DISCLAIMER-This is a series of fan fiction, most of the characters in this series follow on from ONLINE CHASTITY by FICT which can be found in the BDSM part of Literotica. This is just my view of what paths the original characters in the original series could have taken. You should read Online Chastity chapter 1-6 to see how Alex ended up here.
(Alex has come a long way)
It was a Wednesday lunchtime as Alex parked his car in the coffee shop parking lot. He looked at the coffee shop with the lofthouse above and he could not believe that he had been coming here to 'perform' for over a year most Friday nights. Sam had shown him over the last year everything he had fantasised about and more and he had become pretty much devoted to her. She had led him down a path that had caused him to lose much of his shyness and inhibitions. He had gotten over his fetish for women's clothing and had become addicted to kinky sex. He still wore the neck collar but to him it was now a fashion accessory not a training device. He was also cage free because Sam trusted him to save his semen for Friday nights.
He soon discovered that Sam made a living by streaming their performances live to paying subscribers and it was a very very lucrative business. He usually performed with Nathan and Jennifer who it turns out were happily married. It wasn't always sex, sometimes they would all do photo shoots promoting various fetish wear, hence the reason why Sam took measurements of his body the first time he was in her lofthouse. The rubber or latex would fit him like a second skin.
It occurred to him that Sam had all this planned from the moment she drew him into her web. He accepted this however due to the fact that his cut from the revenues was very good and, as far as he was concerned, easy money. The money earned was all above board, Sam's accountant saw to that, and was in the bank earning interest. If he kept performing for several more years he would be sitting on a very nice nest egg indeed. Sam also made sure everybody involved in her little enterprise had regular health checks.
Some of his closer friends knew about his kinky side line and wished him well, particularly when they saw how confident he had become and the fantastic sex he was having. Sam was also very meticulous with the planning, sometimes he wouldn't be needed so he could hook up with various female friends knowing he could have sex and not worry about failing to perform. He regarded these breaks as mini vacations to stay fresh, not realising that this is what Sam intended for him.
Before he entered the coffee shop he paused to look at himself in the window. Due to his regular waxing sessions there wasn't a hair on his body except his head. The breeze always felt cool on his body and he had learned not to be embarrassed by the looks he got from some people. It was a warm summer's day, he was wearing shorts and a tight t-shirt that showed off his toned body. He kept himself in shape but was told by Sam not to bulk up too much, the appeal to his Fetlife fanbase were his slim, lithe sweet boy next door image. He also sported the same wavy haircut that drew Sam to his original Fetlife post.
He opened the door and quietly walked in, Tam was behind the counter as usual serving a customer. She looked over at him and smiled, said nothing, but pointed to two coffees at the end of the counter. He smiled back and nodded, the tracking device in the collar alerted her that he was coming, so the coffees were ready to go. He scooped up the coffees and made his way upstairs, he let himself in with the key that Sam had provided him with, a concession Sam afforded to very few people, but it showed she trusted him.
He closed the door quietly and walked into the lounge and saw Sam lying on her sofa with her arm across her face. She was wearing her black catsuit with high heels, this was her work outfit that she now wore when training new recruits. Her body was as curved and enticing as it was when he first saw her photos on her Fetlife page. She heard him enter and looked over at him.
"What are you doing here on a Wednesday, Alex?" She asked.
Alex said nothing but walked to the coffee table and placed the coffee in front of her, he then leaned down to give her a kiss on the cheek, which she made easier for him by turning her face, he then plopped down in the armchair facing her.
"All my clients are happy with my designs so I got the afternoon off, Miss Sam." He replied. "Besides I spoke to Nathan the other day and he told me you had another session with a potential recruit."
"How many times have I told you not to call me Miss Sam when we are speaking in private?" She asked.
Alex threw her the cocky lopsided grin that he had perfected, knowing that she adored his cheekiness.
"Force of habit, Miss Sam!" He exclaimed, raising his hands. "I can't help it, Miss Sam!"
Sam let it go at that and reached for her coffee, she watched Alex as he looked at the mirror on the wall that would show who was in the playroom being trained. He had come a long way in the year since she first enticed him into her web. He retained his innocent image but at the same time literally exploded out of his shell after Tam had fucked him into oblivion during his second session. She knew at that moment that Alex was hooked on kinky, fetish sex and would be easy to control without him realising it.
Most of his clients that used his services as a graphic designer, were in fact Fetlife subscribers, who paid good money to see him perform in the playroom and elsewhere on Friday nights. They were advised of his services by Sam herself so that she could keep an eye on him without making it look obvious.
She was also aware that he had made a copy of the key hanging on the hook by the front door that unlocked his collar. She chose to keep all this to herself of course and let Alex think he was being clever. He had, so far, never failed to perform for her and she knew he worshipped the ground she walked on, despite his cheekiness. He had clearly become something of a hedonist but had worked out as a valuable member of the team, something she was very happy about.
"How is the new mirror working out, Miss Sam?" He asked.
She looked over at the mirror on the wall, the blind had been removed but the mirror had been replaced with an updated version that she could control from her mobile. At the touch of a button she could reverse the view that meant she could see through one side but the person on the other side only saw a reflection of themselves.
"It's working fine at the moment." She replied. "Would you like a demonstration?" She asked.
Alex nodded so she pushed a button to reveal what was going on in the playroom. Alex whistled at what he saw. On the platform was a young man, naked, he was standing spread eagled with his arms cuffed to the ceiling and his feet bolted to the floor two feet apart. He was six feet tall with a swimmer's build similar to Alex and the same wavy hair cut. He wore an identical neck collar and his body had been oiled from head to toe that made his muscles more defined. Like Alex he didn't have a single hair on his body except his head, he was breathing heavily and standing in front of the silicone pussy that Alex remembered so well, but what drew Alex's attention was the size of the erect cock that was embedded in the pussy. He turned to Sam.
"That must be well over nine inches, Miss Sam!" He exclaimed.
"Nine point four inches to be exact." She said smugly. "If he passes his training, do you think you'll be able to handle all that cock, Pet?"
She emphasised the word 'pet' to ensure she had Alex's attention. She hadn't referred to him as 'pet' for a while and she knew she still had the ability to shock him, despite his confident demeanour. Alex swiftly regained his composure and turned back to the mirror.
"I'll do anything to please you, Miss Sam." He replied. "You know that."
"I often wonder what happened to the shy boy who entered my lair over a year ago." She laughed.
"That boy is long gone, Miss Sam." Alex said with a smile. "You corrupted him and turned him into the man before you, Miss Sam!"