Semi permanent hair dye ?

So I want to dye my hair purple like this..im gonna go to a pro but I'm gonna wait till after the holidays.

Ive never lightened my hair before so im kinda nervous about it. (My hair is naturally thirsty and needs hydration, im starting hair masks and argon oil this week. So im scared its already to unhealthy, im gonna cut it too)

ANYWAY heres my question about semi-perminent..i wanna get some, just to see if i even like having colored hair.

But will doing this make my hair more difficult to lighten than virgin hair? How much? By a lot or only a little more difficult? If it does make it difficult should i not do it? But if i do...should i get purple or blue ? (Ik blue is difficult)

(Used an app to color over)

(Natural color)⬇

...also should i cut it a few weeks before dying it? To help the ends first?