Ball gag?
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.
You should make sure your sister is ok with that first. If she doesn't seem to be very relaxed about it, you may prefer a good relationship with your sister to a dating relationship that might not even work out.
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.
If you still like your best friend then try to get her back or let her go with your sister if that's what your friend wants. Or mabey your friend could be friends with your sister and best friends with you.
NO way man, my friend wouldn't like it one bit.
Its not you its me. I stuill care about you. Lets stay friends (Like thats not awkward) Hey is your best friend free for Friday night? Can I date your sister?
You will eventually have regrets if you 'play cupid' with your friends and/or family.
i would say more with your best friends sister, it would be more like as a friend thing in a way.
The best sister is the world would have to be Miss Poppy Smithers.She is always there for me and is my best friend. To truly find the best sister you have to ask your self would you call your sister your best friend? I would and that is therefore why Poppy Smithersis the best sister in the world to date.
From the standpoint of etiquette your sister should take precedence. After all, your sister is your sister for life. Best friends sometimes fall out of favor (or, at least, diminsh in contact - sometimes - over the years).
No she is not, but they are really good friends.
Sure you can you could go out with him. You don't have to only look at him as a friend