Hello Drocktheblock,
Welcome to Apple Support Communities.
We understand that you want to know if blocked contacts will get a delivered message when sending messages to someone that has blocked them. We are happy to help.
The person will not see a delivered message when messaging someone that has blocked them. Here’s more information on this: Block phone numbers, contacts, and emails on your iPhone or iPad - Apple Support
"When you block a phone number or contact, they can still leave a voicemail, but you won't get a notification. Messages that are sent or received won't be delivered. Also, the contact won't get a notification that the call or message was blocked. When you block an email address from Mail, it goes to the trash folder. Email blocking works across all your Apple devices."
These steps may help. Let us know if you have further questions.
Take care.