Sissy Cuckold Slave Training Part 12

Well Sissy, since fate has decided that you’ll be spending the next 5 months in chastity, I thought it might be fun to give you a good long look at just what you’ll be missing. I’m going to tease you with my bare panties! You better not get even just a little bit hard and make a bulge in your sissy panties! Now that I think about it, I don’t think we can even call this a relief date! You’re certainly not going to get any relief today! In fact, why don’t I just put on these super thick, super expensive pantyhose you bought me and only let you stare at the panty lines on my fully covered ass? Wouldn’t that be more fun? Tell me it will be more fun. Good Sissy.

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Sissy Cuckold Slave Training Part 11

Well Sissy, since fate decided on your last relief date that you would have to remain in chastity for the next 5 months (bringing your total time in chastity to 10 months!), I thought maybe this time I would let you look up my skirt and see my bare panties, especially since you’re stuck in chastity and can’t even touch your little sissy clitty! Now you better not get even a little bit hard, we don’t want any unsightly bulges in those sissy maid panties do we? Good sissy.

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Sissy Cuckold Slave Training Part 10

Well Sissy, it look like it’s time for your relief date again! Now, normally I just decide how long you have to stay in chastity, but wouldn’t it be more fun if instead we left it up to chance? Well I made a little spinner here that will randomly select your fate! Will you get 1 week in chastity? 2 months? 6 months? Who knows! I also made another spinner that decides how your relief date will go today, or if it will even happen at all! Isn’t that fun Sissy? Tell me how much fun this is. That’s right, good Sissy.

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Sissy Cuckold Slave Training Part 9

Merry Christmas Sissy! I have a very special day planned for you! Look what Master Dennis is allowing you! You can see me in my bare panties for your whole relief date! Now get in the corner, wearing your highest high heels and your prettiest panties and wait for the ice block with your key to unlock your chastity device!

So, before you get too excited, there’s a new rule! I know you want to be a good proper sissy maid don’t you? You know what? Proper little sissy maids don’t get unsightly bulges in their panties! So you can’t have one either! That’s right! If you get hard while I’m in my bra and panties, then you won’t get your relief date at all! I know this will be a really hard task for you, but sissies like frustration don’t they? That’s right. Good sissy.

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Sissy Cuckold Slave Training Part 8

Happy birthday Sissy! I have something extra special planned for you today! I know it’s your birthday so I made you a little cupcake! Too bad you can’t have any! You can still make a birthday wish though! I think I know what your wish is! You want to give your special relief date to Dennis! Isn’t that nice of you! Sissy’s don’t need pleasure, not even on their birthdays, isn’t that right Sissy? Good Sissy.

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Sissy Cuckold Slave Training Part 7

Hello sissy, is it your relief day again? Well, I have a surprise for you! Master Dennis has decided that from now on, we’re going to train you to be a perfect sissy maid! A perfect little lady! And what does that mean? It means every relief day, you are going to put on some pretty panties, a cute lady’s outfit, and maybe even a bra! Oh and high heels of course, for while you wait in the corner for the ice block containing the key to your chastity device melts! Doesn’t that sound like fun sissy? Tell me it sounds like fun. Well, I’ll show you how you can rub your little sissy clitty through your pretty panties so we can get this relief day over with. Good sissy.

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Sissy Cuckold Slave Training Part 6

Well sissy, it looks like it’s your relief date again. Fine. Now go get your iceblock with the key to your chastity device in it, and wait with your nose in the corner for it to melt. I’ll wait. Good sissy. I know I promised you that you’d get your relief today, and to do that we’ll need to get you out of that chastity device, but wouldn’t it be more fun if you didn’t get out of chastity? Tell me it would be more fun. Good sissy.

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Sissy Cuckold Slave Training Part 5

It’s your relief date again, already? *sigh* Well, since you wasted my time last time, not being able to cum, even though I showed you my panties, I’m not even going to bother giving you my full attention. My iPad is far more interesting. In fact, I think you should apologize for wasting my time last time. Say “Sorry for wasting your time Mrs Saffron, sorry for not being able to cum”. It’s not my problem you couldn’t cum only using 1 finger to stroke your sissy clitty. Well this time I want you to use extra thick condoms and numbing cream to stroke your clitty with. Now go to the store and get them, I’ll be waiting. 2 items, can you handle that sissy?

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Sissy Cuckold Slave Training Part 4

Your release date is finally here, and Master Dennis has decided that you may be allowed to see my panties this time! Isn’t that nice of him? Thank him for letting you see my panties. Good sissy. Of course, a sissy like you can’t see my bare panties, so stare at the floor while I put on these pantyhose. No peeking!

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Sissy Cuckold Slave Training Part 3

It’s finally been 2 months, and I think you’re ready for a relief day. Unfortunately, my husband Dennis has decided that sissy’s like you shouldn’t be allowed to see my panties, even through my pantyhose! You can only look at my bra and pantylines through my thick clothes while you jerk your sissy cock.

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