One of Nanny Smackbottoms replies from an edition of Pyjama Punishment Monthly. I have added the examples of the type of girl/boy pyjamas that Nanny Smackbottom recommends Simon be dressed in.

Dear Nanny Smackbottom

I would like to begin pyjama punishing my nephew Simon

and start to get him used to having an early bedtime.

Could you please give me a few tips about how to begin 

such a regime?

Yours truly

Margaret Faversham

You must begin by making Simon wear little boy’s

or little girl’s pyjamas at night, no exceptions.

If he doesn’t already have at least two pairs of

little boys or little girl’s pyjamas, take him to

buy some. Make sure the assistant is certain the

pyjamas are for him and get her to advise on the 

style and colour. Preferably holding the pyjama 

jacket up against him in full view of other customers.

Ensure that he wear the chosen pyjamas to bed every 

night so he gets used to putting them on regularly by 

default.  

The point is to train him to a point whereby his pyjama

punishment becomes second nature. Out of fear of your

reaction, he should never think about wearing anything

else but childish pyjamas, even when you are not there

to enforce it.

You should make a rule that he must be wearing his

pyjamas by a certain time each day depending on when

you have set his bedtime. This time should be adhered

to regardless of who is present. (I recommend a pyjama

time of 3 pm and a bedtime no later than 6 pm), of

course the decision is ultimately up to the individual.

Take every opportunity to tell him how cute, sweet or 

ridiculous he looks in his pyjamas depending on whether

you are using positive reinforcement or negative 

reinforcement technique. 

Generally only you will be involved in the

pyjama/bedtime scenario, If however you have 

visitors around let his pyjama time approach 

and do not prompt him that he should be fetching

his pyjamas. He will think that you have either

forgotton or are being lenient because guests are

present. No such thing. Once his pyjama time has past,

scold him and send a guest to fetch his pyjamas while

you make him undress. Insist he puts his pyjamas on 

in front of everyone or button him into the pyjama

top yourself and step him into the pyjama bottoms.

Then immediately put him over your knee for a 

spanking to reinforce that he will be punished 

every time he does not put on his pyjamas when 

he should. Once the spanking is over get him to

say good night to your guests, it’s an excellent

way to humiliate him further. 

Remember that for this punishment regime to work

you must be very strict in enforcing it 

rigidly and not to make any exceptions.

Please let me know how you progress with Simon.

Nanny Smackbottom.