Here is what Im getting of the situation:
Cute, confident guy asks you for your number. You happily give it to him. He texts you a few times. Now you feel uncomfortable because a confident guy is really pursing you and you're not sure what to do. Instead of blaming him for texting you after you told him to, why not go out with him? He's not a stalker. It's a text message. Some people send dozens of them to their friends throughout the day and it doesn't make them insecure. He may be extra-secure in knowing what he wants and not playing games about who can wait longer to call the other person.
I vote go for it! If you feel uncomfortable about so much attention, meet somewhere public and keep things low-key. Maybe go on a date with other couples as a group.
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