31-03-2020, 04:38 PM
Carl was shaking when he walked back into his own house, the memories of the night before vivid in his mind. The image of his own face after the make over and his wife's face filled with both pain and pleasure, her tired cries froze into his mind, replaying over and over. The worse part was the memories made him erect which only hurt due to the chastity device. It was unfathomable to him how someone could do what Olivia had done to them both and enjoy it as much as she had. Seeing that Carl had little time before work he rushed into the shower using the hair removal cream and moisturizer that Olivia had told him to and his shame grew at the fresh flowery smell of his skin. Once dry, he put back on the matching bra and knickers, guiltily noting how soft and delicate they felt against his skin before placing his suit on over the top and making his way to work.
On the train into the city Carl noticed people looking at him with a confused expression on their face, his new fragrance not being something they expected on a male. He also had to dismiss the urge to rearrange the chastity device over and over as his erection strained against the cage, he had been almost permanently aroused all morning and didn't know what to do about it so he just sat there, his mind racing and incredibly self conscious. The beeping of his mobile had him fumbling into his pocket trying to get out the phone.
It's about time for that first picture Crystal.
Just being addressed Crystal made his body shiver and his erection strain even further. The way his body and mind was reacting to the situation scared and confused him deeply. The train carriage wasn't empty so he made his way to the toilet and pulled his trousers down revealing the lace purple panties. Sighing to himself he took the picture and replied to Olivia. Within minutes he received another message with a video attached. Serena was on her knees and she looked weak but thankfully now off the Sybian. Olivia held her hair tightly and stared directly at the camera as she said the words 'she's mine now, and so are you'.
Carl arrived at work and he tried to avoid as many of his colleagues as he could, planning to hide in his office for as long as he could get away with. Nervously he peeked through the blinds in his office as he sent a picture every half hour to Olivia. Each time he would get a reply from Olivia showing a photo, Serena either tied up, or in one case with her head in between Olivia's legs. Each photo reply had a caption to it as well. How's my sissy's day at work going? Guess what, your wife has had those black out contacts and headphones on for over a day now, can you imagine having your senses restricted for that long? Just to think that you'll never have access to your wife's holes again. Towards the end of the day there was another two photo replies, one with Olivia wearing a strap on which was forced into Serena's mouth with the caption: after seeing your little member I can see why she's struggling so much with this small strap-on. The second picture had Olivia using a pump on his wife's clit with the caption 'Hey Crystal look, her clit is almost as big as yours'. Carl was torn, he was scared for Serena, in truth she was getting it way harder than he was being currently the direct target of Olivia's lust but the humiliating messages only managed to arouse him further and the longer the day went on the more frustrated he got. His mind would only focus on the need to get out of the cage and masturbate, he couldn't get any work done at all.
When you finish work, come straight here your wife awaits you. Carl read the text as he prepared to leave work thankful for having no interaction with his work mates. His flowery fragrance would be hard enough to explain but his trimmed eyebrows? Attached to the message was another video of Serena with her legs spread and her arms raised above her head held by rope. Olivia held something between Serena's legs and although Serena was moaning her eyes looked vacant, as if her mind was empty, void of thoughts.
Carl did as he was told and walked in to Olivia's house as a man covered head to toe in latex barring his rock hard penis opened the door for him. The man said nothing and Carl couldn't help but feel jealous of the man's penis, it was far longer and thicker than his, it was embarrassing for him. The latex man guided him downstairs to the basement where Carl saw that Serena was secured to the Sybian once more with Olivia standing by her side whispering into her phone. As soon as she saw Carl she pressed a button on her phone and smiled wickedly at him.
"I was just having the most wonderful chat with your wife. Of course it was more of a one-sided conversation." Olivia laughed at her own joke and Carl looked over his wife. Like the night before she had her hearing and sight cut off by the headphones and contact lenses, she was also gagged and had clothespins on her nipples which Olivia played with absent-mindedly. She told him to take off his clothes and fearing her wrath like the night before he complied immediately.
