When you are looking at your list of messages, at the far right there are boxes beside each individual message. Click on box of each message you want to delete. Then at the bottom right, there is another box the says "Selected Message". Click in it and one of your options is DELETE.
Keep in mind the you have an INBOX file as well as a SENT file. The file that you are normally looking at when you pull your list up is the INBOX file. You delete some of those to be able to receive more messages. You then have to find your SENT file and delete some of those in order to be able to send more messages.
I also recommend deleting your oldest messages.
Hope this helped!!
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