Hi there marleigh27,
If you are unable to send messages to a specific contact, the most relevant section of this article can help resolve the issue: If you can't send or receive messages on your iPhone or iPad
If this continues, follow these steps from the bottom of that article since they can alleviate unexpected behavior like this:
If you still need help
* Try to restart your iPhone or iPad.
* Check your network connection. To send a message as iMessage or MMS, you need a cellular data or Wi-Fi connection. To send an SMS message, you need cellular network connection. If you turn on Wi-Fi Calling, you can send SMS messages over Wi-Fi.
* Check with your carrier to see if the type of message you’re trying to send, like MMS or SMS, is supported.
* If you’re trying to send group MMS messages on an iPhone, go to Settings > Messages and turn on MMS Messaging. If you don't see an option to turn on MMS Messaging or Group Messaging on your iPhone, then your carrier might not support this feature.
* Make sure that your device has enough space to receive images and videos.
* Make sure that you entered the correct phone number or email address for the contact.
If something else is occurring when you try to send text messages, please provide more details so that we can continue to assist.
Cheers!