You are not boys. Most of us do not overlook things and dismiss it without second thought; we are female. In fact, if most girls are like me - she'd be running ever single word you pronounce over and over again in her head. That is, if she likes you enough which, for the sake of the argument - she is really, really is. If you said, the right thing, she'd smile her ass off and woo her heart until it melts. If you've said the wrong thing, she'd ponder over it for days - if not much longer! She'd be thinking these things out until her brain explodes, and lets face it - the last thing you want is a girl and her brain, in separate parts I mean.
Her: Theresa's pretty don't you think?
You: Yeah, she has a really pretty smile.
- Why did he say that?
- Was it fuelled by other people's opinion about me/whatever, or did he come up with it himself?
- If it is the former case, who and why would they think that? Why would they tell him? More importantly, was it a girl or a boy? If it's a girl, why is she so close to him that she is able to influence him to that degree - persuade him so much so? How does he feel about her?
- If it's the latter - what was he thinking about when that thought came across. Was he rethinking in regards to our relationship?
- What is going to happen???
- Is this putting her down in some way.
- How would this sound to her ears?
- What does SHE think of (given topic)? Her opinion?
- If she disagrees to what I am about to say, how can I word it to be honest but not offend her?
- What would other people think of this (if they hear it - this is not because you/her will necessarily go around telling people (well, she might!!!) but if it doesn't sound alright to hear, then it shouldn't be alright to say!).
