How to sign multiple documents attached to send for signature

I want to send multiple documents as one  attachment to one recipient .  Each document attached to have specific  areas needs to be pre filled and signed.  Each document also have specific areas  where recipient needs to sign  and initial.  Once the recipient's signs the document needs to come back  to me so that I can sign in multiple areas of the documents . 

Currently when I try to do it,  I am able to sent the document where the recipient can pre fill and sign,  but when it returns back to me,  I  do not have the option to sign at particular location in the document-  instead I can only sign  at the last page of the document one time.

Any tips to help with this?

Thank you