"I have a treat for the two of you tonight." Olivia said, her voice full of mischief. "You're both getting your first upgrades. Andy, come down." Carl wondered who she was shouting at until the man with the latex hood who opened the door for him came down holding a case in his hands. "Andy here runs a piercing and tattoo parlor. He was one of the few that found out about what I was getting up to here and when he saw it for himself, he actually volunteered himself to be one of my many playthings. You like what you see?" Olivia taunted as she watched Carl stare in wonder at the man's still erect member.
"Since he volunteered Andy has been one of my most loyal slaves and playthings. He trusts me completely and has earned many benefits from his service to me such as not being chastised like you and your wife are along with many of my neighbours. Being one of my most loyal slaves Andy agreed to an experiment I wished to try from one of my scientist friends. She had created an experimental drug that would aid men with erections far quicker and for longer than Viagra worked. The only downside was that the effects were permanent and installed a deep lust inside those who took it. Andy here needs very regular sex otherwise the madness will take over and he'll be left a drooling, mindless and aroused mess. My friends project was cancelled and the drug scrapped but not before I found a use for it. Andy has been fully erect for over two years now, sure it has effected his life in many ways but seeing as I use him most as my personal fuck toy he doesn't seem to mind."
Carl couldn't imagine how life would be with a permanent erection. He could imagine the frustration as he was feeling it right now with the chastity but at least Andy wasn't denied access to his own penis. It would be hard to go about his day to day life, especially if he had been as big as Andy, walking outside trying to disguise a huge bulge in your trousers, any exercise or sports would be near impossible or at the very least extremely uncomfortable. Carl couldn't worry about that though as his mind finally connected what Olivia was implying by a treat and bringing Andy, a tattooist and piercer.
"I don't want a piercing." Carl complained and then winced as he saw Olivia's face drop.
"It doesn't matter what you want, as soon as you understand that it'll be easier for you. You two are my playthings, there is nothing you can do to change that without ruining yours and your wife's life. Besides, even if you were to leave here with your wife, I think you'll find she won't ever be the same as you remember her. Now, are you going to cause me an issue or am I going to have to make this even harder for you?"
"I won't cause a problem." Carl sighed, resigned. Part of it was worry for his wife but also out of his own cowardice. He could of course refuse what Olivia wanted and go to the security officer right now but the pictures of him and his wife will be online before he even made it to the station. For that reason Carl allowed himself to be guided to one of the support beams in the basement and had his hands cuffed behind the beam by Olivia.
"Now as it seems you need another lesson in complying more sooner I'm going to make this more difficult for both your and your Mrs. We'll start on her so you can watch and then we'll move onto you knowing that she can't even hear or see you suffer. But first, just a little something you can bite on to to fight the pain." Olivia removed her own panties and then shoved them in Carl's mouth as he offered no resistance and then taped his mouth shut. The taste wasn't unpleasant and it was obvious she had been aroused quite often throughout the day whilst wearing them. He then closed his eyes in frustration as Olivia knelt down next to him and started stroking his balls and tapping on the chastity device. Each knock sent a shiver through him and his erection strained as if it could 'hulk out' and break through the steel device. After what seemed like an eternity, Olivia called for Andy to bring over the tank with the attachments in the corner. Carl watched curiously as he tried to work out what the thing was. It was a large metal tank with two plastic tubes trailing from it.
"I ordered this online as soon as I met the two of you and initially it was meant to use just on your wife. However, it will make your piercings more interesting." Carl couldn't move as he turned the machine on and it made a sound not too dissimilar to a vacuum, suddenly he had an idea what it was. He struggled against his cuffs but couldn't do anything as Olivia placed the metal tubes over his nipples and Carl cried out as he felt his nipples get sucked right into the tubes. Instantly however the pump released the grip slightly but not enough for the tubes to fall off and then began pumping Carl's nipples.
