Should I cut my hair to this length?


This is my face for reference

My hair has been this length for 2 or 3 years now and I'm kind of getting bored of it. Also this past year has been rough and my birthday just passed so I kind of feel like it would be a fresh start for this chapter of my life.
My hair is also starting to get curlier (those are natural curls in the last picture) so I've been thinking about cutting it to manage it a little better. I'm not going to go shorter than the line because I need to be able to put it in a neat bun for dance.
Do you think it would look okay? I haven't had my hair that short in five years and my face has changed a lot since then.
The second picture is my hair after it air dried. If I cut it do you think it would get as curly as my baby hairs in the third picture or would it be more wavy? The weight is definitely part of the reason my hair isn't very wavy but I'm not sure how much it would change if I chop half of it off.
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