be cool about it. ther is nothing against dating a friends sister. I've done it and it worked out well( at least until she moved). he kinda had a problem with it at first, but it wasnt up to him. its up to HER. just go about it like any other person.
listen dude i know we are friends but there is something you need to know,hope you will understand and that we can still be friends,i didnt ask for this to happen but i really like your sister and i want to ask her to be my girlfriend
Because you are best friends and want to date his sister be honest with your best friend and whether they like it or not his sister is the one that decides if she wants to date you.
Ball gag?
Answer If you like your best friends sister I'd ask him how he would feel if you asked her for a date and see what he says. It's important to keep his friendship, good looking sister or not, as a good friend is really hard to find. If he says he wouldn't be comfortable with you dating his sister, I'd leave it at that.
simple you ask him or if your really shy like me, then get your friends to ask him out for you, or if your that type, get your friends and his friends to set him up on a blind date with you
First you get to be friends with her and then you ask her out to lunch and say that its not a date just as friends and then you ask her to the movies a couple days after and then you ask her on a date after a couple weeks or so...
Ask her out on a date.
invite them on a group date. See if some of her friends are dating and ask them to come on a group date. also ask your friends. That way she has her friends to talk to and so do you if you hit an akward patch.
ask him why he ask you he suppose to ask you how your day been not where my friend or sister at and if it keep going on and on about that then he either cheating on you or then its time to tell him how you feel about it
Only if she lets you, but you would have to ask her out first.
You will eventually have regrets if you 'play cupid' with your friends and/or family.
That all depends. What I would do is just ask you sister.