"Don't cry Crystal, this is one of the lower settings." Olivia taunted as she started walking over to Serena. "Andy, if you are ready." Olivia couldn't contain her glee as Andy pulled out his piercing gun from his case and joined her standing next to Serena. Although only a small thing Carl couldn't help but feel how wrong it was for another man's exposed cock should be so close to his wife's naked body. Olivia removed Serena's gag and she breathed heavily as Olivia pulled and twisted the clothespins on her nipples before removing the one on her left nipple. Without giving Serena time to recover, Andy, prompted by Olivia, moved in and pinched Serena's left nipple with the forceps before quickly forcing a needle through. Carl could only watch as Serena screamed out from the unexpected sharp pain whilst Andy replaced the home with a small metal ring.
"Remember this is your husband Carl's fault." Olivia spoke into her phone once again. "I told you earlier you should never have trusted him, he betrayed you. He traded you to me for his own freedom." Carl moaned into his gag but could barely make any noise as Olivia glared at him and he froze. "I'm here for you though, you don't need Carl. Remember who it was that gave you all that pleasure, me, remember it is also me that takes it away as well. Are you ready for the other nipple pet?" Serena calmed at Olivia's words and the sound of her voice.
"Yes Goddess Olivia" Serena said calmly and Carl wondered just how much damage Olivia had done to Serena's mind over the last couple of days. Her breathing quickened slightly as Andy moved the needle near to her nipple again but this time she didn't cry out, expecting the pain she did her best to contain the pain.
"Good pet, your Goddess is proud of you." Olivia stroked Serena's hair and Carl watched in disbelief as Serena leaned into her caress whilst Andy completed the set with another ring. Serena continued to behave oddly in Carl's view as she received four piercings in each of her pussy lips, one in the clit, one on her tongue and then one in her septum. All of the piercings were filled with small rings and it almost seemed that Serena seemed to be aroused by the pain from the way she was acting.
"Very well done pet, I'll let you thank me for them presents later after the piercings have healed." Olivia patted her on the head one more time before walking over to Carl and turning the app off on her phone. "I wasn't lying when I said she was mine now. Between the denial, the exhaustion, not being able to see or hear anything other than my voice and the recording of my voice playing the messages in her ears, her mind is well on its way to being broken. Now it's your turn." Carl's eyes widened in fear as Andy moved over to him now and he felt really uncomfortable how Andy's permanently erect penis kept touching him as he set himself up around him.
"Just to think how much more painful this will be for you after the pumping. I bet those nipples of yours are incredibly sensitive." As if to test the theory, Olivia then gave each one a quick flick and Andy winced in pain and Olivia smiled wickedly. Carl wriggled to get out of his bindings but to no avail and he couldn't escape Andy's needle. The pain Carl felt was excruciating, far more painful than anything he could remember at that time as his swollen and sensitive nipple was penetrated by the needle and then had a small bar placed through the nipple. Carl was almost delirious as Andy moved to the other nipple and he was given no time to recover as Andy pushed the needle slowly through his other nipple. Carl looked over to Serena who had been his rock for the past few years and she was just sitting their, unseeing and unhearing with a vacant expression on her face, oblivious to his presence, let alone his pain. Andy pushed another small bar through Carl's nipple to complete the set and Olivia moved in closer to admire the set whilst Andy screwed on tiny balls at the end of the bars to keep them in place. After the work was done Olivia had Andy uncuff Carl and move him back to the desk with the mirror in the corner of the room. Once he was secure Olivia proceeded to apply make-up to Carl's face but this time she went slower and offered instructions along the way. Carl of course wasn't taking any of it in, his nipples were incredibly sore, his wife thought he had abandoned her and he was sat here next to a guy with a large penis barely inches away from his face while Olivia was applying make up to his face once again and then taking pictures. Once she was done she left him cuffed to the chair and said goodnight to Serena through the app once again calling her pet before going upstairs. Carl was left staring at his reflection in the mirror until he finally fell asleep.
