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Caught dressing on a training course part 3

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By *azmin999jm OP   Man
5 weeks ago

wakefield

Recap from last installment..

Come on then Linda, dance, entertain us, a nice slow sexy strip show would be nice, imagine you’re a lap dancer” John said. Linda took a large gulp of wine, and closed her eyes. This is it, she thought to herself, this is going to be so good, come on Linda, just relax and enjoy.

For the next 15 minutes or so Linda did her best to seduce them both with her sexy dirty dance moves. She loved this, it got her so horny as she slowly gyrated her hips, lifting her dress slightly, trying her best to tease them both. She was having trouble with her breast forms so she discreetly removed them, placing them on the floor as she had her back to them both bending down, slowly lifting her skirt, running he hands up her barley tan hold ups, exposing her now bare ass, pulling her cheeks apart . She looked round at them both, John was watching intently, but to her disappointment Paul was on his mobile. She wet a finger in her mouth then rubbed it round her hole, and then inside. She then stood up, collected her but plug from her bag and pushed it back inside her hole as they watched. She frigged herself a few times, enjoying how it made her feel, giving this slutty performance in front of these strangers, knowing that vert soon she would have two cocks to enjoy. Then she turned to face them both biting her bottom lip and as she sucked on her finger provocatively, “well this one is very good, maybe one of your best so far” said John to Paul, as he adjusted his crotch, Paul looked up, “yes, yes, a very sexy slut” said Paul. “come here girly, get the dress of and sit on daddies lap” John said. Linda slowly pulled the dress up over her hips and discarded it standing now just in her bra, sling back kitten heels and holdups, her smooth , cute little cock pointing at them , dripping precum. “oh what a delightful little cock you have my dear, show me your little titties now ” said john Linda slowly lowered her bra straps, bending forward squeezing her arms together to emphasise her small little titties, which she was so proud of, smooth with her tiny little nipples that were both sticking out now, as she wet her fingers and squeezed and pinched them giving her an instant rush of pleasure.

Linda then sat over John's knee, rubbing her self across it as he reached over to kiss her. Linda pulled back and dropped to her knees between both men, her hands on each groin, as she seductively teased them, “ would you like sissy to suck you both “ she said.

“yes, I think that’s a good place to start” said John as they both unzipped in unison, their hard cocks sprang out and Linda licked her lips, her eyes locking onto 2 magnificent cocks “ whose first” she said, “ get on with it slut” said Paul impatiently as he put his phone aside. Linda thought she had better see to Paul first as he seemed impatient and angry , and she took his cock in her mouth and started to suck him. She was soon sucking deep, gagging and savouring the moment as she slowly wanked John’s cock at the same time. This was a dream come true, 2 solid cocks, and she was loving it. Then she moved over and licked Johns cock from the base to the tip. His cock was wider and longer than Pauls, and she thought maybe John is 8 inches and Paul 7. She moved her head up and sunk back down, devouring Johns cock. “Enough of this, let’s get this night started” said john, as he placed his hands on her head and pushed it down , making her gag as he held her down over his cock “that’s it slut, gag for me” he said. Linda started to struggle, spuing her saliva over Johns balls. Paul got up, “about fucking time” he said as he removed his trousers and shorts, and started to set up a small table occasionally pausing to watch John face fuck Linda and take a photo.

John let go and Linda pulled away, her face red as she gasped for breath, coughing. “not very good at deep throating are you” he said , “get back on “ and Linda tried again, taking him slow , trying to regain control as she wrapped her hand round his base and wanked him as she sucked him, but john was having non of it, as he pushed her head back down, this this he just took hold of her head and pushed her down all the way in, using her head to pleasure himself, his cock pressing into the back of her throat, then out and back down again, hard and quick as he enjoyed the feeling of his cock hitting the back of Lindas throat and hearing her gag and splutter. Lindas eyes were wet with tears , as she gaged each time. After 10 minutes of this repeated deep throat fucking Paul ushered her up and told her to get on the table on all 4’s . The table was clearly something they had designed specifically for one purpose, small, with a raised padded centre just the right height so Linda could be held over it giving Paul and John perfect access to her holes. There were straps at the back which Paul pulled over securing Lindas legs apart and her calves against the table. Then another strap over her back around the central support, and then her wrists were cuffed to the base of the table , her hands outstretched to support her and she was restrained and helpless on all 4’s. John and Paul stood back and Paul took a picture “smile for the camera sweet sissy” John said Then Paul said “This is all about what we want now, we have gave you your fantasy, now time for the reality. You are here to service our requirements slut, despite all the fucking small talk and messages, we just want to use your holes bitch, and that’s what we intend to do, and when we are done you can fuck off back to your car. Paul, pulled out the but plug, and pushed the head of his cock against her hole, as John stood Infront of her and gripped her chin, positioning his cock against her lips “open wide sissy” he said. “position ok for you Sir” said Paul to John “absolutely, on the count of 3 Master Paul let the fun begin” said John

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By *aninnylonsTV/TS
5 weeks ago

Ipswich

mmmmmm so hot and sexy

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By *azmin999jm OP   Man
5 weeks ago

wakefield

Part 23

…………………………………………

When Carys received the message from Lena, she instantly sent a what’s app to Paul. “I hear you have some fresh meat, make sure you send me some pictures” . At the time, Paul was sat with John and Linda in the pub and he replied briefly with a thumbs up and the words, “ clocked your spies, do you know the sissy” Carys replied “yep, English sissy twat, staying in the swan, enjoy” “interesting” replied Paul.

…………………………

Lynda was slowly evaporating from his mind as the reality of Liams situation hot home. This was all too much, and far too quick for him, he was petrified, and deflated, his cock had gone limp and it just hung down between his legs, this was not how he expected this night to go, and he was not ready for this. He was restrained, exposed and helpless, and there was nothing he could do. Before he could rationalise anything else about his situation, he felt a searing burning sensation rip into his ass, as Paul drove his cock slowly inside him, stretching him way further than any of the toys he has used in the past. Before he got chance to even beg for Paul to stop, John filled his mouth again with his meat, and pushed it in deep. John then took hold of Liams nose, squeezing it for a few seconds, just enough for Liam to panic, then he let go. Thoughts of himself as Linda had gone now as Liam struggled against the restraints, as these men took advantage of him. For the next 30 minutes they spit roasted him hard and fast, and Paul only paused to take some pictures The pain inside his ass was excruciating, as he fought back the tears, doing his best to concentrate so he could regulate his breathing to accommodate Johns cock and his occasional nipping of his nose as it thrusted in and out his mouth as he gaged and dribbled. Each time John pushed it as far in as possible. This was not the pleasurable passionate love making he had dreamt of , he was being used like a cheap whore by these men, in fact probably far worse than that of a cheap whore, he was been abused and the only rest bite was when they swapped ends. Paul and John had a quick drink and Paul took a few more photos of Liam on their fuck table. Paul handed John a leather tawse and Paul took a short video of John whacking it against Liams ass as they laughed.

John approached him, bending down to look at Liam smiling, then he slapped his hard cock against is face, “I hope Paul has got your hole ready for me dear” he said. Just as he had got used to the feeling of Pauls cock, he got stretched even more when Johns hard rod went even further, stretching and burning his insides. Thankfully Pauls cock was easier to handle in his mouth, and he retched at the taste of his ass as Paul pushed it in his mouth . “this will be a lesson bitch, make sure you clean yourself properly before a meet” paul laughed. Liam was gagging on Pauls cock as John thrust deep inside him, further than anything and been before. But this was different, maybe Paul’s cock had broke him in, as the pain was subsiding now.

