WARNING!!! TRANSGENDERS!!! — Update 3!

Click on the “Transgenders” Category to see the previous posts.

Transgender Girl, 20

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Asking for Spanking, 3

Asking for Spanking, 4

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Monica updated me on her punishments that she is receiving, and on the progress of her transition to being a girl. First she writes about her spankings: 

Hi Headmaster Ken,

I never told you how the spankings went last weekend. My bottom has never been so sore. The paddling for not making a better date choice stung like you wouldn’t believe. He really walloped me hard. Good to know that I broke the paddle half way through that spanking. Sadly dad had another. 

For the next few months, I will have to get a spanking before leaving on a date. The date is allowed to watch.  I know why I am getting these spankings, but I feel that it puts me in a not so good looking light. I have to go out with someone with messy makeup and red eyes from crying. It’s hard enough to keep someone waiting while I get dressed, now they have to wait for me to be spanked. Just doesn’t seem right. 

Well not my decision. I only have to obey. 

Happy Thanksgiving.

First note that she has the proper attitude that every girl should have: “It is not my decision. I only have to obey.” Girls would learn more and learn faster if they always had that attitude!   My response to her: 

I only have to obey.”  That is one thing that a lot of girls do not focus on.  I am proud that you do.  Actually it is much more difficult for your disciplinarian to spank you properly and knowing when to spank you and to make sure that all spankings are very positive, than it is for you to be spanked.  All you have to do is “obey”–get undressed, hand your disciplinarian the appropriate implement to use on you, bend over as ordered to present your bare bottom properly, and hold your position until your spanking is done.  Also, this is very important in a relationship so that everything goes well.  If a girl is always back-talking, arguing, or not being obedient, the relationship is just not going to go very satisfactory and will not last long, at least not in a positive manner.  Not that she is not to give her opinion or recommendations, but she must do so in a proper and submissive manner.  This is especially so when out in public.  A girl is never to object or counter what her date says, … even if he is wrong.  In private she is to bring up her point, but not in public unless he asks for her opinion.  But she is never to offer her opinion without permission.  If she wants to say something, she should start by saying:  “Sir (Bob or whatever name is allowed), may I suggest (or recommend) something?”  Most often he should say, “Why, of course.”  And then you can say whatever you want.  But that maintains a very positive relationship and any company present will be pleasantly surprised by how respectful you are.  And, your boyfriend will treat you with much more respect also. 

 

I also stated: 

One thing I wanted to follow-up on from your last message was your remark that:  “It’s hard enough to keep someone waiting while I get dressed, now they have to wait for me to be spanked. Just doesn’t seem right.”    First, if you were with me and were not ready when your date was to pick you up, I would spank you for that, and it would be a punishment spanking, very hard with a paddle.  And, you should not have to be keeping them waiting for you to be spanked.  If you are receiving a 5-minute spanking, then you are to be ready to be spanked 5 to 10 minutes before your date arrives.  So, when he arrives, you have already been spanked and greet him with messy makeup and red, crying eyes.  With me, you do not wipe your tears away after a spanking, so when he arrives, you should still have tears running down your face.  Of course, if he is late, then you may have recovered from crying before he gets there.  But if he is more than 5 minutes late, I would not let you go out with him.  That is just disrespectful of your time, unless he has called and told you that for some reason he will be late.  I expect you to be treated well by him as much as you are to treat him well.  Now, with Nancy, if she was going with someone who would also spank her before they left, then she would meet him at the door naked, ready to go over his knee to be spanked.  Her clothes would be placed neatly on the sofa ready to put on.  After her spanking, she would get dressed, still crying, and go out.  The main point is that you should not be keeping your date waiting for any reason! 

 

And, I continued: 

Now, if you disobey in public or disagree with your boyfriend, he should take you to the car and spank you hard.  I have a van with tinted back windows on both sides, and will take a girl there to spank her hard as shown in the attachment. 

Transgender Girl, 22

Another point she made in a later message was that before she is punished with a very hard spanking, she is given a “Warm-Up Hand-Spanking”. I replied as follows: 

Warm-Up Spanking

When I spank a girl, there is no “warm up” with a hand spanking.  The girl has to be punished and any “warm up” minimizes the effectiveness of the spanking.  I get a girl positioned properly and then administer her spanking.  With her in the Legs-Up Position (Diaper Position … I hate that name!), I will use a strap, Jokari Paddle, or hairbrush on her as shown in the attached photos.   Also shown there is a more in-depth description of the spanking. 

Transgender Girl, 21

In addition, the following observations were made: 

It is difficult when you don’t know why you are being spanked, but your dad believes that you should know why.  I have often spanked a girl without telling her why she is being spanked, and the reason is that she normally has not really been paying close attention to her behavior the way she should and may actually, therefore, not recognize why she needs to be punished.  By spanking her without telling her helps to make her, as you now are, start thinking more about her behavior and what is expected of her.  It may be that she had become used to doing things that she had been told not to do, and yet she had done them so often she forgot that she was disobeying an order or was behaving in a way she had been told not to.  That may be your situation.  But do think about every detail of what you did yesterday and see if anything you did comes close to having been a misbehavior. 

Transgender Transition

 

And then she continued with an update on her transition to being a girl: 

I know this is not proper thinking, but when I lose my female virginity, I hope it is with Billy or someone just like him.  But that won’t be for at least 18 months. My SRS surgery has to take hold. Right now my body sees my vagina as a wound. So I have to keep it open using a device, similar to a sex toy, that will be larger gradually. Initially I need to do that 3 times a day for 20 minutes. Then after a time my body will accept that my neo-vagina is not going away and I won’t need to do the vaginal stretches anymore. 

Remember: Do Not be Dead Right! 

Transgender Girl, 5

Just be sure to stay safe!  If he beats you up once, he will eventually kill you!   Get away fast! 

If you want to be spanked, then that is your choice.  But that request does not allow for abusive beatings!