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Found this kicking round my archives….bit of everything on my profile 😉
“….so that’s the year-end completed and the company tax return has been submitted, should have no problems now, all ready for next year”.
Distracted by the phone call, Simon browsed his profile on xHamster on one computer, while looking at the screen of his other, longing to unpause “Breaking Bad”. Simon didn’t mind doing work on the side, and he wanted to be more socialable, hence why he had agreed to be the accountant for his mate, but he always wanted this to be on his terms, and midway through an episode of Breaking Bad during a rare day of holiday wasn’t the right time.
The upload of a particularly hot Lady Natalie Black video was about 50% complete. Simon had made it his mission to throw himself into his fantasy as a sissy, and wanted to share as many videos online as possible and make as many friends to try and find someone to make a connection with.
“We’ll need to arrange a meeting to discuss my accounts for the current year, and make sure my tax isn’t going to be too high”
“Yes, well er…” Simon just noticed that he had a new message, must have previously thought it was a friend request. Clicking the little icon, his private messages popped up, and the message simply read:
“well then sissy bitch, come and suck my cock now you fucking worthless mincing sissy slut”
“Er….yes of course. Well we’re seeing each other at that thing in a few weeks, so we can discuss it then.”
Simon had completely lost track of his phone call. He could hear his mate speaking, he just couldn’t focus. The bottom seemed to have dropped out of his world, and he was in a completely new reality. He couldn’t think of anything else. Yes or No. Did he want this? Well it was his fantasy.
Flash back
Only last night Simon had dressed in his bra, thong, and tights. He had placed clothes pegs on each nipple. These on there own had a nasty bite, but the pain was intensified as the pegs where crushed my his B cup push-up bra, forcing the pegs to tighten, pull and twist his nipples. Simon knelt down by the side of his bed, he had already placed his laptop on the sheets, with a sissy ass fucking instructional video, which he had found earlier that night, keyed up an waiting to go.
He was unbelievably horny, his sissy clit was straining against the metal chasity cage which was pressed tightly into his pelvis by his pink lacy thong, and 2-pairs of pantyhose. Why 2 pairs…..well if you’ve never worn pantyhose, 2 has a much more erotic feeling….and it also made Simon’s legs look sexier…well in his opinion anyway! Next to the laptop, Simon had placed a pair of stockings together with a carrot which he had earlier wrapped in duck tape to make a large dildo (Guess Mythbusters haven’t thought of that as a use for Duck Tape!!)
Simon was dying to start the video, but something was missing……he decided he had to video it. Reaching for his mobile, he played about with positions, checking that all the action would be captured. After finding the right spot. He grabbed his phone and placed it next to his laptop, then put one of the stockings over his head down to his nose.
Picking, up his mobile, Simon press record, and looked directly into the light of the flash.
“I am Simon Clegg. I am a sissy slut. I need to be fucked in the ass, and suck cocks in order to satisfy my sexual urges. I am not a man, look at me!” With that Simon started to move his phone as he spoke. ” Would a man dress in a lacy pink bra with matching thong? Would a man, place clothes peggs on his nipples in order to gain sexual gratification? Would a man seek sexual gratification, but lock his cock into a metal chastity cage to prevent it getting hard?” With that Simon had pulled his panties and tights away from his groin, pointed his phone at his sissy clit straining at it’s prison. “Would a man put stockings over his head? And would a man place balled up stockings in his mouth as a gag? Of course a man wouldn’t, but I, Simon Clegg, am a horny sissy faggot, and as such need this for sexual gratification. Here in front of me, I have a video which will instruct me how to fuck my sissy cunt, which I’m going to do with this homemade dildo, and I’m going to video it as I want to watch my depravity later. But before I gag myself and follow the instructions on this video. I’m going to stick my fingers in my sissy cunt, and wipe it’s juices under my nose, so that all I can smell as I fuck my sissy cunt, is my own sissy cunt.”
