Chapter 1:Page2: Saturday has come.

Craig had come into the office early so that he could use the restroom to get ready. He had his instructions that he should be fully dressed as a female with make-up and a wig. He then went to the outer office and took his seat behind Chantelle's desk and waited for her to arrive. When he heard her car pull up he went to the kitchenette and made her coffee just how she like it and took it to her. "Good morning Mistress Chantelle" Chantelle was sitting at his desk in his chair with a pile of files. "Good morning boss. I have been thinking you need a name for when we are alone and Craig or Boss does suit you when you're dressed. So I think I will call you Candice or Candy for short." She told Candice to sit and she started to do some dictation and he had to take it down in the long format hand not being educated in the short-hand format. His continual requests for Chantelle to slow down annoyed her but she knew it was not his fault. "We are going to have to get you some short-hand training these interruptions are intolerable." Candice apologised so Chantelle stopped dictating and handed Candice the stack of files. _"Go file these let's see if you can do something at least." _Chantelle watched Candice leave struggling with the files.

Candice started to place the files in the cabinets and she noticed that all the files were destined for the bottom draw so she had to squat. Chantelle came out and shouted "No no no you need to stand and bend at the waist stupid girl let me show you" Chantelle took the file and bent herself at the waist making her ass stick out and placed the file in the draw. "Like that now you do it." Candice took the file and copied what Chatelle had done then he felt a hand on his ass" How does that feel Candice my hand rubbing your ass just like Craig would do to us all." Candice squirmed from the massaging hand " How does it feel to be objectified and treated like a piece of meat?" I must say your ass is soft but it needs some firming up but that will come." Chantelle headed back to the boss's office and sat down. After an hour, she called Candice in and announced another round of dictation so Candice got her pad out and Chantelle said she would need the pad it was not that sort of dictation. She stood up and Candice noted the big strapon around her waist swing as she approached Candice. "On your knees, candy let's see if your mouth works?" Candice dropped to her knees her head level with the strapon which was black and veined.

The false cock was six inches long and three inches in girth and Chantelle rubbed it against Candice's lips "Open up Candice" Candice reluctantly opened up and Chantelle pushed the cock into his mouth "Lick and suck to prove that your mouth has a use other than spewing crap." Candice felt the cock enter pushing his tongue down. He started to lick using his tongue to get the shaft as Chantelle grabbed Candice's head and made her bob up and down the Shaft. Chantelle took out her phone and recorded her boss having his mouth fucked by his assistant smiling as she was smirking with all this extra leverage she was compiling. "That's it bitch keep sucking we will train your mouth to eventually take a bigger cock." Chantelle kept pulling and pushing Candice's mouth along the shaft. Candice was making glugging and slurping noises as she sucked the rubber cock " Seems you are enjoying yourself down there. Oh, it's so good being the boss and I have big ideas." When Chantelle was satisfied she ordered Candice back to her desk to carry on filing and checking on any emails that had come in overnight.

Candice had to go to the restroom and she used a cubicle but found she could no longer pee standing up so she had to sit to pee. After peeing she headed back to her temporary desk and continued with the emails and doing some more filing. Chantelle also had Candice making her coffee all day and she was amused seeing Candice saunter in and place the coffee on the desk. "Oh, I almost forgot your inspection so strip" Candice undressed down to her underwear and stood there. Chantelle circled Candice like a wolf wound circle its prey and when she came face to face she looked down seeing the bulge of the cage. She flicked it with her finger and giggled "All nice locked up and safe I hope it's not too painful." Candice felt her cock strain for escape as Chantelle cupped his balls. "Eventually your cock will become useless but you can still orgasm so when you get home tonight look up sissygasm and how to achieve it." She then allowed Candice to get dressed while she finished up her online window shopping. Eventually, she came out of the office and said goodnight to Candice and left.

Candice stood and headed to the restroom and removed her make-up and wig then the red jacket and white blouse. She then stepped out of the red skirt and red heels. She placed all the items back into the holdall and then redressed in her male clothes. He was once again Craig and he headed back to his office and placed the holdall back in the bottom drawer. He then walked out of his office and closed the door and then left the building setting the alarm behind and got in his card. He started his car and pulled out of his parking space and out of the lot. He drove steadily keeping to the speed limit so as not to draw the attention of lurking police patrols. He could just imagine being pulled over and the officer frisking him and discovering the cage he was wearing. He arrived home and stripped and had a hot shower and some food and wine. Craig then fired up his computer and typed in sissygasm into the browser until it produced various sites and lots of videos on Z pipe. He watched through them and found titled "Sissygasm for beginners" He watched as the actor first used his finger then fingers until he had thrust four into his.

He did not know his hand had moved around to his ass and his finger was probing his ass starting with his little finger first. After ten minutes he added a second finger. After thirty minutes he was using four fingers on his left hand and he was enjoying it but after a while, he got tired and decided to watch some porn. This time he entered the search words sissy and femdom but this was a mistake because it only made his cock strain even more against the pink plastic cage. He switched off his computer and headed to bed putting on his night dress and slipped between the sheets soon he was asleep and dreaming of Candice. She was on her knees sucking a black cock but this was not a strapon it was the real thing being thrust into Candice's wet mouth. She was licking and sucking slurping her way along the shaft which was a lot bigger than the fake cock. Soon he was past the dreams and into a deep sleep until he awoke the next morning. He started reading some femdom stories and found one called secretary **** and another entitled Feminized CEO and again he knew it was a mistake as his cock strained against the cage. The rest of his Sunday was spent relaxing and doing chores fully dressed as a woman.