U have to make sure you have a contact with a heart beside their name. If you don't, you can find NPCs in restaurants or the beach and flirt with them.
To date, go to the beach or restaurant and click the heart sign, select the love interest and on the bottom left, click "Text now".
Comments
To date, go to the beach or restaurant and click the heart sign, select the love interest and on the bottom left, click "Text now".