I have thick coarse 4b hair , i think its 4b because the curl bend sharply , thats 4b right ?

I have medium short hair , very short by girl standards because im male i want to grow it very long ,

I first wetted my hair and apllied conditioner but I didnít apply enough water and conditioner and I kept detangling and now a section of my hair hurts , its like the feeling one someone pulled your hair in a fight and afterwards itís a burning pain , what should I do , can I repair it ?

How do i detangle very short hair ?

And How many times a day should I use a Leave in conditioner ? Im planning to purchase shea moisture leave in conditioner , what should i do if my hair feels dry hours after i apllied the leave in conditioner ?