Get sissy friends who have got over it and live the lifestyle. Especially ones that just like the feminine aspect for the sake of it. I tend to find ones that started dressing in their childhood are most likely to be like this. Their "don't give a fuck" attitude tends to be infectious.

The main thing really is to open up to the shitty sensations of it. You can't get rid of the feelings, trying to do that will only make them worse. Go towards them, amplify them, explore them, tolerate them. Like lowering yourself into an extremely hot bath. It's painful at first and then it subsides.

Explore feelings of submission within yourself. Figure out when you're fighting something that you can't win against, but mentally persist with trying to beat anyway. Look at how painful that is. Then give up, give in. Roll over. Look for the sweet sense of peace that comes from submitting.

That same submission, and acceptance of shame feelings, is what will allow you to stop fighting against being a sissy. That stuckness and shame no longer block you from figuring out what turns you on, and instead you feel happy. And once you feel happiness, cumming will only ever dump you back into happiness, instead of back into shame.

That was my experience of it, others maybe different.