I didn't really transition in the normal sense. I just left my hair in braids all the time and didn't see any point in adding a chemical if it wasn't going to change my appearance anyway. I remember when I was relaxed in high school and although my hair was thick then it is much thicker and softer now. The longer I stay natural, the more I appreciate the benefits of it. But like everything it's a give and take situation- natural hair especially our type is challenging to deal with. I think if you only want your hair to be straight, I'd stick to relaxing because pressing on a biweekly basis can be really, really damaging (plus its limiting because you always feel bad about sweating out the press) and I think the mechanical damage would surpass the chemical damage. However, if you like buns and natural styles as well, I think transitioning is a good idea because you can get a professional look, a funky look relatively easier and when you do occasionally straighten, natural hair looks really luscious as well. Good luck on whatever you decide.