31-03-2020, 04:53 PM
"You don't need those masculine clothes any more Crystal." Olivia spoke, enjoying every moment of Carl's anguish. There was a challenge in her voice as well, almost as if she wanted Carl to challenge her but he knew better. More humiliated than he had ever been in his life, he walked out of the fitting area and back onto the shop floor with Louise and Olivia walking either side of him and George behind them, carrying their bags. His eyes never left the floor as he was then guided to the shoe area where they had him try on high heels. Thankfully it was quiet so it was only the staff who saw him parade up and down trying to balance in the small heels. It was only a two inch heel but having never worn them before it was a nightmare for George to get used to and he stumbled many times, much to the amusement of Olivia, Louise and the workers in the shop who seemed to gather around him.
"That'll do for here." Olivia announced suppressing a giggle as Carl stumbled once again. "Time to pay." She had him walk to the till area and the crowd followed him. Once at the area she had him kneel on the counter so the cashier could scan the items. Everyone around Carl laughed and his shame grew as he knelt, fully on display on the cashier desk. Olivia then had him lift the mini skirt so the cashier could scan the panties and the small bulge of the chastity device was obvious. When every item was scanned, Olivia had him get down and paid for the clothes before leaving much to the dismay of the amused employees.
If Carl thought he would finally get a reprieve from the humiliation for the day, he was sorely mistaken. It was bad enough walking around a shopping center in female clothes but then they guided him to a cosmetic store where they found a kiosk in the middle that allowed a demonstration of different make up types. Carl was forced to stand in the middle of the store as he received a makeover from the assistant who was trying her hardest to remain professional. A crowd formed around him as they watched his makeover attentively. Each snicker, laugh, or overheard comment made his shame grow further and again to his frustration, his cock strained against the cage. Carl felt confused, he had never been more humiliated in his life yet here he was feeling incredibly turned on, dressed in women's clothes and getting a makeover in front of a mixed crowd. He couldn't work out what was wrong and it was that confusion that made it easier for Olivia to guide him through. Carl didn't say a word when after the makeover they found a store that provided wigs and they fitted him with a wig that almost completed the full feminine look. He caught his reflection as he walked, flanked by Olivia and Louise he looked like one of the girls, but no where near as attractive as either of them. They then made their way back to the car where George would be waiting for them. Olivia's job for the day afternoon was done, Carl was well on his way to permanently becoming Crystal. The name change application was done, it was just a matter of time before that went through. The only male clothes he had on him had been disposed of and Olivia would send George over to Carl's house later to gather all of their clothes to burn at the party later as a symbolic event. It was just a matter of getting Carl used to wearing the female clothes at all times.
There were to be two last stops before they reached the car. The first was into a small DIY store where Olivia picked up two small padlocks which she then placed on the heels on Carl's feet, locking them firmly into place, he would always be wearing them now. The next was into an adult toy shop where she found a smaller chastity device. Carl was sure he could take no more humiliation for the day but when Olivia lifted his short dress and pulled down his panties in the middle of the sex shop he almost died from the embarrassment. An audience gathered once again for the show as the chastity device that Carl had worn for the past few weeks was removed and Carl's little member instantly became aroused. He was tempted to start stroking himself, even with the crowd present but thought better of it in case Olivia would punish him. With some of the implements he saw on display, that wasn't an option he wanted to pursue. Once Olivia had selected the device she tried to force it on to Carl's erect penis. Carl groaned in agony as his hard penis was being forced into a much smaller confinement and when it was locked in place the pain was intense. The new steel cage had small breathing holes which his erect cock stuck through. Eventually however his penis became flaccid once again and he noticed that even in that state, his penis was still tight within the small steel cage. If he thought the first part of his life in chastity was difficult, it was about to get much worse. Once locked in place, Olivia paid for the goods and the crowd thanked her for the show before they made their way back to the car where George was waiting.
Once back at Olivia's, Carl knelt on the floor as both Olivia and Louise talked over the details of the party this evening. Serena was finally allowed out of the bathroom and she was on the floor beside Carl, unaware of his presence. She still had the blackout contacts in her eyes and the headphones in her ears and Carl wondered if her hearing or sight would be permanently damaged. What made it worse was that she couldn't move where she was either, one of Olivia's subs had shortened the chain between Serena's tongue and clit piercing. Even with her neck craned forward the chain pulled hard on her tongue and clit. Carl wasn't sure if he was imagining it but it looked like both her clit and tongue were beginning to stretch from the attention. He couldn't imagine how painful it was for her, or even what her mental state was like. She didn't moan whilst in this position, she just sat their content as Olivia stroked her.
A million things passed through Carl's mind as he sat there that afternoon. Most of them involved thoughts of what his new life would be like. For a start he had no doubt that he'd only be wearing female clothes from now on and he wasn't sure what to think about that. Yes it was humiliating but the longer he wore them, the better it got. They were comfortable, he couldn't deny that and there was something about wearing them that still excited him. Then there was the hormone replacement therapy that he had already started. He had been aware of the patch placed on his lower stomach ever since it had been placed there, as if it was slowly seeping out what little masculinity he had left with every second that passed. Next was the chastity device. Since switching to the smaller model, his penis was permanently straining against the cage. Each move was painful and he had to wonder what the effects would be from being locked in something that small for a long time. Finally his thoughts fell upon the party in the evening. He had no idea what Olivia had planned for the reveal of himself and his wife as her subs but he had no doubt he'd be humiliated more than before.