They continued to fuck his holes, and Linda started to feel something different , the shearing inside her ass had been replaced by a pleasurable feeling of fullness, as she visualised what this must look like she was starting to feel aroused again, in a way she had never felt before. The smell of these men, there cocks, there odour, the manly masculine scent, mixed with the smell of sex was intoxicating, and she could feel her own cock start to harden again. Paul and John were in synch, towering over her as they pounded her holes, “getting close Sir” said Paul, “oh yes, do you think we can co ordinate” replied john as he started to grunt with each thrust “ I do believe I am ready master Paul” and with that they both started to go even harder s they fucked her holes “OGHHHHHHHHHHHHHH YES YES YEESSSSSSS, OHHHHHHHHH “ they almost growled as they both started to flood her holes with cum. John was first, and Linda felt the jet of cum flood her insider, a warm wet feeling of intense pleasure as his cock squelched as he continued to pump his seed insider her, as Paul let out a final grunt, pulled his cock out her mouth and took hold of it with his hand and sprayed jets of thick warm cum over her face, slapping his bell end hard against her face, as he released his seed, spraying it over her eyes, face, head and then stuffing his cock back in her mouth as he squeezed out every last drop. “suck it bitch” he yelled.

John pulled out his cock with a squelch, sucking out his seed from her gaping hole down her thighs and onto the table below. Johns cock seemed even longer as it waved around as he moved towards Lindas head, Paul stepped aside, as john presented his glistening tip to Lindas mouth. “open wide” he shouted as he slapped Lindas face. Linda reluctantly obeyed as john stuffed his cock back down her throat, “clean me up sissy” he said, “be a good girl for daddy” he went on as he allowed Linda to suck him dry, this time he did not throat fuck her, just let Linda use her tongue to coax the remaining drops of cum, as he enjoyed the dying moments of his climax.

Paul took a few more pictures of Liam and left him on the fuck table as they sat down and had a drink. Linda was still extremely aroused as she enjoyed the chance to rest, all she could taste was cum, as she tried to look round to see what Paul and John were doing. Paul and john scrolled on their mobiles relaxing.

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By *erry55Man
5 weeks ago

Portlaoise

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By *ohnny 52TV/TS
5 weeks ago

Middlewich

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By *he WormMan
5 weeks ago

all over

Love this story can’t wait to read more!!!

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By *oanna k NickersoffalotTV/TS
5 weeks ago

North of Newcastle

Wow, what a lucky sissy she is, so jealous of her xx JK

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By *harlotte39cdTV/TS
4 weeks ago

rochester

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By *ilmarnock200Man
4 weeks ago

kilmarnock

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By *issyswichTV/TS
4 weeks ago

Gateshead

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By *outhernshyMan
4 weeks ago

pSurrey

Bet cerys is waiting !

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By *ooyoome5TV/TS
4 weeks ago

Lanark

Absolutely fantastic

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By *ocklover50100Man
4 weeks ago

Holsworthy

More please

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By *sri1973Man
4 weeks ago

Brewood

What is going to happen next.

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By *azmin999jm OP   Man
4 weeks ago

wakefield

Part 24

…………………………..

As Lena pulled up at the black swan, her phone pinged. She parked and Helen and Lena both looked at the messages from Carys. There was a short video clip showing Liam dancing with his cock out in his hold ups, wig, heels and bra, then another picture of Liam secured over a table, and finally another picture of Liam, his mascara running, eyes wet with tears, and face covered with cum. “ OH MY GOD” said Helen, … “Oh dear, I thinks Carys will want to explore this further , poor Liam,” laughed Lena.

………………………………………….

Paul and John cleaned themselves up, still leaving Linda on the table, covered on cum.

“mmm what shall we do now, maybe have a little fun with sissy” said John “ we still have time John, be my guest, sissy is all yours, please do whatever you want” “well thankyou Paul” said John.

John reached between Lindas legs and started to squeeze her cock, pulling it back between her legs. He took a moment to look at it, then pulled it harder till Linda let out a squeal. He then proceeded to slap it, and slap her balls, enjoing the reaction from Linda, the more she squirmed and objected, the more he enjoyed it “such fun” he said as he then proceeded to tie some cord around her balls, then stepped back pulling on the cord so Lindas cock stuck out between her legs. “Would you mind holding this whilst I take a few pictures, and milk this sissy” said John to Paul. Paul looked up from his phone, shaking his head, then put on smile, “of course” and held the cord tight making Linda squirm and shout out “oww that hurts” as it pinched her skin. John took hold of Lindas cock and started to wank it. “such a cute little cock , are you going to cum for me sissy” he said as he expertly milked Lindas cock. Linda was so aroused and desperate for release, and this was extremely pleasurable. He pulled the cord tighter, stretching Lindas cock as he continued to wank it, “would you mind collecting a saucer for me” John said to Paul. Paul was getting restless now, but John was a very good contact for Paul and paid him well, so Paul just smiled and brought him a saucer, knowing full well what he wanted to do with it. Linda was close to cuming now, and John sensed it as he squeezed on her cock and it soon spurted all his gooey cum into the waiting saucer. John made sure he milked her dry, “Oh what a lot of cum” he said as he squeezed the last drops from Lindas balls onto the saucer.

Needless to say, John was soon at Lindas face, presenting him with the saucer covered in his cum “be a good sissy and clean up your mess” he said . John placed the saucer on the table and Liam feeling very sore and now utterly deflated after his intense climax looked down at the mess of cum on the saucer. “come on sissy do as Sir says, else do you want to feel my fucking belt over your sorry ass as well” That was the last thing that Liam wanted, and he moved his head down and stared to lick the saucer, sucking up the strings of his own cum into his mouth. “good sissy, now clean it all up for me “ john said as he pulled Liams wig of and took hold of his real hair, and pushed his face down hard against the saucer. “that’s better sissy” he said as he pulled Liams face up and said, “open wide, let me see, have you eaten it all” Liam opened his mouth. “Paul, would you mind”, said John and Paul, replied “with pleasure” and he moved over and spat into Lindas open mouth, then slapped Liams face “you disgusting little sissy, if I had more time, there are so many things I would like to do to you” john said as he smiled and pulled Liam’s head back by his hair as he put his finger roughly inside his exposed gaping hole, and started to finger out more cum , and then he pushed his fingers back inside Liam’s mouth “you are a dirty little sissy” he said as he continued to roughly scope more residue from Liam’s ass and push it in his mouth. “its such shame we are out of time, I would have liked to try a few of my toys, I have just purchased a new set of sounding bars and an electric kit, maybe next time, and maybe some water sports, I do like to see a sissy take a full bladder.” John went on, Liam was feeling terrified now, “please Sir, please no” Liam said, as Paul struck Liam hard with his hand “shut the fuck up you only speak when your spoken too”

“time is marching on” Paul said to John as he looked at his mobile.

“yes, but I think its only right that we let our sissy sample my crop if I may” said John, as he gently teased Linda’s ass with it. “maybe 6 for the road, giving her some lasting memories of his evening” said John , and before Liam could even think about what they may do next, John proceeded to crop Liam hard “one” said John, and Liam screamed in shock with the pain as the crack echoed in the van, “OWWWWW NOO” , two “AGHHHHHHHH” three, “PLEASE NO” squealed Liam in absolute agony, the pain was like nothing he had felt before.. “its so much better punishing the after they have cum I think, much more effective” said John “four” “OWWWWWW” , “five”, “AGHHHHHHHH WEEE OWWWW PLEASE NO” …. “SIX” “OWWWWWWWW” …….Liam cried in agony after the last strike, and just collapsed on the table ,

“well, I suppose we best kick the slut out now, but shall we let her dress, or maybe we let her make her way back to her car like this, a walk of shame” said Paul.

“yes, I need to be away, first class entertainment tonight, Paul, you excelled yourself. I will leave that decision up to you my friend” as John passed Paul an envelope which he put straight into his inside pocket.

A shiver ran down Liams spine as Paul finally released the restrains and let him stand up. He had been so tense during the croping and it was difficult to adjust as he tried to stand up, his ass still sore from the fucking and now the intense pain of the crop.