With that, Simon, reach around, stuck 2 fingers into his ass, and as he did it, he let out a lustful groan. Wiggling his fingures a little he pulled them out, wiped them under his nose, rammed the balled up stocking in his mouth, and pull the other stocking down below his chin.
Placing his phone back in the spot which would capture all the action, Simon pressed play on the video. It wasn’t long before the Mistress in the video had him ramming his dildo hard into his sissy cunt. The video was instructing him to wank, but he couldn’t due to the cage, but Simon was getting wild with lust. The dildo was hitting his prostate with every thrust. But he needed to be more restricted, more helpless to the dildo he was ramming into his sissy cunt.
It was no good, he needed to use both hands. With this, Simon moved his left arm, which was supporting the top half of his body, round to the base of the dildo. As he did this he fell onto the bed, twisting his head so he could see the video. A shot of elecity shot though his boday, as the pain in his nipples doubled due to his body weight crushed the pegs tighter. He rammed the dildo hard against his prostate and started to feel the cum drip out of his sissy clit. He was managing to milk himself, he hadn’t had an orgasm, but cum was running out of his clit with every thrust.
He could feel an orgasm building, but in his sissy cunt, was he having an anal orgasm? Wave after wave of orgasmic pleasure plused through his body. He was groaning and screaming into the stocking gag. He didn’t want to stop, the cum was still flowing from his clit. All he could think of was cock. Cock in his ass and in his mouth. The video was drawing to a close, there was only a minute left and the Mistress was counting down to orgasm, ordering Simon to drink his cum. When she got to 1, Simon let go of his dildo, reach up to the stocking over his head, and pulled it up from his chin, pulled the stocking out of his mouth, and thrust his mouth over the p*o of cum and sucked it all into his mouth and gulped it down. As the screen turned black, Simon, fell sideways, exhausted and spent, the dildo hanging out of his cunt.
Back to reality
There was simply no other answer, Simon replied, and simply typed “Ok, where are you now?”
His Master was close, 10 minutes drive. Simon knew this as he had nearly submitted to Sir 6-months ago, but Sir had chickened out, and then when He had summoned up the courage, Simon had chickened out. The pm from his Master wasn’t completely out of the blue either, Simon had pm’d him the day before, begging to suck his cock. Trying to tease and entice Master into accepting Simon as his sissy.
Simon, snapped back to reality and realised that he was still on the phone, so quickly typed, that he would finish his phone call, get changed, and drive over. Master simply replied “OK”,
Simon went back to his phone call, and quickly ended it. He rushed down stairs. Pulled on a clean pair of stockings, pink lacy suspender belt, and attached the suspenders. Next he put on his matching thong and bra, tucking his chastity cage into the front and adjusting the panties so they felt right. He remembered that sissies should put suspenders on first, so their panties can be removed easily. Simon then pulled on his jeans and jumper, and ran back to his computer.
Simon pm’d Master saying that he was ready, and could he have the exact address. Master came back, he was chickening out again!
“Sorry sissy, too risky here”
“Sir, don’t you want my virgin mouth round your cock. I’ll swallow your cum. I’m begging to swallow your cum Master”
The minutes ticked by before a reply came. Master replied. “Yes sissy I want to cum in your mouth. Give me your address and I’ll come to you”
“Will you guarantee me 100% discretion?”
“Yes, sissy, and this is expected from you”
With that Simon gave Master his address.
“10 minutes slut”
With that, Simon quickly ran downstairs to his bedroom, and quickly tidied it, closed the curtains, and then closed the doors to the other bedrooms.
As Simon waited, he realised there was no going back. A Master was going to be knocking on his door in less than 10 minutes, and he would have no choice but to do exactly what he was instructed. Simon remembered the stories he had read about Masters and sissies online, and in most of them, the sissy would answer the door dressed only in lingerie.
