A Sissy Saga

Part 24 Another step in Jacinda's new life

Jason considered his new life as he got out of bed at 5:30am on a Saturday morning, it was that early as for the past five months he had to be at Miss Jill and Mistress Sarah's home for maid training. Previously he had never considered getting up at that time on a weekend, he had in fact gone to bed at that time before now. As he showered he considered the last year or so, it  had at times been surreal and beyond anything he would have imagined. He had seen himself as a bit of a stud but having been forced to confront his former life by Mistress he could now see that he was lying to himself. Changes had been gradual, he realised, but nothing that he had not willingly embraced. He no longer saw his former drinking buddies, Mistress had not put a ban in place but with her guidance he could see how fundamentally shallow they were. They made jokes about him in the pub, he knew that they would. At the same time they could not understand how he had pulled a gorgeous girl like that. One of them had made an unfortunate comment within her earshot, she had said nothing but sliced and diced him with a look. Nobody else made that mistake when she was around.

As the needle points of the shower cascaded over him he remembered his first gay encounter with Lisa. His cock automatically erected thinking about fucking her, the first time that happened when alone afterward Jason was initially appalled that it had happened but later found himself turned on more by Lisa, in hindsight it was even erotic giving Lisa a blow job. Did this mean he was turning gay? No that couldn't be it, he really wanted to screw Sarah but had not got past oral and premature ejaculation yet. After a year it seemed as unlikely as ever but being premature was a real obstacle. He now knew that Sarah was bi but that turned him on even more, she only had to touch him and he fired.  There is something satisfying about wanking in the shower and he got quicker remembering the oral he gives to Mistress on a now quite regular basis. That started off with him in panties, now he does it as Jacinda in full maid uniform. The self administered climax in the shower was explosive to the point that he thought his legs might give way. He leaned back against the shower wall glad that he had a non slip shower mat in there and watched his issue slowly sliding down the wall. Getting himself together the shower head was redirected to wash the wall down.

Jason out of the shower was now getting into Jacinda mode, it was a lot easier to do now, it was automatic, not a conscious decision. He often went into a Jacinda mode at work now he was P.A. to Mistress Sarah. Jacinda felt she was on better terms with Lisa these days and regretted the chaos that Jason had visited on what was supposed to be his friend. Curtseying to Lisa at the start of every visit was a small price to pay. There was nothing that could be said to really atone for the damage. He had destroyed Luke and had put Mistress into an awkward position, once she knew about Luke company rules were chiselled in stone and she had to take it forward or be sacked for not doing so, the manager had tried to bury it and lost his job. Jason had seen the pictures on Luke's work laptop and downloaded to the company mainframe as a joke and once it was on the mainframe the process could not be stopped. Nobody realised at the time that the so-say 'vicious' action by Sarah had limited the damage to two people. Had the company sent it's investigation team in Jason would have been fired along with a few others. Jason, or Jacinda, whichever mode he was in felt genuine remorse and regret.

When dressing for the day Jason no longer saw himself in the mirror, he saw Jacinda. He liked Jacinda and didn't care if she looked like a truck driver in a dress, she didn't see herself that way. Jason had gone to an all boys senior school and had played a girl in a school play, the girls were always played by boys who had not reached puberty yet. He had only been the girl in one play and he had suppressed the memory of liking to wear a dress, it would have been social suicide to admit to that but long buried thoughts were being teased out by Mistress. Jacinda looked at herself in the mirror in bra, panties, garter and black fishnet stockings, it had been Sarah's idea to get rid of body hair and Jason had objected but did it anyway, the first time he slipped on satin panties he appreciated the feeling and now kept himself scrupulously hair free without being reminded. Jacinda sat and applied make up, quite adept at it now, the tutorials had come from Lisa. Mistress had complimented Lisa on her effort but said she wanted Jacinda to look a bit more like a tart. Jacinda did not notice the complicit smile from Lisa. So now as well as her DD bra fillers she now looked like a street corner hooker. She stepped into the short maid dress with attached petticoats, she found it easier to zip up now after a lot of practice. Jason had short hair that was thinning and had been almost from the time he left school and made him look older than he actually was so Jacinda wore a wig, shoulder length, back combed and took  her back to her real age. Slipping on the four inch stilettos Jacinda liked what she saw. Grabbing a piece of toast Jacinda headed for the door.

She walked out of the back of the flats to her car, anyone who saw her that early would assume that Jason had a tart in for the night, that is assuming they did not notice what car she was driving. Jacinda decided to get a more neutral car, one that would escape notice,  a red BMW was a bit obvious, ok, it wasn't a new BMW but it was a Beemer and it was red, she had not thought of that before and had got away with it but percentages dictated that eventually she would be seen and two and two put together. Mistress had also mentioned, as an apparent aside, that owning such a car was compensation for having an underperforming cock. Penis extension was the phrase she used. Jacinda stopped, turned and walked back in to phone a taxi, one he had used after getting drunk at the house a couple of times, a taxi driver that had already seen Jacinda. Ten minutes later the taxi pulled up at the rear of the flats, Jacinda got in. 'Good morning Jacinda' said the taxi driver 'usual place?' Jacinda confirmed it was 'yes please Dan', Jacinda found herself wondering what size cock Dan had before forcing the thought from her mind. Dan was a man in his mid 40's who looked after himself, he used to be a slob until his wife left for a younger fitter model and that was a wake up call and he now looked after himself.

Lisa was having her morning tea and toast when Jacinda let herself in through the kitchen door. Lisa swung round on the chair 'you are late Jacinda', Jacinda apologised and explained that the car wouldn't start and got a taxi as she didn't want to admit to penis doubts but she also knew that there was no excuse for being late, Mistress did not tolerate that. 'I would like to properly apologise' said Jacinda. Lisa simply said 'for a one time occasion I do not have to tell Miss Sarah' and poured a cup of tea for Jacinda who curtseyed before sitting. 'Anyway' said Lisa 'you are in luck today, they were out late last night and don't want breakfast until 10'. Jacinda thought she was repairing her relationship with Lisa but that was far from Lisa's mind, she felt Jacinda deserved all that might be coming to her.