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From School Bully to Sissy Slut
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By (user no longer on site) OP
over a year ago
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So this is a story I started writing on an old account but never continued. I have copied from that previous posting and plan to continue with the story...
The following is entirely a work of fiction however is a fantasy of mine which I thought I would share....
I am a closeted bi crossdresser that just so happened to be a horrible bully at school. I have been talking to a guy on a hook up site telling him how much I love dressing and how I want to be a sissy sub slut but nobody can ever know and we exchange face pictures. Now it just so happens that the guy I am talking to is someone that I bullied a great deal, I made his life hell and he has never forgotten. He recognised me straight away but he has changed unrecognisably from a small y kid to a 6ft muscle bound personal trainer. It’s has been nearly 20 years since I left school so I don’t recognise him. He suggests we meet at a local hotel and says he is happy to pay providing I agree to wear the outfits that will be laid out for me when I arrive.
I arrive at the hotel, text the man I am meeting to ask for room number and at the reception desk is another one of my school day bullying victims. She has blossomed into a beautiful blond, I give her a glance and she smiles back. I receive a text back telling me the room number and advising the door has been left unlocked.... I am told to enter the empty room change into the outfit laid out on the bed including the blindfold....
I enter the hotel room and on the bed are breast forms, matching black satin bra, thong and suspender belt and with black sheer stocking and a pair of four inch heels, there is then a very short and tight black mini skirt, fitted white shirt, black cardigan and shirt denim jacket. I eagerly strip and change into the outfit. I then put the blindfold on and wait.
A man enters and guides me over to a chair. He tells me I am going to be lowered onto a butt plug. I slowly lower myself onto it, I then feel restraints attaching my arms to the arms of the chair and my legs to the legs of the chair, I am collared and this is also attached to the chair, there is no way I can move. I feel my thumb pushed onto something, it is my phone and it has been unlocked. The lights in the room are turned off and I am told that when my blindfold is removed there will be a bright light that I must look straight at and say out loud how much I have dreamed about sucking a cock being as slutty as I possibly can. I am then fed the cock and made to suck it, I go to town on it and am clearly enjoying myself when I feel the putt plug starting to vibrate and slowly expand. Suddenly the man stops and tells me to decide whether I am going to swallow or receive a facial, I eagerly both. He fucks my mouth and pulls outs just leaving the head sitting on my tounge when he cums, he tells me not to swallow yet. He is a heavy cummer so finds enough cum to wipe all over my face, I am then allowed to swallow.
The room light is turned on but I am still bound and blindfolded, that’s when I am told something which will change my life forever... |
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By (user no longer on site) OP
over a year ago
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“From now on I own you” he says. “ I have just recorded everything you have done and if you do not obey every order you are given this video will be posted to your social media accounts and send to all your contacts...” I feel my stomach in knots as I’m told this but I can’t help but notice my cock twitching and getting harder. “As long as you do as you are told then everything will be fine but if you cross me you will regret it” and with that I feel myself being untied.
“Now I am going to the bar for a drink” he says “I expect you to clean yourself up and put on the outfit laid out on the bed. Once you have changed you will take the toy which I have also left on the bed, you will use the suction cup on it and stick it to the wall. I then expect you to be on all fours with it fully inserted by the time I get back”. My restraints are finally released and my blindfold is pulled off. He doesn’t say another word and just leaves the room. I look over to the bed to see what had been left and fear sets in |
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By (user no longer on site) OP
over a year ago
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Laid out on the bed is a black french maids outfit and next to it the biggest dildo I have ever seen. It must be at least 9 inches long and thicker than any cock I’ve seen when watching porn. I slowly undress and put the outfit on catching a glimpse of myself in the mirror and wondering how I got myself in this situation.
I pick up the dildo and use the suction cup to attach it to the wall. I make sure to use as much lube as possible, turn around holding my cheeks apart and slowly back up onto it.
I can’t quite believe what I am doing but I’ve been given no choice so little by little I wiggle my ass and ever so slowly take the dildo inside me millimetre by millimetre... it seems life an age has passed but eventually I feel the silicone balls against my ass and as I do the door opens... |
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