Paul just collected up the dress and one of his shoes that had fell off, and opened the door of the camper van. He chucked the dress out the door. “you can fuck off now sissy” he said with a smile. Linda picked up her bag, panties and stepped gingerly out the van, she hoped that there was no one about. The cold evening air bit hard as she frantically tried to retrieve her dress worried about anyone else seeing in the layby. The dress had blown slightly down the road as it was a windy evening. They were parked of the main road in one of these parking areas that loop of and back onto the main road, and thankfully there was no one about. He could here cars passing on the main road as he finally managed to get hold of the dress and quickly put it on. Then she started to look for her shoe, as Paul opened the door again and chucked out her false breasts, one of them hitting Liam on his back “you have forgot your tits sissy” he said laughing. Liam retrieved them quickly, stuffed them in his bag and started to walk back to where he was parked at the pub. As he walked down the road, the short dress kept blowing up exposing his stocking tops. His face was covered in dry cum and his throat and ass were sore. As he walked, quickly now, the pain from the crop bit hard, and he just tried to focus on getting back to his car as quick as possible. Then he heard a horn and looked behind her to see the bright headlights of Johns camper van, as it pulled up to pass her , no doubt heading back to the pub carpark to drop Paul at his car. To her surprise it slowed down, and Paul opened the window “thanks for the shag sissy, and pass on my regards to Carys” .

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By *ohnny 52TV/TS
4 weeks ago

Middlewich

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By *erry55Man
4 weeks ago

Portlaoise

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By *r.blue.eyes.86Man
4 weeks ago

Scotland and Oxfordshire

Wow

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By *oanna k NickersoffalotTV/TS
4 weeks ago

North of Newcastle

Wow, he got more than he could have ever dreamt of. What a lucky secret sissy

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By *ilmarnock200Man
4 weeks ago

kilmarnock

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By *SMmanMan
4 weeks ago

Weston super Mare

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By *issyswichTV/TS
4 weeks ago

Gateshead

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By *outhernshyMan
4 weeks ago

pSurrey

Come on Linda.....where are you!

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By *ikkixxMan
4 weeks ago

Here and there

Omg that made my panties are moist x

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By *azmin999jm OP   Man
4 weeks ago

wakefield

Part 25

Liams mind was racing, he remembered seeing Lena and Helen at the pub earlier, and with Paul mentioning Carys, what the fuck was happening. He felt very ill at ease with his situation, but a flood of relief as he finally got to his car without further incident and sat down locking the door. He decided to head back to the layby so he could get his jogging bottoms and hoody back on, and use the wipes to clean himself up before getting back to the hotel. All he could think about now was getting back to the safety of his hotel room, and getting a shower.

As he pulled up at the pub, he could see that Helen was stood outside with Carys having a cigarette. This was the last thing he wanted, and his first instinct was to drive away and wait, wait till the coast was clear. Did Helen or Lena recognise him, how did Paul connect him with Carys, was this a set up, has Paul contacted Carys, he took lots of pictures, shit, what if he has shared them. OMG thought Liam , so manty questions. Liam was disappointed at the change in Paul throughout the meeting, and whilst in there messages they had discussed his desire to be humiliated, dominated, even spanked. Linda was expecting, or hoping for a boyfriend / date experience with some passionate fumbling in the car, but Paul took it so much further, was it all just role play, was he been honest about why he wanted to meet him. The line between fantasy and reality had been blurred to much for him to handle, but deep down he enjoyed it, the whole experience was so incredibly exhilarating, used and abused like cheap whore, by 2 men, and then discarded, kicked out , so humiliating, but so exciting.

It was to late now, as they were looking towards his car, and must have seen him. He knew he had to face this out and just hope that Paul was teasing, and maybe Lena and Helen had not recognised him as Linda. He looked up as he walked toward them feeling a tinge of excitement and nerves with his bra, holdups, and panties hidden under his clothes and his bag that contained his dress, wig, heels and false breasts, and his handbag. “Hi Helen, Carys” he said smiling “Didn’t expect to see you here Helen, I thought you had gone home for the weekend” he said “ well, seeing as you clearly didn’t want to be seen with me, Carys was kind enough to let Lena have a night off, and offered to take me out for a drink,” she replied, Liam didn’t know how to answer that taken by surprise at Helens response. Carys jumped in, “you are one selfish little shit, messing Helen around like that, I suppose you had a better offer eh boyo, night out with the boys, dumping poor Helen” said Carys. Liam looked up wondering where this was going and thinking why the fuck does he need to explain himself

“Hey, er, sorry Helen, I thought you were heading home, you should have said, I just ended up going for a jog and a bite to eat”. “there you go Helen, dumped in favour of a Friday night jog” “how many hints do you need for fucks sake” said Carys “ anywhere nice” said Helen with a smile. They were coming at him at the same time, confusing him, and he could not tell if they were serious or winding him up. Yes, he knew she had been coming on to him, but, Shit , thought Liam, he didn’t have an answer, “just into town” he said “ my food not good enough for you“ Carys said as she walked towards Liam, blowing out a puff of smoke, her huge breasts bouncing, cleavage on show. Carys was wearing tight leggings, clearly not bothered as to how she looked, with her massive thighs and stomach stretching over the tight elasticated waist, her blouse stretched loosely over the top.

Helen was following behind her and Liam just walked away, but then taken by surprise as in one fast move, Helen made a dash for the door , blocking his way and grabbed his arms. Liam froze, wondering what the hell she was doing, thinking at fiorst she was grabbing his bag, and he dropped it and just as he was about to speak, behind him now, Carys pulled down his jogging bottoms leaving him exposed outside the hotel entrance, in his hold ups and panties. He looked down, his nag on the floor, and one of his shoes and a false breast falling out onto the floor. He dint know what to do first, and then before he could do anything else, Carys pulled down his panties exposing his naked ass and cock, his cock had shrived up so small and his ass was covered in red welts from Johns Crop

Helen was laughing, “oh Sissy Liam, just as I thought, what a little sissy boy you are, so tiny”,

Behind him now, Carys slapped his ass hard with her hand “is this your jogging outfit then sissy, and what happened to your cut little ass, some strange looking red welts here , have the nasty men been abusing you” she said laughing. Liam could not meet Helens eyes, he just stood there totally humiliated. He struggled against her grip, finally pulling away as Helen laughed “oh Liam, oh my days, look at you, what a pathetic sissy you are” she said. Liam bent down to collect his shoe but Carys was there first “whats this she said picking it up, and then she noticed the false breasts, lying flat in the floor, nipple side up” Carys picked it up and handed it to Helen laughing. “what the fuck” Heleb said. Confused Liam pulled on his joggers, but Carys had placed a foot between his legs holding then down as she slapped his ass again.

“leave them down if you know what’s good for you, in fact take them of, and follow me” shouted Carys . “leave me alone”, Liam said and he pulled away, stepping out of his joggers, picking up his bag and just pushed past Helen and ran as fast as he could into the hotel and up to his room to the sounds of Helen and Carys laughing “leave me alone , leave me alone” Carys repeated, crying with laughter as He climbed the stairs quick, pulling his panties up as he ran , hoping to god that there was no one else around the hotel stairs, searching for his card key in his bag. He went quickly to open the door. Nothing, no green light, no satisfying click , nothing. He tried again, and again, but it didn’t work, he waited, then again, and again, and panic was setting in now. “shit, shit shit” he said

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By *erry55Man
4 weeks ago

Portlaoise

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By *uriousScott22Man
4 weeks ago

Scotland

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By *oanna k NickersoffalotTV/TS
4 weeks ago

North of Newcastle

Wow, worth the wait. Would so like to be in his place xx

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By *lipmeukMan
4 weeks ago

swansea

Loving this, is he going to get fucked by Helen???

