Maybe your hair is like mine that doesn't really agree with Conditioner Washing?
If I want my ends to feel smooth after my hair has dried I have to dry my hair in a long twist or braid. This will basically be a braid out/twist out, but with only one twist
Try smoothing your hair into a ponytail after you've washed it and twist the length. Make sure your hair is smooth all the way down. You can comb with a wide tooth comb or Denman brush. Secure with a small ponytail holder. Keep it like that until it's dried. You can let it down/out if it's only a little damp, but only for an hour or so to dry it completely. Then put it back into the twist over night.
When you let your hair down it should be smooth and wavy.
Also, you could try to add a natural oil or butter instead of the extra conditioner after you wash your hair.
If I don't do this, my ends will always feel a little rough, that's the nature of natural hair I don't really mind, but everyone doesn't like that feeling, it takes some getting used to.
Also, natural hair will always be tangled to a certain state unless secured in a braid or other updo right after detangling. It's just something that we have to live with and let go. It doesn't mean that the hair is necessarily damaged, it just means that the curls and coils and waves curl around eachother and create tangles. Don't worry, your hair is healthy anyway.
I only wash my hair once a week nowadays.
I almost always wear my hair in a bun, a long braid or twist or a ponytail. I might wear my hair down once a week or once every 2 weeks.
How often do you flat iron? That might affect the state of your hair too, it really dries the hair out.
HTH