and scared him at the same time and in equal measure.

He reached into the bag and began to lay out all the gear on the bed, he wanted to be en femme completely now and soon, to be able to be someone else and be in another place mentally as the slut he longed to be.

He laid it all out and took in the sight, fuck it was perfect, now to get ready. The need to pee was now becoming ever more urgent.

He them picked up the beautiful Bam dildo, realising just how seriously wide the girth was. It was one thing to take a 2.5 inch wide plug, where only the widest part was 2.5inches in diameter, but this beast had 10.5 inches of insertable length and was 2.5 inches in diameter all the way down.

It would have his ass held open with a circumference of nearly 8 inches, for the entire time that he set the timer lock for. There would simply be no respite possible, just as he wanted it.

But then reality kicked in, it was fucking huge, too big for the first time for Charlies self-bondage experiment. He'd go with the smaller one, which was only 2 inches in diameter and would hold his ass pussy open with a circumference of over 6 inches, or just short of the size of a pool ball.

He picked up the beautiful black cock and stroked it, then sniffed the new silicon smell, he couldn't help but suck the end of the head of the cock, the poppers and his current state of horniness getting the better of him.

He licked the base of the suction cup of the dildo and positioned it on the coffee just in front of the position where he would be padlocking his heels to the d rings attached to the straps which in turn were fixed to the table legs. The three points of attachment, namely the 2 D rings and the dildo forming a triangle facing the computer screen.

As he looked at the table, the cock looked truly daunting, he wasn't even sure he could take it, but he'd sure as hell try. He tied two strong nylon cords with loops at one end, to the base of the dildo, one would be attached to his cock cage and the other to the cuffs which he would lock with his hands behind his back with the timer lock. Once he had the two cords locked in place there would be absolutely no way to get the dildo fully out of his cunt. It would be held within him or he'd pull his cock and balls off.

He would be impaled until he could release himself, once the timer lock opened.

He picked up Pig Sweat and the keys he needed and fiddled desperately between his legs until finally he managed to unlock the padlock connecting the two zips between his legs, as he opened the crotch zip he walked bow legged to the bathroom and squatted over the toilet. He loved the feeling of being full, but now needed this big plug to be out of his asspussy. He took the cap off the bottle and took two long snorts of his favourite poppers, getting the face flush and head rush he craved and he began to bear down on the plug.

He kept pushing and groaned as the plug reached its widest point before the inevitable release into his waiting hand.

He'd done such a good job of the enema earlier in the day that the plug came out pretty clean without any residue on it. He placed it in the sink, relishing the feeling of emptiness but almost immediately wanting to be full again.

He walked out of the bathroom and went back to the bed sitting down with his ass now gaping out of his boy shorts, his cock cage in view with the angry little purple head being raped and held by the deep urethral plug. His shaved balls hung low and looked even bigger than normal compared to the miniscule size of his cock in its confinement.

He opened the lock at the back of his collar and opened up the zip on the front of the body to slide the two heavy breast inserts in. He didn't use the glue this time, hoping that the shaped nature of the PV body would hold them in the right place.

He needn't have worried the C size breasts only just fitted in, he positioned them and the carefully, slowly raised the zip, pushing them together and holding them firmly in place, they certainly weren't going anywhere. He looked in the floor length mirror and his entire physique looked different. He was getting the feminine shape he craved. The breast inserts were the first he'd ever had or worn and the weight felt strangely erotic and reassuring.

He sat on the bed and put on a pair of sheer black seamed stockings, ensuring that the seams were as straight as possible. As he opened the shoe box and he paused, the heels were perilously high at 5 inches, which he knew he'd barely be able to walk in. Shiny black patent leather with a strong wide strap to go around the ankle with a small padlock attached. Once they were locked in place, they were staying in place, just as a Sissies heels should.

He lifted one shoe up to his face, caressing the side and cupped it over his nose and mouth breathing in the exquisite aroma of new women's shoes. Again a first for Charlie, with the pricing so much better on AliExpress he'd treated himself. He hoped one day he'd be able to walk sexily in the shoes.

He carefully slid his stockinged feet into the shoes and tightly closed the clasps on the straps before padlocking them securely in place.

He looked at his hairy legs and thought that he'd have to find a reason to shave them, maybe do more cycling and use that as the excuse to justify it to his wife. Dodgy but maybe doable, could he come up with a convincing story for his vanilla wife.

Then he picked up his makeup kit and his computer and moved it to the mirrored dressing table on the opposite wall to the bed. Walking was very slowly and still wobbling like a drunk. He loved the feeling of walking in high heels, however perilous it was it felt slutty.

He sat on the chair and brought up the youtube clip of a drag queen explaining how to make up a sissies face. He followed the tutorial as carefully as he could, but he was trying to do this quickly now.