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By *ilmarnock200Man
4 weeks ago

kilmarnock

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By *ohnny 52TV/TS
4 weeks ago

Middlewich

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By *SMmanMan
3 weeks ago

Weston super Mare

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By *ocklover50100Man
3 weeks ago

Holsworthy

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By *ashtoolMan
3 weeks ago

belfast

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By *azmin999jm OP   Man
3 weeks ago

wakefield

Part 26

Liam tried to calm down, realising that Carys clearly has the upper hand. He considered his options, and made the decision there and then to check out and get another hotel as soon as he managed to get into his room. He tried to compose himself as he walked back down the stairs, in just his hold ups and panties, pulling his hoody down as far as it would go to cover himself. Searching his mind, he went for one of his emergency excuses, one he always thought he would never have to use, but it was the best he could come up with as he reached the reception desk, and Carys and Helen were waiting, smiling. Helen was caressing the breast form in her hand, tweaking the nipple, and the single sling back kitten heel was just sat on the reception desk, “oh look its Cinderella” laughed Carys, “diod you find your prince – maybe this will fit you by chance” she laughed. “OK you have had your fun ladies, yes, yes, I met up with a few friends and went to a fancy dress party, so can you please give me a new card key” he asked. “not bad” said Carys, “not sure I believe, but hey ho, anyway, you how about this, I have upgraded you” she said, “follow me” Helen gave Liam the joggers back with a smile “best out these back on , don’t want to scare the guests” she said. Feeling a little better now Liam pulled on the joggers and followed them.

Carys led the way, and Liam followed, with Helen walking behind him. As they walked through a side door, there was a corridor and a door opened to the hotel fire exit. This had stairs a second set of stairs going up to the rooms, clearly not for guests, and another set of stairs down to what Liam assumed was the cellar. “where are we going” he said. “don’t worry Liam” said Helen, Liam stopped at the stairs, “what the fuck is going on Helen, you got rooms down here ” he said. “look Liam, we all know what you have been up to, just relax go with it, you may even enjoy it” she said. Liam went to ask Helen “what do you mean” Helen just shushed him with a smile.

They got to the bottom of the stairs, this was a different route than the one Helen took, as it led to the directly to the rooms behind Cary’s play room. Carys unlocked a door at the bottom of the stairwell, and switched on the light, all he could see was another dingy corridor with 3 s doors , each with bars, they looked like cells, “what the fuck” Carys stopped at one, opened it and motioned Liam in. “strip now” she said. “ No, No way this is a joke, come on, I need my room key. Carys then took her mobile and showed him the screen, It was a video of Liam in the camper van “we have lots more pictures, I can send them to your home email or your work email of even find your face book page its your choice” Helen smiled and looked at Liam “drop m blossom” she said as she stood with her arms folded over her huge cleavage. Liam could not believe it, and for some strange reason it was exciting him sexually, he was getting hard again. He just could not understand it , but the thought of these large women dominating him was turning him on. “look , we have seen the pictures and the video,, er,, Linda” smiled Helen, and we have seen what your wearing, so come on, go with it” she said with a smile.

This time Carys took hold of Liams arms and held him as Helen pulled down his jogging bottoms and panties with one single tug. Liams cock sprang into view as Helen grabbed it and squeezed it tight then moved close to Liam. “someone’s excited, little sissy Liam“ said Helen her face close to his, her breasts squeezed against his chest, her face close to his, and she locked his cheek, then kissed him. Carys moved in behind and they both squeezed together with Liam stuck between them. His dream flooded back into view as he felt Carys’s cleavage against his back, as she pushed herself against him, Helen’s face was so close to Liam now and all he could smell was he just remained still, as if stunned into submission as Carys pulled his hoody up over his head leaving him in his bra and hold ups. Liam was stunned, and just stood there not knowing what to do.

Carys then pushed Liam into the cell, and Helen and Carys followed him in as Carys secured Liams wrist to 2 cuffs hanging from the centre of the cell. Once he was secured, they pulled of his jogging bottoms and panties and stood back to look at him, helpless, arms above his head, his cock standing proud in his hold up’s and bra. Carys then walked behind him to look as the red welts on his ass from John’s crop earlier, tracing her finger over them “looks like boyo took a good cropping” she said as Helen joined her to look. Carys then left Helen with Liam and went into her playroom. She returned with a cane. “As I said , we have upgraded you its en suite as well” she said pointing to the bucket in the corner of the cell. “ here you go Helen, have some fun with boyo whilst I go and check the bar, make sure Huw is doing his job up there, we still have a few in the bar, I will be back down later and we can have some fun with boyo in the play room”

Helen stood back and started to tease the cane over Liams exposed naked body” I have so many questions Liam, tell me all about it, I am intrigued, why do you dress up , are you gay, are you bi, why do you do it Liam ” she asked,

“this is so embarrassing Helen, please let me go, please” Liam said , “oh, don’t worry about that Liam, you have already humiliated yourself beyond belief, I bet Carys is showing her customers the video now, they will all be having a good laugh at the English sissy cunt, because that’s what she call you, a sissy cunt, you’re not going anywhere, we have the rest of the weekend to ourselves now, just accept it and start talking” as she struck him on the side of his leg with the cane, enjoying the power she had, and that she had finally got Liam under her control, and she could do anything she wanted now. “owww fucking hell Helen, that hurt, please, stop” he said.

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By *ohnny 52TV/TS
3 weeks ago

Middlewich

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By *ilmarnock200Man
3 weeks ago

kilmarnock

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By *issyswichTV/TS
3 weeks ago

Gateshead

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By *Eguy57Man
3 weeks ago

Richmond

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By *erry55Man
3 weeks ago

Portlaoise

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By *azmin999jm OP   Man
3 weeks ago

wakefield

Part 27

…………………

Whilst Helen was sat in the car waiting to see what Liam was getting up to, Lena started telling Helen a little more about what ‘other work’ she did with Carys. She explained that occasionally, she would help Carys dominate and humiliate men in her play room, men who paid Carys a lot of money. This intrigued Helen, especially following on from her recent experience with Carys and Huw. Helen was full of questions, “how much do you get, do you have sex with them, etc etc “ Lena explained that sex was entirely down to us, they pay a lot of money as well, to submit, and do whatever we want. Lena explained that unlike some other pro dome services, the conditions set to join Cary’s exclusive club mean that they cannot come with a wish list of things they would like to experience, if they visit Carys, they can make requests, but not set limits, and the only thing they can stipulate is how long they stay, everything else is at our discretion. Carys has a web site and it lists all the things that could happen, and they must agree to this up front. Then its up to Carys if she wants to let them visit. Obviously, they will be punished, humiliated, teased, fucked, tied up, locked up, and used but what we do is up to us. Helen just could not understand why men would pay for this, and Lena laughed, “its not just men, sometimes its women, sometimes couples, and we get a lot of people like Liam CD’s and TV’s. She has built up a good list of repeat clients. “so I assume Paul gets involved when you need a real cock” said Helen, “Of course, Paul, or Master Paul, joins Carys when we have a request from a client to be dominated by a man, fucked in the bum, or to be a bull for a cucky couple, and he is very good, and has a lovely hard cock” laughed Lena. “whats a cucky couple” asked Helen, “where you been Helen, you had a sheltered life” smiled Lena, “you know, that’s usually men with small dicks who get off on seeing their wives get fucked by real men, a BULL , or women who dominate there men, and want to see there hubbys fucked up the bum and humiliated, I remember the first time I met Paul, we had a couple staying at the hotel, and they wanted Carys to arrange an special role play, for me and Paul to seduce the wife in the hotel bar and humiliate her hubby publicly, it was so funny, and I was asked to join in, then we took them to the bedroom , what a night, and I got paid, had lots of sex that night” she laughed. So what’s the story with Huw then, asked Helen “what do you think, have you seen the size of his cock, Huw is devoted to Carys, and loves to be dominated, it works for them, and whenever Carys needs a fluffer, or a really big cock for a client, then Huw gets involved, sometimes joining Paul for spit roasting, you know what spit roasting is Helen”. Helen laughed again, feeling very horny herself now “OMG Lena, tell me more, you need to teach me how to dominate, it sounds fun, I want to do this to Liam” laughed Helen. “I am sure you will very soon” smiled Lena, “let me explain how I like to get sissies to submit, its easy to turn them , all you need is your tits and a cane………….”

