Most Helpful Guy
Is he seeing anyone right now? If not just sit him down and take his hand in yours, look into his eyes and say to him. "We've been friends for quite a while now and as we've gotten to know each other more and more i've really started to develop feelings for you. I'd like us to see where they lead and if you feel the same way i'd like to go out with you." If he has any real romantic feelings for you and if he's a good person to begin with he'll probably say yes. I hope it works out very well and you're both very happy together.
Most Helpful Girl
Well, I wouldn't say it through text. Even though it's more scary, do it in person. Go for it! If he doesn't ike you back, then he isn't the one for you!