As he looked in the mirror, the job was far from perfect and he'd never be passable unless he lost a lot of weight and probably not even then. But he had achieved a proper Drag Queen Sissy slut looks, smoky grey eyes with lengthened eyebrows and heavy mascara on his reasonably long eyelashes and then deep, deep purple lipstick on his full lips.

He reached over for the black bob wig and put the wig cap on first then pinned the wig in place. He gave it a firm tug and it held in place, framing his slutty face.

Now as he looked up at the mirror he saw the best look he'd ever achieved. A true Sissy slut look he was proud of. If only he could get to his target of an anal orgasm, today would be a great day.

He stood up gingerly, moving the laptop back to the bed and kneeling before it, pulling up three of his favourite Sissy Hypno Videos and some more TS seduction clips he'd downloaded and finally as he'd spoken to Master he thought he should have some brutal gay ones on there to frighten him a little so he brought up three Bound Gods videos. He set them all up to play one after another once he was ready. He also set the video camera recording.

He placed the lube next to the Dildo and then set up the final preparations, he checked Collar Space, Fetlife and his Hotmail, no comments or responses, looked like he was on his own, then he liked one Sissy photo on Fetlife and immediately Master Tim sent a message on Fetlife and on his messenger account.

Just Loving the photo would have shown up on Master Tims timeline so he knew his boi was online and on that site at that moment.

"Boi, open up your cam and show me your progress, if you won't have me come right now, maybe you'll decide to do that later, I want to watch your pathetic attempts at getting your sub fix on your own."

It sounded to Charlie as though Master Tim was less angry now, maybe it would be OK for him to watch.

He set up the computer with a split screen so that he could watch the videos on the loop but also see Master Tims face and messages as they came through.

"Ok Master i will turn on my cam and you can watch but i won't be able to respond to you once i'm restrained."

"Well that's fucking obvious you stupid bitch, but if I give you an order and you can obey it I expect you to, do you understand?"

"Yes Master if i can obey i will."

His final preparations were to open the bottle of Pig Sweat and to pour a little into a small cup which would increase the surface area to spread the poppers more quickly. He placed that in front of his triangle of points so that the fumes would rise up for him to breathe in.

Then he took the COCK WHORE collar and locked it in place.

"Ohh how perfect for my bitch, we'll have to get you another one with HISFAGWIFE on it won't we?"

"Yes Master that would be good." Charlie was answering on autopilot, not even thinking of what he was saying with a head full of poppers.

He picked up the lube and slathered it on the dildo, this time he wanted as much as possible.

"How long should I set the timer for Master." Just asking Tim was making his head spin, this was wonderful, he truly loved being controlled.

"One and a half hours should get you off slut."

"Do you want me to watch the Sissy, hypno videos I have set up and the Bound Gods ones Master or just have it so I can see you and listen to you?"

"Get the videos ready ending with the Bound Gods ones, send me the links though now and the order, so I can watch them at the same time as you do and send appropriate instructions by typing messages on messenger. I will tell you when to start them."

"Yes Master." Charlie did his Masters bidding sending the links.

Charlie set the timer, plugged in his noise reducing headphones and checked with Master Tim that he had the links, which he did. Charlie then carefully kneeled over the dildo, lining up the head with his asspussy.

"Now slut take some big snorts of the pig Sweat I will count you in and out and tell you when to hold, let's get you loaded up."

Master Tim counted to 10 four times, making Charlie sniff on alternate nostrils and making him hold his breath for 20 seconds after sniffing, getting his pig as loaded with poppers as possible.

OK slut I have the videos in order now, start them after 3 2 1 now."

Charlie dutifully started the video loop starting with one of his favourite Lena Luvbug ones.

"Now padlock your ankles in place, line the dildo up with you boicunt and then slowly take the first 6 inches, then attach the two cords I can see, I presume one is to your clit cage and one to your wrists."

"Yes Sir that was my plan. But I have to be on the dildo first to get my feet close enough to the restraint positions."

"Well then do it bitch now, I haven't got all day. I am though pleased that you have thought this through properly, so let me check, you have to be impaled to get your feet close enough to the locks? Is that right slut?."

"Yes Master it is, otherwise if I padlock them first I won't be able to get high enough to get the dildo into my pussy. i thought it would imprison me on the cock."

"Nice thinking slut, well do you for that thought. Not bad for a bimbo sissy."

Charlie lined his pussy up with the head of the 10 inch dildo.

He bore down on the dildo and groaned as it opened his pussy up and he slid inch by inch down onto it. His breathing was laboured, his brow beading with sweat, the first intrusion was always the worst. He lowered himself grunt by grunt until he could just reach the cords and get his legs wide enough to lock his ankle cuffs in place.