Sissy was dusting in the lounge when the phone rang, Jill answered then put it on hands free which allowed sissy to hear, it was Miss Melanie. There was some small talk then Jill asked about Jordan 'oh he had to go back to his wife' laughed Melanie 'but it was a nice few weeks'. Jill giggled 'did you know he was married?' she enquired 'of course' answered Melanie 'and so is Bruno'. Sissy was stunned, not only had another man taken his wife away, he was married and now she is fucking someone else. The cage got tight. 'Tell me all about Bruno' Jill said 'no need' replied Melanie 'you will meet him in a few days, he is driving me home'. Sissy kept her face turned away so that the shock did not show. 'Anyway' continued Melanie 'Bruno is not new, I was first fucked by him five years ago, he used to visit while the sissy was at work, he was single then and what a stallion he is. Tears rolled down sissy's cheeks but the cage was even tighter. A bit more small talk followed until Jill hung up. 'Come here sissy' ordered Jill 'knickers down and hold your dress up'. Sissy complied fearing a caning, Jill looked at Lisa's tear stained face and smiled. Jill got out the cage key and undid the cage 'little sissy is upset at what his Mistress said' she smiled looking down at sissy's erect penis 'but not that upset it would seem', she touched it with a long fingernail and watched it twitch 'but you love humiliation don't you sissy' she smiled as she ran the nail along the shaft. Lisa shuddered as the sensation ran through her. Jill picked up her mobile phone and showed Lisa that she had it linked to the house cctv 'you will stand here holding your dress up and not move so much as a finger until I come back and remember I can see you' Jill reached the door and said over her shoulder 'just think of your Mistress having a sex life without you, we know Jordan had bigger equipment than you so I suppose Bruno does too, certainly performs better'. The comment bit deep into sissy but if anything the erection hardened.
Jill sat in the kitchen with a cup of tea and watched sissy on her phone. She then accessed the other cameras around the house before going back to sissy. She downloaded a still, sissy, dress held up in her hands with a hard on and thumbed send to Sarah's phone. A text reply came back almost immediately 'delicious, see you later, love and kisses' Jill had been asked to move into the house permanently by Melanie. Jill had been looking for a job that she could do from home and this would be a good base, she was comfortable here, she and Mel had always been best of friends. The temptation to tell their Mother was hard to resist but Melanie wanted it to be a surprise when Mother visits later in the year.
Jill opened the lounge door 'Sissy, kitchen and keep your dress up'. She watched, amused, as sissy tottered her way to the kitchen, knickers still round her ankles, her small cockette bouncing up and down. It looked even smaller hairless. 'stand here' Jill pointed at the tiled floor floor, Lisa curtseyed and complied. 'You may step out of your panties'. Lisa heard rubber gloves being snapped on but did not dare look round. Jill stood directly behind Lisa and in a low voice 'can you imagine Mistress Melanie writhing in sexual pleasure as her new man impales her', sissy could indeed and the cockette which had been starting to sag came back to life. A rubber clad hand reached round and brushed against the sissy cockette, it twitched and sissy gasped. Jill had lubed the glove and it slid easily along the shaft. 'Imagine if you were forced to watch', more twitching 'bound and gagged in a corner of the bedroom', sissy whimpered 'in a new sissy dress, Mistress wants you looking good in front of her boyfriend'. Sissy could not help herself and spurted onto the tiles 'well, sissy, that was quick but so I hear you are always quick', Lisa knew that Mel had told her that 'and look at the mess on the floor, better lick it up sissy'. Sissy dropped to her knees and licked up her own issue. 'You look every inch a sissy down there doing that'. Jill giggled. As sissy licked she could feel the last dribble of semen running down her thigh but the pleasure of being able to cum for the first time in two weeks overwhelmed any feelings of shame. Sissy would put up with anything for the occasional ejaculation. 'Go and clean up' ordered Miss Jill in a softer tone 'change your uniform, I do not care which one but I want it short with very contrasting knickers under it.' Lisa turned on her knees and crouched to kiss each of Miss Jill's feet, stood, curtseyed 'thank you Miss Jill' and scurried away.
Jill smiled at the scurrying figure, damn it she was getting quite fond of the sissy. She decided she must up the game in humiliation, she loved handing it out and sissy liked getting it without question. A turned on sissy is so malleable. Sissy was getting much more efficient, she had not had to cane her for a few weeks. That in itself might be a reason to do so, keep sissy focussed. Jill got the cane from it's resting place and swished and felt a little tingle of pleasure.
In her bedroom sissy had cleaned off and set about dressing, first refitting the cage. She now had six maid outfits including the pink one she had just taken off. She decided on the powder blue with white frillies, it was a contrast. She now had a dozen pairs of frilly panties with a variety of colours. The dress barely covered her panties but being an older one it was a bit longer. She finished off with while stockings and pale blue low heels. Sissy retouched her make up and headed down for inspection. Miss Jill was still in the kitchen so sissy entered and dropped a curtsey. 'Lift your dress', sissy did, Jill checked that the cage was on and secure, 'I do not consider white to be a contrasting colour' Jill said while looking unblinking into sissy's eyes. Sissy was aware that the cane was out and colour drained from her face. 'The dress is too long I want your knickers to be seen', she picked up the cane 'your standards are slipping sissy'. Lisa bit her lip and was about to give an apology when a raised hand stopped her. 'Over the table sissy, knickers down'. Lisa obeyed and gripped the edge of the kitchen table. There were six hard strokes in one small area, sissy pressed her face into the table to stifle the sobs, the last stroke was so hard sissy's head came up and she screamed. 'Go and change, I want a shorter dress and brighter knickers, keep the white stockings, a teary sissy curtseyed and beat a hasty exit. The next dress was a lemon yellow that sissy paired with lime green satin frillies. Sissy cringed when she looked into the mirror, there was a lime green triangle showing and just knew more would show at the back, all the same the cage was a little tighter.
YOU ARE READING
A Sissy Saga
FantasyLuke was a secret cross dresser until he got it off his chest with a so called close friend who then made it his business to expose Luke.