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Sissy training assistance

I am training my sissy Nancy who while progressing very well is having a lot of trouble with the sissy masturbation technique of rubbing her clit, playing with her nipples and obtaining most of her sexual feeling from using a dildo/vibrator in her pussy, she has not experienced orgasm for four weeks even though I use the vibrator on her quite often while she is on all fours in the doggie position and I certainly will not let her masturbate like a male however prior to sissy training she would masturbate to orgasm by leg pressure and suggests that females also use a similar method.
Could other Mistresses please advise if it would be acceptable to permit Nancy while still practising the proper method to relieve herself by leg pressure ?
I have not yet trained her on being pegged.
Nancy is currently wearing lockable sexy panties or lockable PVC panties so obviously could not masturbate without me present and giving permission.

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      • I (M) wish my SO (F) would turn me into a sissy and peg my ass.

      • Mount a nice big realistic dildo to the seat of his chair.I guarentee it you make him spend the afternoon bouncing his sissy ass on his dildo he will learn how to make his sissy ass cum . At first a sissy does not have the experiance to be able to bring himself to orgasm by riding a dildo but after a few times riding it he will be so sore and wore out that he will figure out real quick how to pleasure himself and make himself cum when riding his dildo .

      • You should have Nancy in a cock cage just see if she can masturbate with leg pressure with the cock cage on, my sissy can do it so she is punished if she tries, I lay her pussy flat on the kitchen table and really whack it hard with a wooden spoon she cops that four times and her pussy hurts like hell for a day or so that stops her

      • Nancy should not be allowed to masturbate period, you should as soon as possible get a real cock in her

      • I have always allowed my Sissy to masturbate by leg pressure because she can then orgasm while still having a limp clitty, she does not masturbate often these days I have her in a cock cage, my stud comes over twice a week and when I am finished with him Sissy gets a real good doing in the pussy

      • You appear to be going quite well with your training, keep reading plenty on the net there is so much information, don't be overly keen to get her onto a cock there is plenty of time for that and you need her first experience to be pleasurable while she is confident, the cock cage is a great idea that will also eliminate any leg pressure masturbation because she really needs to start orgasm only from her using her pussy, you using a vibrator or dildo while squeezing her ovaries should work well

      • Getting your sissy on the strapon is fantastic my sissy really needed and appreciated the practice before getting real cock, I found that my sissy could not retain a limp clitty no matter how she tried so I purchased a discreet, comfortable cock cage and she has been locked for twelve months that has certainly done the trick, having the older guy break Nancy in is a very good idea, he will be a little more patient with her for sure.

      • While I am sure Mistress Sonia knows all about sissy training I feel you should have Nancy training on sucking your strapon and getting pegged the more training and practice the better so as she does not disappoint your studs, it is important that Nancy learns to have a nice soft clitty and know her sexual needs can only be satisfied through her pussy, I hope that she is constantly wearing ever increasing sizes of butt plugs in preparation, all the best darling xx

      • Yes she constantly wears a butt plug, today I started Nancy with the strapon, initially she had a lot of trouble in both holes but she is getting a lot better with practice, will not be long and the older guy will take her cherry while I watch

      • I do permit my sissy Honey to masturbate by leg pressure not all the time though, I like watching her it is pretty sexy I also insert a small dildo and pull on her ovaries while she is doing it.
        I have a young guy from work that often fucks me and loves Honey doing oral and fucking her pussy, we all get along so very well.

      • Definitely not, Nancy should have no say in how, where or when she masturbates and should know that denied and ruined orgasms will be a big part of her life if you want her to, try this, have her on all fours wearing satin thong, bra, suspenders, stockings, heels and made up get her to rub her clitty with the palm of her hand while from behind you play with her ovaries and pussy when she is hot enough insert a vibrator and grasp her ovaries, while thrusting the vibrator tug her ovaries you both should get into a nice rhythm, she will cum for you.
        I really think you should not worry too much about pegging her you can do that anytime more to the point you should start getting her onto a nice cock, she has to learn quickly that cock is what she will be craving.
        Mistress Sonia xx

      • Thank you so much Mistress Sonia, we tried it straight away and Nancy had a wonderful orgasm, toady I am going to start her sucking my strapon and then I am going to start pegging her, I have been flirting with two men at work one older divorced guy and a young handsome stud I am certain it will not be long and I will have them fucking me and then I intend introducing Nancy to service both of them and she will start being a real dream sissy xx

      • Excellent darling, keep at it sounds like you will have a very nice obedient sissy, just ensure she satisfies you as well by tongue, fingers and toys.
        Mistress Sonia xx

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