(Just finished crying, supportive) I…know…this is really hard for you, but just know…I’m here for you...we can get through this…together

(Sheepishly) Well honestly, I’ve kind of had feelings for you, for a while but I thought you were too good for me, I-I mean you’re hard working, you’re funny, you’re sweet, I wanted to know more about you…I guess it just took me a while to build up the courage

Really? That’s really surprising, I’d expect you to be an expert at this sorta thing