There are a lot of questions you can ask someone that would seem awkward. Asking someone why they look the way they do can be awkward and asking someone if they will lick the floor is awkward.
Ask her about the "facts of life."
Stop talking about awkward girls and just talk to her. Get to know her better, form a little relationship.
Ask them questions about themselves, be yourself, and be nice, but dont forget to let them talk!
Questions about their ex-, asking them if they're pregnant, asking them if they're the one who forgot to flush the toilet.
make conversation, and give him questions that are difficult but that will make him say that he likes you. ask him what he likes in you.
The Dr- Oz Show - 2009 That's Awkward Dr- Oz Answers the Questions You'd Never Ask Your Doctor 4-45 was released on: USA: 9 November 2012
Just ask her out. It seems like you really like her so first see if she likes you. If you're her best friend, just ask her who she likes.
What if you have a guy friend and then he ask you out and you think it will be awkward then you go out and you dump him what should you do?
Ask him what's on his mind or think of something to talk about. You could also talk about the cause of the awkward moment.
On the date? Ask her about herself.
you could play questions where one person asks a question, the other answers and then they ask a question and you answer or truth ask a question and the other person HAS to answer honestly and my personal favorite, Would You Rather! ask any random ones my favorites are: get caught making out by your parents, or catch your parents making out eat your toe or drink your pee just keep it light and fun You can also play the awkward game. you just ask really awkward questions! like: "have you ever fingered yourself"
Ask a lot about your date!! Ask about sports they play or their interests to get the conversation flowing so there will not be any long awkward pauses! You could also ask about family, friends, school, thoughts of eachother, favorite food, hobbies, shopping