Simon quickly ran upstairs and disgarded his male clothe, and then return to waiting behind the front door. As he waited, Simon wondered what would happen if the next knock wasn’t his Master. He was just going to let the person in, dressed as a sissy, with his chastised clit leaking precum. Every time Simon thought this, his clit twitched and a little, and more precum would flow out.
All of a sudden, there was a knock. Simon, reached for the key, open the door, and peeped round the side of the door, and let Master in.
“What a pathetic little sissy you are. Look at you cunt. Get you ass upstairs now. “
Simon started up the stairs as Master spanked his ass. Simon walked to his bedroom, and stood with head bowed as Master walked in.
Master was older than sissy, taller, and came over very dominant.
“what a pathetic whore you are, bend over the bed slut”
As Simon bent over, Master started to spank Simon’s ass. He then reached between Simon’s legs and gave his balls a slap, then started to spank Simon’s caged clit. Simon opened his legs giving Master greater access. He did this instictively, Master didn’t order his.
All of a sudden, Master stopped and stepped to the side of Simon. Simon could hear Master underdoing his belt and dropping his trousers. “Look at me sissy”. Simon, stood up and turn to face Master, but all he looked at was Master’s cock.
“Have you every sucked a cock slut”
“No master”
“Well get on your knees slut. Make me hard”
Simon for a split second hesitated, then knelt down and took his Master’cock right into the back of his throat. Simon started to bob up and down on Master’s cock, he could feel waves of submission sweap over him, he was in his bedroom, dressed in lingerie, sucking the cock of a complete strange.
Master grabbed the back of his head and forced Simon to deep throat and gag on his cock. Master started to skull fuck Simon hard, making him gag with every other thrust. “Do you like daddy’s cock slut?”
Simon tried to say “Yes Sir”, but of course with a mouth full of cock, that was impossible.
All Simon could think of was all the videos he had watched online showing sluts give blow-jobs. Simon started to flick his tongue against the underside of the cock, Simon would love that, so Master must. He kept telling himself to make sure his teeth didn’t touch Master’s cock. (A friend use to make fun of a girl he pulled once, and the fact her blowjobs were like a cheese grater as she scrapped her teeth on his cock!).
Simon bobbed as best he could, he could taste the precum in his mouth, Master started to groan. “Make me cum bitch. Swallow my cum you slut. Oh god yes, that’s it. “
Simon started to suck harder, bob faster, and flick his tongue over and around Master’s cock. There was no going back now. He was a faggot cock sucker. A complete stranger was about shoot his cum into his mouth. Would he be able to swallow it all?
Master let out a long groan, and Simon sucked for all he was worth. Spurt after spurt of cum shot straight down his troat. He was a cock sucking faggot. Never again would he have to imagine what it would be like to kneel at a dominant Master’s feet dressed in lingerie and suck his cock, and swallow his cum, he had done it.
Simon kept sucking Masters cock until he was sure he had every last drop of cum. As he pulled away, he saw that Master’s cock was getting soft, but there wasn’t a drop of cum left at the tip. Simon looked up at Master, opened his mouth to show there was no cum left and licked his lips. There was no pretending, he was a cock hungry sissy slut.
“Did you enjoy that slut? Did you enjoy daddy’s cock?”
“Yes Sir.”
“Good, well i don’t want you removing that chastity cage and wanking over this later. You understand.”
“Yes Sir”
“I’ll use your bathroom now slut, then you can show me out.”
Simon stood in his bedroom. Head down, feeling the power of the man pissing into his toilet washing over him. He could taste cum in his mouth, and feel it running into his stomach. He had a Master. He WAS a cock sucking sissy. It was no longer a fantasy, it was reality.
Master came out of the bathroom, and walked straight downstairs. Simon minced down the stairs behind him. As they got to the front door, and Simon unlocked it, Master turned to him and said “Thank you, until next time”
With that he was gone, leaving Simon with a belly full of cum at the crossroads in his life.
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