……………………………

Back in the cells.

Helen enjoyed the reaction and was getting wet herself, as she moved towards him, took hold of his cock and went to kiss him on the lips. Liam was taken by surprise and with his cock still hard, he could not hide his excitement despite his anger and humiliation. Helen’s mouth was large and wet and her tongue probing as she kissed him, and gently wanked his cock.

“come on Linda, tell me all about it, why do you do it, I don’t understand, you could not take your eyes of my cleavage when we first met. I tried Liam, I even came to your fucking room, but you ignored me, I thought maybe we could have had some fun , both on our own , away from home , but all you wanted to do was dress up in women’s clothes and meet men for sex - and from what I could see on the video, it looked very rough, you were getting it from both ends are you bi”

“I don’t need to explain myself to you” “OWWWWWWW AGG” Helen struck Liam hard across his naked as with the cane

“Oww fuck Helen, that hurt, please, sorry, look, I do like you, but I am”

“Yes you do, you see Liam, you best explain yourself, because you have seriously pissed me of, your married, you have kids, yes, you fucking told me all about that Liam, but it didn’t stop you sucking cock tonight did it” and Helen struck him again, just as hard and Liam squealed ,

“that was on behalf of your wife Liam” Helen said with a scowl.

“OHHH OWWWWW Please “ as he tried to move away, helpless , “well, yes, ok, please, sorry, yes I am bi, and I just like being feminine, that’s all, and yes, I know I am married, its wrong, but well, its just that, my wife”,,,,,

“What, she doesn’t understand you, come on now Liam, this is sounding pathetic, my wife doesn’t understand me, that’s why you are unfaithful and suck cock behind her back what would she think if she knew you were meeting men for sex dressed as a woman, what would your fucking kids think”

,,,,, “please, Helen, I know, I know how it looks, look, I just had a meet planed, it was supposed to be just a date with this guy”

“would that be Paul” Helen interrupted,

“yes, Paul, and , well how do you know” , “all in good time, keep going”, … Liam was rambling now, and getting confussed, and starting to panic

“I have always dressed, my wife was ok with it before we were married, but she lost interest when we had the kids, and I just wanted to try it again, see how it felt, just , well, I can’t explain, its just in me, I need to do this , so I could feel what it was like to be out with a guy dressed as Linda, its just exciting, but the rest, well he just took advantage of me”

“he took advantage of you, in your sissy little dress, with your sissy panties and hold ups and your little falsies, and you even did your fucking nails, what the fuck did you look like Liam, a fucking sissy, is that what your idea of been feminine is , dressing up like that, for fucks sake Liam, your just a fucking perverted sissy cock sucking wanker” , “try having a fucking period and bleeding every month, try getting underpaid because you’re a woman, overlooked for a job because you’re a woman, try giving fucking birth and having to spend years brining up kids , try having to plan your walks home on your own after a night out paranoid about some cunt jumping you, having to avoid getting fucking verbal abuse from pissed twats on a night out, that’s what its like been a fucking woman”

Helen whacked Liam again a few more times with the cane

“OWWWW , sorry, please, no, fucking hell, please, OWWWW” squealed Liam

“well, we are going to be taking advantage of you now sissy, we are going to use you like the fucking sissy you are, for our entertainment and maybe even pleasure, although I was hoping for something a little bigger than this“ she said as she slapped his cock hard with her hand then took hold of his balls and squeezed them tight making him squeal again in pain.

“ahhhhhhhhhhhhhhHHHHHHHHHh OWWWWW, NO Please “ yelled Liam

Helen paused and walked round Liam examining him, she traced a finger along his back and down to the new lines that she had just made on his rump with the cane. She looked as his legs in the hold ups, and it excited her, again, something new, following the experience with Carys the other night, thought of Liam fucking dressed as a woman was turning her on, she had never thought of being with a woman before meeting Carys , and now she was fantasising about fucking a tranny, but most of all, since seeing that video of Paul and Liam, the thought of watching another man fuck Liam ass excited her even more.

She walked back Infront of Liam, and then she started to un button her dress, Liam gazed at her, his cock pulsing all Liam could see was her huge tits trapped inside her bra. She then pulled her dress up over her head, and stood before him, in her black tights and bra.

She moved her hand under her panties and between her legs and gently teased her clit. She was so wet, so excited, and loving this new dynamic, one she had never had before in her life, and now thanks to Carys, and Lena, she had Liam exactly where she wanted him, under her power and control. Then she took her hands and pushed her finger under Liams nose “do you like the smell, Liam the smell of my juices” . Liam could not help but feel aroused, at the sight of this voluptuous dominating woman, so much flesh, her curves, she was oozing femininity, and her smell was so intense, so intoxicating,

“oh god yes Helen I do” said Liam

Helen pushed her fingers into Liams mouth and he sucked on them savouring her taste

“this is turning me on Liam, I want you, I want you inside me, will you do that for me Liam, will you fuck me ”,,,

“oh yes, yes I will fuck you Helen”

Helen smiled to herself , thinking that Lena was right, its so easy, and its got her so wet….

“do you want to see a real woman’s breasts Liam, real, big breasts with real fat hard juicy nipples” she said as she placed her hands behind her back to unclip her bra , enjoying this even more now and

Liam just nodded “yes, Yes, oh god yes please I would love to see them “ he did , and he wanted this so much,

“will you obey be Liam, will you be my sissy”

“yes yes yes, yes, please, Helen, I will do whatever you say”

It was as if someone had switched a button in his head, ‘engage hapless submissive sissy mode’ he was autopilot now, the smell of Helens cunt, her juices her taste, her domineering tone, the thought of seeing her breasts, and being so humiliated and exposed, her knowledge of his secret desire to dress as a woman seemed to amplify his desire to submit, his emotions were in turmoil, but he wanted this now so badly.

Helen let go of the clasp and pulled aside her bra, her massive breasts were now on display, so full, big, firm, and Liam gazed intently at the brown areola and her erect nipples, they were hard , the size of the tip of his little finger, Helen moved her hands under each breast and pushed them together then gently teased her nipples, pulling them out and squeeing them

“OMG Helen you are amazing, your breasts, wow, wow ,Oh god wow, I wish”

“what you wish you had real breasts like this” Helen said mockingly,

“yes, no, sorry, I just, Oh Helen, please” Liam said, not knowing what to say or do now as Helen walked towards him and bent down and took hold of his cock and kissed the tip, then let her warm moist tongue wrap itself around his cock as she licked him, looking up to see that he was looking down at her, . Helen brushed her hands up his stocking clad legs enjoying the feeling against her hands as she took his cock insider her mouth and started to suck him.

Liam could not believe what was happening, it felt so good, her warm wet mouth sucking on his cock as he looked down to see her looking up, her breasts , her mouth round his cock sucking him, taking his full length, he was so close to cuming “oh Helen, OH wow, this is amazing, I am going to cum, I am going to cum, “

Helen let his cock drop out of her mouth, and stood up, she took one of her breasts and presented her huge nipple to Liams face “would you like to suck on momma Helens boobie”

Liam moved towards her, and Helen pulled her tit away, stepped back and slapped liams face. “all in good time sissy” she said.

Helen then picked up her dress, put it back on and left Liam alone locking the cell door and switching of the light.

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By *tirling Bi CuriousMan
3 weeks ago

Stirling

Wow

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By *ilmarnock200Man
3 weeks ago

kilmarnock

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By *ashtoolMan
3 weeks ago

belfast

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By *erry55Man
3 weeks ago

Portlaoise

wow!