Over the next couple of weeks Carl fell deeper and deeper under Olivia's control. He still hadn't been allowed out of chastity and it had been roughly two and a half weeks before he had managed to achieve a full erection. Every day he'd go to work with women's underwear on, locked in chastity and pierced nipples under his shirt and then every night Olivia dressed him up and helped him apply make-up showing him different techniques and colors to use that fit his look. As his hair grew she continued to use the wig but had to use a net to hold it up. After using the toiletries daily some differences were starting to show, his skin was much softer than he was used to and he had become used to the fragrance of the body moisturizer. The same with his hair, it had become almost silky, shinier and definitely a lot healthier than it had done before. The nipple piercings had been a nightmare to begin with as well, and in truth they still were. His nipples were far more sensitive than they ever were and every time his top rubbed against him it sent shivers through him and once again his penis would strain against the chastity device.
Serena's transformation was also making progress as well. After the piercings Olivia offered more freedom to Serena, with her wrists bound to the top of her arms and her ankles to her thighs, Serena was allowed to crawl around the basement floor using her elbows and knees whilst Carl spent most nights either tied to one of the beams, the chair at the dressing table in the corner or hogtied on the floor. As her piercings healed quickly, Serena had small bells, each with a different tone, added to each of her piercings except the one on her tongue and clit. Olivia then fitted a small gold chain linking both her clit and her tongue but the chain was just a little short so it pulled on both Serena's tongue and clit. This made Serena almost a crawling, living instrument, the bells jingling a melodic tune as she crawled interrupted by her small grunts and cries as each movement pulled on her tongue and clit. Another reaction caused by the stretching of her tongue out of her mouth was the constant drooling, Carl could only watch as Olivia molded his wife more and more into her mindless, sex crazed pet who was unable to care for herself and relied on Olivia more with every passing day.
The next night Olivia noticed that Carl had started to leak precum and she taunted him about his 'pathetic little dripping clit'. That of course only seemed to arouse Carl more. It was one thing he had found ever since Olivia had taken him was that being humiliated turned him on. He hated the fact that it did but he couldn't control his body's reactions to it. It was then Olivia offered him release the first time.
"I will grant you release from chastity for tonight and a chance to cum but you must do so with this inside your ass." She pulled out a thin plastic toy that had many beads ranging from small to large with a small ring at the bottom. "You can say no of course but there's no way that thing is coming off you unless you agree, little sissies such as yourself should never be allowed release without something inside their 'boy pussy'." Carl eyed the toy warily but his need for release was too high and he reluctantly agreed. Olivia couldn't contain her glee and she lubed up the toy and had Carl remove his panties. She then instructed him to go on all fours and she very slowly inserted the toy. This was a first for Carl and the tightness he felt as the anal beads penetrated him was uncomfortable but he felt pleasure from the action as well. He was amazed and embarrassed to realize he enjoyed the sensation of each bead passing through his hole as they got bigger. Finally Olivia managed to get all the small beads in and she removed Carl's steel chastity device. Instantly he was rock hard erect and whilst on all fours she stroked his penis.
"I could do this with a few fingers, I don't even need to use my whole hand" Olivia laughed and Carl's shame grew. It didn't take long at all before he reached climax and as he did he contracted his muscles in his ass, as they gripped the beads and he felt a whole new sensation. Carl came all over his panties which sat below him and instantly Olivia locked him back up inside the chastity device.
"Good sissy." Olivia teased and Carl moaned as she pulled out the anal beads in his ass slowly. "Since you seem to have taken to anal play so quickly my little sissy slut I have another new present for you. i was going to give this to you later but you've done so well." Olivia reached into a bag and pulled out another plastic looking toy which she announced was a butt plug. It was one of the smallest ones available and she lubed it up and attempted to ease it into Carl's ass. The tip went in with ease but as it widened she had to apply some force before Carl's hole eventually closed around it. "This will stay in you for a while until you're ready for the next size. You'll be happy to know I've been talking to a friend and I've decided to confirm your transformation. Tomorrow you'll walk into work and hand in your resignation. You'll then meet me outside your work where we'll meet our friend and discuss your journey into hormone replacement therapy. I know you don't know what that means but it'll be big for you and everything will be explained tomorrow."
