Sissy Girl Acceptance and Encouragement

In a moment when he's quite and totally not expecting you to say anything…talk to him calmly about wanting to see him being a little more girly.

Fondle him through his pants while you whisper this to him with complete sincerity.   This is your chance to really have him believe that you are serious about treating him that way, so make it a very serious discussion and don’t allow him to protest or say anything.

                                                                                         

A Bra as Punishment

Whenever he disobeys you, and after you discipline him for doing so, give him a more inconvenient reminder to make sure he understand he should never do it again by making him wear a bra for at least a day.

This should be perceived as a punishment and reminder of your authority.  You should not allow him any exceptions if you threaten this…you should follow though and be very strict on this, no matter what he has to do that day.  In the end, he will definitely remember to correct his behavior.

Remind him why he has to wear a bra and how much time he has left on a constant basis.  Make him repeat back to you what he's learning from this lesson.  Ask him if he thinks the punishment is fair, and then tell him you don't care what he thinks.

When you are punishing him, tell him that tomorrow he will have to put a bra on and will have to keep it on until a certain time.  Tell him the night before so that he has time to think about it in fear. Then follow through with it.   This is a good day to also take him to the tanning salon and have the bra marks tanned into his skin, so it provides a lasting lesson until the tan goes away.

Don't let him talk his way out of the predicament or convince you that your punishment is too harsh. You should enforce this and any other punishment strictly until you see that he has learned the lesson and will definitely correct his behavior.  

"Almost" Boyish Clothes

Get him cute little outfits that are almost boyish, but have some small obvious detail of being feminine. Like the way its cut, or the color, or a hint of lace, or the direction of the buttons, or the material.

Enforce that he wears them often, and publicly!

 

Sissy Lables and Feminine Lining

Have pretty pink and lace lining and labels put in all his clothing.   Take all his favorite pants, shirts, sweaters, and jackets to a clothing alterations service, and ask them to place pretty pink and white lace or liner inside all of his items.  Have nice label's made that say "Miss Sissy (his name)", and have them installed on all his clothes. Have the buttons changed on all his shirts to pink as a trademark , so they are the same on every shirt.

Nobody really sees the inside of his clothes except when he's taking them off or having them washed… and anybody who is exposed to them should get the hint that he's a being re-educated and treated as a sissy girl.  The pink buttons will be visible, but low profile.  It will be a humiliating and embarrassing reminder to him every time he puts on or takes off his clothes. ... And it's very very very cute! 

Just tell him that it's so easy to get his clothes confused, you needs a better way for the maid and others to be able to sort out what's his.  Tell him that the sissy labels and the pink and white lace seemed the most appropriate, and that you discussed it with the women who do the alterations and they agreed that it was the best approach. 

Do this when he's away on a trip and least expects it.  Make sure you have his clothes back by the time he returns, and make sure it's in every item of his clothes, so that he has no escape from it within his closet.  

If any female friend's see the labels or lining in his clothes, you may want to comment on how cute you though it was for him, then ask them to tease him about it subtly and silently.

You have to be sure to have the labels and lining in all of his normal daily clothes, not just one or two pairs of something.  Make it reasonably hard for him to be able to hide, so that anyone can see the lining and labels by picking up the clothes.  Make sure that any new clothes he buys are immediately modified to include the same labels and lining. When he shows up to the alterations shop, the women working there should automatically know what to do, without him asking.

Teasing Threats by Email

Find some naughty pictures online and send it to him by email.   Tease him by asking him “is this what you want darling?”…  or  “This is what I’m going to do with you my dear”

 

Girly Home Wear

Enforce a strict “No Pants” policy at home.  Make it a rule that within 3 minutes of entering the home, he must remove his pants (unless you have guests of course).   Tell him he’s allowed to wear anything feminine, like skirts, dresses, or stockings to keep his legs warm, but absolutely no pants under any circumstances.  Enforce the rule!

Buy him a girls skirt to wear when he's at home… tell him you want to get him used to wearing skirts and dresses, since he wants to be treated like a sissy (or deserves to be treated that way) you want to oblige him and train him well.    If he doesn’t have skirts, take him shopping..and make him try them on of course!

Remind him that this is an obligation since you have plenty of pictures a proof of his fetishes…and that there will be absolutely no turning back now!