Building a Relationship With Your Boy

Building a relationship with your boy is essential, but how to start will all depend upon how far down the transition route he is. You will have to adapt your conversations and guidance accordingly. If your boy has already started the transition process, which he probably has however small, it could be good to take him through the same steps of progression as he has already undergone alone. This could help build the trust because he is more comfortable wearing and doing the same things that he has already done before. This is already within his comfort zone, and he will begin to trust you and listen more intently to your guidance. Reiterating the same steps again can also allow you to make the minor changes that you desire if any are needed.

Remember you, the Master, are now in control of his progress, even if your boy doesn’t realise it yet! This means that you can also destroy the relationship before it has really begun.

There are a number of do’s & don’ts. Firstly the ubiquitous “what are you wearing?” question is boring! and thoughtless! and usually you will end up with a pack of lies anyway. When you progress to video chat and you both have webcams running it can be answered then! SO don’t do it, unless the information is freely volunteered.

I have a lovely new dress on.

Wonderful! I like it when you wear dresses, and I love it when you buy new ones. I bet you feel great now you are wearing it.

Oh yes! I am so excited

Why don’t you tell me about your shopping trip and why you chose this dress over all those over lovely feminine garments that would look so wonderful on you?

Try to be innovative with your questions, so try to avoid the other boring questions like “what are you doing?” or “How are you?” other than as an entry into further conversation. When was the last time that “How are you?” got a really interesting answer or for that matter a truthful answer. The purpose of this chat is for both of you to learn more about each other, and for you to sound more and more appealing to the boy.

When he sends you a photograph, or if he has one on his profile, comment on it. “That dress makes you look very feminine”. Compliments are a great way to make your boy relax and be comfortable chatting with you. They also allow you to open the discussion on how to make him more feminine “Have you ever thought about a string of pearls with that blouse?”. Rather than going for the “you look lovely… I want to ravish you” tact which doesn’t lead anywhere. Keep control of the conversation, which means replying quickly to his messages, and not chatting to too many people at once (learn how to use the invisible button), or just reply “I am a little busy right now, can I get back to you a little later”.