So a dom twink/Crossdresser?I´ve seen them before on F List but never actually interacted with any.But yeah it´s not something new

Not just a twink/crossdresser, but a total sissy boy that's also a total dom.

What kind of advice are you looking for exactly? Personality/Behaviourwise? o-o

Something like that, yeah. Like, how would one depict an aggressively dominant sissy boy? What kind of quirks would they have?

Well one important thing would be that they need to be a bit two-faced or "masked", perhaps full-on sissy in public and once you're alone with them they switch entirely. A character like that would likely have a natural affinity for order and being a sort of "group leader"; not having they way would probably also upset them easily. So when they act all shy/passive submissive in public their dominant side would blink through every so often.

I think the direction I would take to make a character both sissy and dom is this:

Have him be a very quick thinker. Not a devious, manipulative one but a highly rational one, one who only feels safe if he is thinking. When he is around people in general he is worried, suspicious, and much prefers either solitude or one-to-one company (essentially so he doesn't have to keep an eye on lots of people at once).

People with this personality type do this because they feel they can't trust others, so they're constantly trying to work out the working model of how other people behave so they can predict their behaviour.

This also makes them clever with people. As I said before, that doesn't make them abusive and manipulative because abusing and manipulating people generally gets others' backs up. Plus, if you're constantly thinking rationally like this, it looks to them so obvious that if you're being abused you get help or take effective evasive action that that's what they'd imagine any abuse victim of theirs doing. That and this personality type are quite critical in nature so they imagine being criticized back. This stops them from being abusive to others for fear of retaliation.

Because of their acute awareness of others' behavioural models and boundaries, they tend to get a really strong idea of how to get certain effects from other people: how to get them feeling powerless, how to get them sexually aroused, and just about any other effect you can think of.

Just be aware that your dominant sissy-boy would dominate his 'victims' only on the understanding that they were in on the game, and that the whole affair had boundaries. In this sense it would be the archetypical kinky relationship.

The boundaries would be the structure that would hold it together, with a big helping of respect.

Hmm. I can see that. I'd like for him to have a bit of a devious or manipulative streak, possibly a love for BDSM and humiliation, but nothing too extreme, as you said, to protect himself for what goes on.

One quirk I see him having is an affinity for anal toys; he can be seen as a huge size king and an anal slut, but because of his distrust with people, he doesn't like anyone fucking him, so he doms people while wearing a large dildo up his ass. To that effect, i can also see him engage in "headhunting" - in this context, making "make your own willy" copies of his conquests to keep around and play with, with the idea that that's the closest his conquests will come to being in him.

That's fair enough. What I'd be wary of is that we tend to see an awful lot of manipulative types around who do this, so the suspicious/careful type is a bit unusual.

The careful personality type is grounded in the idea that their parents behaved inconsistently so the person as a baby felt a need to watch carefully and try and figure out how their parents each worked - so that they could figure out how to get their needs met with each parent.

The manipulative personality type is grounded in having had to compete with their parents to get their needs met. This personality type is not very sissy at all - they inevitably have fears but when they feel threatened they become animals - they fight with teeth and claws. So I struggle to see this personality type as being genuinely sissy. If you go with this personality type I'd say let the character pretend to be sissy because that's a great way of manipulating others to do things for them.

Although both personalities can end up seeing others as not-as-good-as-themselves, it comes from a very different viewpoint for each one, and the model of behaviour is therefore different.

It would be worth being clear on the weaknesses of the personality type you want to write this character as. Careful types can never relax; manipulative types don't take the long-term view very well and do stuff that ends up biting them on the butt.