A Sissy Saga

Part 25 Jacinda Deflowered

About an hour before Jacinda's duties were due to end she was summoned into the dining room. Miss Jill was there cane in hand and chairs had been moved from the tale. Jacinda knew what this was, it was a punishment caning. Jacinda had become used to them and accepted it as part of the life. On being told to take her position she dropped her panties and stepped out of them before bending over the table and spreading the legs. It was unusual but not unknown for Miss Jill to administer the caning, it was usually done my Mistress. Jacinda wondered where Mistress was but knew better than to ask. As usual Lisa stepped up and held Jacinda's arms down. Jacinda did not hear Mistress Sarah enter the room but she soon felt the shock as a well lubed dildo entered her. This was her first time, she gasped in shock, this was a rape, no more no less. Pain was soon surpassed by something pleasant but indefinable as long strokes found her prostate. Jacinda's mind was a jumble, pain and outrage were surpassed by animal lust as she involuntarily thrust against the invading phallus. Jill walked round the table and motioned Lisa aside and pushed a short fat resin phallus into Jacinda's gaping mouth 'suck the cock sissy' so Jacinda did while grunting and groaning at the hitherto unknown feelings. Something finally clicked into place in Jacinda's mind, pain and humiliation was gone to be replaced by pleasure. As Jacinda writhed and moaned on Sarah's dildo while willingly sucking the stumpy phallus Sarah now knew there was no turning back for her sub, he was hers body and soul. Jacinda felt the first sissygasm building and exploding inside, a new experience while his semi erect penis dribbled cum. Sarah withdrew but Jacinda was not finished yet, he had to lick out Mistress Sarah until she orgasmed again, she had already climaxed while fucking her sub. Then she had to do the same for Miss Jill and finally blow Lisa. That was harder work than it seemed, Lisa was on hormones and did not easily rise to the occasion. By the time that Lisa shot her reduced load Jacinda had an aching jaw and sore lips. An exhausted Jacinda was poured into Dan's taxi for the trip home. Jacinda staggered into her flat and collapsed onto the bed.

Lisa had got to the point where she was no longer just the sissy or the maid, she was now a vital part of the household. She was still subservient but both Jill and Sarah knew her worth to them, Lisa ran the house efficiently and was now trusted with a household budget. Lisa found that if she put a point she wanted to get across in the right way it might be listened to. 

Sarah had asked Lisa for some background to Jason so Lisa used the opportunity. Jason had bragged about his conquests, which was true, but never considered why most never returned for a second time but then Jason was only interested in numbers, the philosophy was 'fuck them and move on'. He worried about the size of his manhood, not the biggest and had unsuccessfully sought methods to enlarge it. His car was compensatory, it made him feel macho. Women were uncomfortable around him at work but he never noticed. He did not like assertive women very much, they intimidated and reminded him too much of his Mother. He thinks with his cock. Jason was all show and in the face of strong opposition would back down. Lisa did not have to stray from the truth, just embellished here and there. As she talked about Jason she began to wonder how they were ever friends, chalk and cheese maybe. Lisa mentioned that Jason had played the part of a girl in school plays, using the plural as opposed to just the once. Jason had once mentioned that he liked wearing the dress but had never done it since. Lisa left out the part about never doing it since and said his Mother had encouraged it. That was partly true but only because Mother thought that her son's performance should be perfect, that he should look perfect and had him practising at home, Mother would have liked an actor in the family. Lisa mentioned Jason's panty fetish, leaving out that it involved getting flashes and not wearing them himself.

Jason had mourned his Mother's passing but not for long. His sister who was nine years older and had nothing in common, married with a small brood had inherited the family home, she needed it Mother had said. After all, Mother had pointed out, Jason had left home and moved south and had done nothing to support her. He didn't argue, spent half an hour at the funeral service and did not bother with the wake. There had been a small bequest which he blew on the Beemer and said an ironic 'thanks Ma' when he gunned the motor for the first time. He had not seen his Father since he was around eight, dear old Dad had come out as gay and been thrown out by his wife. Jason was repulsed by that and never sought to find his Father but had heard later that he had died. Without any shred of evidence Jason persuaded himself that his Father had died of something Aids related. Sarah thanked Lisa for the input, there had been a couple of useful points and said 'we shall talk more soon'.

On the Sunday morning after his Saturday maid duties Jacinda lay in bed at home reliving every minute of the previous evening. His bum was still sensitive but his jaw had recovered. It would be impossible to be the same Jason again, the events were seismic, Jacinda jerked off and even that seemed better. Getting up he picked up the clothes from the floor, showered and dressed in track bottoms with lace trimmed panties beneath, tee shirt on top. Picking up his phone he thumbed in a three word message 'Thank you Mistress' and pressed send.

Later he  stood outside his flat looking at his cherished BMW 3 Series. This car was recognised by everyone he knew and driving to his maid duties had risk as he had to arrive dressed for the part. Added to that BMW's were cars that Police checked the number recognition if they were following and knew who was supposed to be driving. If they saw what was apparently a woman driving they would pull it over, it was not illegal for him to be driving dressed as a woman but it would be highly embarrassing and invite awkward questions from a gloating copper. Mistress had also called it a penis extension for a fragile ego, that had hit a nerve. She, herself, drove a small Fiat which Jason had always sneered at as a roller skate but there were loads of them around, nobody noticed them. Maybe he should get something more anonymous. His BMW was worth around 15k and he reasoned he could get a low mileage Fiat 500 for 5k or less, in fact he could get an Abarth for that money if he looked around.