"That'll do for here." Olivia announced suppressing a giggle as Carl stumbled once again. "Time to pay." She had him walk to the till area and the crowd followed him. Once at the area she had him kneel on the counter so the cashier could scan the items. Everyone around Carl laughed and his shame grew as he knelt, fully on display on the cashier desk. Olivia then had him lift the mini skirt so the cashier could scan the panties and the small bulge of the chastity device was obvious. When every item was scanned, Olivia had him get down and paid for the clothes before leaving much to the dismay of the amused employees.
If Carl thought he would finally get a reprieve from the humiliation for the day, he was sorely mistaken. It was bad enough walking around a shopping center in female clothes but then they guided him to a cosmetic store where they found a kiosk in the middle that allowed a demonstration of different make up types. Carl was forced to stand in the middle of the store as he received a makeover from the assistant who was trying her hardest to remain professional. A crowd formed around him as they watched his makeover attentively. Each snicker, laugh, or overheard comment made his shame grow further and again to his frustration, his cock strained against the cage. Carl felt confused, he had never been more humiliated in his life yet here he was feeling incredibly turned on, dressed in women's clothes and getting a makeover in front of a mixed crowd. He couldn't work out what was wrong and it was that confusion that made it easier for Olivia to guide him through. Carl didn't say a word when after the makeover they found a store that provided wigs and they fitted him with a wig that almost completed the full feminine look. He caught his reflection as he walked, flanked by Olivia and Louise he looked like one of the girls, but no where near as attractive as either of them. They then made their way back to the car where George would be waiting for them. Olivia's job for the day afternoon was done, Carl was well on his way to permanently becoming Crystal. The name change application was done, it was just a matter of time before that went through. The only male clothes he had on him had been disposed of and Olivia would send George over to Carl's house later to gather all of their clothes to burn at the party later as a symbolic event. It was just a matter of getting Carl used to wearing the female clothes at all times.
There were to be two last stops before they reached the car. The first was into a small DIY store where Olivia picked up two small padlocks which she then placed on the heels on Carl's feet, locking them firmly into place, he would always be wearing them now. The next was into an adult toy shop where she found a smaller chastity device. Carl was sure he could take no more humiliation for the day but when Olivia lifted his short dress and pulled down his panties in the middle of the sex shop he almost died from the embarrassment. An audience gathered once again for the show as the chastity device that Carl had worn for the past few weeks was removed and Carl's little member instantly became aroused. He was tempted to start stroking himself, even with the crowd present but thought better of it in case Olivia would punish him. With some of the implements he saw on display, that wasn't an option he wanted to pursue. Once Olivia had selected the device she tried to force it on to Carl's erect penis. Carl groaned in agony as his hard penis was being forced into a much smaller confinement and when it was locked in place the pain was intense. The new steel cage had small breathing holes which his erect cock stuck through. Eventually however his penis became flaccid once again and he noticed that even in that state, his penis was still tight within the small steel cage. If he thought the first part of his life in chastity was difficult, it was about to get much worse. Once locked in place, Olivia paid for the goods and the crowd thanked her for the show before they made their way back to the car where George was waiting.
Once back at Olivia's, Carl knelt on the floor as both Olivia and Louise talked over the details of the party this evening. Serena was finally allowed out of the bathroom and she was on the floor beside Carl, unaware of his presence. She still had the blackout contacts in her eyes and the headphones in her ears and Carl wondered if her hearing or sight would be permanently damaged. What made it worse was that she couldn't move where she was either, one of Olivia's subs had shortened the chain between Serena's tongue and clit piercing. Even with her neck craned forward the chain pulled hard on her tongue and clit. Carl wasn't sure if he was imagining it but it looked like both her clit and tongue were beginning to stretch from the attention. He couldn't imagine how painful it was for her, or even what her mental state was like. She didn't moan whilst in this position, she just sat their content as Olivia stroked her.
A million things passed through Carl's mind as he sat there that afternoon. Most of them involved thoughts of what his new life would be like. For a start he had no doubt that he'd only be wearing female clothes from now on and he wasn't sure what to think about that. Yes it was humiliating but the longer he wore them, the better it got. They were comfortable, he couldn't deny that and there was something about wearing them that still excited him. Then there was the hormone replacement therapy that he had already started. He had been aware of the patch placed on his lower stomach ever since it had been placed there, as if it was slowly seeping out what little masculinity he had left with every second that passed. Next was the chastity device. Since switching to the smaller model, his penis was permanently straining against the cage. Each move was painful and he had to wonder what the effects would be from being locked in something that small for a long time. Finally his thoughts fell upon the party in the evening. He had no idea what Olivia had planned for the reveal of himself and his wife as her subs but he had no doubt he'd be humiliated more than before.
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