Hot for your friend's sister? You're not the first guy to feel this way. It's a common problem, actually–probably because it's so hard as it is to meet single women in any type of natural setting or scenario.
You've seen her a lot, you probably know her a bit better than you know the girls you catch sight of in "the scene", and you've already got the advantage of at least one thing in common.
But how do you cross that barrier without risking damaging your friendship with your love interest's sister forever. Because friends are hard to come by too. And one false move on any your parts and it could all be over in an instant for all 3 of you. In the worst of cases, you could even be held responsible for causing a painful family rift. You certainly don't want to do that. So what do you do?
Do you forget about it? Impossible, isn't it. When you like someone, you like her. You can't shut that off like a light switch.
To have even a chance of making it work with your friend's sister, you must at least be interested in her for more than a quick bang. If that's all you want, go find another way to get your rocks off and forget about her. Only pursue a friend's sister if you're seriously interested in having her as your girlfriend.
Now, if that is the case for you, then you need to first win your friend over to the idea much like the old fashioned practice of getting a father's approval in order to date his daughter. That's not to say you can't date her if you don't get your friend's approval (fatherly acceptance certainly wasn't a prerequisite in those days either–just a huge help). It's a matter of respect and common decency. Your first relationship, the one you actually have right now, is with your friend. So treat your friend as such. Sit down with him or her, and respectfully let your intentions be known. It may not go well (then again, it may go better than you could ever have hoped or expected) but either way, it's the right thing to do.
If you get the go ahead–great. If you don't, you've got a decision to make. Whatever response you get from your friend, if you do decide to go ahead and pursue your friend's sister, just remember to lean more towards the gentlemanly side of your dating demeanor than your cocky and cool side. Don't be a total sissy, but don't be wolf either. Also, keep your two relationships separate from one another. That show the greatest amount of respect for each of them independently.
If you play your cards right, even if you don't get your friend's immediate approval for your courtship of his or her precious sibling, you could win it over in time.
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ok i just went through all this. So i have been friends with this girl for about a year and a half. She is my boss but over time we had become very close telling each other juisy details of our other relationships. we would occasionally go on double dates together and was just in the circle of friends. All is good. Then my job transfers to califonia (which is where my boss is orginally from) and like usual hanging out at sporting events and bbqs and the normal stuff! then her sister lives like an hour away came down to hang out. just talked and it was cool… then she comes to visit again a couple weeks later and we all are go out on the town and have a great nite! there was definetly a mutual attraction but i didnt take it any further than that.(I was hesitating but it was better! then we have a work christmas party and my boss had a date and i didnt really so she asked if i would take her sister so the four of us could go together. so my boss give me her sister's number and we completly hit off talking alot and really want to hang out more together! so now the friend circle has gotten a little werid but all was cool. so after a month or so it was a offical relationship and all was good! so my boss starts hating like crazy! telling her the the details of my past year and a half even showing pictures of my ex's!! so the drama began, questioning everything!!!! so then she would always compare herself to my ex's saying" do you want me to dress like they did?" just stuff like that! so to say the least 3 weeks later it ended in a messy arguement. The one thing I did right was when the drama started i never once went to my boss/friend to ask her about it or tell her about it. I repsected the fact that they were sisters and im sure they talked enough. so now at work it has been pretty werid! my boss/friend still about able to talk on a professional level (cuz we have to everyday) but not a word has been said about our personal lives. In time it will come back but in the end i wish i would had just stayed friends and not dated my boss' sister. tell me what you think?
doin this right now.. exactly how you say. and its workin like a charm, nice article