Hey Bookowl,
I understand that you are having an issue with receiving messages from one specific friend. Let's see if we can get this sorted out.
When a message conversation is not working with sending or receiving, then you might want to delete the current conversation and start it new. Keep in mind that doing that, you will not have your previous conversations. If you want those, make sure to back them up by taking screenshots. Take a look at the information below for more details.
If you can‘t send or receive messages on your iPhone, iPad, or iPod touch
https://support.apple.com/en-us/HT204065
Sometimes your messages won't send to a particular contact, or you might have issues with group messages. For example, you might reply to a group conversation and receive your own message. Or you might get a new phone number and see your old one listed as a recipient in an existing group conversation.
Delete the conversation* that has the issue and start a new conversation:
- Open Messages and look at your list of conversations.
- Swipe from right to left on the conversation you want to delete. Then tap Delete.
- Open Messages, tap
, and enter the phone number or email address of your contact or contacts.
- Write a new message and tap send.
*When you delete a conversation, you won’t be able to recover it. If you want to save parts of conversations or their attachments, you can take screenshots. You can also touch and hold an attachment or message bubble, then tap More > Save.
Take it easy