On the train into the city Carl noticed people looking at him with a confused expression on their face, his new fragrance not being something they expected on a male. He also had to dismiss the urge to rearrange the chastity device over and over as his erection strained against the cage, he had been almost permanently aroused all morning and didn't know what to do about it so he just sat there, his mind racing and incredibly self conscious. The beeping of his mobile had him fumbling into his pocket trying to get out the phone.
It's about time for that first picture Crystal.
Just being addressed Crystal made his body shiver and his erection strain even further. The way his body and mind was reacting to the situation scared and confused him deeply. The train carriage wasn't empty so he made his way to the toilet and pulled his trousers down revealing the lace purple panties. Sighing to himself he took the picture and replied to Olivia. Within minutes he received another message with a video attached. Serena was on her knees and she looked weak but thankfully now off the Sybian. Olivia held her hair tightly and stared directly at the camera as she said the words 'she's mine now, and so are you'.
Carl arrived at work and he tried to avoid as many of his colleagues as he could, planning to hide in his office for as long as he could get away with. Nervously he peeked through the blinds in his office as he sent a picture every half hour to Olivia. Each time he would get a reply from Olivia showing a photo, Serena either tied up, or in one case with her head in between Olivia's legs. Each photo reply had a caption to it as well. How's my sissy's day at work going? Guess what, your wife has had those black out contacts and headphones on for over a day now, can you imagine having your senses restricted for that long? Just to think that you'll never have access to your wife's holes again. Towards the end of the day there was another two photo replies, one with Olivia wearing a strap on which was forced into Serena's mouth with the caption: after seeing your little member I can see why she's struggling so much with this small strap-on. The second picture had Olivia using a pump on his wife's clit with the caption 'Hey Crystal look, her clit is almost as big as yours'. Carl was torn, he was scared for Serena, in truth she was getting it way harder than he was being currently the direct target of Olivia's lust but the humiliating messages only managed to arouse him further and the longer the day went on the more frustrated he got. His mind would only focus on the need to get out of the cage and masturbate, he couldn't get any work done at all.
When you finish work, come straight here your wife awaits you. Carl read the text as he prepared to leave work thankful for having no interaction with his work mates. His flowery fragrance would be hard enough to explain but his trimmed eyebrows? Attached to the message was another video of Serena with her legs spread and her arms raised above her head held by rope. Olivia held something between Serena's legs and although Serena was moaning her eyes looked vacant, as if her mind was empty, void of thoughts.
Carl did as he was told and walked in to Olivia's house as a man covered head to toe in latex barring his rock hard penis opened the door for him. The man said nothing and Carl couldn't help but feel jealous of the man's penis, it was far longer and thicker than his, it was embarrassing for him. The latex man guided him downstairs to the basement where Carl saw that Serena was secured to the Sybian once more with Olivia standing by her side whispering into her phone. As soon as she saw Carl she pressed a button on her phone and smiled wickedly at him.
"I was just having the most wonderful chat with your wife. Of course it was more of a one-sided conversation." Olivia laughed at her own joke and Carl looked over his wife. Like the night before she had her hearing and sight cut off by the headphones and contact lenses, she was also gagged and had clothespins on her nipples which Olivia played with absent-mindedly. She told him to take off his clothes and fearing her wrath like the night before he complied immediately.
"I have a treat for the two of you tonight." Olivia said, her voice full of mischief. "You're both getting your first upgrades. Andy, come down." Carl wondered who she was shouting at until the man with the latex hood who opened the door for him came down holding a case in his hands. "Andy here runs a piercing and tattoo parlor. He was one of the few that found out about what I was getting up to here and when he saw it for himself, he actually volunteered himself to be one of my many playthings. You like what you see?" Olivia taunted as she watched Carl stare in wonder at the man's still erect member.