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By *ooyoome5TV/TS
3 weeks ago

Lanark

Brilliant writing

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By *ohnny 52TV/TS
3 weeks ago

Middlewich

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By *SMmanMan
3 weeks ago

Weston super Mare

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By *igjohn_2Man
3 weeks ago

Worsley

This thread is immense, always hard when reading it. 😛😛😋😋

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By *ocklover50100Man
3 weeks ago

Holsworthy

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By *oanna k NickersoffalotTV/TS
3 weeks ago

North of Newcastle

The longer this story goes on, the more I'd love to be in his place xx JK

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By *ld joe69Man
3 weeks ago

Farnborough

What a hot story . Just read it all right from the beginning . My cock is throbbing right now . Can't wait for the next chapter .

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By *issyswichTV/TS
3 weeks ago

Gateshead

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By *azmin999jm OP   Man
2 weeks ago

wakefield

Part 28

“what you so happy about Girl” said Carys as Helen walked into the hotel bar all smiles. Carys pulled her a pint and Helen stood at the bar with Carys. It was getting late now but the usual Friday night revellers were hanging on. “as long as they are buying drinks they can stay” laughed Carys. “hows boyo, still hanging about down there” she said , “oh yes “ did you give him the bucket, “oh shit, no, “ said Helen, “well, you best take a mop down there then, he has been there a while now” .. “Huw, get your sorry little ass over here” Carys yelled. Huw was busy in the kitchen cleaning up after the meals, he scurried in and stood next to Carys. It was the first time Helen had had chance to really speak in front of Huw since the night she had the pleasure of his cock deep insider her and she felt slightly embarrassed, but there was no need, as Huw just stood there looking at Carys “Yes my dear” he said. “we have a guest, the boyo from room 12 is now hung up in cell 1, get down there, check all ok and position the bucket, we don’t want piss all over the cell floor” “can I” ,,, Carys didn’t let him finish “yes, I am sure he will enjoy it” Carys pulled a bottle of water from the shelf, “here, take him a drink, we will feed him later, don’t want him passing out on us”

Helen continued to enjoy her pint, and chatted to Helen, and Lena joined them. Helen filled her in on what happened when Liam returned, and Lena listened intently “so have you had a go yet” Lena asked, “judging by the smile on her face when she came up I would say she has sampled his goods” laughed Carys.

……………

Liam felt cold and exposed, his arms and legs were aching and he wanted to sit down. He had to keep moving about from side to side , and would occasionally just hang down, supported by the cuffs pulling tight on his wrists. He wanted to rub his face, and itch his legs, and grab his cock and wank himself , he felt so frustrated, and horny despite his predicament. This was getting very frustrating now. His vision had adjusted to the darkness, and all he could think about was what had just happened with Helen , how it made him feel, at times terrified, but more so, excited, and exhilarated. But he was now starting to worry, how long were they going to keep him here, hung up like a piece of meat, and what was likely to happen later when Carys returned. Then he heard a noise, and the light came on, the door opened and to his total surprise Huw walked in. Huw just walked towards him and stood in front of him and smiled. It was the first time he had seen Huw smile. “er,, please, will you let me go undo these cuffs, please” Huw just looked at him, then walked towards him and placed his rough hands on Liams chest. He traced a finger down to his belly button, then further till he touched the tip of his cock. Then he took hold and squeezed it, slowly, as if waiting for Liam to react. “please, what the fuck are you doing, stop” The pressure increased, and Liam bucked at him to push him away, but Huw just gripped it tighter as Liam squealed “OWWWWW STOPP PLEASE OHHWWEEEE” and then he reached in his pocket and took out a rag and stuffed it in Liam’s mouth , then a role of parcel tape followed, and he wrapped it round Liams head, securing the rag in his mouth. He then took hold of Liams cock and balls and squeezed them again harder. He teased him for a few minutes, watching him as he toyed with him, poking and prodding him, playing with his cock, enjoying Liams discomfort and fear.

He then took a pair of bull dog clips and quickly attached them to Liam’s nipples. They were harsh, and Liam screamed with all his might against the biting pain, his screams only muffled against the rag. For the next 10 minutes Huw continued to tormented Liam pinching his balls slapping his face, his cock, and even standing on his toes, anything to inflict sharp intense bouts of sudden pain. Liam felt exhausted as he tried to move away, kicking out at Huw, only to be met with another harsh slap. Finally, Huw removed the bulldog clips then looked at Liams balls. Liam panicked, “NO, NO, NO not there please NO” this only seemed to excite Huw more, and to Liams surprise, Huw moved round, bent down, spread Liams ass cheeks apart and started to lick his ass, long deep thrusts of his tongue deep inside Liams hole. He had gone to intense pain to pleasure in a matter of seconds, as Huw rimmed him deep and long, rubbing his hands up and down Liam’s nylon clad legs, occasionally caressing his cock and balls, and then with one quick movement Huw attached one of the bulldog clips to the loose skin around the underside of Liam’s ball sack and let it dig in clamping his skin tight, sending a bolt of pain through Liam’s body. Liam pushed his ass back quick, knocking Huw of balance. Huw just stood up, reached inside his pocket , took out a large carrot and shoved it hard inside Liam’s ass hole, with only Huws saliva from the rimming to lubricate him. Liam was just hanging down now, his full weight pulling down on the ropes and the cuffs taking his full weight as he tried to deal with the pain from the clip pinching hard on his skin. Huw then moved forward and released the clip, and the pain went to another level. Huw then just positioned the bucket between Liam’s legs and then ripped the parcel tape away from his face and head, un wrapping it as it pulled at Liams skin, and he then removed the rag from Liams mouth. “you fucking evil twat what the fuck” Huw then took the bottle of water, removed the lid and placed it against Liams mouth “drink this” Liam was thirsty, and he just gulped as much as he could down. Huw just held it there and when Liam could take no more, the water spilled out the bottle over his chin, cascading over his chest dripping into the bucket and on the floor below. Huw then move closer and started to lick the side of Liams chest, then under his arms licking the sweat from his body. “what the hell are you doing” Huw just continued and grabbed Liams cock again and started to squeeze his balls. “quite” Huw said as he continued to lick Liams body and then he knelt down between Liams legs and took his flaccid cock into his mouth and started to suck on him. This was just too much for Liam, “and he tried to buck against him to move him away, but Huw just grabbed his balls again and squeezed, using this pain to control him and it worked. Liam could not believe what was happening to him, as this short weird old man sucked hard on his cock. Helpless, he could not stop his obvious reaction to the intense pleasure of this old man’s mouth, as he grew harder inside his mouth. Huw was good, his oral skills were incredible as he sucked and licked Liam getting him to a full erection very quickly. Huw moved his hands over Liams bum, squeezing it hard. The carrot that was maybe 7 inches long had was starting to slip out of Liams hole, and Huw pushed it back in, and as he did this, Liam felt a mixture of pain and pleasure as it stretched him as it went in hard against his poorly lubed ass. Huw stayed like this for a while, frigging his ass with the carrot and sucking his cock. Then Huw, pulled his own trousers down and started wank himself and within a few seconds Huw came in his hand.

Then, Huw just got up , rubbed his cum over Liams face , pushing his cum against Liams mouth. Liam tried to move away, as Huw pulled the carrot out of his hole and stuffed it in Liams mouth, “enjoy your meal” he laughed as he left the room, switching of the light. Liam shouted after him, the carrot falling to the floor “for fucks sake let me out of here, please god, let me out, LET ME OUT” , but all was quite apart from the sound of the door locking shut.

