Guys, Why does he keep asking me if I like him?

[Anonymous]

There's a guy I have a thing with, we're in between the friendship/dating phase, and he always asks me why do I like him, and how he doesn't deserve me. I'm 23, and he's 19, he keeps asking me if I were 17 would you still like me? Why does he keep asking me these questions?

[Anon-ymous1]

... Because he wants to know whether you like him. What do you mean? Why else would he ask?

[Asker]

Yeah but he keeps saying stuff like we're at different stages, why do you like me, you've dated older guys.

[Anon-ymous1]

Doesn't matter. Do you like him? Does he like you? What's the problem?