"Since he volunteered Andy has been one of my most loyal slaves and playthings. He trusts me completely and has earned many benefits from his service to me such as not being chastised like you and your wife are along with many of my neighbours. Being one of my most loyal slaves Andy agreed to an experiment I wished to try from one of my scientist friends. She had created an experimental drug that would aid men with erections far quicker and for longer than Viagra worked. The only downside was that the effects were permanent and installed a deep lust inside those who took it. Andy here needs very regular sex otherwise the madness will take over and he'll be left a drooling, mindless and aroused mess. My friends project was cancelled and the drug scrapped but not before I found a use for it. Andy has been fully erect for over two years now, sure it has effected his life in many ways but seeing as I use him most as my personal fuck toy he doesn't seem to mind."
Carl couldn't imagine how life would be with a permanent erection. He could imagine the frustration as he was feeling it right now with the chastity but at least Andy wasn't denied access to his own penis. It would be hard to go about his day to day life, especially if he had been as big as Andy, walking outside trying to disguise a huge bulge in your trousers, any exercise or sports would be near impossible or at the very least extremely uncomfortable. Carl couldn't worry about that though as his mind finally connected what Olivia was implying by a treat and bringing Andy, a tattooist and piercer.
"I don't want a piercing." Carl complained and then winced as he saw Olivia's face drop.
"It doesn't matter what you want, as soon as you understand that it'll be easier for you. You two are my playthings, there is nothing you can do to change that without ruining yours and your wife's life. Besides, even if you were to leave here with your wife, I think you'll find she won't ever be the same as you remember her. Now, are you going to cause me an issue or am I going to have to make this even harder for you?"
"I won't cause a problem." Carl sighed, resigned. Part of it was worry for his wife but also out of his own cowardice. He could of course refuse what Olivia wanted and go to the security officer right now but the pictures of him and his wife will be online before he even made it to the station. For that reason Carl allowed himself to be guided to one of the support beams in the basement and had his hands cuffed behind the beam by Olivia.
"Now as it seems you need another lesson in complying more sooner I'm going to make this more difficult for both your and your Mrs. We'll start on her so you can watch and then we'll move onto you knowing that she can't even hear or see you suffer. But first, just a little something you can bite on to to fight the pain." Olivia removed her own panties and then shoved them in Carl's mouth as he offered no resistance and then taped his mouth shut. The taste wasn't unpleasant and it was obvious she had been aroused quite often throughout the day whilst wearing them. He then closed his eyes in frustration as Olivia knelt down next to him and started stroking his balls and tapping on the chastity device. Each knock sent a shiver through him and his erection strained as if it could 'hulk out' and break through the steel device. After what seemed like an eternity, Olivia called for Andy to bring over the tank with the attachments in the corner. Carl watched curiously as he tried to work out what the thing was. It was a large metal tank with two plastic tubes trailing from it.
"I ordered this online as soon as I met the two of you and initially it was meant to use just on your wife. However, it will make your piercings more interesting." Carl couldn't move as he turned the machine on and it made a sound not too dissimilar to a vacuum, suddenly he had an idea what it was. He struggled against his cuffs but couldn't do anything as Olivia placed the metal tubes over his nipples and Carl cried out as he felt his nipples get sucked right into the tubes. Instantly however the pump released the grip slightly but not enough for the tubes to fall off and then began pumping Carl's nipples.