……………………………

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By *ilmarnock200Man
2 weeks ago

kilmarnock

Kinda goin off this story now

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By *ohnny 52TV/TS
2 weeks ago

Middlewich

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By *uriousScott22Man
2 weeks ago

Scotland

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By *erry55Man
2 weeks ago

Portlaoise

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By *tirling Bi CuriousMan
2 weeks ago

Stirling

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By *oanna k NickersoffalotTV/TS
2 weeks ago

North of Newcastle

Liam has got far more than he planned by staying over for the weekend xx

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By *ocklover50100Man
2 weeks ago

Holsworthy

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By *ld joe69Man
2 weeks ago

Farnborough

Loving it

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By (user no longer on site)
2 weeks ago

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By *SMmanMan
2 weeks ago

Weston super Mare

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By *rancd2TV/TS
2 weeks ago

Wolverhampton

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By *ashtoolMan
2 weeks ago

belfast

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By *harlotte39cdTV/TS
2 weeks ago

rochester

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By *issyswichTV/TS
2 weeks ago

Gateshead

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By *azmin999jm OP   Man
2 weeks ago

wakefield

Part 29

“you been busy down there Huw, your smiling” said Carys as Huw returned to the bar and yes, unusually he was grinning. “yes” he said. “you been abusing our new inmate Huw” said Lena.. “what’s he smiling about I have never seen him smile yet” said Helen, “I bet Liams not” laughed Carys. Lena joined in laughing, and they all had another drink. As the last of the hotel guests headed for bed, Carys said “look girls, I don’t know about you, but I am fucking knacked, and truth be told, I just can’t be bothered tonight, what say you both check on our guest in the cells, let him out the cuffs, take him a blanket and pillow, and we leave things till tomorrow, I thinks he will be an easy one to break in, so my bet is by Sunday he will be yours to do with what you like Helen my dear. I have changed your room, so from Sunday night you can have what I call the bridal suit , and you can enjoy boyo all week, a nice big 4 poster for you to tie him too” she winked at Helen then continued,

“Oh . and Lena, I am expecting 2 returning guests in the playroom Sunday and one is arriving Saturday afternoon as will be staying over in the cells Saturday night, so we can combine the two. Ok with you Lena, Oh, and Gwilym and Tom have offered the use of their cocks tomorrow night in return for a few free pints so we won’t need to ask Paul. Best feed boyo as well, there is vegetable soup in the kitchen, and some bread, yes its cold but, but so fuck” “good with me “ said Lena.. “

Lena and Helen had another drink , then headed down to check on Liam.

……………………

Liam was busting for a piss, and could see that the bucket had been left for him, and he was considering his options just as the lights came on and Lena and Helen walked in.

Liams cock jerked up as he noticed the door opening,

As soon as he noticed that Lena was with Helen, for it made him feel even more embarrassed as she walked towards him, seining him naked apart from his hold ups. Lena noticed the carrot on the floor and laughed. “did you have fun with Huw, I think I know where this has been” she said pointing to the carrot. “look, let me go, I need to piss, please”…. Lena moved towards him as Helen watched on, and she took hold of his cock and aimed it into the bucket, standing close by his side. His cock started to grow harder as he felt her by his side. “oh this will not do” as she pushed it down to aim into the bucket. “Helen, can you hold the bucket, Liams little tail has is getting harder , don’t want piss everywhere , ”. Helen smiled, “Oh no,” she said picking up the bucket and holding it close to Liams cock “come on then, is sissy going to do Pee Pee’s , or shall we stick this carrot back up your bum” .. Lena waved the carrot under Liams nose.

Liam felt incredibly aroused at his embarrassment, helpless as this gorgeous woman held his cock in her warm hand, her black and purple nails looked so long as it gripped him tight, she was dressed very similar to when he first noticed her at breakfast, Short skirt, black opaque tights, raven hair in a pony tail. She looked incredible. This time she was wearing heeled ankle boots, and a black t shirt, and no bra, her breasts looked amazing pressed against the flimsy fabric of her t shirt. He looked at her face, her smooth white complexion, and those incredible smoky eyes, as she was looking down gripping his cock tight, pointing it to the bucket that Helen was holding. Then he looked to Helen, who was showing even more cleavage now, as she bent down Infront of him. “do we have to spank you sissy, come on, we have not got all night, if you be a good sissy and pee for us now we will let you go.

Liam needed to go, but the situation was not helping, he was so aroused, then Lena took the carrot and pushed it against his lips “open” she said. Liam refused . “OPEN, unless you want it back inside you dry” she laughed. Liam opend his mouth and Lena pushed it inside then letting go of his cock she went behind him and pushed it between his bum cheeks, trying to find his hole, pushing it against him. “no, please, no” Liam said, as Lena prodded the carrot against him, and finally found his tight, now dry ass hole, and pushed it up him”

Liam started to pee, and it was noisy as is spluttered into the bucket “ gross” said Helen, as she stepped back to avoid and splashes as his piss came at a furious rate. Lena started to move his cock around as if directing a hose pipe, laughing, and when the flow subsided, she gave it a few shakes, “this is what its like to be a man Helen, so easy to take a piss anywhere” she said.

Helen took the bucket away to the toilet in the play room, and Lena pulled out the carrot from Liams ass and waited for Helen to come back. When Helen returned, Lena took the chain that was attached to a second set of cuffs on the wall, and attached one to Liams ankle. Then she uncliped his wrists so he was free to move around as far as the ankle chain would let him. Helen placed the pillow and blanket on the floor, and brought in the soup and a bottle of water. “there you go hun, room service, we will see you tomorrow darling” said Helen.

Lena and Helen left the cell, locking the door behind them. Liam was dumbstruck at what just happened, and he tried to follow them, but the chain took up he slack then stopped him getting to the door, pulling hard on his ankle. There was just enough slack for him to move round the cell. He bent down and tried to remove the cuff, but it was padlocked.

What the fuck, he thought they have locked him up down here, and there was nothing he could do. So he resigned himself to his night in the cell. He was exhausted, and his ass was sore. He just wanted to eat and sleep, and that’s exactly what he did.

His eyes adjusted to the darkness and he could see the soup, and it looked like Lena had placed the carrot beside it. Liam was so hungry, and he quickly got himself sat down on the cold bench and devoured the soup, which was cold, but very tasty. He was so hungry, he ate the carrot as well.

As he tried to get comfortable with the pillow and blanket on the cold stone floor, he ran through the events of the day, this incredibly strange, but in so many ways, exciting day, in fact it had to be one of the most exhilarating days that he had ever had, and in a way he was looking forward to the weekend, wondering what they had in store for him. He was convinced that they would not leave him down here indefinitely, surely not, there just playing with hum . he tried to re assure his self, and finally drifted off to sleep.

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By *tirling Bi CuriousMan
2 weeks ago

Stirling

Wow, lucky Liam

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By *ohnny 52TV/TS
2 weeks ago

Middlewich

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By *eardy Man 2Man
2 weeks ago

Exeter

Hot

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By *uriousScott22Man
2 weeks ago

Scotland

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By *ld joe69Man
2 weeks ago

Farnborough

Loving it

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By *erry55Man
2 weeks ago

Portlaoise

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By (user no longer on site)
2 weeks ago

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By *ralBiguy63Man
2 weeks ago

manchester

I have been hard, all the way through reading this, i can simpathise with poor Liam, as im a secret dresser

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By *SMmanMan
2 weeks ago

Weston super Mare

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By *ilmarnock200Man
2 weeks ago

kilmarnock

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By *ooyoome5TV/TS
2 weeks ago

Lanark

Hope there's more to come

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By *issyswichTV/TS
2 weeks ago

Gateshead

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By *rancd2TV/TS
1 week ago

Wolverhampton

Great story. Love it x

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By *oanna k NickersoffalotTV/TS
1 week ago

North of Newcastle

Now what shall he dream of.

Wow, a sissy's fantasy to be in his place xx

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By *outhernshyMan
3 days ago

pSurrey

Hoping for more x

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By *irefox777Man
2 days ago

Camberley

Please keep the story going

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By *igjohn_2Man
2 days ago

Worsley

Fab read, defo one of the best.

