A Sissy Saga

Part 20 Sissy's dilemma

Sissy thought about getting screwed by Jason, in fact sissy thought a lot about that. The first felt like an unpleasant rape but the second was, sissy had to admit, quite pleasant, it was just a shame it was too quick. Lisa would not be averse to it happening again but she would prefer someone more skilled than Jason, no wonder not many of his conquests came back for seconds. Her cage had tightened at the thought and a bit more as she remembered the blow job that Jason was forced to give her, man that was good and totally unexpected. There was no question that Jason had been humiliated a number of times in two days over the weekend and to Lisa's eyes certainly looked like he had been broken as he drove away in panties and a stained t-shirt. It had taken two weeks for Miss Jill to get the upper hand with sissy and that partly because sissy realised it would be an easier life to conform. She had heard the phone call that Miss Sarah made to Miss Jill and calls were always taken hands free, Jason had acknowledged Sarah's superiority that morning, it had taken two days, macho man? yeah right. The reason that Lisa had stayed, she told herself, was to get revenge on Jason but now he had been cowed what now? A new horizon opened out before her but job hunting was not a thing she relished, there would be questions about why she was fired from the last but then she did not want to go back into the same business. 

Life here had gained a normality and she was getting to like Miss Jill, certainly respected her. Once the boundaries and rules were set and accepted life had got a lot easier and one thing that could be said for Miss Jill she was not capricious, her rules were set in stone but they did not change from day to day. Lisa had retained some resentment toward Miss Sarah, not in the way that they were held against Jason though. The view of Sarah was changing, away from work she was very different, more relaxed with a mischievous side that was not apparent at work, she and Jill were very much a matching pair. If sissy stayed here it was likely that she would be maid to both. What was life now? much as Luke had fantasised about and then some. OK the maid outfits were a lot shorter than she had dreamt of but she was a sissy, it's what sissy's wore and she had got used to them. It no longer bothered her who saw her.

Living on her own, however, meant freedom of action and choice. It meant not having to get up at 6 am if she didn't want to, perhaps even get a relationship but her marriage with Mel had been fraught at times, even before the secret was exposed. The relationship before Mel had been a disaster, it was questionable whether she wanted another. Mel had mentioned divorce, it came as no surprise to Lisa, Mel was a red blooded female with healthy desires which a sissy could not satisfy. Lisa had realised very quickly that as a sissy she had no sexual attractions for women. She still had a sexual reaction when she saw things she should not but Miss Jill and to a degree Miss Sarah had no inhibitions about being seen in less discreet moments but neither considered sissy to be any kind of threat, she was hardly a man was she. She had not realised that through all this mind searching she had been doing the housework efficiently and automatically, sissy had adapted that well.

Miss Jill had recently hired a gardener to take care of the large grounds, a retired gentleman who did it for extra cash. Melanie had been the gardener but Jill's only interest in the garden was to sit in it on a sunny day with a drink in her hand.  He might be retired but was very fit from a lifetime of looking after himself. Like everyone else in the village he knew who sissy was but treated sissy with respect, Lisa liked him. One advantage was that although he knew about sissy he had not actually known Luke so there was no conflict there. Ted, the gardener, had been a career soldier, an officer, who had retired on a full pension at 55, he was barely 60 now but looked younger. On his arrival and on Jill's insistence he would knock the back door where sissy would make a cup of tea for him before he started work. Jill had said to sissy 'you may entertain Ted if you wish but there is no compulsion to do so' and left it at that. Jill knew very well the effect a pretty sissy in outfits like hers would have on most men, ones who considered themselves hetero-sexual. Ted had not had sex for the decade since his wife died plus a few years before that, as she had been ill, and had not missed it but sissy triggered a desire which Jill had noticed. Ted would always say thank you in a deep voice and smile as her took the tea from sissy and proceeded to the gardening shed, which was actually like a medium sized garage where the sit on motor mower was kept. 

Lisa's only experience with men up til now had been Jason which while not unpleasant was not much of an experience. Something about Ted resonated and sissy would fantasise now and then on what size Ted was and how it would feel inside. Lisa had experienced a sissygasm but that had been when Miss Jill used the strap on, sissy wondered what it would be like with a real one, one that lasted more than 45 seconds. The decision to be made tomorrow was now the furthest thing from sissy's mind. Sissy finished up in the lounge and went back to the kitchen for a well earned cup of tea and still thinking about Ted. The voice, oh yes, a glorious baritone that seemed to make sissy's body tremble. He had only been here for three weeks, three days a week but an impression had already been made. What sissy felt was not so much a tightening of the cage, although there was a little of that, it was a tingle deep inside and round her anal ring. Sissy was not aware that she was doing it but whenever she thought Ted could see her there was a more pronounced swing to the hips, she always made sure she had some washing to hang out when he was around.

Melanie broke the daydream 'tea for myself and Miss Jill, sissy', Lisa curtseyed 'right away Mistress', then Mel said 'why don't you take tea down to Ted, it is a warm day'.