"Don't cry Crystal, this is one of the lower settings." Olivia taunted as she started walking over to Serena. "Andy, if you are ready." Olivia couldn't contain her glee as Andy pulled out his piercing gun from his case and joined her standing next to Serena. Although only a small thing Carl couldn't help but feel how wrong it was for another man's exposed cock should be so close to his wife's naked body. Olivia removed Serena's gag and she breathed heavily as Olivia pulled and twisted the clothespins on her nipples before removing the one on her left nipple. Without giving Serena time to recover, Andy, prompted by Olivia, moved in and pinched Serena's left nipple with the forceps before quickly forcing a needle through. Carl could only watch as Serena screamed out from the unexpected sharp pain whilst Andy replaced the home with a small metal ring.
"Remember this is your husband Carl's fault." Olivia spoke into her phone once again. "I told you earlier you should never have trusted him, he betrayed you. He traded you to me for his own freedom." Carl moaned into his gag but could barely make any noise as Olivia glared at him and he froze. "I'm here for you though, you don't need Carl. Remember who it was that gave you all that pleasure, me, remember it is also me that takes it away as well. Are you ready for the other nipple pet?" Serena calmed at Olivia's words and the sound of her voice.
"Yes Goddess Olivia" Serena said calmly and Carl wondered just how much damage Olivia had done to Serena's mind over the last couple of days. Her breathing quickened slightly as Andy moved the needle near to her nipple again but this time she didn't cry out, expecting the pain she did her best to contain the pain.
"Good pet, your Goddess is proud of you." Olivia stroked Serena's hair and Carl watched in disbelief as Serena leaned into her caress whilst Andy completed the set with another ring. Serena continued to behave oddly in Carl's view as she received four piercings in each of her pussy lips, one in the clit, one on her tongue and then one in her septum. All of the piercings were filled with small rings and it almost seemed that Serena seemed to be aroused by the pain from the way she was acting.
"Very well done pet, I'll let you thank me for them presents later after the piercings have healed." Olivia patted her on the head one more time before walking over to Carl and turning the app off on her phone. "I wasn't lying when I said she was mine now. Between the denial, the exhaustion, not being able to see or hear anything other than my voice and the recording of my voice playing the messages in her ears, her mind is well on its way to being broken. Now it's your turn." Carl's eyes widened in fear as Andy moved over to him now and he felt really uncomfortable how Andy's permanently erect penis kept touching him as he set himself up around him.
"Just to think how much more painful this will be for you after the pumping. I bet those nipples of yours are incredibly sensitive." As if to test the theory, Olivia then gave each one a quick flick and Andy winced in pain and Olivia smiled wickedly. Carl wriggled to get out of his bindings but to no avail and he couldn't escape Andy's needle. The pain Carl felt was excruciating, far more painful than anything he could remember at that time as his swollen and sensitive nipple was penetrated by the needle and then had a small bar placed through the nipple. Carl was almost delirious as Andy moved to the other nipple and he was given no time to recover as Andy pushed the needle slowly through his other nipple. Carl looked over to Serena who had been his rock for the past few years and she was just sitting their, unseeing and unhearing with a vacant expression on her face, oblivious to his presence, let alone his pain. Andy pushed another small bar through Carl's nipple to complete the set and Olivia moved in closer to admire the set whilst Andy screwed on tiny balls at the end of the bars to keep them in place. After the work was done Olivia had Andy uncuff Carl and move him back to the desk with the mirror in the corner of the room. Once he was secure Olivia proceeded to apply make-up to Carl's face but this time she went slower and offered instructions along the way. Carl of course wasn't taking any of it in, his nipples were incredibly sore, his wife thought he had abandoned her and he was sat here next to a guy with a large penis barely inches away from his face while Olivia was applying make up to his face once again and then taking pictures. Once she was done she left him cuffed to the chair and said goodnight to Serena through the app once again calling her pet before going upstairs. Carl was left staring at his reflection in the mirror until he finally fell asleep.
