Hairless

- In the past I was hairless, I liked it because it was very fashionable, so I have to say like these, correct?

"I used to wear my hair hairless, but now I wear it longer."
"I used to be hairless, but now I wear it longer."

Thanks so much!

I understand what you are trying to say, but it sounds strange and potentially confusing. Presumably, by 'hairless' you mean that the scalp is hairless, and you are not referring to other parts of your body (legs, eyebrows, armpits, ...). And 'hairless' might also suggest that this is a congenital condition, or the result of chemotherapy, etc. I would say 'I used to have my head shaved' or something similar.

I'm not sure what you mean here, NHHL. Is it:
I used to shave my head but now I let my hair grow [like Nat says]
or is it:
I used to have really short hair but now I wear it longer
???