Interesting twitter thread here on the subject of sissies from Mistress Mercer and Lady Vi. It’s a pushback on the negative press that type of play can often get. For those who understandably choose not to frequent twitter, I’ll reproduce a couple of the relevant tweets here…
My very first long-term ‘sissy’ partner PROMISED Me they “weren’t trans”, and it was just a weird sex humiliation thing.
She ended up transitioning within 6 months of being in a safe and loving environment where her gender expression and exploration was honored and appreciated.
You absolutely *do not fucking know* what someone is going through, and it’s extremely harmful to judge the way that they are coping, processing, relieving, or coming to terms with their own desires.
Mistress Mercer
It’s true. I took on a sissy years ago who wanted an extended “sissy maid” training session to prepare them for a play date they had (or something along those lines).
We only had one session and then they decided to divorce their wife and transition. People discount how profound it can be to feel safe, seen and accepted.
Lady Vi
I don’t have much to add to the topic, but it seemed like a perspective worth sharing. There must also be a large number of people who have explored this kink and – in an ideal world – would consider transitioning, but can’t bring themselves to take that step. We’re sadly not living in an open minded and accepting time.
Here’s a theme appropriate image sourced from Mistress Mercer’s twitter feed.

Mistress Mercer is a ‘Suffering & Sissification Specialist’ based out of Myrtle Beach, SC. You can find all her relevant links here.
You can find 

This shot of Domina Sophie Agenoux was sourced from 
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This shot of Mistress Blunt is from
I sourced this via the
Olivia Wilde in a scene from ‘I Want Your Sex’.