This is the in i've been looking for.

How do I smoothly get this conversation onto sex?
What are good ways to move any conversation to sex (this was on accident).
a fake dilemea involving sex, girls LOVE commenting on some other girls relationship. it goes something like this...
a friend (preferebly female) had am argument or told me a story, i want you opinion/who do you think is right.
an example dilemmas, of the top of my head
"her boyfriend is mad because she never told him that she used to fool around with other girls, he got mad and jealous when he found out. do you think he should be mad? she says that most girls do stuff like that as freshmen in college it doens't mean anything.
^ that one kinda rough but you get the idea
point is you don't want to make it obvious.
edit
or you can play a "question game"
I will give you an opportunity, a one time chance to ask me anything you want and I will answer it 100% truthfully but in return I get to ask you a question.
try and wrap it up in a challege.
EDIT
How do i put a smile on your face?? wut? I wouldn't say **** like that unless I smashed already thats a great way to end up in the friend zone.