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By *azmin999jm OP   Man
2 days ago

wakefield

hi everyone . thanks for your lovely comments , more to come soon xx

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By *azmin999jm OP   Man
2 days ago

wakefield

Part 30

Cary’s , and Huw stood in the cell as Liam tried to stand up, his back and legs aching and feeling disorientated after his restless sleep. Carys was dressed in a large loose fitting flora dress with leggings and flip flops. Her breasts moved from side to side as she marched into the cell, flip flops clicking on the stone floor with her faithful lapdog Huw by her side. He moved over to Liam and prodded him with the cattle stick. Liam screamed as a jolt of electricity made his muscles spasm. “good morning boyo” she bellowed “its simple, you behave, and Huw wont shove this up your arse next time boyo, he loves nothing more than inflicting pain, as you probably already know. Now eat your breakfast, we have a fun packed day for you, and as your clearly a want to be a sissy, you may even enjoy it.”

Huw unlocked and removed the cuff from Liams ankle. Carys then gave Liam one of his own dresses from his ‘secret bag’ . Put this on, and if your good, we won’t send your secret back to your works HR manager, I found her email on your business web site”

Before Liam could think of a response, they had left him in the cell. There was a tray on the bench with a full English breakfast, pot of coffee and toast and jam, and Huw had brought a chair in as well.

Liam was cold, so he quickly put the dress on, and sat down and started to eat his breakfast, which was a welcome and pleasant surprise, and sort of reassured him a little. As he ate, mulling over his current predicament he flet a tinge of excitement and intrigue, wondering what this fun packed day entailed. He was also still in pain from the shock, and trying to work out what he should do, go with this, or try and escape. He noticed that they had left the door open, he could escape now if he wanted to, but he did not know where they had put his bags.

In the cold light of day, he knew he had no choice , his HR manager, OMG he thought, if she found out she would just destroy him. They never got on, and she would love this, and he started to imagine her telling his boss, and that was just something he could not bear thinking about. . His boss, was every inch a man’s man, very serious, and professional and it would ruin his reputation and all chances of promotion, he would be a laughing stock. As for his wife, Alison, she already knew he dressed when younger, and he could just say he had a relapse, apologise and promise never to do it again, but she would be devastated if this leaked out to her friends, and a few of them were married to his colleagues at work. He pushed these thoughts out of his head, finished he breakfast and stepped out the door and headed down the corridor. To the left he could see a door, and there was light behind it. He headed back the way he was brought in, the door was ajar, he pushed it open and looked up to the stairs that he came down yesterday. He had a short dress, hold ups no shoes or wig, he did not fancy wandering round the hotel like this. He decided to go back the other way, and opened the door, which took him directly into Cary’s play room. “bloody hell” he thought as he looked round the room full of BDSM equipment, benches, St Andrews cross, and, what the fuck, he though as he started walking round, the whips, floggers, canes on the wall, a medical bed, restraints…. He looked over at the large chair, that looked like some kind of Victorian toilet, with a cushioned seat and a hole. He felt a wave of excitement and fear remembering Carys and that first mention of spanking and then how he felt during the ordeal with Paul and John in the camper van, and how he felt tied up helpless in front of Helen, this had ignited something new inside him, this feeling of total submission, humiliation and to have no choice but to endure the pain of punishment, helpless and spanked, caned, OMG it terrified him, but excited him in ways he had never considered possible before.

About 2 hours later, Lena and Huw came down to the cell. Liam had gone back and was just sat on the bench. Huw was holding that stick again and Lena was dressed in her usual short skirt, black tights, and tight white blouse. “oh don’t you look sweet, we have had a busy morning, and just finished serving breakfast, and now it’s my job to transform you, your to be our new maid, come, come, follow me” she said. Mesmerised by Lenas beauty and confidence, Liam did not hesitate to follow them as they headed to the play room. Liam was still trying to get his head round what he had seen earlier, and soon things started to click into place, he guessed that Carys must have a side line as a dominatrix, and maybe Lena and Huw were involved as well, and he felt a thrill of excitement as he looked at the St Andrews cross, imagining himself strapped to it with Lena teasing him. “you like no” said Lena, “we know you been in already, look cameras everywhere, nothing escapes Carys” Lena said pointing to the walls, but Liam could not see. Lena opened a door at the end of the room. They went up a few stairs, and he followed through another door and down another corridor, this was a rabbit warren of doors and corridors, “this was the servant quarters of the original old house, Carys had them converted to rooms for staff, my room here, this will be your room.”

Inside it was more like a normal hotel room, with an ensuite and bed and wardrobes. “go and shower, are you going to be a good sissy, or do I need to keep Huw here with the stick, he really wants to put it inside your bum hole” Lena said with a smile. “yes, er no, its ok, I will be good” smiled Liam. With that, Lena ushered a disappointed Huw away.

Liam went into the ensuite, stripped and went to shower. “There is razor and foam, make yourself beautiful , shave hairs of “ Lena shouted

Liams cock was getting harder as he showered and shaved knowing that Lena was just sat behind the wall, wondering what was going to happen next. He took a towel and dried himself and wrapped it round him and walked into the bedroom. Lena was sat on the bed scrolling though her phone. “agh, good, here, put these on and sit down and I will do your make up” she said throwing Liam a pair of white cotton panties and a pair of black tights. Feeling a little embarrassed in front of this young beautiful woman, Liam moved back so she could not see him, removed the towel, and put the pants and tights on. Liam walked to the bed, Lena looked up “very good” she said “smile” and she took a picture with her mobile.

Lena pointed to the table. “There is your not-so-secret bag, get your bra, and make up on, and wig better do a good job so guest won’t notice you a man” she laughed then she went to the wardrobe and pulled out a short black skirt and white blouse. “put these on, you look like my size no” she said.

Then she pointed to Liam’s case which was next to the bed “this is your new room now sissy, your bag, coat, wallet, everything car keys, everything here. Lena tapped the bed, “come, come, sit next to me”. Liam did not need asking twice, and was soon sat next to her on the bed. Lena placed her hands on Liams nylon clad thighs, and started to rub her finger slowly up his thigh toward his groin, his cock was straining inside his panties, held even tighter with the tights.

He could smell her scent, her breath.

“now you listen careful to the deal, you like to be sissy, so Carys said you can stay or go, but if you go, well, who knows what Carys might do with the videos and pictures. Carys say if you stay, obey and be good sissy all will be ok. But if you stay, you must be nice to Helen and treat her as your mistress, she will also be a boss. Oh and this is the special room is very expensive, and will be add to your bill, ok “

Liam didn’t care, his mind was made up, he wanted more of this experience, and he just said “yes Lena”, “I am Miss ok, you say yes Miss” , “Yes Miss” Liam replied. “I am your boss too, you are at the bottom, you do as your told, else you get punished, and Huw will but his stick up your bum and Mistress Carys will send video and pictures to your big boss” she laughed, “please no, I will agree” Liam replied, not even registering what she was saying about the room bill, he was just intoxicated with Lena’s voice and beauty as her fingers now stroked between his legs

“ but you like things up your bum, master Paul send Carys the video” she smiled, “maybe you get more cock up your bum as well if your good sissy” she laughed, and with that, she flicked on the TV screen with her remote, the web browsers opened and a video came on the TV of Liam in the camper van, getting spit roasted by Paul and John. “Just to remind you, Carys has this set to private so no one see without special password” she said.

Lena then got up, “ok, I have job to do, you get ready, and I come back for you, Linda in half hour and you get to work and do my jobs while I have a nice rest” she said with a smile, emphasising the word, Linda.

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By *ooyoome5TV/TS
1 day ago

Lanark

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By *SMmanMan
1 day ago

Weston super Mare

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By *issyswichTV/TS
1 day ago

Gateshead

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By *umslut7Man
1 day ago

dunfermline

Superb

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By *oanna k NickersoffalotTV/TS
1 day ago

North of Newcastle

Wow, what it would be to be in Linda's place....mmmm

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By *ohnny 52TV/TS
24 hours ago

Middlewich

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By *erry55Man
24 hours ago

Portlaoise

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By *ilmarnock200Man
23 hours ago

kilmarnock

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By *tirling Bi CuriousMan
53 minutes ago

Stirling

Wonderful

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