Email To: field

You can use https://www.shamimsplugins.com/docs/front-end-pm/shortcode/fep_shortcode_new_message_form/

Thanks I figured this one out but had to find a way to change the author manually.
My two missing requirements are:
1. Limiting the number of times one user can email another user based on role or woo commerce product.
2. Only allowing specific roles to be able to reply to emails.
Does your pro version offer these?

Answers to your questions
1. possible but needs custom code. If you need it badly you can contact me through https://www.shamimsplugins.com/hire/
2. Free version also support this. You can control this from Dashboard > Front End PM > Settings > Security