Most Helpful Guy
It doesn't matter1
Most Helpful Girl
When they both ready!0
The guy can hint around and the girl should talk about how she feels about that
Either works to be honest.
The person who wants to get engaged
ohhhh thats a turn off
The one that thinks that the both of them are good enough together to start talking about the subject.
It should flow organically but if you've been waiting a few years it is okay to ask him what his plans are or where it is going.
Both should bring it up. Both should tell the other what their expectations, hopes and dreams for the relationship are.
y not both?
Whichever one wants to. It's not exactly a gender exclusive thing.