Over the next couple of weeks Carl fell deeper and deeper under Olivia's control. He still hadn't been allowed out of chastity and it had been roughly two and a half weeks before he had managed to achieve a full erection. Every day he'd go to work with women's underwear on, locked in chastity and pierced nipples under his shirt and then every night Olivia dressed him up and helped him apply make-up showing him different techniques and colors to use that fit his look. As his hair grew she continued to use the wig but had to use a net to hold it up. After using the toiletries daily some differences were starting to show, his skin was much softer than he was used to and he had become used to the fragrance of the body moisturizer. The same with his hair, it had become almost silky, shinier and definitely a lot healthier than it had done before. The nipple piercings had been a nightmare to begin with as well, and in truth they still were. His nipples were far more sensitive than they ever were and every time his top rubbed against him it sent shivers through him and once again his penis would strain against the chastity device.
Serena's transformation was also making progress as well. After the piercings Olivia offered more freedom to Serena, with her wrists bound to the top of her arms and her ankles to her thighs, Serena was allowed to crawl around the basement floor using her elbows and knees whilst Carl spent most nights either tied to one of the beams, the chair at the dressing table in the corner or hogtied on the floor. As her piercings healed quickly, Serena had small bells, each with a different tone, added to each of her piercings except the one on her tongue and clit. Olivia then fitted a small gold chain linking both her clit and her tongue but the chain was just a little short so it pulled on both Serena's tongue and clit. This made Serena almost a crawling, living instrument, the bells jingling a melodic tune as she crawled interrupted by her small grunts and cries as each movement pulled on her tongue and clit. Another reaction caused by the stretching of her tongue out of her mouth was the constant drooling, Carl could only watch as Olivia molded his wife more and more into her mindless, sex crazed pet who was unable to care for herself and relied on Olivia more with every passing day.
The next night Olivia noticed that Carl had started to leak precum and she taunted him about his 'pathetic little dripping clit'. That of course only seemed to arouse Carl more. It was one thing he had found ever since Olivia had taken him was that being humiliated turned him on. He hated the fact that it did but he couldn't control his body's reactions to it. It was then Olivia offered him release the first time.
"I will grant you release from chastity for tonight and a chance to cum but you must do so with this inside your ass." She pulled out a thin plastic toy that had many beads ranging from small to large with a small ring at the bottom. "You can say no of course but there's no way that thing is coming off you unless you agree, little sissies such as yourself should never be allowed release without something inside their 'boy pussy'." Carl eyed the toy warily but his need for release was too high and he reluctantly agreed. Olivia couldn't contain her glee and she lubed up the toy and had Carl remove his panties. She then instructed him to go on all fours and she very slowly inserted the toy. This was a first for Carl and the tightness he felt as the anal beads penetrated him was uncomfortable but he felt pleasure from the action as well. He was amazed and embarrassed to realize he enjoyed the sensation of each bead passing through his hole as they got bigger. Finally Olivia managed to get all the small beads in and she removed Carl's steel chastity device. Instantly he was rock hard erect and whilst on all fours she stroked his penis.
"I could do this with a few fingers, I don't even need to use my whole hand" Olivia laughed and Carl's shame grew. It didn't take long at all before he reached climax and as he did he contracted his muscles in his ass, as they gripped the beads and he felt a whole new sensation. Carl came all over his panties which sat below him and instantly Olivia locked him back up inside the chastity device.
"Good sissy." Olivia teased and Carl moaned as she pulled out the anal beads in his ass slowly. "Since you seem to have taken to anal play so quickly my little sissy slut I have another new present for you. i was going to give this to you later but you've done so well." Olivia reached into a bag and pulled out another plastic looking toy which she announced was a butt plug. It was one of the smallest ones available and she lubed it up and attempted to ease it into Carl's ass. The tip went in with ease but as it widened she had to apply some force before Carl's hole eventually closed around it. "This will stay in you for a while until you're ready for the next size. You'll be happy to know I've been talking to a friend and I've decided to confirm your transformation. Tomorrow you'll walk into work and hand in your resignation. You'll then meet me outside your work where we'll meet our friend and discuss your journey into hormone replacement therapy. I know you don't know what that means but it'll be big for you and everything will be explained tomorrow."